Fare Guide
Estimated lowest fares found within 7 days
The cheapest airline(s) flying from Chicago to San Diego is Frontier Airlines.
Travel Period: May 2024 - April 2025
The cheapest month(s) to fly from Chicago to San Diego is May.
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May 2024
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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
The cheapest day(s) of the week to fly from Chicago to San Diego is Monday.
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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
The cheapest time of the day to fly from Chicago to San Diego is in the early morning.
Flight Schedules
Last Updated: Tue, 2 Apr, 2024
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Depart
Earliest
- Earliest
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Arrive
- Earliest
- Latest
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Airline
Filter by Airline
All
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Total Duration
- Shortest
- Longest
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Stopover
All
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Availability
- M
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- F
- S
- S
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19:35 - 21:47ORD - SAN
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19:35 (ORD)Chicago O'Hare International Airport
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21:47 (SAN)San Diego International Airport
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United Airlines (UA 1783)Boeing 737 800 - 4h 12m
- Direct
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- M
- T
- W
- T
- F
- -
- S
- Boeing 737 800
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20:05 - 22:20MDW - SAN
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20:05 (MDW)Chicago Midway Airport
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22:20 (SAN)San Diego International Airport
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(WN 782)Boeing 737 700 - 4h 15m
- Direct
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- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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20:15 - 22:35MDW - SAN
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20:15 (MDW)Chicago Midway Airport
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22:35 (SAN)San Diego International Airport
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(WN 3104)Boeing 737 700 - 4h 20m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 700
-
20:20 - 22:32ORD - SAN
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20:20 (ORD)Chicago O'Hare International Airport
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22:32 (SAN)San Diego International Airport
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American Airlines (AA 2065)Airbus - 4h 12m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Airbus
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20:55 - 23:15MDW - SAN
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20:55 (MDW)Chicago Midway Airport
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23:15 (SAN)San Diego International Airport
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(WN 782)Boeing 737 700 - 4h 20m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
06:05 - 12:23ORD - SAN
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06:05 (ORD)Chicago O'Hare International Airport
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12:23 (SAN)San Diego International Airport
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United Airlines (UA 336)Boeing 737 900 - 8h 18m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
06:25 - 08:40MDW - SAN
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06:25 (MDW)Chicago Midway Airport
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08:40 (SAN)San Diego International Airport
