Flight Routes from Chicago to Jacksonville, Florida

Trip type

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
Please note: transfer for connecting flight
Outbound
08/20/26
1 Stopover (FLL)
F92205, MX1252
07h 30min
Return
08/25/26
1 Stopover (FLL)
MX0400, F92206
16h 41min
Frontier Airlines, Breeze Airways
$225
Best option
Chicago
Jacksonville, Florida
Outbound
08/20/26
direct
UA5651
02h 46min
Return
08/25/26
direct
UA2211
02h 48min
United Airlines
$317
Chicago
Jacksonville, Florida
Outbound
08/20/26
1 Stopover (ATL)
F91596, F91550
09h 42min
Return
08/25/26
direct
UA1581
02h 48min
Frontier Airlines ?
$271
Chicago
Jacksonville, Florida
Outbound
08/20/26
1 Stopover (ATL)
F91596, F91550
09h 42min
Return
08/25/26
1 Stopover (SJU)
F93306, F93345
12h 06min
Frontier Airlines
$290
Chicago
Jacksonville, Florida
Outbound
08/20/26
1 Stopover (ATL)
F91596, F91550
09h 42min
Return
08/25/26
1 Stopover (FLL)
B62117, B60663
07h 27min
Frontier Airlines ?
$306
Chicago
Jacksonville, Florida
Outbound
08/20/26
direct
AA3173
02h 31min
Return
08/25/26
direct
AA0764
02h 50min
American Airlines
$391
Chicago
Jacksonville, Florida
Outbound
08/20/26
direct
AA4491
02h 36min
Return
08/25/26
direct
AA3486
03h 06min
American Airlines ?
$435
Chicago
Jacksonville, Florida
Outbound
08/20/26
direct
AA3486
02h 33min
Return
08/25/26
direct
AA0764
02h 50min
American Airlines ?
$3,020
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 $ 225,00
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
Departure airport - Destination country Chicago-IL, all airports - United States
Alternative routes to United States
Alternative flights to Jacksonville, Florida
Flight destinations with a similar price
Flight destinations with a similar price