$112+ Cheap flights from Fort Myers (RSW) to Illinois
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
RSW — ORD
Aug 17 — Aug 241
Round-trip
1 adult, Economy
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Find cheap flights from Fort Myers to Illinois with Cheapflights
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Cheapest flights from Fort Myers to IllinoisExplore the most affordable flight options available from Fort Myers to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 18, 2026.
Explore the most affordable flight options available from Fort Myers to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 18, 2026.
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:39 pm
RSW
- ORD
Nonstop3h 31m
American Airlines
Mon 8/107:04 pm
ORD
- RSW
Nonstop2h 55m
American Airlines
Deal found 7/16![American Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/296:50 am
RSW
- ORD
1 stop8h 55m
United Airlines
Thu 10/19:02 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/15![United Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:59 pm
RSW
- ORD
1 stop6h 45m
United Airlines
Mon 8/107:05 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Deal found 7/13![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:25 pm
RSW
- MDW
1 stop7h 20m
Southwest
Mon 8/101:00 pm
MDW
- RSW
Nonstop2h 45m
Southwest
Deal found 7/13![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:35 am
RSW
- MLI
1 stop5h 50m
Delta
Sat 8/225:09 pm
MLI
- RSW
1 stop6h 31m
Delta
Deal found 7/18![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:39 pm
RSW
- PIA
1 stop8h 20m
American Airlines
Tue 9/16:34 am
PIA
- RSW
1 stop6h 34m
American Airlines
Deal found 7/16![American Airlines logo]()
$290
This American Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:34 pm
RSW
- ORD
1 stop6h 18m
American Airlines
Tue 8/257:04 pm
ORD
- RSW
Nonstop2h 55m
American Airlines
Deal found 7/17![American Airlines logo]()
$290
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:10 am
RSW
- MDW
Nonstop2h 45m
Southwest
Wed 9/210:10 am
MDW
- RSW
2 stops8h 40m
Southwest
Deal found 7/14![Southwest logo]()
$290
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:50 am
RSW
- ORD
1 stop8h 55m
United Airlines
Sat 10/39:02 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/16![United Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:50 am
RSW
- MDW
Nonstop2h 50m
Southwest
Thu 8/206:15 pm
MDW
- RSW
Nonstop2h 45m
Southwest
Deal found 7/15![Southwest logo]()
$292
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:06 am
RSW
- MLI
1 stop6h 07m
American Airlines
Sat 8/226:00 am
MLI
- RSW
2 stops10h 41m
American Airlines
Deal found 7/18![American Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:35 am
RSW
- ORD
1 stop5h 38m
Delta
Thu 8/205:30 am
ORD
- RSW
1 stop5h 43m
Delta
Deal found 7/13![Delta logo]()
$295
Best flights from Fort Myers to IllinoisDiscover carefully curated flight deals from Fort Myers to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 18, 2026.
Discover carefully curated flight deals from Fort Myers to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 18, 2026.
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:09 pm
RSW
- ORD
1 stop5h 51m
United Airlines
Sat 9/197:15 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/14![United Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:35 am
RSW
- MLI
1 stop5h 50m
Delta
Sat 8/225:09 pm
MLI
- RSW
1 stop6h 31m
Delta
Deal found 7/18![Delta logo]()
$290
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/128:45 am
RSW
- STL
1 stop6h 10m
Southwest
Wed 8/196:40 pm
STL
- RSW
Nonstop2h 30m
Southwest
Deal found 7/13![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/146:34 pm
RSW
- PIA
1 stop5h 25m
American Airlines
Fri 8/216:34 am
PIA
- RSW
1 stop6h 34m
American Airlines
Deal found 7/16![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:14 pm
RSW
- ORD
1 stop7h 12m
United Airlines
Mon 8/315:51 pm
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/16![United Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:35 am
RSW
- ORD
1 stop5h 38m
Delta
Thu 8/139:54 am
ORD
- RSW
1 stop5h 50m
Delta
Deal found 7/14![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:10 am
RSW
- STL
Nonstop2h 30m
Southwest
Thu 8/2010:10 am
STL
- RSW
1 stop5h 20m
Southwest
Deal found 7/16![Southwest logo]()
$307