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(WN 4110)Boeing 737 700 - 4h 15m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
06:40 - 08:55MDW - SAN
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06:40 (MDW)Chicago Midway Airport
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08:55 (SAN)San Diego International Airport
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(WN 2785)Boeing 737 700 - 4h 15m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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06:55 - 09:15MDW - SAN
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06:55 (MDW)Chicago Midway Airport
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09:15 (SAN)San Diego International Airport
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(WN 472)Boeing 737 700 - 4h 20m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 700
-
07:15 - 21:17ORD - SAN
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07:15 (ORD)Chicago O'Hare International Airport
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21:17 (SAN)San Diego International Airport
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United Airlines (UA 2674)Airbus - 16h 02m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Airbus
-
07:15 - 14:58ORD - SAN
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07:15 (ORD)Chicago O'Hare International Airport
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14:58 (SAN)San Diego International Airport
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United Airlines (UA 2041)Boeing 737 900 - 9h 43m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 900
-
07:25 - 09:40MDW - SAN
-
07:25 (MDW)Chicago Midway Airport
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09:40 (SAN)San Diego International Airport
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(WN 3307)Boeing 737 700 - 4h 15m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
07:40 - 10:11ORD - SAN
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07:40 (ORD)Chicago O'Hare International Airport
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10:11 (SAN)San Diego International Airport
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United Airlines (UA 264)Boeing 737 800 - 4h 31m
- Direct
-
- M
- T
- W
- T
- F
- -
- S
- Boeing 737 800
-
08:20 - 10:29ORD - SAN
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08:20 (ORD)Chicago O'Hare International Airport
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10:29 (SAN)San Diego International Airport
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American Airlines (AA 2343)Boeing 737 800 - 4h 09m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
09:00 - 11:22ORD - SAN
-
09:00 (ORD)Chicago O'Hare International Airport
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11:22 (SAN)San Diego International Airport
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United Airlines (UA 2445)Boeing 737 800 - 4h 22m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
11:30 - 13:45MDW - SAN
-
11:30 (MDW)Chicago Midway Airport
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13:45 (SAN)San Diego International Airport
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(WN 1001)Boeing 737 700 - 4h 15m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 700
-
12:15 - 14:30MDW - SAN
-
12:15 (MDW)Chicago Midway Airport
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14:30 (SAN)San Diego International Airport
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(WN 472)Boeing 737 700 - 4h 15m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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12:30 - 14:45MDW - SAN
-
12:30 (MDW)Chicago Midway Airport
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14:45 (SAN)San Diego International Airport
