
Keep the following information in mind while searching for Fort Myers to Illinois flight deals. Data was last updated November 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $230 (Trip.com) |
One-way from | $113 (Trip.com) |
Popular in | August |
Cheapest in | January |
Average price | $343 |
Fly from
Fly to
Route
Depart
Return
Fort MyersChicago
RSW Fort Myers SW Florida Intl - ORD Chicago O'Hare Intl
RSWORD
Fort Myers SW Florida Intl
Tue 12/29
9:00 am-10:33 am
1 stop26h 33m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - ORD Chicago O'Hare Intl
RSWORD
Fort Myers SW Florida Intl
Tue 12/1
8:44 pm-11:03 pm
Nonstop3h 19m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - MDW Chicago Midway
RSWMDW
Fort Myers SW Florida Intl
Sat 12/19
7:20 am-9:15 am
Nonstop2h 55m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - MDW Chicago Midway
RSWMDW
Fort Myers SW Florida Intl
Tue 12/22
6:39 am-12:10 pm
1 stop6h 31m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - ORD Chicago O'Hare Intl
RSWORD
Fort Myers SW Florida Intl
Wed 1/6
8:15 am-4:03 pm
1 stop8h 48m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - MDW Chicago Midway
RSWMDW
Fort Myers SW Florida Intl
Tue 1/5
6:14 pm-10:17 pm
1 stop5h 03m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - MDW Chicago Midway
RSWMDW
Fort Myers SW Florida Intl
Mon 12/21
6:55 am-8:55 am
Nonstop3h 00m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - ORD Chicago O'Hare Intl
RSWORD
Fort Myers SW Florida Intl
Wed 4/7
12:15 pm-2:40 pm
Nonstop3h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - MDW Chicago Midway
RSWMDW
Fort Myers SW Florida Intl
Thu 12/31
7:45 pm-9:45 pm
Nonstop3h 00m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Fort MyersChicago
RSW Fort Myers SW Florida Intl - ORD Chicago O'Hare Intl
RSWORD
Fort Myers SW Florida Intl
Thu 12/31
7:20 pm-9:45 pm
Nonstop3h 25m
Chicago O'Hare Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
Everything you need to know about your flight from Fort Myers to Illinois
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Entertainment
Boarding
Comfort
Food
Overall
Crew
Reviews
Reza,Jun 2026
TPA - MDW
Find useful and relevant information for your journey from Fort Myers to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$47 | Average$174 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$179 | Average$372 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$195 | Average$407 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$359 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$264 | Average$325 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$289 | Average$376 | FlexibilityNo cancel fee | On-timeN/A |