$139+ Cheap flights from O'Hare Intl (ORD) to Fort Myers (RSW)
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.
ORD — RSW
Sep 15 — Sep 221
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from O'Hare Intl to Fort Myers with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago O'Hare Intl to Fort Myers SW Florida Intl are usually found in January or February, booked 35 days in advance, depart on a Wednesday or Tuesday and return on a Thursday
Cheap flight deals from O'Hare Intl to Fort Myers
Cheapest
Best
Last-minute
One-way
Cheapest flights from O'Hare Intl to Fort MyersExplore the most affordable flight options available from O'Hare Intl to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2026.
Explore the most affordable flight options available from O'Hare Intl to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 16, 2026.
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 11/144:45 pm -
Nonstop3h 03m
Sat 11/216:18 pm -
Nonstop3h 19m
Deal found 8/13![United Airlines logo]()
$250
This Frontier deal was found by Cheapflights users on 8/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:25 am -
1 stop8h 20m
Thu 10/1512:45 pm -
1 stop10h 54m
Deal found 8/16![Frontier logo]()
$258
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 10/76:30 am -
1 stop4h 37m
Thu 10/157:40 am -
1 stop6h 19m
Deal found 8/13![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 8/12. 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 9/28:05 am -
1 stop7h 39m
Sun 9/68:09 am -
1 stop7h 11m
Deal found 8/12![Delta logo]()
$260
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 9/410:30 am -
Nonstop3h 06m
Tue 9/85:14 pm -
1 stop8h 45m
Deal found 8/13![United Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 8/12. 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 10/96:50 pm -
Nonstop3h 02m
Fri 10/1611:54 am -
Nonstop3h 21m
Deal found 8/12![American Airlines logo]()
$265
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 9/45:51 pm -
Nonstop3h 06m
Sun 9/612:27 pm -
Nonstop3h 14m
Deal found 8/12![United Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Thu 9/107:25 am -
1 stop8h 20m
Mon 9/1412:46 pm -
2 stops30h 37m
Deal found 8/15![Frontier logo]()
$268
This Delta deal was found by Cheapflights users on 8/13. 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 9/256:40 am -
1 stop6h 41m
Fri 10/26:19 pm -
1 stop6h 40m
Deal found 8/13![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/13. 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 12/35:13 pm -
1 stop5h 08m
Mon 12/76:30 pm -
1 stop6h 29m
Deal found 8/13![Delta logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Thu 10/17:25 am -
1 stop8h 20m
Mon 10/512:46 pm -
2 stops24h 05m
Deal found 8/15![Frontier logo]()
$272
This United Airlines deal was found by Cheapflights users on 8/12. 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 11/1810:43 am -
Nonstop3h 06m
Thu 11/269:10 am -
Nonstop3h 14m
Deal found 8/12![United Airlines logo]()
$273
Best flights from O'Hare Intl to Fort MyersDiscover carefully curated flight deals from O'Hare Intl to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
Discover carefully curated flight deals from O'Hare Intl to Fort Myers that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 16, 2026.
This Delta deal was found by Cheapflights users on 8/13. 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 11/56:30 am -
1 stop7h 36m
Mon 11/97:57 pm -
1 stop5h 02m
Deal found 8/13![Delta logo]()
$259
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/269:02 am -
Nonstop3h 06m
Sun 9/272:12 pm -
Nonstop3h 10m
Deal found 8/12![United Airlines logo]()
$281
This United Airlines deal was found by Cheapflights users on 8/15. 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.
Sat 9/123:45 pm -
Nonstop3h 06m
Mon 9/149:15 am -
Nonstop3h 14m
Deal found 8/15![United Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 8/15. 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.
Mon 9/285:30 am -
1 stop5h 36m
Thu 10/112:28 pm -
1 stop6h 58m
Deal found 8/15![Delta logo]()
$303
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 8/315:51 pm -
Nonstop3h 06m
Wed 9/212:27 pm -
Nonstop3h 14m
Deal found 8/12![United Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 8/12. 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 9/17:15 am -
Nonstop3h 06m
Wed 9/97:00 pm -
1 stop6h 28m
Deal found 8/12![United Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 8/11. 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 11/66:30 am -
1 stop7h 36m
Sun 11/87:40 am -
1 stop6h 19m
Deal found 8/11![Delta logo]()
$328
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 10/291:56 pm -
1 stop6h 33m
Mon 11/25:30 am -
1 stop4h 55m
Deal found 8/14![Delta logo]()
$334
This Delta deal was found by Cheapflights users on 8/15. 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.
