Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to Jacksonville is Frontier Airlines.
Cheapest Month
May
Travel Period: May 2024 - April 2025
The cheapest month(s) to fly from Chicago to Jacksonville is May.
-
May 2024
-
Jun 2024
-
Jul 2024
-
Aug 2024
-
Sep 2024
-
Oct 2024
-
Nov 2024
-
Dec 2024
-
Jan 2025
-
Feb 2025
-
Mar 2025
-
Apr 2025
Cheapest Day of the Week
Thursday
The cheapest day(s) of the week to fly from Chicago to Jacksonville is Thursday.
-
Sun Sunday
-
Mon Monday
-
Tue Tuesday
-
Wed Wednesday
-
Thu Thursday
-
Fri Friday
-
Sat Saturday
Cheapest Time
8pm
The cheapest time of the day to fly from Chicago to Jacksonville is in the evening.
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: Tue, 2 Apr, 2024
-
Depart
Earliest
- Earliest
- Latest
-
Arrive
- Earliest
- Latest
-
Airline
Filter by Airline
All
-
Total Duration
- Shortest
- Longest
-
Stopover
All
-
Availability
- M
- T
- W
- T
- F
- S
- S
-
06:40 - 11:30MDW - JAX
-
06:40 (MDW)Chicago Midway Airport
-
11:30 (JAX)Jacksonville International Airport
-
(WN 4681)Boeing 737 700 - 3h 50m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
07:15 - 10:30ORD - JAX
-
07:15 (ORD)Chicago O'Hare International Airport
-
10:30 (JAX)Jacksonville International Airport
-
United Airlines (UA 1106)Boeing 737 700 - 2h 15m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 700
-
09:50 - 13:14ORD - JAX
-
09:50 (ORD)Chicago O'Hare International Airport
-
13:14 (JAX)Jacksonville International Airport
-
American Airlines (AA 3486)Embraer 170 - 2h 24m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Embraer 170
-
10:25 - 13:35MDW - JAX
-
10:25 (MDW)Chicago Midway Airport
-
13:35 (JAX)Jacksonville International Airport
-
(WN 987)Boeing 737 700 - 2h 10m
- Direct
-
- M
- -
- -
- T
- F
- -
- -
- Boeing 737 700
-
10:50 - 14:05MDW - JAX
-
10:50 (MDW)Chicago Midway Airport
-
14:05 (JAX)Jacksonville International Airport
-
(WN 766)Boeing 737 700 - 2h 15m
- Direct
-
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 700
-
13:30 - 16:45MDW - JAX
-
13:30 (MDW)Chicago Midway Airport
-
16:45 (JAX)Jacksonville International Airport
-
(WN 987)Boeing 737 Max 8 Passenger - 2h 15m
- Direct
-
- -
- T
- W
- -
- -
- -
- -
- Boeing 737 Max 8 Passenger
-
13:55 - 17:05MDW - JAX
-
13:55 (MDW)Chicago Midway Airport
-
17:05 (JAX)Jacksonville International Airport
-
(WN 987)Boeing 737 700 - 2h 10m
- Direct
-
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
14:30 - 17:40ORD - JAX
-
14:30 (ORD)Chicago O'Hare International Airport
-
17:40 (JAX)Jacksonville International Airport
-
United Airlines (UA 1796)Airbus - 2h 10m
- Direct
-
- M
- T
- W
- T
- F
- -
- S
- Airbus
-
16:56 - 23:29ORD - JAX
-
16:56 (ORD)Chicago O'Hare International Airport
-
23:29 (JAX)Jacksonville International Airport
-
United Airlines (UA 762)Boeing 737 800 - 5h 33m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
-
17:53 - 21:08ORD - JAX
-
17:53 (ORD)Chicago O'Hare International Airport
-
21:08 (JAX)Jacksonville International Airport
-
United Airlines (UA 1269)Boeing 737 700 - 2h 15m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 700
-
18:25 - 21:44ORD - JAX
-
