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
09/25/25
1 Stopover (ATL)
F91596, F91550
05h 33min
Return
10/05/25
1 Stopover (ATL)
F91549, F91441
22h 53min
Frontier Airlines
$204
Best option
Chicago
Jacksonville, Florida
Outbound
09/25/25
direct
AA3273
02h 17min
Return
10/05/25
direct
AA2883
02h 41min
American Airlines ?
$334
Chicago
Jacksonville, Florida
Pay attention to transfer at connecting flight
Outbound
09/25/25
1 Stopover (ATL)
F91596, F91550
05h 33min
Return
10/05/25
1 Stopover (ATL)
F91549, F93397
12h 01min
Frontier Airlines
$208
Chicago
Jacksonville, Florida
Outbound
09/25/25
1 Stopover (GRR)
AA3536, G40559
25h 38min
Return
10/05/25
1 Stopover (PIT)
G42732, AA4457
23h 13min
American Airlines, Allegiant Air ?
$313
Chicago
Jacksonville, Florida
Outbound
09/25/25
direct
UA0453
02h 25min
Return
10/05/25
direct
UA0411
02h 44min
United Airlines ?
$370
Chicago
Jacksonville, Florida
Outbound
09/25/25
direct
UA2230
02h 32min
Return
10/05/25
direct
UA0411
02h 44min
United Airlines ?
$372
Chicago
Jacksonville, Florida
Outbound
09/25/25
1 Stopover (ATL)
F91596, F91550
05h 33min
Return
10/05/25
1 Stopover (JFK)
B61678, B60905
06h 35min
Frontier Airlines ?
$454
Chicago
Jacksonville, Florida
Outbound
09/25/25
direct
AA3273
02h 17min
Return
10/05/25
direct
AA2883
02h 41min
American Airlines ?
$483
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 $203.02
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 (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