Flights from Chicago to Jacksonville, Florida

Our cheapest offers for flights from Chicago to Jacksonville, Florida

Here you can compare cheap flights from Chicago (CHI) to Jacksonville, Florida (JAX) for one-way or return trips. The following offers were searched for and found on idealo during the last few days. Or start your own flight search to Jacksonville, Florida. Prices and availability may change at any time.

Outbound Return Airlines Shop Baggage Price
Chicago
Jacksonville, Florida
Outbound
04/21/25
1 Stopover (CLT)
AA1784, AA1925
06h 53min
Return
05/19/25
2 Stopovers (PHL, ATL)
F92816, F91101, F91595
31h 24min
American Airlines ?
$321
Best option
Chicago
Jacksonville, Florida
Outbound
04/12/25
direct
AA3476
02h 40min
Return
04/27/25
direct
AA4269
02h 46min
American Airlines ?
$352
found 2 days ago
Chicago
Jacksonville, Florida
Pay attention to transfer at connecting flight
Outbound
04/12/25
2 Stopovers (LAS, CMH)
NK0929, NK0749, MX0327
12h 11min
Return
04/27/25
3 Stopovers (TYS, EWR, FLL)
G43027, G41419, NK0446, NK0001
37h 01min
Spirit Airlines, Breeze Airways
$353
found 2 days ago
Chicago
Jacksonville, Florida
Outbound
04/12/25
direct
AA3476
02h 40min
Return
04/27/25
1 Stopover (MSP)
SY0326, SY0261
06h 21min
American Airlines ?
$321
found 2 days ago
Chicago
Jacksonville, Florida
Outbound
04/12/25
1 Stopover (BOS)
B60312, B60509
06h 44min
Return
04/27/25
1 Stopover (MSP)
SY0326, SY0261
06h 21min
JetBlue Airways ?
$336
found 2 days ago
Chicago
Jacksonville, Florida
Outbound
04/12/25
direct
UA1269
02h 33min
Return
04/27/25
direct
UA2617
02h 47min
United Airlines ?
$383
found 2 days ago
Chicago
Jacksonville, Florida
Outbound
04/21/25
1 Stopover (MIA)
AA2323, AA2441
05h 31min
Return
05/19/25
direct
AA4269
02h 46min
American Airlines ?
$391
Chicago
Jacksonville, Florida
Outbound
04/12/25
direct
AA3476
02h 40min
Return
04/27/25
1 Stopover (CLT)
AA0548, AA2843
04h 46min
American Airlines ?
$427
found 2 days ago
Chicago
Jacksonville, Florida
Outbound
06/20/25
direct
UA1269
02h 34min
Return
07/19/25
direct
UA1239
02h 48min
United Airlines ?
$433
Chicago
Jacksonville, Florida
Outbound
06/20/25
direct
AA1138
02h 25min
Return
07/19/25
1 Stopover (PHL)
AA5250, AA1327
07h 51min
American Airlines ?
$443
Prices based on recent searches, subject to last-minute changes
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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 $ 320,08
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
Alternative flights to Jacksonville, Florida
Flight destinations with a similar price
Flight destinations with a similar price