18:25 (ORD)Chicago O'Hare International Airport
-
21:44 (JAX)Jacksonville International Airport
-
American Airlines (AA 410)Boeing 737 800 - 2h 19m
- Direct
-
- M
- T
- W
- T
- F
- S
- S
- Boeing 737 800
Connecting Flights
-
05:45 - 07:10MDW - BNA10:10 - 12:40BNA - JAX
-
05:45 (MDW)Chicago Midway Airport10:10 (BNA)Nashville Airport
-
07:10 (BNA)Nashville Airport12:40 (JAX)Jacksonville International Airport
-
(WN 270)Boeing 737 700 (WN 1702)Boeing 737 Max 8 Passenger - 5h 55m (3h)
- BNA Nashville 3h
-
- -
- -
- -
- -
- -
- S
- -
-
06:05 - 08:55MDW - ATL10:35 - 11:40ATL - JAX
-
06:05 (MDW)Chicago Midway Airport10:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport11:40 (JAX)Jacksonville International Airport
-
(WN 925)Boeing 737 700 (WN 2306)Boeing 737 800 - 4h 35m (1h 40m)
- ATL Atlanta 1h 40m
-
- -
- -
- -
- -
- -
- -
- S
-
06:05 - 08:55MDW - ATL10:45 - 12:00ATL - JAX
-
06:05 (MDW)Chicago Midway Airport10:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
08:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:00 (JAX)Jacksonville International Airport
-
(WN 925)Boeing 737 800 (WN 2306)Boeing 737 800 - 4h 55m (1h 50m)
- ATL Atlanta 1h 50m
-
- M
- -
- -
- T
- F
- -
- -
-
06:30 - 07:45MDW - STL08:30 - 11:30STL - JAX
-
06:30 (MDW)Chicago Midway Airport08:30 (STL)St Louis Lambert Intl Airport
-
07:45 (STL)St Louis Lambert Intl Airport11:30 (JAX)Jacksonville International Airport
-
(WN 5846)Boeing 737 800 (WN 1144)Boeing 737 700 - 4h (45m)
- STL Saint Louis 45m
-
- -
- -
- -
- -
- -
- -
- S
-
07:05 - 09:55MDW - ATL11:00 - 12:10ATL - JAX
-
07:05 (MDW)Chicago Midway Airport11:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
09:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport12:10 (JAX)Jacksonville International Airport
-
(WN 1572)Boeing 737 800 (WN 2306)Boeing 737 700 - 4h 05m (1h 05m)
- ATL Atlanta 1h 05m
-
- -
- T
- W
- -
- -
- -
- -
-
07:15 - 10:05MDW - BWI11:55 - 13:55BWI - JAX
-
07:15 (MDW)Chicago Midway Airport11:55 (BWI)Baltimore Washington International Airport
-
10:05 (BWI)Baltimore Washington International Airport13:55 (JAX)Jacksonville International Airport
-
(WN 5903)Boeing 737 700 (WN 3310)Boeing 737 700 - 5h 40m (1h 50m)
- BWI Baltimore 1h 50m
-
- -
- -
- -
- -
- -
- S
- -
-
07:30 - 09:05ORD - BNA10:10 - 12:40BNA - JAX
-
07:30 (ORD)Chicago O'Hare International Airport10:10 (BNA)Nashville Airport
-
09:05 (BNA)Nashville Airport12:40 (JAX)Jacksonville International Airport
-
(WN 658)Boeing 737 700 (WN 1702)Boeing 737 Max 8 Passenger - 4h 10m (1h 05m)
- BNA Nashville 1h 05m
-
- -
- -
- -
- -
- -
- S
- -
-
08:00 - 09:25MDW - BNA12:05 - 14:35BNA - JAX
-
08:00 (MDW)Chicago Midway Airport12:05 (BNA)Nashville Airport
-
09:25 (BNA)Nashville Airport14:35 (JAX)Jacksonville International Airport
-
(WN 433)Boeing 737 Max 8 Passenger (WN 1702)Boeing 737 800 - 5h 35m (2h 40m)
- BNA Nashville 2h 40m
-
- M
- -
- -
- T
- F
- -
- -
-
08:05 - 10:50MDW - BWI13:20 - 15:25BWI - JAX
-
08:05 (MDW)Chicago Midway Airport13:20 (BWI)Baltimore Washington International Airport
-
10:50 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
-
(WN 5903)Boeing 737 700 (WN 225)Boeing 737 700 - 6h 20m (2h 30m)
