Outbound | Return | Airlines | Shop | Baggage | Price | ||
---|---|---|---|---|---|---|---|
Chicago Jacksonville, Florida | Outbound 06/07/25 2 Stopovers (FLL, IND) NK2187, NK2128, G40592 24h 52min | Return 06/23/25 1 Stopover (MSP) SY0326, SY0259 06h 01min | | ![]() | $306 found 3 days ago | ||
Best option Chicago Jacksonville, Florida | Outbound 09/19/25 direct UA1269 02h 32min | Return 09/29/25 direct UA0457 02h 45min | | ![]() | ? | $355 | |
Chicago Jacksonville, Florida | Outbound 04/29/25 3 Stopovers (FLL, ATL, CMH) NK0267, NK0447, NK0848, MX0401 18h 16min | Return 05/08/25 2 Stopovers (HVN, MCO) XP0476, XP0715, NK2190 28h 49min | | ![]() | $384 | ||
Chicago Jacksonville, Florida | Outbound 09/19/25 1 Stopover (BOS) B60312, B60609 09h 13min | Return 09/29/25 1 Stopover (JFK) B61678, B60905 07h 25min | | ![]() | ? | $324 | |
Chicago Jacksonville, Florida | Outbound 04/29/25 1 Stopover (PHL) AA2840, AA1991 05h 28min | Return 05/08/25 1 Stopover (PHL) AA0709, AA3313 06h 10min | | ![]() | ? | $357 | |
Chicago Jacksonville, Florida | Outbound 09/19/25 direct AA2835 02h 33min | Return 09/29/25 direct AA3219 02h 38min | | ![]() | ? | $359 | |
Chicago Jacksonville, Florida | Outbound 09/19/25 direct AA2835 02h 33min | Return 09/29/25 direct AA3273 02h 46min | | ![]() | ? | $361 | |
Chicago Jacksonville, Florida | Outbound 04/29/25 direct AA3476 02h 40min | Return 05/08/25 1 Stopover (CLT) AA2978, AA3188 04h 57min | | ![]() | ? | $367 | |
Chicago Jacksonville, Florida | Outbound 04/29/25 direct UA0380 02h 31min | Return 05/08/25 direct UA0457 02h 46min | | ![]() | ? | $369 | |
Chicago Jacksonville, Florida | Outbound 06/07/25 direct AA2096 02h 28min | Return 06/23/25 1 Stopover (MSP) SY0326, SY0259 06h 01min | | ![]() | ? | $373 found 3 days ago |
Stops
- Direct flight
Airline
- American Airlines
- United Airlines
- Sun Country Airlines
- Spirit Airlines
- JetBlue Airways
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 | $ 305,29 |
---|---|
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 $ 55
- Flight Chicago - Las Vegas from $ 126
- Flight Chicago - Los Angeles from $ 96
- Flight Chicago - Miami from $ 119
- Flight Chicago - San Francisco from $ 133
- Flight Chicago - Tampa from $ 106
- Flight Chicago - Denver from $ 81
- Flight Chicago - Orlando from $ 108
- Flight Chicago - New Orleans from $ 96
- Flight Chicago - Boston from $ 114
Alternative flights to Jacksonville, Florida
- Flight New York - Jacksonville, Florida from $ 201
- Flight New York - Jacksonville, Florida from $ 201
- Flight Dallas - Jacksonville, Florida from $ 243
- Flight Newark - Jacksonville, Florida from $ 262
- Flight Washington DC - Jacksonville, Florida from $ 117
- Flight Atlanta - Jacksonville, Florida from $ 78
- Flight Boston - Jacksonville, Florida from $ 117
- Flight Miami - Jacksonville, Florida from $ 241
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- Flight Jacksonville, Florida - Munich from $ 782
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Flight destinations with a similar price
- Flight Chicago - San Jose, Costa Rica from $ 289