
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $121 (Kiwi.com) |
One-way from | $62 (Kiwi.com) |
Popular in | May |
Cheapest in | September |
Average price | $350 |
Good round-trip deal | $217 or less |
Good one-way deal | $208 or less |
Fly from
Fly to
Route
Depart
Return
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Sat 8/8
7:30 am-8:50 am
Nonstop2h 20m
Chicago Midway
Mon 8/10
6:45 pm-10:00 pm
Nonstop2h 15m
JacksonvilleChicago
JAX - MDW
JAXMDW
Jacksonville
Sat 9/26
7:30 am-8:50 am
Nonstop2h 20m
Chicago Midway
Mon 9/28
6:45 pm-10:00 pm
Nonstop2h 15m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Thu 9/17
6:46 pm-9:40 am
1 stop15h 54m
Lambert-St Louis
Sun 9/20
10:35 am-8:25 am
2 stops20h 50m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Tue 7/28
11:56 am-6:50 pm
1 stop7h 54m
Chicago O'Hare Intl
Tue 8/4
6:19 pm-9:59 pm
Nonstop2h 40m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Wed 9/23
6:15 am-7:25 am
Nonstop2h 10m
Lambert-St Louis
Sat 9/26
8:35 am-11:35 am
Nonstop2h 00m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Wed 9/23
7:15 am-11:57 am
1 stop5h 42m
Lambert-St Louis
Sat 9/26
8:00 am-6:01 pm
2 stops9h 01m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Thu 9/17
2:00 pm-3:10 pm
Nonstop2h 10m
Lambert-St Louis
Tue 9/22
10:20 am-1:20 pm
Nonstop2h 00m
JacksonvilleSt. Louis
JAX - STL
JAXSTL
Jacksonville
Wed 10/7
11:15 am-7:35 pm
2 stops9h 20m
Lambert-St Louis
Tue 10/27
5:40 am-2:25 pm
2 stops7h 45m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Fri 9/25
1:02 pm-6:45 pm
1 stop6h 43m
Chicago O'Hare Intl
Sat 9/26
5:30 am-1:22 pm
1 stop6h 52m
JacksonvilleChicago
JAX - ORD
JAXORD
Jacksonville
Wed 10/28
12:00 pm-4:24 pm
1 stop5h 24m
Chicago O'Hare Intl
Fri 10/30
6:45 am-2:48 pm
1 stop7h 03m
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 afternoon, 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 Saturday (20 on average). You will have fewer flight options on Tuesday, 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 31 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.
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
Boarding
Crew
Comfort
Food
Overall
Entertainment
Reviews
Reza,Jun 2026
TPA - MDW
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$121 | Average$352 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$134 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$180 | Average$361 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$345 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$206 | Average$301 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$240 | Average$354 | FlexibilityNo cancel fee | On-time69% |