$142+ Cheap flights from O'Hare Intl (ORD) to Fort Myers (RSW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Oct 31 — Nov 71
Round-trip
1 adult, Economy
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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 October 1, 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 October 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 11/271:58 pm -
Nonstop2h 56m
Sun 12/138:31 pm -
Nonstop3h 21m
Deal found 9/27![Frontier logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 9/27. 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 11/281:58 pm -
Nonstop2h 56m
Fri 12/118:31 pm -
Nonstop3h 21m
Deal found 9/27![Frontier logo]()
$280
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:34 pm -
1 stop12h 32m
Mon 12/712:15 pm -
1 stop9h 14m
Deal found 9/30![Frontier logo]()
$281
This Frontier deal was found by Cheapflights users on 10/1. 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.
Fri 11/206:40 am -
1 stop9h 13m
Wed 11/255:48 pm -
1 stop8h 05m
Deal found 10/1![Frontier logo]()
$282
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/109:34 pm -
1 stop12h 46m
Sun 12/1312:15 pm -
1 stop9h 14m
Deal found 9/30![Frontier logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 11/231:16 pm -
Nonstop2h 56m
Wed 11/251:21 pm -
1 stop7h 54m
Deal found 10/1![Frontier logo]()
$284
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/37:28 pm -
3 stops25h 45m
Mon 11/236:52 pm -
Nonstop3h 18m
Deal found 9/30![Multiple Airlines logo]()
$285
This Frontier deal was found by Cheapflights users on 9/29. 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.
Sun 11/221:58 pm -
Nonstop2h 56m
Mon 11/231:21 pm -
1 stop7h 54m
Deal found 9/29![Frontier logo]()
$286
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:34 pm -
1 stop12h 32m
Thu 12/1012:15 pm -
1 stop9h 14m
Deal found 9/29![Frontier logo]()
$287
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 12/2210:52 am -
Nonstop3h 06m
Sun 12/273:53 pm -
Nonstop3h 21m
Deal found 9/30![Frontier logo]()
$288
This Cheapflightsfares deal was found by Cheapflights users on 9/26. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2110:52 am -
Nonstop3h 06m
Sun 12/273:53 pm -
Nonstop3h 21m
Deal found 9/26![Frontier logo]()
$289
This Cheapflightsfares deal was found by Cheapflights users on 9/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:30 pm -
Nonstop2h 56m
Sun 12/612:15 pm -
1 stop9h 14m
Deal found 9/28![Frontier logo]()
$290
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 October 1, 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 October 1, 2026.
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/2110:51 am -
Nonstop3h 06m
Mon 10/2612:24 pm -
Nonstop3h 19m
Deal found 9/29![United Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 9/27. 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 11/1211:35 am -
1 stop6h 19m
Sat 11/1411:18 am -
1 stop6h 47m
Deal found 9/27![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/217:05 am -
Nonstop3h 06m
Wed 11/46:41 pm -
Nonstop3h 19m
Deal found 9/30![United Airlines logo]()
$313
This Delta deal was found by Cheapflights users on 10/1. 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 11/1211:35 am -
1 stop4h 18m
Mon 11/163:35 pm -
1 stop6h 14m
Deal found 10/1![Delta logo]()
$333
This United Airlines deal was found by Cheapflights users on 9/28. 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 12/510:34 am -
Nonstop3h 06m
Sat 12/128:05 am -
1 stop7h 18m
Deal found 9/28![United Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 9/26. 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 10/193:40 pm -
1 stop7h 41m
Wed 11/112:16 pm -
1 stop5h 14m
Deal found 9/26![Delta logo]()
$333
This Delta deal was found by Cheapflights users on 9/26. 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 10/206:30 am -
1 stop7h 36m
Fri 11/137:59 pm -
1 stop4h 55m
Deal found 9/26![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 9/26. 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 10/193:40 pm -
1 stop7h 41m
Fri 11/132:16 pm -
1 stop5h 14m
Deal found 9/26![Delta logo]()
$356
This Delta deal was found by Cheapflights users on 9/30. 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 11/1211:35 am -
1 stop4h 18m
Fri 11/202:16 pm -
1 stop7h 01m
Deal found 9/30![Delta logo]()
$369
This Delta deal was found by Cheapflights users on 10/1. 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 10/315:27 am -
1 stop7h 05m
Sun 11/87:56 pm -
1 stop5h 01m
Deal found 10/1![Delta logo]()
$380
This Delta deal was found by Cheapflights users on 10/1. 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 10/216:30 am -
1 stop4h 37m
Tue 10/272:15 pm -
1 stop7h 15m
Deal found 10/1![Delta logo]()
$401
Last-minute flights from O'Hare Intl to Fort MyersDiscover last-minute flight deals from O'Hare Intl to Fort Myers. Data last updated October 1, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Fort Myers. Data last updated October 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/206:00 am -
2 stops28h 45m
Fri 10/3012:45 pm -
1 stop10h 58m
Deal found 9/30![Multiple Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/2310:26 am -
2 stops34h 47m
Mon 11/236:52 pm -
Nonstop3h 18m
Deal found 9/30![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/244:41 pm -
1 stop18h 09m
Mon 11/236:52 pm -
Nonstop3h 18m
Deal found 9/30![Frontier logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/244:41 pm -
1 stop18h 09m
