Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Colorado Springs to Chicago is Delta Air Lines.
Cheapest Month
June
Travel Period: June 2024 - May 2025
The cheapest month(s) to fly from Colorado Springs to Chicago is June.
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Jun 2024
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Jul 2024
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Aug 2024
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Sep 2024
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Oct 2024
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Nov 2024
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
Cheapest Day of the Week
Saturday
The cheapest day(s) of the week to fly from Colorado Springs to Chicago is Saturday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Cheapest Time
11am
The cheapest time of the day to fly from Colorado Springs to Chicago is in the morning.
Early Morning 12:01am - 06:00am
Morning 6:01am - 12:00pm
Afternoon 12:01pm - 6:00pm
Evening 6:01pm to 12:00am
12am
6am
12pm
6pm
Flight Schedules
Last Updated: Thu, 2 May, 2024
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Depart
Earliest
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Arrive
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Airline
Filter by Airline
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Total Duration
- Shortest
- Longest
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Stopover
All
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Availability
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06:06 - 09:34COS - ORD
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06:06 (COS)Colorado Springs Peterson Field Airport
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09:34 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 583)Airbus - 2h 28m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Airbus
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07:25 - 10:45COS - MDW
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07:25 (COS)Colorado Springs Peterson Field Airport
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10:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5259)Boeing 737 800 - 2h 20m
- Direct
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- -
- -
- -
- -
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- S
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- Boeing 737 800
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13:15 - 16:55COS - ORD
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13:15 (COS)Colorado Springs Peterson Field Airport
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16:55 (ORD)Chicago O'Hare International Airport
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United Airlines (UA 2418)Airbus - 2h 40m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Airbus
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13:20 - 16:40COS - MDW
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13:20 (COS)Colorado Springs Peterson Field Airport
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16:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5259)Boeing 737 Max 8 Passenger - 2h 20m
- Direct
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- -
- T
- W
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- -
- -
- -
- Boeing 737 Max 8 Passenger
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14:10 - 17:30COS - MDW
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14:10 (COS)Colorado Springs Peterson Field Airport
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17:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5259)Boeing 737 700 - 2h 20m
- Direct
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- M
- -
- -
- T
- F
- -
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- Boeing 737 700
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16:20 - 19:45COS - MDW
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16:20 (COS)Colorado Springs Peterson Field Airport
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19:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 2381)Boeing 737 700 - 2h 25m
- Direct
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- -
- -
- -
- -
- S
- Boeing 737 700
Connecting Flights
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19:00 - 19:50+ 1COS - DEN21:20 - 00:40+ 1DEN - MDW
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19:00 (COS)Colorado Springs Peterson Field Airport21:20 (DEN)Denver Intl Airport
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19:50 (DEN)Denver Intl Airport + 100:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1582)Boeing 737 700 Southwest Airlines (WN 3100)Boeing 737 700 - 4h 40m (1h 30m)
- DEN Denver 1h 30m
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- M
- -
- -
- T
- F
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- -
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05:15 - 08:00COS - DAL11:00 - 13:10DAL - MDW
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05:15 (COS)Colorado Springs Peterson Field Airport11:00 (DAL)Dallas/Fort Worth Love Field Airport
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08:00 (DAL)Dallas/Fort Worth Love Field Airport13:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1904)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2148)Boeing 737 Max 8 Passenger - 6h 55m (3h)