- BWI Baltimore 2h 30m
-
- -
- -
- -
- -
- -
- -
- S
-
08:15 - 11:10MDW - BWI13:20 - 15:25BWI - JAX
-
08:15 (MDW)Chicago Midway Airport13:20 (BWI)Baltimore Washington International Airport
-
11:10 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
-
(WN 5903)Boeing 737 800 (WN 225)Boeing 737 700 - 6h 10m (2h 10m)
- BWI Baltimore 2h 10m
-
- M
- -
- -
- T
- F
- -
- -
-
08:35 - 11:30MDW - BWI13:50 - 15:45BWI - JAX
-
08:35 (MDW)Chicago Midway Airport13:50 (BWI)Baltimore Washington International Airport
-
11:30 (BWI)Baltimore Washington International Airport15:45 (JAX)Jacksonville International Airport
-
(WN 5903)Boeing 737 700 (WN 3310)Boeing 737 800 - 6h 10m (2h 20m)
- BWI Baltimore 2h 20m
-
- -
- T
- W
- -
- -
- -
- -
-
09:30 - 12:35ORD - BWI13:20 - 15:25BWI - JAX
-
09:30 (ORD)Chicago O'Hare International Airport13:20 (BWI)Baltimore Washington International Airport
-
12:35 (BWI)Baltimore Washington International Airport15:25 (JAX)Jacksonville International Airport
-
(WN 5932)Boeing 737 800 (WN 225)Boeing 737 700 - 4h 55m (45m)
- BWI Baltimore 45m
-
- -
- -
- -
- -
- -
- -
- S
-
09:40 - 12:15MDW - HOU13:00 - 16:05HOU - JAX
-
09:40 (MDW)Chicago Midway Airport13:00 (HOU)Houston Hobby Airport
-
12:15 (HOU)Houston Hobby Airport16:05 (JAX)Jacksonville International Airport
-
(WN 3596)Boeing 737 Max 8 Passenger (WN 2349)Boeing 737 800 - 5h 25m (45m)
- HOU Houston 45m
-
- -
- -
- -
- -
- -
- S
- -
-
11:20 - 14:10MDW - ATL16:00 - 17:10ATL - JAX
-
11:20 (MDW)Chicago Midway Airport16:00 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
14:10 (ATL)Atlanta Hartsfield-Jackson Intl Airport17:10 (JAX)Jacksonville International Airport
-
(WN 576)Boeing 737 Max 8 Passenger (WN 2307)Boeing 737 700 - 4h 50m (1h 50m)
- ATL Atlanta 1h 50m
-
- M
- -
- -
- T
- F
- -
- -
-
11:45 - 14:00MDW - DAL16:10 - 19:20DAL - JAX
-
11:45 (MDW)Chicago Midway Airport16:10 (DAL)Dallas/Fort Worth Love Field Airport
-
14:00 (DAL)Dallas/Fort Worth Love Field Airport19:20 (JAX)Jacksonville International Airport
-
(WN 1207)Boeing 737 Max 8 Passenger (WN 835)Boeing 737 Max 8 Passenger - 6h 35m (2h 10m)
- DAL Dallas 2h 10m
-
- -
- -
- -
- -
- -
- -
- S
-
12:15 - 15:05ORD - BWI17:05 - 19:05BWI - JAX
-
12:15 (ORD)Chicago O'Hare International Airport17:05 (BWI)Baltimore Washington International Airport
-
15:05 (BWI)Baltimore Washington International Airport19:05 (JAX)Jacksonville International Airport
-
(WN 5932)Boeing 737 800 (WN 2313)Boeing 737 Max 8 Passenger - 5h 50m (2h)
- BWI Baltimore 2h
-
- -
- T
- W
- -
- -
- -
- -
-
12:35 - 15:25MDW - BWI17:30 - 19:30BWI - JAX
-
12:35 (MDW)Chicago Midway Airport17:30 (BWI)Baltimore Washington International Airport
-
15:25 (BWI)Baltimore Washington International Airport19:30 (JAX)Jacksonville International Airport
-
(WN 1015)Boeing 737 Max 8 Passenger (WN 2313)Boeing 737 800 - 5h 55m (2h 05m)
- BWI Baltimore 2h 05m
-
- M
- -
- -
- T
- F
- -
- -
-
12:40 - 15:05ORD - DAL16:20 - 19:35DAL - JAX
-
12:40 (ORD)Chicago O'Hare International Airport16:20 (DAL)Dallas/Fort Worth Love Field Airport
-
15:05 (DAL)Dallas/Fort Worth Love Field Airport19:35 (JAX)Jacksonville International Airport