Thu 10/151:55 pm -
1 stop6h 34m
Sat 10/247:00 am -
1 stop6h 13m
Deal found 8/15![Delta logo]()
$334
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/107:30 am -
1 stop7h 25m
Sun 9/1312:09 pm -
1 stop7h 28m
Deal found 8/14![United Airlines logo]()
$345
This Delta deal was found by Cheapflights users on 8/13. 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 10/161:55 pm -
1 stop6h 34m
Sun 10/187:40 am -
1 stop6h 19m
Deal found 8/13![Delta logo]()
$344
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 8/287:05 am -
1 stop8h 34m
Wed 9/24:40 pm -
Nonstop3h 19m
Deal found 8/12![United Airlines logo]()
$360
Last-minute flights from O'Hare Intl to Fort MyersDiscover last-minute flight deals from O'Hare Intl to Fort Myers. Data last updated August 16, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Fort Myers. Data last updated August 16, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/12. 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 9/28:05 am -
1 stop7h 39m
Sun 9/68:09 am -
1 stop7h 11m
Deal found 8/12![Delta logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Thu 9/38:30 pm -
1 stop14h 30m
Sat 9/127:00 am -
2 stops12h 23m
Deal found 8/14![Multiple Airlines logo]()
$275
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 9/410:30 am -
Nonstop3h 06m
Tue 9/85:14 pm -
1 stop8h 45m
Deal found 8/13![United Airlines logo]()
$261
This American Airlines deal was found by Cheapflights users on 8/11. 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 9/46:45 am -
Nonstop2h 52m
Mon 9/76:07 am -
Nonstop3h 23m
Deal found 8/11![American Airlines logo]()
$265
This United Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 9/45:51 pm -
Nonstop3h 06m
Sun 9/612:27 pm -
Nonstop3h 14m
Deal found 8/12![United Airlines logo]()
$266
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/86:30 am -
1 stop8h 25m
Mon 9/1412:09 pm -
1 stop5h 20m
Deal found 8/11![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 8/15. 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.
Thu 9/107:25 am -
1 stop8h 20m
Mon 9/1412:46 pm -
2 stops30h 37m
Deal found 8/15![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Thu 9/107:25 am -
1 stop8h 20m
Mon 9/147:00 am -
2 stops29h 51m
Deal found 8/14![Multiple Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 8/11. 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 9/176:30 am -
1 stop8h 25m
Wed 9/237:00 pm -
1 stop6h 29m
Deal found 8/11![United Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 8/12. 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 9/246:40 am -
1 stop6h 41m
Thu 10/17:00 am -
1 stop6h 41m
Deal found 8/12![Delta logo]()
$259
This Delta deal was found by Cheapflights users on 8/13. 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 9/256:40 am -
1 stop6h 41m
Fri 10/26:19 pm -
1 stop6h 40m
Deal found 8/13![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 8/11. 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 9/285:30 am -
1 stop5h 36m
Tue 10/68:09 am -
1 stop5h 04m
Deal found 8/11![Delta logo]()
$271
One-way flights from O'Hare Intl to Fort MyersSearch for one-way flight options from O'Hare Intl to Fort Myers. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
Search for one-way flight options from O'Hare Intl to Fort Myers. Find affordable one-way fares based on user searches. Data last updated August 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 9/117:25 am -
2 stops37h 48m
Deal found 8/11![Multiple Airlines logo]()
$139
This American Airlines deal was found by Cheapflights users on 8/11. 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 1/146:59 am -
Nonstop2h 58m
Deal found 8/11![American Airlines logo]()
$141
This United Airlines deal was found by Cheapflights users on 8/14. 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 9/177:15 am -
Nonstop3h 06m
Deal found 8/14![United Airlines logo]()
$142
This United Airlines deal was found by Cheapflights users on 8/11. 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 10/137:05 am -
Nonstop3h 06m
Deal found 8/11![United Airlines logo]()
$143
This JetBlue deal was found by Cheapflights users on 8/13. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/101:00 pm -
1 stop6h 40m
Deal found 8/13![JetBlue logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/272:03 pm -
2 stops31h 10m
Deal found 8/12![Multiple Airlines logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 10/149:33 pm -
2 stops21h 37m
Deal found 8/11![Frontier logo]()
$146
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:27 pm -
1 stop16h 59m
Deal found 8/14![Avelo Airlines logo]()
$147
This JetBlue deal was found by Cheapflights users on 8/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/132:15 pm -
1 stop8h 22m
Deal found 8/14![JetBlue logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 10/312:03 pm -
2 stops28h 56m
Deal found 8/12![Frontier logo]()
$149
This Super.com deal was found by Cheapflights users on 8/13. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/222:08 pm -
Nonstop4h 52m
Deal found 8/13![Frontier logo]()
$150
This Delta deal was found by Cheapflights users on 8/12. 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 9/176:40 am -
1 stop4h 26m
Deal found 8/12![Delta logo]()
$151
Find flight deals from O'Hare Intl to Fort Myers
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Fort Myers (RSW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $250 (United Airlines) |
One-way from | $139 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $282 |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Fort Myers 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 August 16, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Fort Myers that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Thu 11/5
6:30 am-3:06 pm
1 stop7h 36m
Fort Myers SW Florida Intl
Mon 11/9
7:57 pm-11:59 pm
1 stop5h 02m
