Cheap Flights from Jacksonville, FL to Chicago, IL from $116
Return flight: Chicago – Jacksonville
On Cheapflightsplus.com you will find 5 direct and 165 connecting flights from Jacksonville to Chicago. You can compare airfare deals from 5 airlines and multiple travel sites from $116, book and save on cheap plane tickets and last minute offers. Also check out JAX-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Jacksonville to Chicago Flight Deals
To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights».
To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight.
Cheapest flights in November: $116 (one-way), $199 (round-trip).
Direct flights
Check prices for return flight
Best Flights from Jacksonville to Chicago Today
Take a look at the list of non stop flights and flights with layovers from Jacksonville to Chicago with the lowest price of $116. The fastest direct flight takes 2h 44m and the fastest connecting – 4h 28m.
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $189 | 08:00 Jacksonville Jacksonville | 09:44 Chicago O'Hare International | 2h 44m | United Airlines | UA411 |
| from $189 | 16:36 Jacksonville Jacksonville | 18:20 Chicago O'Hare International | 2h 44m | United Airlines | UA457 |
| from $190 | 11:20 Jacksonville Jacksonville | 13:13 Chicago O'Hare International | 2h 53m | United Airlines | UA3639 |
| from $191 | 11:30 Jacksonville Jacksonville | 13:14 Chicago O'Hare International | 2h 44m | United Airlines | UA1239 |
| from $116 | 19:49 Jacksonville Jacksonville | 23:17 Chicago Midway | 4h 28m layover 1h 5m - Atlanta | Frontier Airlines | F91549 F92779 |
| from $116 | 16:33 Jacksonville Jacksonville | 23:51 Chicago Midway | 8h 18m layover 3h 46m - Philadelphia | Frontier Airlines | F94022 F91617 |
| from $136 | 12:40 Jacksonville Jacksonville | 19:11 Chicago O'Hare International | 7h 31m layover 2h 46m - Minneapolis | Sun Country Airlines | SY326 SY261 |
| from $194 | 18:54 Jacksonville Jacksonville | 23:15 Chicago O'Hare International | 5h 21m layover 1h 18m - Washington D.C. | United Airlines | UA6209 UA1738 |
| from $158 | 13:56 Jacksonville Jacksonville | 14:41+1 день Chicago O'Hare International | 25h 45m layover 17h 4m - Flint 1h 52m - Newark | Allegiant Air | G43153 G41526 NK1183 |
| from $161 | 16:18 Jacksonville Jacksonville | 08:22+1 день Chicago Midway | 17h 4m layover 3h 45m - Belleville 7h 15m - Fort Walton Beach | Allegiant Air | G41133 G43102 G41455 |
| from $161 | 16:18 Jacksonville Jacksonville | 13:56+1 день Chicago Midway | 22h 38m layover 1h 49m - Belleville 16h 5m - Knoxville | Allegiant Air | G41133 G41417 G43026 |
| from $179 | 16:12 Jacksonville Jacksonville | 17:27+1 день Chicago O'Hare International | 26h 15m layover 18h 22m - Baltimore 1h 42m - Minneapolis | Allegiant Air | G4414 SY194 SY261 |
| from $181 | 09:44 Jacksonville Jacksonville | 14:41+1 день Chicago O'Hare International | 29h 57m layover 10h 31m - Nashville 12h 58m - Newark | Allegiant Air | G41933 NK1419 NK1183 |
| from $184 | 20:21 Jacksonville Jacksonville | 17:37+1 день Chicago O'Hare International | 22h 16m layover 13h 13m - Knoxville 2h 22m - Miami | Allegiant Air | G43059 G4494 NK1026 |
| from $185 | 16:12 Jacksonville Jacksonville | 17:27+1 день Chicago O'Hare International | 26h 15m layover 2h 27m - Washington D.C. 17h 40m - Minneapolis | Allegiant Air | G4414 SY1686 SY261 |
| from $189 | 16:12 Jacksonville Jacksonville | 17:09+1 день Chicago O'Hare International | 25h 57m layover 18h 37m - Washington D.C. 1h 12m - Minneapolis | Allegiant Air | G4414 SY224 SY261 |
Show all tickets
*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on July 15, 2025
Flight Schedule Jacksonville (Florida) to Chicago (Illinois)
Full flight schedule will help you in detecting at what time planes fly from Jacksonville to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
| Departure | Arrival | Flight Details | Flight Duration | Price |
|---|---|---|---|---|
|
08:00 — 09:44
|
08:00 — 09:44
UA411
United Airlines
Jacksonville — Chicago
|
2h 44m |
Find flight
from$189 |
|
|
11:20 — 13:13
|
11:20 — 13:13
UA3639
United Airlines
Jacksonville — Chicago
|
2h 53m |
Find flight
from$190 |
|
|
11:20 — 13:13
|
11:20 — 13:13
UA5345
United Airlines
Jacksonville — Chicago
|
2h 53m |
Find flight
from$216 |
|
|
11:30 — 13:14
|
11:30 — 13:14
UA1239
United Airlines
Jacksonville — Chicago
|
2h 44m |
Find flight
from$191 |
|
|
16:36 — 18:20
|
16:36 — 18:20
UA457
United Airlines
Jacksonville — Chicago
|
2h 44m |
Find flight
from$189 |
|
|
09:15 — 14:29
|
09:15 — 11:18
UA3632
United Airlines
Jacksonville — Washington D.C.