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(WN 472)Boeing 737 700 - 4h 15m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
13:15 - 15:30ORD - SAN
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13:15 (ORD)Chicago O'Hare International Airport
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15:30 (SAN)San Diego International Airport
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United Airlines (UA 2683)Boeing 737 800 - 4h 15m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
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13:15 - 16:40MDW - SAN
-
13:15 (MDW)Chicago Midway Airport
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16:40 (SAN)San Diego International Airport
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(WN 2535)Boeing 737 700 - 5h 25m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
13:45 - 17:20MDW - SAN
-
13:45 (MDW)Chicago Midway Airport
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17:20 (SAN)San Diego International Airport
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(WN 4380)Boeing 737 700 - 5h 35m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 700
-
14:45 - 17:05MDW - SAN
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14:45 (MDW)Chicago Midway Airport
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17:05 (SAN)San Diego International Airport
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(WN 472)Boeing 737 700 - 4h 20m
- Direct
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- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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15:10 - 18:45MDW - SAN
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15:10 (MDW)Chicago Midway Airport
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18:45 (SAN)San Diego International Airport
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(WN 1924)Boeing 737 700 - 5h 35m
- Direct
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- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
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16:15 - 18:37ORD - SAN
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16:15 (ORD)Chicago O'Hare International Airport
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18:37 (SAN)San Diego International Airport
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United Airlines (UA 584)Boeing 737 800 - 4h 22m
- Direct
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- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
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16:20 - 22:50MDW - SAN
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16:20 (MDW)Chicago Midway Airport
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22:50 (SAN)San Diego International Airport
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(WN 3936)Boeing 737 700 - 8h 30m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
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16:50 - 18:58ORD - SAN
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16:50 (ORD)Chicago O'Hare International Airport
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18:58 (SAN)San Diego International Airport
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American Airlines (AA 1543)Airbus - 4h 08m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Airbus
Connecting Flights
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05:30 - 07:10MDW - DEN08:15 - 09:40DEN - SAN
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05:30 (MDW)Chicago Midway Airport08:15 (DEN)Denver Intl Airport
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07:10 (DEN)Denver Intl Airport09:40 (SAN)San Diego International Airport
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(WN 3101)Boeing 737 Max 8 Passenger (WN 2371)Boeing 737 700 - 6h 10m (1h 05m)
- DEN Denver 1h 05m
-
- -
- -
- -
- -
- -
- -
- S
-
05:30 - 07:10MDW - DEN09:50 - 11:15DEN - SAN