$259
Quickest round-trip
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Sat 9/26
9:02 am-1:08 pm
Nonstop3h 06m
Fort Myers SW Florida Intl
Sun 9/27
2:12 pm-4:22 pm
Nonstop3h 10m
$281
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Sat 9/12
3:45 pm-7:51 pm
Nonstop3h 06m
Fort Myers SW Florida Intl
Mon 9/14
9:15 am-11:29 am
Nonstop3h 14m
$283
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Mon 8/31
5:51 pm-9:57 pm
Nonstop3h 06m
Fort Myers SW Florida Intl
Wed 9/2
12:27 pm-2:41 pm
Nonstop3h 14m
$285
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Tue 9/1
7:15 am-11:21 am
Nonstop3h 06m
Fort Myers SW Florida Intl
Wed 9/9
7:00 pm-12:28 am
1 stop6h 28m
$295
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Mon 9/28
5:30 am-12:06 pm
1 stop5h 36m
Fort Myers SW Florida Intl
Thu 10/1
12:28 pm-6:26 pm
1 stop6h 58m
$303
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Fri 11/6
6:30 am-3:06 pm
1 stop7h 36m
Fort Myers SW Florida Intl
Sun 11/8
7:40 am-12:59 pm
1 stop6h 19m
$328
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Thu 10/29
1:56 pm-9:29 pm
1 stop6h 33m
Fort Myers SW Florida Intl
Mon 11/2
5:30 am-9:25 am
1 stop4h 55m
$334
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Thu 10/15
1:55 pm-9:29 pm
1 stop6h 34m
Fort Myers SW Florida Intl
Sat 10/24
7:00 am-12:13 pm
1 stop6h 13m
$334
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Fri 10/16
1:55 pm-9:29 pm
1 stop6h 34m
Fort Myers SW Florida Intl
Sun 10/18
7:40 am-12:59 pm
1 stop6h 19m
$344
Showing 1-10 of 23 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to Fort Myers
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Fort Myers in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Fort Myers flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Fort Myers flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Fort Myers flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Fort Myers flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Fort Myers flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to Fort Myers
Have a flexible travel schedule? Discover the best time to fly to Fort Myers from O'Hare Intl with our price prediction graph.
ORD-RSW
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 Chicago O'Hare Intl Airport to Fort Myers
Prices
Airlines
Delays
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Fort Myers?
The price you pay for your flight from Chicago O'Hare Intl Airport to Fort Myers may vary depending on when you book. For the best chance of a lower fare, look to book 34 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Fort Myers?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Fort Myers (average of $217). Flying from Chicago O'Hare Intl Airport to Fort Myers in June is currently the most expensive (average of $379). 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 ORD to RSW?
Find hourly flight availability from O'Hare Intl to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 16, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Fort Myers in the morning. If you’re flexible enough to do this you can expect to save up to 13% on your trip compared to booking a flight in the afternoon.
What is the cheapest day to fly from Chicago O'Hare Intl Airport to Fort Myers?
Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Fort Myers. Price data was last updated on August 8, 2026.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Fort Myers flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Fort Myers delayed?
About 21% of weekly flights between Chicago and Fort Myers have experienced delays in the past year, with the average delay time being 148 minutes.
What is the most punctual flight time for Chicago to Fort Myers flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Thursday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Fort Myers flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
The best insider tips for Chicago O'Hare Intl Airport to Fort Myers flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Fort Myers trip
Our travel experts
Reviews of airlines servicing Fort Myers
Get insights into the airlines that provide service to Fort Myers. 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 Fort Myers. Reviews last updated August 16, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Fort Myers by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Fort Myers?
Book flights to Fort Myers if you plan to visit one of these locationsNorth Fort Myers
Lehigh Acres
Sanibel
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from O'Hare Intl
Popular flights
Alternative routes for O'Hare Intl to Fort Myers
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Fort Myers by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from O'Hare Intl to Fort Myers by cabin class
Find flights from O'Hare Intl to Fort Myers, based on your preferred cabin class, be it economy, premium economy, business, or first class.
O'Hare Intl and Fort Myers flights
Browse other O'Hare Intl and Fort Myers flight options. Last updated on August 16, 2026.
Other flights from O'Hare Intl
Browse through other flights departing from O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on August 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from O'Hare Intl to Fort Myers
Discover the top 6 airlines that operate flights from O'Hare Intl to Fort Myers. 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 August 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$182 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$385 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$291 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$164 | Average$326 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$171 | Average$323 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$197 | Average$364 | FlexibilityNo cancel fee | On-time63% |