2h 1m stop
13:20 — 14:33
UA2331
United Airlines
Washington D.C. — Chicago
|
6h 14m including layover |
Find flight
from$204 |
|
|
10:36 — 23:25
|
10:14 — 12:33
UA1144
United Airlines
Jacksonville — Newark
8h 50m stop
21:55 — 23:37
UA1308
United Airlines
Newark — Chicago
|
13h 49m including layover |
Find flight
from$310 |
|
|
12:40 — 19:11
|
12:40 — 14:44
SY326
Sun Country Airlines
Jacksonville — Minneapolis
2h 46m stop
17:30 — 19:11
SY261
Sun Country Airlines
Minneapolis — Chicago
|
7h 31m including layover |
Find flight
from$136 |
|
|
13:25 — 19:48
|
13:25 — 15:17
UA1938
United Airlines
Jacksonville — Washington D.C.
3h 23m stop
18:40 — 19:48
UA2304
United Airlines
Washington D.C. — Chicago
|
7h 23m including layover |
Find flight
from$204 |
|
|
14:00 — 18:40
|
12:55 — 14:48
UA1938
United Airlines
Jacksonville — Washington D.C.
1h 20m stop
17:10 — 18:37
UA2497
United Airlines
Washington D.C. — Chicago
|
5h 40m including layover |
Find flight
from$228 |
|
|
14:00 — 18:40
|
14:00 — 15:58
UA6098
United Airlines
Jacksonville — Washington D.C.
1h 15m stop
17:13 — 18:40
UA2497
United Airlines
Washington D.C. — Chicago
|
5h 40m including layover |
Find flight
from$255 |
|
|
16:33 — 23:51
|
16:33 — 18:52
F94022
Frontier Airlines
Jacksonville — Philadelphia
3h 46m stop
22:38 — 23:51
F91617
Frontier Airlines
Philadelphia — Chicago
|
8h 18m including layover |
Find flight
from$116 |
|
|
18:54 — 23:15
|
18:54 — 20:56
UA6209
United Airlines
Jacksonville — Washington D.C.