- DAL Dallas 3h
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- M
- -
- -
- T
- F
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05:15 - 08:00COS - DAL09:10 - 11:30DAL - ORD
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05:15 (COS)Colorado Springs Peterson Field Airport09:10 (DAL)Dallas/Fort Worth Love Field Airport
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08:00 (DAL)Dallas/Fort Worth Love Field Airport11:30 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1904)Boeing 737 Max 8 Passenger Southwest Airlines (WN 4903)Boeing 737 800 - 5h 15m (1h 10m)
- DAL Dallas 1h 10m
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- M
- -
- -
- T
- F
- -
- -
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05:40 - 06:30COS - PHX08:00 - 13:15PHX - MDW
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05:40 (COS)Colorado Springs Peterson Field Airport08:00 (PHX)Phoenix Sky Harbor Intl Airport
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06:30 (PHX)Phoenix Sky Harbor Intl Airport13:15 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5006)Boeing 737 800 Southwest Airlines (WN 5275)Boeing 737 Max 8 Passenger - 6h 35m (1h 30m)
- PHX Phoenix 1h 30m
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- M
- -
- -
- T
- F
- -
- -
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06:00 - 06:50COS - DEN10:25 - 13:40DEN - MDW
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06:00 (COS)Colorado Springs Peterson Field Airport10:25 (DEN)Denver Intl Airport
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06:50 (DEN)Denver Intl Airport13:40 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5027)Boeing 737 700 Southwest Airlines (WN 2503)Boeing 737 800 - 6h 40m (3h 35m)
- DEN Denver 3h 35m
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- -
- T
- W
- -
- -
- -
- -
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06:00 - 08:50COS - DAL11:35 - 13:45DAL - MDW
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06:00 (COS)Colorado Springs Peterson Field Airport11:35 (DAL)Dallas/Fort Worth Love Field Airport
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08:50 (DAL)Dallas/Fort Worth Love Field Airport13:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1904)Boeing 737 700 Southwest Airlines (WN 2148)Boeing 737 Max 8 Passenger - 6h 45m (2h 45m)
- DAL Dallas 2h 45m
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- -
- -
- -
- -
- -
- -
- S
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06:00 - 06:50COS - DEN08:25 - 11:50DEN - ORD
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06:00 (COS)Colorado Springs Peterson Field Airport08:25 (DEN)Denver Intl Airport
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06:50 (DEN)Denver Intl Airport11:50 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 5027)Boeing 737 700 Southwest Airlines (WN 941)Boeing 737 700 - 4h 50m (1h 35m)
- DEN Denver 1h 35m
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- -
- T
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- -
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- -
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06:05 - 07:05COS - LAS07:55 - 13:30LAS - MDW
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06:05 (COS)Colorado Springs Peterson Field Airport07:55 (LAS)Las Vegas McCarran International Airport
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07:05 (LAS)Las Vegas McCarran International Airport13:30 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 2371)Boeing 737 700 Southwest Airlines (WN 600)Boeing 737 800 - 6h 25m (50m)
- LAS Las Vegas 50m
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- M
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- -
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- F
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- -
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06:10 - 07:00COS - DEN08:25 - 11:45DEN - MDW
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06:10 (COS)Colorado Springs Peterson Field Airport08:25 (DEN)Denver Intl Airport
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07:00 (DEN)Denver Intl Airport11:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5027)Boeing 737 Max 8 Passenger Southwest Airlines (WN 692)Boeing 737 800 - 4h 35m (1h 25m)
- DEN Denver 1h 25m
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- -
- -
- -
- -
- -
- S
- -
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06:25 - 09:10COS - DAL10:45 - 13:05DAL - ORD
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06:25 (COS)Colorado Springs Peterson Field Airport10:45 (DAL)Dallas/Fort Worth Love Field Airport
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09:10 (DAL)Dallas/Fort Worth Love Field Airport13:05 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1904)Boeing 737 800 Southwest Airlines (WN 4903)Boeing 737 700 - 5h 40m (1h 35m)
- DAL Dallas 1h 35m
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06:25 - 09:10COS - DAL11:55 - 14:10DAL - MDW
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06:25 (COS)Colorado Springs Peterson Field Airport11:55 (DAL)Dallas/Fort Worth Love Field Airport
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09:10 (DAL)Dallas/Fort Worth Love Field Airport14:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1904)Boeing 737 800 Southwest Airlines (WN 473)Boeing 737 800 - 6h 45m (2h 45m)