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05:30 (MDW)Chicago Midway Airport09:50 (DEN)Denver Intl Airport
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07:10 (DEN)Denver Intl Airport11:15 (SAN)San Diego International Airport
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(WN 3101)Boeing 737 Max 8 Passenger (WN 2949)Boeing 737 800 - 7h 45m (2h 40m)
- DEN Denver 2h 40m
-
- -
- -
- -
- -
- -
- -
- S
-
05:35 - 07:25MDW - PHX08:50 - 10:15PHX - SAN
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05:35 (MDW)Chicago Midway Airport08:50 (PHX)Phoenix Sky Harbor Intl Airport
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07:25 (PHX)Phoenix Sky Harbor Intl Airport10:15 (SAN)San Diego International Airport
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(WN 2273)Boeing 737 700 (WN 4128)Boeing 737 700 - 6h 40m (1h 25m)
- PHX Phoenix 1h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
05:35 - 07:00MDW - BNA08:20 - 10:40BNA - SAN
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05:35 (MDW)Chicago Midway Airport08:20 (BNA)Nashville Airport
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07:00 (BNA)Nashville Airport10:40 (SAN)San Diego International Airport
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(WN 270)Boeing 737 700 (WN 1994)Boeing 737 Max 8 Passenger - 7h 05m (1h 20m)
- BNA Nashville 1h 20m
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- M
- -
- -
- T
- F
- -
- -
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05:35 - 07:15MDW - PHX10:05 - 11:25PHX - SAN
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05:35 (MDW)Chicago Midway Airport10:05 (PHX)Phoenix Sky Harbor Intl Airport
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07:15 (PHX)Phoenix Sky Harbor Intl Airport11:25 (SAN)San Diego International Airport
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(WN 2273)Boeing 737 700 (WN 4129)Boeing 737 800 - 7h 50m (2h 50m)
- PHX Phoenix 2h 50m
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- -
- -
- -
- -
- -
- S
- -
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05:50 - 07:45MDW - LAS08:45 - 09:55LAS - SAN
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05:50 (MDW)Chicago Midway Airport08:45 (LAS)Las Vegas McCarran International Airport
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07:45 (LAS)Las Vegas McCarran International Airport09:55 (SAN)San Diego International Airport
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(WN 6191)Boeing 737 700 (WN 2597)Boeing 737 700 - 6h 05m (1h)
- LAS Las Vegas 1h
-
- -
- -
- -
- -
- -
- -
- S
-
05:50 - 07:45MDW - LAS10:35 - 11:50LAS - SAN
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05:50 (MDW)Chicago Midway Airport10:35 (LAS)Las Vegas McCarran International Airport
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07:45 (LAS)Las Vegas McCarran International Airport11:50 (SAN)San Diego International Airport
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(WN 6191)Boeing 737 700 (WN 2544)Boeing 737 700 - 8h (2h 50m)
- LAS Las Vegas 2h 50m
-
- -
- -
- -
- -
- -
- -
- S
-
05:55 - 07:05MDW - STL10:05 - 11:55STL - SAN
-
05:55 (MDW)Chicago Midway Airport10:05 (STL)St Louis Lambert Intl Airport
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07:05 (STL)St Louis Lambert Intl Airport11:55 (SAN)San Diego International Airport
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(WN 5846)Boeing 737 Max 8 Passenger (WN 4676)Boeing 737 800 - 8h (3h)
- STL Saint Louis 3h
-
- -
- -
- -
- -
- -
- S
- -
-
06:05 - 07:35MDW - MCI09:25 - 11:00MCI - SAN
-
06:05 (MDW)Chicago Midway Airport09:25 (MCI)Kansas City International Airport
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07:35 (MCI)Kansas City International Airport11:00 (SAN)San Diego International Airport
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(WN 1942)Boeing 737 700 (WN 2704)Boeing 737 800 - 6h 55m (1h 50m)
- MCI Kansas City 1h 50m
-
- -