1h 18m stop
22:18 — 23:30
UA1738
United Airlines
Washington D.C. — Chicago
|
5h 21m including layover |
Find flight
from$194 |
|
|
19:49 — 23:17
|
19:49 — 21:10
F91549
Frontier Airlines
Jacksonville — Atlanta
1h 5m stop
22:15 — 23:18
F92779
Frontier Airlines
Atlanta — Chicago
|
4h 28m including layover |
Find flight
from$116 |
|
|
07:00 — 20:00
|
07:00 — 09:19
UA1826
United Airlines
Jacksonville — Newark
3h 6m stop
12:25 — 13:40
UA593
United Airlines
Newark — Boston
4h 23m stop
18:03 — 20:00
UA1015
United Airlines
Boston — Chicago
|
14h including layover |
Find flight
from$253 |
|
|
07:00 — 22:12
|
07:00 — 09:19
UA1826
United Airlines
Jacksonville — Newark
3h 6m stop
12:25 — 13:40
UA593
United Airlines
Newark — Boston
6h 40m stop
20:20 — 22:12
UA2229
United Airlines
Boston — Chicago
|
16h 12m including layover |
Find flight
from$253 |
|
|
09:44 — 14:41
+1 day
|
09:44 — 10:19
G41933
Allegiant Air
Jacksonville — Nashville
10h 31m stop
20:50 — 23:59
NK1419
Spirit Airlines
Nashville — Newark
12h 58m stop
12:57 — 14:41
NK1183
Spirit Airlines
Newark — Chicago
|
29h 57m including layover |
Find flight
from$181 |
|
|
10:33 — 17:15
+1 day
|
10:33 — 12:27
MX400
Mexicana
Jacksonville — Columbus
22h 3m stop
10:30 — 11:32
SY1656
Sun Country Airlines
Columbus — Minneapolis
4h 4m stop
15:36 — 17:15
SY261
Sun Country Airlines
Minneapolis — Chicago
|
31h 42m including layover |
Find flight
from$308 |
|
|
12:50 — 05:25
+1 day
|
12:50 — 14:54
SY326
Sun Country Airlines
Jacksonville — Minneapolis
4h stop
18:54 — 20:41
SY421
Sun Country Airlines
Minneapolis — Los Angeles
2h 39m stop
23:20 — 05:25
NK1103
Spirit Airlines
Los Angeles — Chicago
|
17h 35m including layover |
Find flight
from$236 |
|
|
13:56 — 14:41
+1 day
|
13:56 — 16:11
G43153
Allegiant Air
Jacksonville — Flint
17h 4m stop
09:15 — 11:05
G41526
Allegiant Air
Flint — Newark
1h 52m stop
12:57 — 14:41
NK1183
Spirit Airlines
Newark — Chicago
|
25h 45m including layover |
Find flight
from$158 |
|
|
15:28 — 15:31
+1 day
|
15:28 — 17:04
G4629
Allegiant Air
Jacksonville — Norfolk
12h 51m stop
05:55 — 08:00
NK1262
Spirit Airlines
Norfolk — Orlando
5h 23m stop
13:23 — 15:31
NK1369
Spirit Airlines
Orlando — Chicago
|
25h 3m including layover |
Find flight
from$249 |
|
|
15:28 — 17:17
+1 day
|
15:28 — 17:04
G4629
Allegiant Air
Jacksonville — Norfolk
12h 51m stop
05:55 — 08:00
NK1262
Spirit Airlines
Norfolk — Orlando
7h 8m stop
15:08 — 17:17
NK1114
Spirit Airlines
Orlando — Chicago
|
26h 49m including layover |
Find flight
from$249 |
|
|
16:18 — 08:22
+1 day
|
16:18 — 17:17
G41133
Allegiant Air
Jacksonville — Belleville
3h 45m stop
21:02 — 22:45
G43102
Allegiant Air
Belleville — Fort Walton Beach
7h 15m stop
06:00 — 08:22
G41455
Allegiant Air
Fort Walton Beach — Chicago
|
17h 4m including layover |
Find flight
from$161 |
|
|
17:29 — 23:43
+1 day
|
17:29 — 19:50
G43493
Allegiant Air
Jacksonville — Grand Rapids
2h 32m stop
22:22 — 23:33
G455
Allegiant Air
Grand Rapids — Las Vegas
18h 23m stop
17:56 — 23:43
NK184
Spirit Airlines
Las Vegas — Chicago
|
31h 14m including layover |
Find flight
from$209 |
|
|
17:29 — 14:16
+1 day
|
17:29 — 19:50
G43493
Allegiant Air
Jacksonville — Grand Rapids
2h 32m stop
22:22 — 23:33
G455
Allegiant Air
Grand Rapids — Las Vegas
8h 59m stop
08:32 — 14:16
NK187
Spirit Airlines
Las Vegas — Chicago
|
21h 47m including layover |
Find flight
from$235 |
|
|
18:40 — 16:48
+1 day
|
18:40 — 21:06
MX2503
Mexicana
Jacksonville — Hartford
14h 19m stop
11:25 — 12:55
NK2042
Spirit Airlines
Hartford — Nashville
2h 3m stop
14:58 — 16:48
NK2028
Spirit Airlines
Nashville — Chicago
|
23h 8m including layover |
Find flight
from$236 |
|
|
20:21 — 20:40
+1 day
|
20:21 — 21:41
G43059
Allegiant Air
Jacksonville — Knoxville
13h 13m stop
10:54 — 12:58
