$144+ Cheap flights from Chicago (CHI) to Cape Coral, FL
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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RSW
Jul 22 — Jul 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Cape Coral 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 to Cape Coral are usually found in August or September, booked 87 days in advance, depart on a Wednesday or Tuesday and return on a Thursday
Cheap flight deals from Chicago to Cape Coral
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Best
Last-minute
One-way
Cheapest flights from Chicago to Cape CoralExplore the most affordable flight options available from Chicago to Cape Coral. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
Explore the most affordable flight options available from Chicago to Cape Coral. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 22, 2026.
This United Airlines deal was found by Cheapflights users on 6/21. 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 10/194:30 pm
ORD
- RSW
Nonstop3h 06m
United Airlines
Thu 10/226:50 am
RSW
- ORD
1 stop8h 55m
United Airlines
Deal found 6/21![United Airlines logo]()
$287
This Southwest deal was found by Cheapflights users on 6/19. 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 7/2211:25 am
MDW
- RSW
2 stops8h 50m
Southwest
Wed 7/296:10 am
RSW
- MDW
2 stops8h 50m
Southwest
Deal found 6/19![Southwest logo]()
$287
This American Airlines deal was found by Cheapflights users on 6/21. 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.
Mon 8/37:29 pm
ORD
- RSW
Nonstop3h 00m
American Airlines
Mon 8/104:39 pm
RSW
- ORD
Nonstop3h 31m
American Airlines
Deal found 6/21![American Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 6/17. 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.
Sat 8/15:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Thu 8/66:50 am
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/17![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 6/18. 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.
Tue 9/16:40 am
ORD
- RSW
1 stop4h 33m
Delta
Mon 9/1412:22 pm
RSW
- ORD
1 stop4h 52m
Delta
Deal found 6/18![Delta logo]()
$289
This Delta deal was found by Cheapflights users on 6/18. 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.
Tue 9/19:24 am
MDW
- RSW
1 stop6h 59m
Delta
Mon 9/1412:22 pm
RSW
- MDW
1 stop7h 11m
Delta
Deal found 6/18![Delta logo]()
$289
This American Airlines deal was found by Cheapflights users on 6/21. 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 11/57:15 pm
ORD
- RSW
Nonstop3h 00m
American Airlines
Mon 11/97:21 pm
RSW
- ORD
1 stop5h 19m
American Airlines
Deal found 6/21![American Airlines logo]()
$291
This Southwest deal was found by Cheapflights users on 6/17. 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.
Sat 7/255:00 am
MDW
- RSW
Nonstop2h 40m
Southwest
Wed 7/296:10 am
RSW
- MDW
2 stops8h 50m
Southwest
Deal found 6/17![Southwest logo]()
$291
This United Airlines deal was found by Cheapflights users on 6/20. 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 9/227:30 am
ORD
- RSW
1 stop7h 25m
United Airlines
Mon 9/282:07 pm
RSW
- ORD
1 stop6h 58m
United Airlines
Deal found 6/20![United Airlines logo]()
$293
This Southwest deal was found by Cheapflights users on 6/16. 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.
Tue 7/2811:25 am
MDW
- RSW
2 stops8h 50m
Southwest
Mon 8/103:40 pm
RSW
- MDW
1 stop5h 30m
Southwest
Deal found 6/16![Southwest logo]()
$294
This United Airlines deal was found by Cheapflights users on 6/17. 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 7/2310:35 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Thu 7/304:39 pm
RSW
- ORD
Nonstop3h 21m
United Airlines
Deal found 6/17![United Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 7/185:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Tue 7/216:25 pm
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/16![Southwest logo]()
$295
Best flights from Chicago to Cape CoralDiscover carefully curated flight deals from Chicago to Cape Coral that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
Discover carefully curated flight deals from Chicago to Cape Coral that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 22, 2026.