- DAL Dallas 2h 45m
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- T
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06:30 - 07:20COS - DEN10:35 - 13:55DEN - MDW
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06:30 (COS)Colorado Springs Peterson Field Airport10:35 (DEN)Denver Intl Airport
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07:20 (DEN)Denver Intl Airport13:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5027)Boeing 737 Max 8 Passenger Southwest Airlines (WN 878)Boeing 737 700 - 6h 25m (3h 15m)
- DEN Denver 3h 15m
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- -
- -
- -
- -
- -
- -
- S
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06:30 - 07:20COS - DEN08:45 - 12:00DEN - MDW
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06:30 (COS)Colorado Springs Peterson Field Airport08:45 (DEN)Denver Intl Airport
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07:20 (DEN)Denver Intl Airport12:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5027)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2503)Boeing 737 800 - 4h 30m (1h 25m)
- DEN Denver 1h 25m
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- -
- -
- -
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- -
- -
- S
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11:55 - 13:15OMA - MDW06:30 - 07:20COS - DEN
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11:55 (OMA)Omaha Eppley Airfield Airport06:30 (COS)Colorado Springs Peterson Field Airport
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13:15 (MDW)Chicago Midway Airport07:20 (DEN)Denver Intl Airport
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Southwest Airlines (WN 1381)Boeing 737 700 Southwest Airlines (WN 5027)Boeing 737 Max 8 Passenger - 5h 45m (2h 10m)
- MDW Chicago 2h 10m
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- S
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06:40 - 07:35COS - DEN09:00 - 12:20DEN - MDW
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06:40 (COS)Colorado Springs Peterson Field Airport09:00 (DEN)Denver Intl Airport
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07:35 (DEN)Denver Intl Airport12:20 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5027)Boeing 737 700 Southwest Airlines (WN 5584)Boeing 737 800 - 4h 40m (1h 25m)
- DEN Denver 1h 25m
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- M
- -
- -
- T
- F
- -
- -
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06:40 - 07:35COS - DEN10:35 - 14:00DEN - ORD
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06:40 (COS)Colorado Springs Peterson Field Airport10:35 (DEN)Denver Intl Airport
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07:35 (DEN)Denver Intl Airport14:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 5027)Boeing 737 700 Southwest Airlines (WN 2315)Boeing 737 800 - 6h 20m (3h)
- DEN Denver 3h
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- M
- -
- -
- T
- F
- -
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06:40 - 07:35COS - DEN08:25 - 11:50DEN - ORD
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06:40 (COS)Colorado Springs Peterson Field Airport08:25 (DEN)Denver Intl Airport
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07:35 (DEN)Denver Intl Airport11:50 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 5027)Boeing 737 700 Southwest Airlines (WN 941)Boeing 737 700 - 4h 10m (50m)
- DEN Denver 50m
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- M
- -
- -
- T
- F
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07:10 - 08:05COS - PHX09:40 - 15:00PHX - MDW
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07:10 (COS)Colorado Springs Peterson Field Airport09:40 (PHX)Phoenix Sky Harbor Intl Airport
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08:05 (PHX)Phoenix Sky Harbor Intl Airport15:00 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5006)Boeing 737 800 Southwest Airlines (WN 3198)Boeing 737 800 - 6h 50m (1h 35m)
- PHX Phoenix 1h 35m
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- -
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- -
- -
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- -
- S
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07:10 - 08:05COS - PHX09:50 - 15:05PHX - MDW
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07:10 (COS)Colorado Springs Peterson Field Airport09:50 (PHX)Phoenix Sky Harbor Intl Airport
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08:05 (PHX)Phoenix Sky Harbor Intl Airport15:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5006)Boeing 737 Max 8 Passenger Southwest Airlines (WN 3198)Boeing 737 800 - 6h 55m (1h 45m)
- PHX Phoenix 1h 45m
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- -
- T
- W
- -
- -
- -
- -
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07:10 - 08:05COS - PHX08:55 - 14:10PHX - MDW
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07:10 (COS)Colorado Springs Peterson Field Airport08:55 (PHX)Phoenix Sky Harbor Intl Airport
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08:05 (PHX)Phoenix Sky Harbor Intl Airport14:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5006)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2069)Boeing 737 800 - 6h (50m)
- PHX Phoenix 50m
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- -
- T
- W
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- -