- T
- W
- -
- -
- -
- -
-
06:10 - 08:05MDW - LAS09:30 - 10:50LAS - SAN
-
06:10 (MDW)Chicago Midway Airport09:30 (LAS)Las Vegas McCarran International Airport
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08:05 (LAS)Las Vegas McCarran International Airport10:50 (SAN)San Diego International Airport
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(WN 6191)Boeing 737 Max 8 Passenger (WN 2597)Boeing 737 700 - 6h 40m (1h 25m)
- LAS Las Vegas 1h 25m
-
- M
- -
- -
- T
- F
- -
- -
-
06:15 - 08:00ORD - PHX08:50 - 10:15PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport08:50 (PHX)Phoenix Sky Harbor Intl Airport
-
08:00 (PHX)Phoenix Sky Harbor Intl Airport10:15 (SAN)San Diego International Airport
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(WN 5245)Boeing 737 800 (WN 4128)Boeing 737 700 - 6h (50m)
- PHX Phoenix 50m
-
- -
- -
- -
- -
- -
- -
- S
-
06:15 - 08:35MDW - DAL10:20 - 11:25DAL - SAN
-
06:15 (MDW)Chicago Midway Airport10:20 (DAL)Dallas/Fort Worth Love Field Airport
-
08:35 (DAL)Dallas/Fort Worth Love Field Airport11:25 (SAN)San Diego International Airport
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(WN 1102)Boeing 737 800 (WN 2338)Boeing 737 700 - 7h 10m (1h 45m)
- DAL Dallas 1h 45m
-
- -
- -
- -
- -
- -
- -
- S
-
06:15 - 08:00ORD - PHX10:05 - 11:25PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport10:05 (PHX)Phoenix Sky Harbor Intl Airport
-
08:00 (PHX)Phoenix Sky Harbor Intl Airport11:25 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 800 (WN 4129)Boeing 737 800 - 7h 10m (2h 05m)
- PHX Phoenix 2h 05m
-
- -
- -
- -
- -
- -
- S
- -
-
06:15 - 08:00ORD - PHX12:00 - 13:10PHX - SAN
-
06:15 (ORD)Chicago O'Hare International Airport12:00 (PHX)Phoenix Sky Harbor Intl Airport
-
08:00 (PHX)Phoenix Sky Harbor Intl Airport13:10 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 800 (WN 444)Boeing 737 700 - 8h 55m (4h)
- PHX Phoenix 4h
-
- -
- -
- -
- -
- -
- S
- -
-
06:20 - 07:45MDW - BNA09:20 - 11:40BNA - SAN
-
06:20 (MDW)Chicago Midway Airport09:20 (BNA)Nashville Airport
-
07:45 (BNA)Nashville Airport11:40 (SAN)San Diego International Airport
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(WN 270)Boeing 737 Max 8 Passenger (WN 1994)Boeing 737 700 - 7h 20m (1h 35m)
- BNA Nashville 1h 35m
-
- -
- T
- W
- -
- -
- -
- -
-
06:25 - 08:00MDW - DEN09:25 - 10:45DEN - SAN
-
06:25 (MDW)Chicago Midway Airport09:25 (DEN)Denver Intl Airport
-
08:00 (DEN)Denver Intl Airport10:45 (SAN)San Diego International Airport
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(WN 1699)Boeing 737 Max 8 Passenger (WN 2662)Boeing 737 Max 8 Passenger - 6h 20m (1h 25m)
- DEN Denver 1h 25m
-
- -
- -
- -
- -
- -
- S
- -
-
06:30 - 08:15ORD - PHX09:20 - 10:35PHX - SAN
-
06:30 (ORD)Chicago O'Hare International Airport09:20 (PHX)Phoenix Sky Harbor Intl Airport
-
08:15 (PHX)Phoenix Sky Harbor Intl Airport10:35 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 Max 8 Passenger (WN 4129)Boeing 737 Max 8 Passenger - 6h 05m (1h 05m)
- PHX Phoenix 1h 05m
-
- -
- T
- W
- -
- -
- -
- -
-
06:30 - 08:10ORD - DEN09:25 - 10:45DEN - SAN
-
06:30 (ORD)Chicago O'Hare International Airport09:25 (DEN)Denver Intl Airport
-
08:10 (DEN)Denver Intl Airport10:45 (SAN)San Diego International Airport
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(WN 1260)Boeing 737 800 (WN 2662)Boeing 737 Max 8 Passenger - 6h 15m (1h 15m)
- DEN Denver 1h 15m
-
- -
- -
- -
- -
- -
- S
- -
-
06:30 - 08:15ORD - PHX10:25 - 11:40PHX - SAN
-
06:30 (ORD)Chicago O'Hare International Airport10:25 (PHX)Phoenix Sky Harbor Intl Airport
-
08:15 (PHX)Phoenix Sky Harbor Intl Airport11:40 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 700 (WN 4129)Boeing 737 Max 8 Passenger - 7h 10m (2h 10m)
- PHX Phoenix 2h 10m
-
- M
- -
- -
- T
- F
- -
- -
-
06:30 - 08:15ORD - PHX11:10 - 12:20PHX - SAN
-
06:30 (ORD)Chicago O'Hare International Airport11:10 (PHX)Phoenix Sky Harbor Intl Airport
