JAX offers quick screening times at TSA and easy check-in, making it one of the most convenient airports in Florida.

Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $212 (Kiwi.com) |
One-way from | $117 (Trip.com) |
Popular in | December |
Cheapest in | September |
Average price | $332 |
Good round-trip deal | $347 or less |
Good one-way deal | $148 or less |
Fly from
Fly to
Route
Depart
Return
Price
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Tue 1/27
11:00 am-5:44 pm
1 stop7h 44m
Chicago O'Hare Intl
Sat 1/31
8:45 am-7:15 pm
1 stop9h 30m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Mon 11/24
9:34 pm-11:30 am
1 stop14h 56m
Chicago Midway
Fri 11/28
8:41 pm-7:21 pm
2 stops21h 40m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Thu 12/25
4:39 pm-6:25 pm
Nonstop2h 46m
Chicago O'Hare Intl
Wed 12/31
11:20 am-2:53 pm
Nonstop2h 33m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Mon 1/12
11:00 am-5:44 pm
1 stop7h 44m
Chicago O'Hare Intl
Wed 1/14
8:45 am-6:10 pm
1 stop8h 25m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Thu 12/25
6:00 am-12:12 pm
1 stop7h 12m
Chicago O'Hare Intl
Wed 12/31
5:31 pm-11:56 pm
1 stop5h 25m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Thu 12/25
11:33 am-2:40 pm
1 stop4h 07m
Chicago Midway
Wed 12/31
3:29 pm-9:27 pm
1 stop4h 58m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Wed 12/10
5:00 pm-6:25 pm
Nonstop2h 25m
Chicago Midway
Sat 12/13
1:15 pm-8:10 pm
1 stop5h 55m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Thu 1/8
9:20 am-2:25 pm
1 stop6h 05m
Chicago O'Hare Intl
Sat 1/10
6:16 pm-9:54 pm
Nonstop2h 38m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Thu 1/8
5:30 pm-6:55 pm
Nonstop2h 25m
Chicago Midway
Sat 1/10
2:40 pm-7:30 pm
1 stop3h 50m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Mon 1/19
1:45 pm-6:37 pm
1 stop5h 52m
Chicago O'Hare Intl
Wed 1/21
11:12 am-2:46 pm
Nonstop2h 34m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
The price you pay for your flight from Jacksonville to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, May is the cheapest month in which you can book a flight from Jacksonville to Chicago (average of $98). Flying from Jacksonville to Chicago in April is currently the most expensive (average of $217). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
One of the essential ways to save on airfare from Jacksonville to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 18% on airfare.
Travelers seeking maximum savings on their Jacksonville to Chicago flight should consider departing on Thursday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from JAX to CHI are scheduled on a Monday (22 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (8 on average).
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
Entertainment
Overall
Food
Boarding
Comfort
Crew
Reviews
Anonymous,Feb 2025
MCO - STL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$394 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$145 | Average$247 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$344 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$207 | Average$393 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$226 | Average$393 | FlexibilityNo cancel fee | On-time69% |