- -
- -
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10:35 - 11:25COS - DEN12:35 - 15:50DEN - MDW
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10:35 (COS)Colorado Springs Peterson Field Airport12:35 (DEN)Denver Intl Airport
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11:25 (DEN)Denver Intl Airport15:50 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1383)Boeing 737 700 Southwest Airlines (WN 2107)Boeing 737 800 - 4h 15m (1h 10m)
- DEN Denver 1h 10m
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- -
- -
- -
- -
- -
- -
- S
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10:35 - 11:25COS - DEN14:05 - 17:25DEN - MDW
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10:35 (COS)Colorado Springs Peterson Field Airport14:05 (DEN)Denver Intl Airport
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11:25 (DEN)Denver Intl Airport17:25 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1383)Boeing 737 700 Southwest Airlines (WN 1483)Boeing 737 Max 8 Passenger - 5h 50m (2h 40m)
- DEN Denver 2h 40m
-
- -
- -
- -
- -
- -
- -
- S
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10:35 - 11:25COS - DEN13:30 - 17:00DEN - ORD
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10:35 (COS)Colorado Springs Peterson Field Airport13:30 (DEN)Denver Intl Airport
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11:25 (DEN)Denver Intl Airport17:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1383)Boeing 737 700 Southwest Airlines (WN 1130)Boeing 737 800 - 5h 25m (2h 05m)
- DEN Denver 2h 05m
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- -
- -
- -
- -
- -
- -
- S
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11:15 - 12:05COS - DEN15:45 - 19:05DEN - MDW
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11:15 (COS)Colorado Springs Peterson Field Airport15:45 (DEN)Denver Intl Airport
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12:05 (DEN)Denver Intl Airport19:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6088)Boeing 737 700 Southwest Airlines (WN 2825)Boeing 737 700 - 6h 50m (3h 40m)
- DEN Denver 3h 40m
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- M
- -
- -
- T
- F
- -
- -
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11:15 - 12:05COS - DEN14:35 - 17:55DEN - MDW
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11:15 (COS)Colorado Springs Peterson Field Airport14:35 (DEN)Denver Intl Airport
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12:05 (DEN)Denver Intl Airport17:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6088)Boeing 737 700 Southwest Airlines (WN 698)Boeing 737 Max 8 Passenger - 5h 40m (2h 30m)
- DEN Denver 2h 30m
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- M
- -
- -
- T
- F
- -
- -
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11:25 - 12:15COS - PHX13:20 - 18:35PHX - MDW
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11:25 (COS)Colorado Springs Peterson Field Airport13:20 (PHX)Phoenix Sky Harbor Intl Airport
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12:15 (PHX)Phoenix Sky Harbor Intl Airport18:35 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5962)Boeing 737 700 Southwest Airlines (WN 3200)Boeing 737 Max 8 Passenger - 6h 10m (1h 05m)
- PHX Phoenix 1h 05m
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- -
- T
- W
- -
- -
- -
- -
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12:10 - 13:00COS - PHX14:55 - 20:10PHX - MDW
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12:10 (COS)Colorado Springs Peterson Field Airport14:55 (PHX)Phoenix Sky Harbor Intl Airport
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13:00 (PHX)Phoenix Sky Harbor Intl Airport20:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5962)Boeing 737 800 Southwest Airlines (WN 3201)Boeing 737 800 - 7h (1h 55m)
- PHX Phoenix 1h 55m
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- M
- -
- -
- T
- F
- -
- -
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12:30 - 15:20COS - DAL17:10 - 19:20DAL - MDW
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12:30 (COS)Colorado Springs Peterson Field Airport17:10 (DAL)Dallas/Fort Worth Love Field Airport
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15:20 (DAL)Dallas/Fort Worth Love Field Airport19:20 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 39)Boeing 737 700 Southwest Airlines (WN 973)Boeing 737 Max 8 Passenger - 5h 50m (1h 50m)
- DAL Dallas 1h 50m
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- M
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- -
- T
- F
- -
- -
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12:40 - 13:30COS - DEN16:30 - 20:00DEN - ORD
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12:40 (COS)Colorado Springs Peterson Field Airport16:30 (DEN)Denver Intl Airport
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13:30 (DEN)Denver Intl Airport20:00 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 3066)Boeing 737 700 Southwest Airlines (WN 1252)Boeing 737 Max 8 Passenger - 6h 20m (3h)
- DEN Denver 3h
-
- -
- -
- -
- -
- -
- -
- S
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12:45 - 13:35COS - DEN17:25 - 20:55DEN - ORD
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12:45 (COS)Colorado Springs Peterson Field Airport17:25 (DEN)Denver Intl Airport