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/286:07 am
RSW
- BMI
1 stop8h 00m
American Airlines
Sat 9/55:00 am
BMI
- RSW
1 stop4h 37m
American Airlines
Deal found 7/13![American Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:15 am
RSW
- ORD
Nonstop3h 14m
United Airlines
Sat 8/2210:30 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/17![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 am
RSW
- MDW
1 stop5h 20m
Delta
Wed 9/305:11 pm
MDW
- RSW
1 stop6h 25m
Delta
Deal found 7/15![Delta logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/228:24 am
RSW
- RFD
1 stop29h 00m
Multiple Airlines
Sun 7/2611:27 am
RFD
- RSW
2 stops22h 16m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$669
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:50 am
RSW
- MDW
Nonstop2h 50m
Southwest
Wed 8/198:50 am
MDW
- RSW
1 stop6h 20m
Southwest
Deal found 7/17![Southwest logo]()
$312
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:00 pm
RSW
- ORD
1 stop8h 45m
United Airlines
Mon 8/107:05 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Deal found 7/15![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/26:29 pm
RSW
- ORD
1 stop6h 28m
Delta
Sat 9/56:59 am
ORD
- RSW
1 stop5h 05m
Delta
Deal found 7/17![Delta logo]()
$305
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/611:00 am
RSW
- STL
Nonstop2h 45m
Southwest
Thu 1/75:25 pm
STL
- RSW
Nonstop2h 25m
Southwest
Deal found 7/17![Southwest logo]()
$313
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:29 pm
RSW
- ORD
1 stop6h 28m
Delta
Tue 8/1810:33 am
ORD
- RSW
1 stop5h 11m
Delta
Deal found 7/16![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/313:59 pm
RSW
- PIA
2 stops9h 23m
American Airlines
Sun 8/24:22 pm
PIA
- RSW
1 stop5h 30m
American Airlines
Deal found 7/13![American Airlines logo]()
$374
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/106:10 am
RSW
- STL
Nonstop2h 30m
Southwest
Mon 8/176:50 pm
STL
- RSW
Nonstop2h 30m
Southwest
Deal found 7/17![Southwest logo]()
$313
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/134:40 pm
RSW
- ORD
Nonstop3h 19m
United Airlines
Sun 8/1610:30 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/14![United Airlines logo]()
$316
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:29 pm
RSW
- MDW
1 stop5h 07m
Delta
Wed 8/1210:54 am
MDW
- RSW
1 stop4h 50m
Delta
Deal found 7/16![Delta logo]()
$305
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/77:20 am
RSW
- MLI
2 stops11h 51m
American Airlines
Sun 8/94:21 pm
MLI
- RSW
1 stop5h 30m
American Airlines
Deal found 7/13![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:05 pm
RSW
- STL
2 stops6h 00m
Southwest
Mon 8/1710:10 am
STL
- RSW
1 stop5h 20m
Southwest
Deal found 7/14![Southwest logo]()
$322
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:34 pm
RSW
- ORD
Nonstop3h 19m
United Airlines
Sun 10/119:00 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/17![United Airlines logo]()
$326
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:46 am
RSW
- STL
1 stop4h 08m
Delta
Mon 8/249:15 am
STL
- RSW
1 stop6h 29m
Delta
Deal found 7/16![Delta logo]()
$307
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/611:04 am
RSW
- MLI
2 stops8h 07m
American Airlines
Sun 8/94:21 pm
MLI
- RSW
1 stop5h 30m
American Airlines
Deal found 7/16![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:34 pm
RSW
- ORD
Nonstop3h 19m
United Airlines
Sun 9/277:05 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Deal found 7/17![United Airlines logo]()
$326
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/105:05 pm
RSW
- STL
2 stops6h 00m
Southwest
Tue 9/1510:45 am
STL
- RSW
2 stops8h 05m
Southwest
Deal found 7/15![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:24 pm
RSW
- ORD
1 stop6h 35m
Delta
Tue 9/296:40 am
ORD
- RSW
1 stop4h 27m
Delta
Deal found 7/17![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:45 am
RSW
- STL
2 stops10h 10m
Southwest
Sat 8/2210:15 am
STL
- RSW
Nonstop2h 30m
Southwest
Deal found 7/17![Southwest logo]()
$328
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/76:29 pm
RSW
- MLI
1 stop4h 50m
Delta
Sun 8/95:09 pm
MLI
- RSW
1 stop6h 31m
Delta
Deal found 7/13![Delta logo]()
$319
Last-minute flights from Fort Myers to IllinoisDiscover last-minute flight deals from Fort Myers to Illinois. Data last updated July 18, 2026 and is based on user searches.