G4494
Allegiant Air
Knoxville — Miami
5h 22m stop
18:20 — 20:40
NK3
Spirit Airlines
Miami — Chicago
|
25h 19m including layover |
Find flight
from$163 |
|
|
20:21 — 17:37
+1 day
|
20:21 — 21:41
G43059
Allegiant Air
Jacksonville — Knoxville
13h 13m stop
10:54 — 12:58
G4494
Allegiant Air
Knoxville — Miami
2h 22m stop
15:20 — 17:37
NK1026
Spirit Airlines
Miami — Chicago
|
22h 16m including layover |
Find flight
from$184 |
|
|
21:42 — 14:41
+1 day
|
21:42 — 23:34
G42737
Allegiant Air
Jacksonville — Pittsburgh
6h 56m stop
06:30 — 07:55
NK1781
Spirit Airlines
Pittsburgh — Newark
5h 2m stop
12:57 — 14:41
NK1183
Spirit Airlines
Newark — Chicago
|
17h 59m including layover |
Find flight
from$196 |
|
*Departure and arrival times - local. Updated on July 15, 2025
Flight Information
Below we will explain in detail what the flights cost on the destination from Jacksonville to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Jacksonville and Chicago is 1373 miles. Time difference between the cities is 1h. Airplanes depart 07:00 to 21:42 from 4 Jacksonville airports and arrive 07:00 to 21:42 to 7 Chicago airports. Average flight time is 2h 44m.
- The fastest flight 2h 44m
- Average flight time 2h 44m
- The earliest flight 07:00
- The latest flight 21:42
- Distance 854 ml
The cheapest months to travel to Chicago are june (from 109 $), july (from 113 $), august (from 116 $).
The most expensive months are february (from 268 $), january (from 268 $), september (from 214 $).
What is the lowest airfare Jacksonville to Chicago?
The cheapest plane ticket found by our users is $116. This airfare is for economy class on one-way F91549 flight by Frontier Airlines for July 24, 2025 which leaves Jacksonville in Jacksonville at 19:49 am and arrives at Chicago Midway at 23:17.
Economy class
$116
Business class
?
First class
?
Popular Airlines on the Route
The flight Jacksonville — Chicago is served by 5 regular airlines and 3 low-cost airlines. Most of the flights on this route are operated by Frontier Airlines - 2 departures per week at the price of from $ 116 . And the most expensive tickets are offered by United Airlines airline - from $ 700.
Direct flights
There are 5 nonstop flights on the route. The fastest direct flight is UA411 by United Airlines takes 2h 44m and the cheapest is F91549 by Frontier Airlines for $189.
- UA - United Airlinesfrom $189Find
See more direct flights
Connecting Flights
There are 165 flights with layovers on the route. The fastest connecting flight is F91549 by Frontier Airlines takes 4h 28m and the cheapest is F91549 by Frontier Airlines for $116.
- F9 - Frontier Airlinesfrom $116Find
- SY - Sun Country Airlinesfrom $136Find
- MX - Mexicanafrom $236Find
- UA - United Airlinesfrom $194Find
- G4 - Allegiant Airfrom $158Find
See more connecting flights
Airports
You can fly from Jacksonville to Chicago from 4 airports (Jacksonville, Craig Municipal, Jacksonville NAS, Cecil Field).
Jacksonville airports
- Jacksonville-JAXfrom $116Find
- Craig Municipal-CRGFind
- Jacksonville NAS-NIPFind
- Cecil Field-VQQFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Jacksonville by 5 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top Domestic Destinations from Jacksonville
You may also consider searching for discounted plane tickets to some other popular places from Jacksonville within United States.
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Top International Destinations from Jacksonville
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $69Find
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- from $54Find
- from $60Find
- from $75Find
- from $60Find
How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
To find a plane ticket, please select dates.