Sun 11/226:07 pm -
Nonstop3h 18m
Deal found 9/30![Frontier logo]()
$299
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/249:02 am -
Nonstop3h 06m
Tue 10/274:45 pm -
Nonstop3h 19m
Deal found 9/30![United Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/244:41 pm -
1 stop18h 09m
Sat 10/311:12 pm -
2 stops46h 05m
Deal found 9/30![Frontier logo]()
$321
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/243:00 pm -
1 stop7h 20m
Mon 10/264:45 pm -
Nonstop3h 19m
Deal found 9/30![United Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 9/27. 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 10/246:50 pm -
Nonstop3h 02m
Mon 10/267:51 pm -
1 stop5h 17m
Deal found 9/27![American Airlines logo]()
$324
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/297:15 am -
Nonstop3h 03m
Tue 11/32:37 pm -
1 stop6h 37m
Deal found 9/30![United Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 10/1. 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 10/2910:26 am -
2 stops12h 55m
Thu 11/512:45 pm -
1 stop10h 58m
Deal found 10/1![Multiple Airlines logo]()
$327
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 October 1, 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 October 1, 2026.
This Super.com deal was found by Cheapflights users on 9/27. 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.
Wed 11/251:58 pm -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/27![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/281:58 pm -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$143
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/37:15 am -
2 stops25h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/124:42 pm -
1 stop18h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 11/271:58 pm -
Nonstop2h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 10/317:15 am -
2 stops13h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/117:15 am -
2 stops13h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 9/29. 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 10/206:00 am -
2 stops28h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/29![Multiple Airlines logo]()
$154
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 October 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $278 (Kiwi.com) |
One-way from | $142 (Super.com) |
Popular in | June |
Cheapest in | January |
Average price | $311 |
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 7,457,451 searches. Data last updated October 1, 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
Mon 10/26
5:59 am-1:13 pm
1 stop6h 14m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Tue 10/20
1:23 pm-6:50 pm
1 stop4h 27m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
Quickest round-trip
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Fri 10/30
1:00 pm-5:02 pm
Nonstop3h 02m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$180
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
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Fri 10/23
5:30 am-1:01 pm
1 stop6h 31m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$190
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Fri 11/27
11:00 am-11:01 am
1 stop23h 01m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$198
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Sat 11/7
9:00 am-1:08 pm
Nonstop3h 08m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$212
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Sun 11/1
7:30 am-9:51 pm
1 stop13h 21m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$218
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Sat 10/10
7:05 am-11:11 am
Nonstop3h 06m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$225
ChicagoFort Myers
ORD Chicago O'Hare Intl - RSW Fort Myers SW Florida Intl
ORDRSW
Chicago O'Hare Intl
Tue 10/6
10:44 am-6:50 pm
1 stop7h 06m
Fort Myers SW Florida Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$235
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 October.
| 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 $218). 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 October 1, 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 10% 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 September 26, 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 147 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?
Tuesday 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 October 1, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andJetBlue 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Boarding
8.1
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
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O'Hare Intl and Fort Myers flights
Browse other O'Hare Intl and Fort Myers flight options. Last updated on October 1, 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 October 1, 2026.
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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 7,457,451 searches. Data last updated October 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$66 | Average$188 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$130 | Average$385 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$172 | Average$339 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$181 | Average$338 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$186 | Average$302 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$197 | Average$366 | FlexibilityNo cancel fee | On-time63% |