Discover last-minute flight deals from Fort Myers to Illinois. Data last updated July 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/64:39 pm
RSW
- ORD
Nonstop3h 31m
American Airlines
Mon 8/107:04 pm
ORD
- RSW
Nonstop2h 55m
American Airlines
Deal found 7/16![American Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:59 pm
RSW
- ORD
1 stop6h 45m
United Airlines
Mon 8/107:05 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Deal found 7/13![United Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/61:25 pm
RSW
- MDW
1 stop7h 20m
Southwest
Mon 8/101:00 pm
MDW
- RSW
Nonstop2h 45m
Southwest
Deal found 7/13![Southwest logo]()
$285
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/66:50 am
RSW
- MDW
Nonstop2h 50m
Southwest
Thu 8/206:15 pm
MDW
- RSW
Nonstop2h 45m
Southwest
Deal found 7/15![Southwest logo]()
$292
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/87:00 am
RSW
- ORD
1 stop8h 51m
United Airlines
Mon 8/104:26 pm
ORD
- RSW
Nonstop3h 08m
United Airlines
Deal found 7/14![United Airlines logo]()
$296
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:35 am
RSW
- ORD
1 stop5h 38m
Delta
Mon 8/175:30 am
ORD
- RSW
1 stop5h 43m
Delta
Deal found 7/13![Delta logo]()
$295
This Delta deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:35 am
RSW
- MLI
1 stop5h 50m
Delta
Sat 8/225:09 pm
MLI
- RSW
1 stop6h 31m
Delta
Deal found 7/18![Delta logo]()
$290
This American Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:06 am
RSW
- MLI
1 stop6h 07m
American Airlines
Sat 8/226:00 am
MLI
- RSW
2 stops10h 41m
American Airlines
Deal found 7/18![American Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:34 pm
RSW
- ORD
1 stop6h 18m
American Airlines
Tue 8/257:04 pm
ORD
- RSW
Nonstop2h 55m
American Airlines
Deal found 7/17![American Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:35 am
RSW
- MDW
1 stop5h 24m
Delta
Tue 8/259:24 am
MDW
- RSW
1 stop6h 59m
Delta
Deal found 7/14![Delta logo]()
$295
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:10 am
RSW
- MDW
Nonstop2h 45m
Southwest
Wed 9/210:10 am
MDW
- RSW
2 stops8h 40m
Southwest
Deal found 7/14![Southwest logo]()
$290
This American Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:39 pm
RSW
- PIA
1 stop8h 20m
American Airlines
Tue 9/16:34 am
PIA
- RSW
1 stop6h 34m
American Airlines
Deal found 7/16![American Airlines logo]()
$290
One-way flights from Fort Myers to IllinoisSearch for one-way flight options from Fort Myers to Illinois. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
Search for one-way flight options from Fort Myers to Illinois. Find affordable one-way fares based on user searches. Data last updated July 18, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1112:45 pm
RSW
- STL
2 stops21h 55m
Frontier
Deal found 7/13![Frontier logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1612:45 pm
RSW
- STL
2 stops45h 55m
Frontier
Deal found 7/15![Frontier logo]()
$113
This Kiwi.com deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1112:45 pm
RSW
- STL
2 stops45h 55m
Frontier
Deal found 7/15![Frontier logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/1412:45 pm
RSW
- STL
2 stops45h 55m
Frontier
Deal found 7/17![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1712:45 pm
RSW
- STL
2 stops21h 55m
Frontier
Deal found 7/18![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1912:45 pm
RSW
- STL
2 stops21h 55m
Frontier
Deal found 7/18![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/135:55 pm
RSW
- STL
2 stops40h 02m
Frontier
Deal found 7/17![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:45 pm
RSW
- STL
2 stops21h 55m
Frontier
Deal found 7/18![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/127:00 am
RSW
- STL
2 stops27h 40m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:07 pm
RSW
- STL
2 stops41h 33m
Frontier
Deal found 7/18![Frontier logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:55 pm
RSW
- ORD
2 stops27h 13m
Frontier
Deal found 7/17![Frontier logo]()
$147
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:31 pm
RSW
- ORD
1 stop6h 54m
Delta
Deal found 7/13![Delta logo]()
$148
Find flight deals from Fort Myers to Illinois
Keep the following information in mind while searching for Fort Myers to Illinois flight deals. Data was last updated July 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $276 (American Airlines) |
One-way from | $112 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $326 |
Cheapflights Fare Finder
Customize your flight search to find flights from Fort Myers to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 18, 2026.
