Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Jacksonville, Florida | Outbound 09/23/25 1 Stopover (JFK) B60906, B61677 08h 07min | Return 09/30/25 1 Stopover (JFK) B61678, B60905 07h 25min | | ![]() | ? | $206 | |
Best option Chicago Jacksonville, Florida | Outbound 09/04/25 direct AA3273 02h 21min | Return 09/28/25 direct AA2883 02h 38min | | ![]() | ? | $210 | |
Chicago Jacksonville, Florida | Outbound 10/18/25 2 Stopovers (FLL, PIT) NK0867, NK0228, G42731 15h 55min | Return 11/17/25 2 Stopovers (CVG, FLL) G40418, G40518, NK0003 34h 06min | | ![]() | $324 | ||
Chicago Jacksonville, Florida | Outbound 10/09/25 1 Stopover (PHL) F92112, F93479 07h 23min | Return 11/01/25 1 Stopover (BOS) B61310, B60811 06h 27min | | ![]() | ? | $221 | |
Chicago Jacksonville, Florida | Outbound 09/04/25 1 Stopover (ATL) F91596, F91550 09h 48min | Return 09/28/25 1 Stopover (ATL) F91549, F93397 08h 12min | | ![]() | $223 | ||
Chicago Jacksonville, Florida | Outbound 09/04/25 direct UA0380 02h 29min | Return 09/28/25 direct UA1239 02h 45min | | ![]() | ? | $224 | |
Chicago Jacksonville, Florida | Outbound 09/04/25 direct UA2849 02h 32min | Return 09/28/25 direct UA0457 02h 45min | | ![]() | ? | $228 | |
Chicago Jacksonville, Florida | Outbound 09/04/25 1 Stopover (ATL) F91596, F91550 09h 48min | Return 09/28/25 1 Stopover (ATL) F91549, F93397 08h 12min | | ![]() | $234 | ||
Chicago Jacksonville, Florida | Outbound 09/23/25 1 Stopover (JFK) B60906, B61677 08h 07min | Return 09/30/25 direct AA3273 02h 46min | | ![]() | ? | $238 | |
Chicago Jacksonville, Florida | Outbound 09/04/25 direct UA2849 02h 32min | Return 09/28/25 direct UA0457 02h 45min | | ![]() | $239 |
Stops
- Direct flight
Airline
- American Airlines
- United Airlines
- Frontier Airlines
- JetBlue Airways
- Sun Country Airlines
Tips and tricks to help you find cheap flights from Chicago to Jacksonville, Florida
Favorite airline: United Airlines
United Airlines is the most popular airline for flights from Chicago to Jacksonville, Florida.

United Airlines
44 %

JetBlue Airways
20 %

American Airlines
18 %
Direct flights are more expensive
On this route, direct flights are $ 6.00 more expensive than flights with a stopover.
non stop flight
1 stop
2 stops
02h 34min
05h 44min
14h 14min
$ 270
$ 264
$ 321
The favorite connection is non-stop
55 % of travelers decide to book a direct flight on this route.
Route
bookings
Direct flights
02h 34min, from $ 270
55 %
1 stopover New York - John F. Kennedy International Airport, NY
06h 09min, from $ 1.927
14 %
1 stopover Minneapolis - St. Paul International Airport, MN
14h 23min, from $ 308
12 %
Important flight information
Flight information: Chicago - Jacksonville, Florida
Roundtrip from | $ 205,44 |
---|---|
Flight duration | min. 02:10 / max. 04:15 |
Return flight duration | min. 02:35/ max. 03:01 |
Distance | 1375 km |
Flights per week | 57 |
Departure airport | Airport Chicago-IL all Airports (ORD, MDW, RFD) (CHI) |
Arrival airport | Airport Jacksonville, Florida (JAX) |
Destination country | Flights to United States |
Alternative routes to United States
- Flight Chicago - New York from $ 86
- Flight Chicago - Las Vegas from $ 128
- Flight Chicago - Los Angeles from $ 103
- Flight Chicago - Miami from $ 98
- Flight Chicago - San Francisco from $ 200
- Flight Chicago - Tampa from $ 117
- Flight Chicago - Denver from $ 134
- Flight Chicago - Orlando from $ 86
- Flight Chicago - New Orleans from $ 139
- Flight Chicago - Boston from $ 93
Alternative flights to Jacksonville, Florida
- Flight New York - Jacksonville, Florida from $ 146
- Flight New York - Jacksonville, Florida from $ 146
- Flight Dallas - Jacksonville, Florida from $ 243
- Flight Newark - Jacksonville, Florida from $ 201
- Flight Washington DC - Jacksonville, Florida from $ 218
- Flight Atlanta - Jacksonville, Florida from $ 78
- Flight Boston - Jacksonville, Florida from $ 117
- Flight Miami - Jacksonville, Florida from $ 217
Flight destinations with a similar price
- Flight Jacksonville, Florida - Frankfurt from $ 621
- Flight Jacksonville, Florida - Munich from $ 611
- Flight Jacksonville, Florida - Berlin from $ 608
- Flight Jacksonville, Florida - Stuttgart from $ 771
- Flight Jacksonville, Florida - Zagreb from $ 564
- Flight Jacksonville, Florida - Vienna from $ 526
- Flight Jacksonville, Florida - Hyderabad from $ 944
- Flight Jacksonville, Florida - Sarajevo from $ 563
Flight destinations with a similar price
- Flight Chicago - San Francisco from $ 200
- Flight Chicago - Appleton from $ 211
- Flight Chicago - San Juan (Puerto Rico) from $ 225