-
(WN 1422)Boeing 737 700 (WN 835)Boeing 737 700 - 5h 55m (1h 15m)
- DAL Dallas 1h 15m
-
- -
- -
- -
- -
- -
- S
- -
-
12:50 - 15:40MDW - BWI17:10 - 19:10BWI - JAX
-
12:50 (MDW)Chicago Midway Airport17:10 (BWI)Baltimore Washington International Airport
-
15:40 (BWI)Baltimore Washington International Airport19:10 (JAX)Jacksonville International Airport
-
(WN 1015)Boeing 737 800 (WN 2313)Boeing 737 Max 8 Passenger - 5h 20m (1h 30m)
- BWI Baltimore 1h 30m
-
- -
- -
- -
- -
- -
- -
- S
-
12:50 - 15:35MDW - ATL16:50 - 18:00ATL - JAX
-
12:50 (MDW)Chicago Midway Airport16:50 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
15:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport18:00 (JAX)Jacksonville International Airport
-
(WN 576)Boeing 737 800 (WN 5065)Boeing 737 700 - 4h 10m (1h 15m)
- ATL Atlanta 1h 15m
-
- -
- T
- W
- -
- -
- -
- -
-
12:55 - 14:20MDW - BNA17:10 - 19:40BNA - JAX
-
12:55 (MDW)Chicago Midway Airport17:10 (BNA)Nashville Airport
-
14:20 (BNA)Nashville Airport19:40 (JAX)Jacksonville International Airport
-
(WN 1498)Boeing 737 800 (WN 5832)Boeing 737 800 - 5h 45m (2h 50m)
- BNA Nashville 2h 50m
-
- -
- -
- -
- -
- -
- S
- -
-
13:15 - 15:25MDW - DAL16:20 - 19:35DAL - JAX
-
13:15 (MDW)Chicago Midway Airport16:20 (DAL)Dallas/Fort Worth Love Field Airport
-
15:25 (DAL)Dallas/Fort Worth Love Field Airport19:35 (JAX)Jacksonville International Airport
-
(WN 1403)Boeing 737 700 (WN 835)Boeing 737 700 - 5h 20m (55m)
- DAL Dallas 55m
-
- -
- -
- -
- -
- -
- S
- -
-
15:00 - 16:25MDW - BNA19:30 - 22:00BNA - JAX
-
15:00 (MDW)Chicago Midway Airport19:30 (BNA)Nashville Airport
-
16:25 (BNA)Nashville Airport22:00 (JAX)Jacksonville International Airport
-
(WN 3207)Boeing 737 700 (WN 5832)Boeing 737 Max 8 Passenger - 6h (3h 05m)
- BNA Nashville 3h 05m
-
- -
- T
- W
- -
- -
- -
- -
-
15:00 - 17:40MDW - HOU19:20 - 22:35HOU - JAX
-
15:00 (MDW)Chicago Midway Airport19:20 (HOU)Houston Hobby Airport
-
17:40 (HOU)Houston Hobby Airport22:35 (JAX)Jacksonville International Airport
-
(WN 5165)Boeing 737 700 (WN 2349)Boeing 737 700 - 6h 35m (1h 40m)
- HOU Houston 1h 40m
-
- M
- -
- -
- T
- F
- -
- -
-
15:35 - 18:25MDW - ATL21:45 - 22:55ATL - JAX
-
15:35 (MDW)Chicago Midway Airport21:45 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
18:25 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:55 (JAX)Jacksonville International Airport
-
(WN 1476)Boeing 737 Max 8 Passenger (WN 2308)Boeing 737 800 - 6h 20m (3h 20m)
- ATL Atlanta 3h 20m
-
- M
- -
- -
- T
- F
- -
- -
-
16:30 - 19:15MDW - BWI21:25 - 23:25BWI - JAX
-
16:30 (MDW)Chicago Midway Airport21:25 (BWI)Baltimore Washington International Airport
-
19:15 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
-
(WN 1833)Boeing 737 Max 8 Passenger (WN 2314)Boeing 737 Max 8 Passenger - 5h 55m (2h 10m)
- BWI Baltimore 2h 10m
-
- M
- -
- -
- T
- F
- -
- -
-
16:50 - 18:15MDW - BNA19:40 - 22:10BNA - JAX
-
16:50 (MDW)Chicago Midway Airport19:40 (BNA)Nashville Airport
-
18:15 (BNA)Nashville Airport22:10 (JAX)Jacksonville International Airport
-
(WN 1599)Boeing 737 700 (WN 5832)Boeing 737 Max 8 Passenger - 4h 20m (1h 25m)
- BNA Nashville 1h 25m