Use the filters below to find and compare flights from Fort Myers to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Thu 9/17
12:09 pm-5:00 pm
1 stop5h 51m
Chicago O'Hare Intl
Sat 9/19
7:15 am-11:21 am
Nonstop3h 06m
$285
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Wed 8/26
5:14 pm-11:26 pm
1 stop7h 12m
Chicago O'Hare Intl
Mon 8/31
5:51 pm-9:57 pm
Nonstop3h 06m
$285
Fort MyersMoline
RSW - MLI
RSWMLI
Fort Myers SW Florida Intl
Sat 8/15
5:35 am-10:25 am
1 stop5h 50m
Moline Quad-City
Sat 8/22
5:09 pm-12:40 am
1 stop6h 31m
$290
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Mon 8/10
5:35 am-10:13 am
1 stop5h 38m
Chicago O'Hare Intl
Thu 8/13
9:54 am-4:44 pm
1 stop5h 50m
$295
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Thu 8/20
9:15 am-11:29 am
Nonstop3h 14m
Chicago O'Hare Intl
Sat 8/22
10:30 am-2:36 pm
Nonstop3h 06m
$295
Fort MyersChicago
RSW - MDW
RSWMDW
Fort Myers SW Florida Intl
Wed 9/30
5:30 am-9:50 am
1 stop5h 20m
Chicago Midway
Wed 9/30
5:11 pm-12:36 am
1 stop6h 25m
$295
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Wed 8/5
5:00 pm-12:45 am
1 stop8h 45m
Chicago O'Hare Intl
Mon 8/10
7:05 am-11:14 am
Nonstop3h 09m
$295
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Wed 9/2
6:29 pm-11:57 pm
1 stop6h 28m
Chicago O'Hare Intl
Sat 9/5
6:59 am-1:04 pm
1 stop5h 05m
$305
Fort MyersChicago
RSW - ORD
RSWORD
Fort Myers SW Florida Intl
Wed 8/12
6:29 pm-11:57 pm
1 stop6h 28m
Chicago O'Hare Intl
Tue 8/18
10:33 am-4:44 pm
1 stop5h 11m
$305
Fort MyersChicago
RSW - MDW
RSWMDW
Fort Myers SW Florida Intl
Tue 8/11
6:29 pm-10:36 pm
1 stop5h 07m
Chicago Midway
Wed 8/12
10:54 am-4:44 pm
1 stop4h 50m
$305
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Fort Myers to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Fort Myers with our price prediction graph.
RSW-ORD
RSW-MDW
RSW-RFD
RSW-MLI
RSW-STL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Fort Myers to Illinois
RSW-USIL
RSW-ORD
RSW-MDW
RSW-RFD
RSW-MLI
What is the cheapest month to book a flight from Fort Myers to Illinois?
Currently, February is the cheapest month in which you can book a flight from Fort Myers to Illinois (average of $195). Flying from Fort Myers to Illinois in June is currently the most expensive (average of $356). 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.
What is the cheapest time of day to fly from RSW to IL?
Find hourly flight availability from Fort Myers to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 18, 2026.
It’s typically best to fly out from Fort Myers to Illinois in the evening. Doing so could potentially save you 23% on the flight price compared to flying at noon, which is usually more expensive.
Weekly flight availability from Fort Myers to Illinois
Explore weekly flight availability from Fort Myers to Illinois. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 18, 2026.
The most flights from RSW to USIL are scheduled on a Tuesday (19 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).
How much does it cost to fly round-trip from Fort Myers to Illinois?
How far ahead should I book a flight from Fort Myers to Illinois?
To ensure you get the cheapest price possible for a flight from Fort Myers to Illinois, you should look to book at least 72 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Fort Myers to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Fort Myers to Illinois. Price data was last updated on July 18, 2026.
Travelers seeking maximum savings on their Fort Myers to Illinois flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated July 18, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Fort Myers to Illinois have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
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.
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Alternative routes for Fort Myers to Illinois
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Complete your trip
Complete your trip to Illinois by adding a car rental and/or hotel reservation to your travel itinerary.
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Fort Myers and Illinois flights
Browse other Fort Myers and Illinois flight options. Last updated on July 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fort Myers to Illinois flights
Consider these flights traveling from Fort Myers to Illinois.
Top 6 airlines flying from Fort Myers to Illinois
Discover the top 6 airlines that operate flights from Fort Myers to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$43 | Average$98 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$105 | Average$284 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$157 | Average$426 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$159 | Average$314 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$179 | Average$346 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$273 | Average$441 | FlexibilityNo cancel fee | On-timeN/A |