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13:35 (DEN)Denver Intl Airport20:55 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 6088)Boeing 737 700 Southwest Airlines (WN 1130)Boeing 737 800 - 7h 10m (3h 50m)
- DEN Denver 3h 50m
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- -
- -
- -
- -
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- S
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12:45 - 13:35COS - DEN16:50 - 20:05DEN - MDW
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12:45 (COS)Colorado Springs Peterson Field Airport16:50 (DEN)Denver Intl Airport
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13:35 (DEN)Denver Intl Airport20:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6088)Boeing 737 700 Southwest Airlines (WN 2825)Boeing 737 800 - 6h 20m (3h 15m)
- DEN Denver 3h 15m
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- -
- -
- -
- -
- -
- S
- -
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13:05 - 13:55COS - DEN16:25 - 19:45DEN - MDW
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13:05 (COS)Colorado Springs Peterson Field Airport16:25 (DEN)Denver Intl Airport
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13:55 (DEN)Denver Intl Airport19:45 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6088)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2825)Boeing 737 700 - 5h 40m (2h 30m)
- DEN Denver 2h 30m
-
- -
- T
- W
- -
- -
- -
- -
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13:05 - 13:55COS - DEN14:50 - 18:10DEN - MDW
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13:05 (COS)Colorado Springs Peterson Field Airport14:50 (DEN)Denver Intl Airport
-
13:55 (DEN)Denver Intl Airport18:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 6088)Boeing 737 Max 8 Passenger Southwest Airlines (WN 698)Boeing 737 Max 8 Passenger - 4h 05m (55m)
- DEN Denver 55m
-
- -
- T
- W
- -
- -
- -
- -
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13:55 - 14:50COS - PHX16:00 - 21:15PHX - MDW
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13:55 (COS)Colorado Springs Peterson Field Airport16:00 (PHX)Phoenix Sky Harbor Intl Airport
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14:50 (PHX)Phoenix Sky Harbor Intl Airport21:15 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5006)Boeing 737 800 Southwest Airlines (WN 3201)Boeing 737 700 - 6h 20m (1h 10m)
- PHX Phoenix 1h 10m
-
- -
- -
- -
- -
- -
- S
- -
-
14:05 - 15:15COS - LAS16:35 - 22:10LAS - MDW
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14:05 (COS)Colorado Springs Peterson Field Airport16:35 (LAS)Las Vegas McCarran International Airport
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15:15 (LAS)Las Vegas McCarran International Airport22:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5866)Boeing 737 700 Southwest Airlines (WN 599)Boeing 737 Max 8 Passenger - 7h 05m (1h 20m)
- LAS Las Vegas 1h 20m
-
- M
- -
- -
- T
- F
- -
- -
-
15:10 - 16:00COS - DEN19:10 - 22:35DEN - ORD
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15:10 (COS)Colorado Springs Peterson Field Airport19:10 (DEN)Denver Intl Airport
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16:00 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 5677)Boeing 737 700 Southwest Airlines (WN 3642)Boeing 737 700 - 6h 25m (3h 10m)
- DEN Denver 3h 10m
-
- M
- -
- -
- T
- F
- -
- -
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15:10 - 16:00COS - DEN19:55 - 23:15DEN - MDW
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15:10 (COS)Colorado Springs Peterson Field Airport19:55 (DEN)Denver Intl Airport
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16:00 (DEN)Denver Intl Airport23:15 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 5677)Boeing 737 700 Southwest Airlines (WN 719)Boeing 737 800 - 7h 05m (3h 55m)
- DEN Denver 3h 55m
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- M
- -
- -
- T
- F
- -
- -
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15:45 - 16:40COS - PHX17:50 - 23:05PHX - MDW
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15:45 (COS)Colorado Springs Peterson Field Airport17:50 (PHX)Phoenix Sky Harbor Intl Airport
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16:40 (PHX)Phoenix Sky Harbor Intl Airport23:05 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 3744)Boeing 737 700 Southwest Airlines (WN 5811)Boeing 737 700 - 6h 20m (1h 10m)
- PHX Phoenix 1h 10m
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- -
- T
- W
- -
- -
- -
- -
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15:45 - 16:40COS - PHX17:40 - 23:05PHX - ORD
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15:45 (COS)Colorado Springs Peterson Field Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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16:40 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 3744)Boeing 737 700 Southwest Airlines (WN 2414)Boeing 737 800 - 6h 20m (1h)
- PHX Phoenix 1h
-
- -
- T
- W
- -
- -
- -
- -
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15:50 - 18:40COS - DAL21:10 - 23:20DAL - MDW
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15:50 (COS)Colorado Springs Peterson Field Airport21:10 (DAL)Dallas/Fort Worth Love Field Airport
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18:40 (DAL)Dallas/Fort Worth Love Field Airport23:20 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1256)Boeing 737 800 Southwest Airlines (WN 3084)Boeing 737 800 - 6h 30m (2h 30m)