This Southwest deal was found by Cheapflights users on 6/21. 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 8/88:05 am
MDW
- RSW
2 stops9h 45m
Southwest
Tue 8/117:20 am
RSW
- MDW
2 stops9h 05m
Southwest
Deal found 6/21![Southwest logo]()
$287
This Delta deal was found by Cheapflights users on 6/19. 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 7/296:00 am
MDW
- RSW
1 stop7h 35m
Delta
Tue 8/115:35 am
RSW
- MDW
1 stop5h 24m
Delta
Deal found 6/19![Delta logo]()
$308
This United Airlines deal was found by Cheapflights users on 6/19. 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 7/2410:35 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Mon 7/2712:28 pm
RSW
- ORD
Nonstop3h 25m
United Airlines
Deal found 6/19![United Airlines logo]()
$315
This Southwest deal was found by Cheapflights users on 6/21. 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 8/54:40 pm
MDW
- RSW
1 stop4h 30m
Southwest
Sat 8/86:25 am
RSW
- MDW
1 stop5h 15m
Southwest
Deal found 6/21![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 6/18. 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 7/255:30 am
ORD
- RSW
1 stop5h 41m
Delta
Mon 8/311:00 am
RSW
- ORD
1 stop6h 51m
Delta
Deal found 6/18![Delta logo]()
$315
This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/185:00 am
MDW
- RSW
Nonstop2h 40m
Southwest
Sat 7/257:40 am
RSW
- MDW
Nonstop2h 45m
Southwest
Deal found 6/18![Southwest logo]()
$295
This United Airlines deal was found by Cheapflights users on 6/20. 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 8/66:29 am
ORD
- RSW
1 stop8h 23m
United Airlines
Sun 8/94:39 pm
RSW
- ORD
Nonstop3h 21m
United Airlines
Deal found 6/20![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 6/21. 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 7/187:05 am
ORD
- RSW
1 stop4h 49m
Delta
Sat 7/256:27 pm
RSW
- ORD
1 stop6h 26m
Delta
Deal found 6/21![Delta logo]()
$318
This Southwest deal was found by Cheapflights users on 6/19. 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 8/15:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Fri 8/76:50 am
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/19![Southwest logo]()
$296
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 9/1110:30 am
ORD
- RSW
Nonstop3h 06m
United Airlines
Sun 9/139:15 am
RSW
- ORD
Nonstop3h 14m
United Airlines
Deal found 6/17![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 6/20. 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 8/196:25 pm
ORD
- RSW
1 stop5h 15m
Delta
Sun 8/236:29 pm
RSW
- ORD
1 stop6h 28m
Delta
Deal found 6/20![Delta logo]()
$327
This Southwest deal was found by Cheapflights users on 6/16. 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.
Wed 7/156:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Sun 7/197:20 am
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/16![Southwest logo]()
$307
This United Airlines deal was found by Cheapflights users on 6/17. 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.
Fri 7/174:26 pm
ORD
- RSW
Nonstop3h 08m
United Airlines
Sun 7/197:00 am
RSW
- ORD
Nonstop3h 23m
United Airlines
Deal found 6/17![United Airlines logo]()
$346
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 7/248:52 am
ORD
- RSW
1 stop7h 30m
Delta
Mon 7/276:27 pm
RSW
- ORD
1 stop6h 26m
Delta
Deal found 6/17![Delta logo]()
$335
This United Airlines deal was found by Cheapflights users on 6/21. 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 8/14:26 pm
ORD
- RSW
Nonstop3h 08m
United Airlines
Wed 8/54:39 pm
RSW
- ORD
Nonstop3h 21m
United Airlines
Deal found 6/21![United Airlines logo]()
$347
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 7/246:00 am
MDW
- RSW
1 stop7h 35m
Delta
Mon 7/276:27 pm
RSW
- MDW
1 stop4h 48m
Delta
Deal found 6/17![Delta logo]()
$335
This Southwest deal was found by Cheapflights users on 6/16. 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.
Fri 7/172:50 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Fri 7/245:10 am
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/16![Southwest logo]()
$335
This Delta deal was found by Cheapflights users on 6/19. 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 9/175:10 pm
MDW
- RSW
1 stop6h 22m
Delta
Sun 9/2010:57 am
RSW
- MDW
1 stop6h 14m
Delta
Deal found 6/19![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 6/19. 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 7/318:03 am
ORD
- RSW
1 stop7h 41m
Delta
Fri 8/73:30 pm
RSW
- ORD
1 stop6h 25m
Delta
Deal found 6/19![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 6/20. 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 8/145:30 am
ORD
- RSW
1 stop5h 43m
Delta
Fri 8/213:30 pm
RSW
- ORD
1 stop6h 25m
Delta
Deal found 6/20![Delta logo]()
$355
Last-minute flights from Chicago to Cape CoralDiscover last-minute flight deals from Chicago to Cape Coral. Data last updated June 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Cape Coral. Data last updated June 22, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/17. 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.
Tue 7/146:00 am
MDW
- RSW
1 stop7h 35m
Delta
Sat 7/182:00 pm
RSW
- MDW
1 stop5h 07m
Delta
Deal found 6/17![Delta logo]()
$296
This United Airlines deal was found by Cheapflights users on 6/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:05 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Sat 8/87:00 am
RSW
- ORD
Nonstop3h 23m
United Airlines
Deal found 6/18![United Airlines logo]()
$288
This Southwest deal was found by Cheapflights users on 6/20. 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 7/187:50 am
MDW
- RSW
1 stop10h 55m
Southwest
Wed 7/226:10 am
RSW
- MDW
2 stops7h 05m
Southwest
Deal found 6/20![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 7/185:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Tue 7/216:25 pm
RSW
- MDW
Nonstop2h 50m
Southwest
Deal found 6/16![Southwest logo]()
$295
This Delta deal was found by Cheapflights users on 6/17. 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.