-
- -
- -
- -
- -
- -
- -
- S
-
17:05 - 19:55MDW - ATL21:35 - 22:45ATL - JAX
-
17:05 (MDW)Chicago Midway Airport21:35 (ATL)Atlanta Hartsfield-Jackson Intl Airport
-
19:55 (ATL)Atlanta Hartsfield-Jackson Intl Airport22:45 (JAX)Jacksonville International Airport
-
(WN 1476)Boeing 737 800 (WN 2308)Boeing 737 800 - 4h 40m (1h 40m)
- ATL Atlanta 1h 40m
-
- -
- T
- W
- -
- -
- -
- -
-
17:25 - 20:20ORD - BWI21:10 - 23:10BWI - JAX
-
17:25 (ORD)Chicago O'Hare International Airport21:10 (BWI)Baltimore Washington International Airport
-
20:20 (BWI)Baltimore Washington International Airport23:10 (JAX)Jacksonville International Airport
-
(WN 1773)Boeing 737 800 (WN 2314)Boeing 737 800 - 4h 45m (50m)
- BWI Baltimore 50m
-
- -
- -
- -
- -
- -
- -
- S
-
17:25 - 20:20ORD - BWI21:25 - 23:25BWI - JAX
-
17:25 (ORD)Chicago O'Hare International Airport21:25 (BWI)Baltimore Washington International Airport
-
20:20 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
-
(WN 1773)Boeing 737 800 (WN 2314)Boeing 737 800 - 5h (1h 05m)
- BWI Baltimore 1h 05m
-
- -
- T
- W
- -
- -
- -
- -
-
17:25 - 20:20ORD - BWI21:25 - 23:25BWI - JAX
-
17:25 (ORD)Chicago O'Hare International Airport21:25 (BWI)Baltimore Washington International Airport
-
20:20 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
-
(WN 1773)Boeing 737 800 (WN 2314)Boeing 737 Max 8 Passenger - 5h (1h 05m)
- BWI Baltimore 1h 05m
-
- M
- -
- -
- T
- F
- -
- -
-
17:50 - 20:35MDW - BWI21:25 - 23:25BWI - JAX
-
17:50 (MDW)Chicago Midway Airport21:25 (BWI)Baltimore Washington International Airport
-
20:35 (BWI)Baltimore Washington International Airport23:25 (JAX)Jacksonville International Airport
-
(WN 1833)Boeing 737 Max 8 Passenger (WN 2314)Boeing 737 800 - 4h 35m (50m)
- BWI Baltimore 50m
-
- -
- T
- W
- -
- -
- -
- -
No Schedules
Sorry, there are no schedules matching your filters. Try removing one.
reset
What’s the fastest flight time from Chicago to Jacksonville?
The fastest flight time for direct flights from Chicago to Jacksonville is 2 hours 10 minutes. Check latest flight schedules & prices on Wego.
How far is Jacksonville from Chicago?
The flight distance between Chicago and Jacksonville is 1391km. Check all available flights on Wego.
When is the earliest and latest flight of the day?
The earliest flight of the day departs at 05:45. The last flight of the day departs at 05:45. See the full list of flight times on Wego.
How many airlines offer direct flights from Chicago to Jacksonville?
There are 3 airlines that offer direct flights from Chicago to Jacksonville. Find out the list of airlines on Wego.
All Airports in Chicago
All Airports in Jacksonville
Popular destinations from Jacksonville
Popular destinations from Chicago
Popular Hotels in Jacksonville
- Holiday Inn Express & Suites JACKSONVILLE AIRPORT
- Wyndham Garden Jacksonville
- Jacksonville Airport/I 95 N
- Four Points by Sheraton Jacksonville Baymeadows
- Hyatt Regency Jacksonville
- Hampton Inn Jacksonville Beach/Oceanfront
- Hyatt Place Jacksonville Airport
- Best Western Oceanfront
- Hyatt Place Jacksonville St Johns Town Center
- DoubleTree by Hilton Hotel Jacksonville Airport