
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $164 (Kiwi.com) |
One-way from | $82 (Kiwi.com) |
Popular in | May |
Cheapest in | September |
Average price | $365 |
Good round-trip deal | $352 or less |
Good one-way deal | $209 or less |
Fly from
Fly to
Route
Depart
Return
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Wed 8/5
11:00 am-4:10 pm
1 stop6h 10m
Chicago Midway
Tue 8/11
1:00 pm-7:40 pm
2 stops5h 40m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Tue 7/21
2:50 pm-8:33 pm
1 stop6h 43m
Chicago O'Hare Intl
Wed 7/22
8:03 am-3:09 pm
1 stop6h 06m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Wed 7/15
6:11 pm-11:58 pm
1 stop6h 47m
Lambert-St Louis
Tue 7/21
5:32 am-1:28 pm
1 stop6h 56m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Wed 8/5
5:25 pm-6:50 pm
Nonstop2h 25m
Chicago Midway
Mon 8/10
6:45 pm-10:00 pm
Nonstop2h 15m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Wed 8/5
12:02 pm-4:17 pm
1 stop5h 15m
Chicago O'Hare Intl
Mon 8/10
6:40 am-11:44 am
1 stop4h 04m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Tue 7/14
4:55 pm-6:48 pm
Nonstop2h 53m
Chicago O'Hare Intl
Fri 7/17
6:19 pm-9:59 pm
Nonstop2h 40m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Tue 7/28
7:25 am-8:50 am
Nonstop2h 25m
Chicago Midway
Thu 7/30
7:20 pm-10:40 pm
Nonstop2h 20m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Wed 8/5
6:15 am-7:25 am
Nonstop2h 10m
Lambert-St Louis
Wed 8/5
10:15 am-4:45 pm
1 stop5h 30m
JacksonvilleMoline
JAX - MLI
JAXMLI
Jacksonville
Tue 7/14
4:14 pm-10:31 pm
1 stop7h 17m
Moline Quad-City
Tue 7/21
5:56 am-12:00 pm
1 stop5h 04m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Fri 8/28
7:15 pm-10:20 pm
1 stop4h 05m
Chicago Midway
Mon 8/31
8:15 am-3:15 pm
2 stops6h 00m
Currently, September is the cheapest month in which you can book a flight from Jacksonville to Illinois (average of $78). Flying from Jacksonville to Illinois in February is currently the most expensive (average of $177). 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.
When flying from Jacksonville to Illinois, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 11% versus a flight in the evening.
The most flights from JAX to USIL are scheduled on a Monday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).
The price you pay for your flight from Jacksonville to Illinois may vary depending on when you book. For the best chance of a lower fare, look to book 79 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Travelers seeking maximum savings on their Jacksonville to Illinois flight should consider departing on Thursday mornings 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.
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
Overall
Entertainment
Boarding
Comfort
Crew
Food
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$304 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$228 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$347 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$340 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$238 | Average$352 | FlexibilityNo cancel fee | On-time69% |