-
08:15 (PHX)Phoenix Sky Harbor Intl Airport12:20 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 Max 8 Passenger (WN 3966)Boeing 737 800 - 7h 50m (2h 55m)
- PHX Phoenix 2h 55m
-
- -
- T
- W
- -
- -
- -
- -
-
06:30 - 08:15ORD - PHX12:05 - 13:15PHX - SAN
-
06:30 (ORD)Chicago O'Hare International Airport12:05 (PHX)Phoenix Sky Harbor Intl Airport
-
08:15 (PHX)Phoenix Sky Harbor Intl Airport13:15 (SAN)San Diego International Airport
-
(WN 5245)Boeing 737 700 (WN 1980)Boeing 737 700 - 8h 45m (3h 50m)
- PHX Phoenix 3h 50m
-
- M
- -
- -
- T
- F
- -
- -
-
06:30 - 09:10MDW - OAK11:50 - 13:20OAK - SAN
-
06:30 (MDW)Chicago Midway Airport11:50 (OAK)Oakland International Airport
-
09:10 (OAK)Oakland International Airport13:20 (SAN)San Diego International Airport
-
(WN 5472)Boeing 737 700 (WN 2860)Boeing 737 700 - 8h 50m (2h 40m)
- OAK Oakland 2h 40m
-
- M
- -
- -
- T
- F
- -
- -
-
06:30 - 08:10ORD - DEN12:15 - 13:35DEN - SAN
-
06:30 (ORD)Chicago O'Hare International Airport12:15 (DEN)Denver Intl Airport
-
08:10 (DEN)Denver Intl Airport13:35 (SAN)San Diego International Airport
-
(WN 1260)Boeing 737 800 (WN 3147)Boeing 737 Max 8 Passenger - 9h 05m (4h 05m)
- DEN Denver 4h 05m
-
- -
- -
- -
- -
- -
- S
- -
-
06:55 - 08:30MDW - MCI11:55 - 13:20MCI - SAN
-
06:55 (MDW)Chicago Midway Airport11:55 (MCI)Kansas City International Airport
-
08:30 (MCI)Kansas City International Airport13:20 (SAN)San Diego International Airport
-
(WN 1942)Boeing 737 700 (WN 4069)Boeing 737 800 - 8h 25m (3h 25m)
- MCI Kansas City 3h 25m
-
- -
- -
- -
- -
- -
- S
- -
-
07:00 - 08:45ORD - DEN09:50 - 11:15DEN - SAN
-
07:00 (ORD)Chicago O'Hare International Airport09:50 (DEN)Denver Intl Airport
-
08:45 (DEN)Denver Intl Airport11:15 (SAN)San Diego International Airport
-
(WN 1260)Boeing 737 700 (WN 2949)Boeing 737 800 - 6h 15m (1h 05m)
- DEN Denver 1h 05m
-
- -
- -
- -
- -
- -
- -
- S
-
07:00 - 09:00MDW - LAS11:05 - 12:15LAS - SAN
-
07:00 (MDW)Chicago Midway Airport11:05 (LAS)Las Vegas McCarran International Airport
-
09:00 (LAS)Las Vegas McCarran International Airport12:15 (SAN)San Diego International Airport
-
(WN 5661)Boeing 737 800 (WN 2544)Boeing 737 700 - 7h 15m (2h 05m)
- LAS Las Vegas 2h 05m
-
- -
- -
- -
- -
- -
- S
- -
-
07:00 - 08:45ORD - DEN12:10 - 13:30DEN - SAN
-
07:00 (ORD)Chicago O'Hare International Airport12:10 (DEN)Denver Intl Airport
-
08:45 (DEN)Denver Intl Airport13:30 (SAN)San Diego International Airport
-
(WN 1260)Boeing 737 700 (WN 4085)Boeing 737 700 - 8h 30m (3h 25m)
- DEN Denver 3h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
07:05 - 09:25MDW - DAL12:45 - 13:50DAL - SAN
-
07:05 (MDW)Chicago Midway Airport12:45 (DAL)Dallas/Fort Worth Love Field Airport
-
09:25 (DAL)Dallas/Fort Worth Love Field Airport13:50 (SAN)San Diego International Airport
-
(WN 1102)Boeing 737 800 (WN 970)Boeing 737 800 - 8h 45m (3h 20m)
- DAL Dallas 3h 20m
-
- -
- -
- -
- -
- -
- S
- -
-
07:15 - 09:00ORD - DEN10:40 - 12:05DEN - SAN
-
07:15 (ORD)Chicago O'Hare International Airport10:40 (DEN)Denver Intl Airport
-
09:00 (DEN)Denver Intl Airport12:05 (SAN)San Diego International Airport
-
(WN 1260)Boeing 737 Max 8 Passenger (WN 2949)Boeing 737 800 - 6h 50m (1h 40m)
- DEN Denver 1h 40m
-
- -
- T
- W
- -
- -
- -
- -
-
07:15 - 09:10MDW - LAS11:35 - 12:45LAS - SAN
-
07:15 (MDW)Chicago Midway Airport11:35 (LAS)Las Vegas McCarran International Airport
-
09:10 (LAS)Las Vegas McCarran International Airport12:45 (SAN)San Diego International Airport
-
(WN 5661)Boeing 737 Max 8 Passenger (WN 310)Boeing 737 700 - 7h 30m (2h 25m)
- LAS Las Vegas 2h 25m
-
- M
- -
- -
- T
- F
- -
- -
-
07:15 - 09:40ORD - DAL12:45 - 13:50DAL - SAN
-
07:15 (ORD)Chicago O'Hare International Airport12:45 (DAL)Dallas/Fort Worth Love Field Airport
-
09:40 (DAL)Dallas/Fort Worth Love Field Airport13:50 (SAN)San Diego International Airport
-
(WN 5820)Boeing 737 Max 8 Passenger (WN 970)Boeing 737 800 - 8h 35m (3h 05m)