- DAL Dallas 2h 30m
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- -
- T
- W
- -
- -
- -
- -
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15:55 - 16:45COS - PHX17:40 - 23:05PHX - ORD
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15:55 (COS)Colorado Springs Peterson Field Airport17:40 (PHX)Phoenix Sky Harbor Intl Airport
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16:45 (PHX)Phoenix Sky Harbor Intl Airport23:05 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 3744)Boeing 737 Max 8 Passenger Southwest Airlines (WN 2414)Boeing 737 Max 8 Passenger - 6h 10m (55m)
- PHX Phoenix 55m
-
- M
- -
- -
- T
- F
- -
- -
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16:05 - 18:55COS - DAL20:45 - 22:50DAL - MDW
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16:05 (COS)Colorado Springs Peterson Field Airport20:45 (DAL)Dallas/Fort Worth Love Field Airport
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18:55 (DAL)Dallas/Fort Worth Love Field Airport22:50 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1256)Boeing 737 700 Southwest Airlines (WN 3084)Boeing 737 Max 8 Passenger - 5h 45m (1h 50m)
- DAL Dallas 1h 50m
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16:45 - 19:35+ 1COS - DAL22:00 - 00:10+ 1DAL - MDW
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16:45 (COS)Colorado Springs Peterson Field Airport22:00 (DAL)Dallas/Fort Worth Love Field Airport
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19:35 (DAL)Dallas/Fort Worth Love Field Airport + 100:10 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1256)Boeing 737 700 Southwest Airlines (WN 3084)Boeing 737 800 - 6h 25m (2h 25m)
- DAL Dallas 2h 25m
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- M
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17:00 - 17:50COS - DEN18:35 - 21:55DEN - MDW
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17:00 (COS)Colorado Springs Peterson Field Airport18:35 (DEN)Denver Intl Airport
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17:50 (DEN)Denver Intl Airport21:55 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1582)Boeing 737 700 Southwest Airlines (WN 719)Boeing 737 800 - 3h 55m (45m)
- DEN Denver 45m
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17:10 - 18:05COS - DEN19:10 - 22:35DEN - ORD
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17:10 (COS)Colorado Springs Peterson Field Airport19:10 (DEN)Denver Intl Airport
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18:05 (DEN)Denver Intl Airport22:35 (ORD)Chicago O'Hare International Airport
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Southwest Airlines (WN 1426)Boeing 737 800 Southwest Airlines (WN 3642)Boeing 737 700 - 4h 25m (1h 05m)
- DEN Denver 1h 05m
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- -
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- S
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17:10 - 18:05COS - DEN20:00 - 23:15DEN - MDW
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17:10 (COS)Colorado Springs Peterson Field Airport20:00 (DEN)Denver Intl Airport
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18:05 (DEN)Denver Intl Airport23:15 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1426)Boeing 737 800 Southwest Airlines (WN 719)Boeing 737 700 - 5h 05m (1h 55m)
- DEN Denver 1h 55m
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- S
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22:50 - 23:55STL - MDW17:10 - 18:05COS - DEN
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22:50 (STL)St Louis Lambert Intl Airport17:10 (COS)Colorado Springs Peterson Field Airport
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23:55 (MDW)Chicago Midway Airport18:05 (DEN)Denver Intl Airport
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Southwest Airlines (WN 3244)Boeing 737 800 Southwest Airlines (WN 1426)Boeing 737 800 - 5h 45m (1h 45m)
- MDW Chicago 1h 45m
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- S
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17:50 - 18:40COS - DEN20:05 - 23:25DEN - MDW
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17:50 (COS)Colorado Springs Peterson Field Airport20:05 (DEN)Denver Intl Airport
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18:40 (DEN)Denver Intl Airport23:25 (MDW)Chicago Midway Airport
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Southwest Airlines (WN 1426)Boeing 737 700 Southwest Airlines (WN 719)Boeing 737 700 - 4h 35m (1h 25m)
- DEN Denver 1h 25m
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- -
- T
- W
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What’s the fastest flight time from Colorado Springs to Chicago?
The fastest flight time for direct flights from Colorado Springs to Chicago is 2 hours 20 minutes. Check latest flight schedules & prices on Wego.
How far is Chicago from Colorado Springs?
The flight distance between Colorado Springs and Chicago is 1493km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:15. The last flight of the day departs at 19:00. See the full list of flight times on Wego.
How many airlines offer direct flights from Colorado Springs to Chicago?
There are 2 airlines that offer direct flights from Colorado Springs to Chicago. Find out the list of airlines on Wego.
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