- DAL Dallas 3h 05m
-
- -
- -
- -
- -
- -
- S
- -
-
07:15 - 09:00ORD - DEN12:50 - 14:10DEN - SAN
-
07:15 (ORD)Chicago O'Hare International Airport12:50 (DEN)Denver Intl Airport
-
09:00 (DEN)Denver Intl Airport14:10 (SAN)San Diego International Airport
-
(WN 1260)Boeing 737 Max 8 Passenger (WN 4085)Boeing 737 700 - 8h 55m (3h 50m)
- DEN Denver 3h 50m
-
- M
- -
- -
- T
- F
- -
- -
-
07:20 - 09:05MDW - PHX10:05 - 11:25PHX - SAN
-
07:20 (MDW)Chicago Midway Airport10:05 (PHX)Phoenix Sky Harbor Intl Airport
-
09:05 (PHX)Phoenix Sky Harbor Intl Airport11:25 (SAN)San Diego International Airport
-
(WN 2563)Boeing 737 Max 8 Passenger (WN 4129)Boeing 737 800 - 6h 05m (1h)
- PHX Phoenix 1h
-
- -
- -
- -
- -
- -
- S
- -
-
07:20 - 10:00MDW - HOU11:15 - 12:35HOU - SAN
-
07:20 (MDW)Chicago Midway Airport11:15 (HOU)Houston Hobby Airport
-
10:00 (HOU)Houston Hobby Airport12:35 (SAN)San Diego International Airport
-
(WN 5171)Boeing 737 800 (WN 5104)Boeing 737 800 - 7h 15m (1h 15m)
- HOU Houston 1h 15m
-
- M
- -
- -
- T
- F
- -
- -
-
07:20 - 09:05MDW - PHX12:00 - 13:10PHX - SAN
-
07:20 (MDW)Chicago Midway Airport12:00 (PHX)Phoenix Sky Harbor Intl Airport
-
09:05 (PHX)Phoenix Sky Harbor Intl Airport13:10 (SAN)San Diego International Airport
-
(WN 2563)Boeing 737 Max 8 Passenger (WN 444)Boeing 737 700 - 7h 50m (2h 55m)
- PHX Phoenix 2h 55m
-
- -
- -
- -
- -
- -
- S
- -
-
07:30 - 09:35ORD - LAS11:35 - 12:45LAS - SAN
-
07:30 (ORD)Chicago O'Hare International Airport11:35 (LAS)Las Vegas McCarran International Airport
-
09:35 (LAS)Las Vegas McCarran International Airport12:45 (SAN)San Diego International Airport
-
(WN 5683)Boeing 737 Max 8 Passenger (WN 310)Boeing 737 700 - 7h 15m (2h)
- LAS Las Vegas 2h
-
- M
- -
- -
- T
- F
- -
- -
-
07:30 - 09:35ORD - LAS12:45 - 14:00LAS - SAN
-
07:30 (ORD)Chicago O'Hare International Airport12:45 (LAS)Las Vegas McCarran International Airport
-
09:35 (LAS)Las Vegas McCarran International Airport14:00 (SAN)San Diego International Airport
-
(WN 5683)Boeing 737 Max 8 Passenger (WN 4101)Boeing 737 700 - 8h 30m (3h 10m)
- LAS Las Vegas 3h 10m
-
- M
- -
- -
- T
- F
- -
- -
-
07:30 - 09:35ORD - LAS13:05 - 14:20LAS - SAN
-
07:30 (ORD)Chicago O'Hare International Airport13:05 (LAS)Las Vegas McCarran International Airport
-
09:35 (LAS)Las Vegas McCarran International Airport14:20 (SAN)San Diego International Airport
-
(WN 5683)Boeing 737 700 (WN 6065)Boeing 737 700 - 8h 50m (3h 30m)
- LAS Las Vegas 3h 30m
-
- -
- T
- W
- -
- -
- -
- -
-
07:50 - 10:40MDW - ATL12:05 - 13:40ATL - SAN
-
07:50 (MDW)Chicago Midway Airport12:05 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
10:40 (ATL)Atlanta Hartsfield-Jackson Intl Airport13:40 (SAN)San Diego International Airport
-
(WN 1572)Boeing 737 Max 8 Passenger (WN 6065)Boeing 737 700 - 7h 50m (1h 25m)
- ATL Atlanta 1h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
07:55 - 09:40MDW - PHX10:25 - 11:40PHX - SAN
-
07:55 (MDW)Chicago Midway Airport10:25 (PHX)Phoenix Sky Harbor Intl Airport
-
09:40 (PHX)Phoenix Sky Harbor Intl Airport11:40 (SAN)San Diego International Airport
-
(WN 2563)Boeing 737 Max 8 Passenger (WN 4129)Boeing 737 Max 8 Passenger - 5h 45m (45m)
- PHX Phoenix 45m
-
- M
- -
- -
- T
- F
- -
- -
-
07:55 - 09:40MDW - PHX12:05 - 13:15PHX - SAN
-
07:55 (MDW)Chicago Midway Airport12:05 (PHX)Phoenix Sky Harbor Intl Airport
-
09:40 (PHX)Phoenix Sky Harbor Intl Airport13:15 (SAN)San Diego International Airport
-
(WN 2563)Boeing 737 Max 8 Passenger (WN 1980)Boeing 737 700 - 7h 20m (2h 25m)
- PHX Phoenix 2h 25m
-
- M
- -
- -
- T
- F
- -
- -
-
08:00 - 09:55MDW - LAS13:05 - 14:20LAS - SAN
-
08:00 (MDW)Chicago Midway Airport13:05 (LAS)Las Vegas McCarran International Airport
-
09:55 (LAS)Las Vegas McCarran International Airport14:20 (SAN)San Diego International Airport
-
(WN 2450)Boeing 737 Max 8 Passenger (WN 6065)Boeing 737 700 - 8h 20m (3h 10m)
- LAS Las Vegas 3h 10m
-
- -
- T
- W
- -
- -
- -
- -
-
08:05 - 10:00MDW - LAS11:35 - 12:45LAS - SAN
-
08:05 (MDW)Chicago Midway Airport11:35 (LAS)Las Vegas McCarran International Airport
-
10:00 (LAS)Las Vegas McCarran International Airport12:45 (SAN)San Diego International Airport
-
(WN 2450)Boeing 737 Max 8 Passenger (WN 310)Boeing 737 700 - 6h 40m (1h 35m)
- LAS Las Vegas 1h 35m
-
- M
- -
- -
- T
- F
- -
- -
-
08:05 - 10:00MDW - LAS12:45 - 14:00LAS - SAN
-
08:05 (MDW)Chicago Midway Airport12:45 (LAS)Las Vegas McCarran International Airport
-
10:00 (LAS)Las Vegas McCarran International Airport14:00 (SAN)San Diego International Airport
-
(WN 2450)Boeing 737 Max 8 Passenger (WN 4101)Boeing 737 700 - 7h 55m (2h 45m)
- LAS Las Vegas 2h 45m
-
- M
- -
- -
- T
- F
- -
- -
-
08:10 - 09:50MDW - DEN12:10 - 13:30DEN - SAN
-
08:10 (MDW)Chicago Midway Airport12:10 (DEN)Denver Intl Airport
-
09:50 (DEN)Denver Intl Airport13:30 (SAN)San Diego International Airport
-
(WN 5797)Boeing 737 700 (WN 4085)Boeing 737 700 - 7h 20m (2h 20m)
- DEN Denver 2h 20m
-
- -
- -
- -
- -
- -
- -
- S
-
08:10 - 09:45MDW - DEN12:50 - 14:10DEN - SAN
-
08:10 (MDW)Chicago Midway Airport12:50 (DEN)Denver Intl Airport
-
09:45 (DEN)Denver Intl Airport14:10 (SAN)San Diego International Airport
-
(WN 1699)Boeing 737 700 (WN 4085)Boeing 737 700 - 8h (3h 05m)
- DEN Denver 3h 05m
-
- M
- -
- -
- T
- F
- -
- -
-
08:15 - 09:55MDW - DEN10:40 - 12:05DEN - SAN
-
08:15 (MDW)Chicago Midway Airport10:40 (DEN)Denver Intl Airport
-
09:55 (DEN)Denver Intl Airport12:05 (SAN)San Diego International Airport
-
(WN 1699)Boeing 737 Max 8 Passenger (WN 2949)Boeing 737 800 - 5h 50m (45m)
- DEN Denver 45m
-
- -
- T
- W
- -
- -
- -
- -
-
08:15 - 11:10MDW - BWI12:50 - 15:20BWI - SAN
-
08:15 (MDW)Chicago Midway Airport12:50 (BWI)Baltimore Washington International Airport
-
11:10 (BWI)Baltimore Washington International Airport15:20 (SAN)San Diego International Airport
-
(WN 5903)Boeing 737 800 (WN 884)Boeing 737 Max 8 Passenger - 9h 05m (1h 40m)
- BWI Baltimore 1h 40m
-
- M
- -
- -
- T
- F
- -
- -
-
08:25 - 10:45MDW - DAL13:00 - 14:10DAL - SAN
-
08:25 (MDW)Chicago Midway Airport13:00 (DAL)Dallas/Fort Worth Love Field Airport
-
10:45 (DAL)Dallas/Fort Worth Love Field Airport14:10 (SAN)San Diego International Airport
-
(WN 5610)Boeing 737 Max 8 Passenger (WN 970)Boeing 737 800 - 7h 45m (2h 15m)
- DAL Dallas 2h 15m
-
- -
- T
- W
- -
- -
- -
- -
-
08:35 - 11:30MDW - BWI13:15 - 15:40BWI - SAN
-
08:35 (MDW)Chicago Midway Airport13:15 (BWI)Baltimore Washington International Airport
-
11:30 (BWI)Baltimore Washington International Airport15:40 (SAN)San Diego International Airport
-
(WN 5903)Boeing 737 700 (WN 884)Boeing 737 800 - 9h 05m (1h 45m)
- BWI Baltimore 1h 45m
-
- -
- T
- W
- -
- -
- -
- -
The fastest flight time for direct flights from Chicago to San Diego is 4 hours 8 minutes. Check latest flight schedules & prices on Wego.
The most popular airline flying from Chicago to San Diego is American Airlines. Find the latest flight deals on Wego.
The flight distance between Chicago and San Diego is 2787km. Check all available flights on Wego.
The earliest flight of the day departs at 05:30. The last flight of the day departs at 19:35. See the full list of flight times on Wego.
There are 3 airlines that offer direct flights from Chicago to San Diego. Find out the list of airlines on Wego.
All Airports in Chicago
All Airports in San Diego
Popular Airlines flying from Chicago to San Diego
Popular destinations from San Diego
Popular destinations from Chicago
Popular Hotels in San Diego
- Bay Club Hotel And Marina
- The Sofia Hotel
- Hilton Garden Inn San Diego Downtown/Bayside
- DoubleTree by Hilton San Diego - Hotel Circle
- Comfort Inn San Diego Old Town
- Embassy Suites by Hilton San Diego Bay Downtown
- San Diego Marriott Mission Valley
- The Bristol Hotel San Diego
- Sheraton San Diego Hotel & Marina
- The Westin San Diego Gaslamp Quarter