Tue 7/216:35 am
ORD
- RSW
1 stop7h 00m
Delta
Sat 8/12:00 pm
RSW
- ORD
1 stop7h 31m
Delta
Deal found 6/17![Delta logo]()
$296
This Southwest deal was found by Cheapflights users on 6/19. 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 7/2211:25 am
MDW
- RSW
2 stops8h 50m
Southwest
Wed 7/296:10 am
RSW
- MDW
2 stops8h 50m
Southwest
Deal found 6/19![Southwest logo]()
$287
This United Airlines deal was found by Cheapflights users on 6/17. 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 7/2310:35 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Thu 7/304:39 pm
RSW
- ORD
Nonstop3h 21m
United Airlines
Deal found 6/17![United Airlines logo]()
$295
This Southwest deal was found by Cheapflights users on 6/17. 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.
Sat 7/255:00 am
MDW
- RSW
Nonstop2h 40m
Southwest
Wed 7/296:10 am
RSW
- MDW
2 stops8h 50m
Southwest
Deal found 6/17![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 6/17. 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.
Tue 7/286:35 am
ORD
- RSW
1 stop4h 36m
Delta
Mon 8/108:09 am
RSW
- ORD
1 stop7h 00m
Delta
Deal found 6/17![Delta logo]()
$289
This Southwest deal was found by Cheapflights users on 6/16. 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.
Tue 7/2811:25 am
MDW
- RSW
2 stops8h 50m
Southwest
Mon 8/103:40 pm
RSW
- MDW
1 stop5h 30m
Southwest
Deal found 6/16![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 6/17. 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 7/296:00 am
MDW
- RSW
1 stop5h 11m
Delta
Mon 8/105:35 am
RSW
- MDW
1 stop5h 24m
Delta
Deal found 6/17![Delta logo]()
$289
This United Airlines deal was found by Cheapflights users on 6/19. 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 7/3010:35 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Thu 8/65:00 pm
RSW
- ORD
1 stop7h 15m
United Airlines
Deal found 6/19![United Airlines logo]()
$298
One-way flights from Chicago to Cape CoralSearch for one-way flight options from Chicago to Cape Coral. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
Search for one-way flight options from Chicago to Cape Coral. Find affordable one-way fares based on user searches. Data last updated June 22, 2026.
This Southwest deal was found by Cheapflights users on 6/16. 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.
Tue 7/2811:30 am
MDW
- RSW
2 stops9h 35m
Southwest
Deal found 6/16![Southwest logo]()
$144
This United Airlines deal was found by Cheapflights users on 6/21. 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 7/2310:35 am
ORD
- RSW
Nonstop3h 09m
United Airlines
Deal found 6/21![United Airlines logo]()
$148
This Southwest deal was found by Cheapflights users on 6/16. 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.
Sat 7/185:55 pm
MDW
- RSW
Nonstop2h 50m
Southwest
Deal found 6/16![Southwest logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 8/158:05 am
ORD
- RSW
2 stops49h 38m
Frontier
Deal found 6/20![Frontier logo]()
$150
This American Airlines deal was found by Cheapflights users on 6/22. 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.
Mon 8/316:49 am
ORD
- RSW
1 stop6h 19m
American Airlines
Deal found 6/22![American Airlines logo]()
$151
This Delta deal was found by Cheapflights users on 6/19. 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 9/175:10 pm
MDW
- RSW
1 stop6h 22m
Delta
Deal found 6/19![Delta logo]()
$151
This Mytrip deal was found by Cheapflights users on 6/21. 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.
Fri 9/187:17 pm
ORD
- RSW
1 stop13h 50m
Avelo Airlines
Deal found 6/21![Avelo Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 6/17. 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.
Sat 8/159:55 am
MDW
- RSW
2 stops7h 55m
Southwest
Deal found 6/17![Southwest logo]()
$156
This Delta deal was found by Cheapflights users on 6/19. 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 12/175:55 pm
ORD
- RSW
1 stop5h 40m
Delta
Deal found 6/19![Delta logo]()
$158
This Southwest deal was found by Cheapflights users on 6/16. 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.
Mon 7/2710:00 am
MDW
- RSW
1 stop5h 05m
Southwest
Deal found 6/16![Southwest logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Sun 10/46:50 am
ORD
- RSW
1 stop28h 00m
Frontier
Deal found 6/17![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 6/21. 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 8/188:05 am
ORD
- RSW
2 stops22h 34m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$163
Find flight deals from Chicago to Cape Coral
Keep the following information in mind while searching for Chicago to Cape Coral flight deals. Data was last updated June 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $287 (United Airlines) |
One-way from | $144 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $362 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Cape Coral 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 June 22, 2026.
Use the filters below to find and compare flights from Chicago to Cape Coral that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Sat 8/8
8:05 am-6:50 pm
2 stops9h 45m
Fort Myers SW Florida Intl
Tue 8/11
7:20 am-3:25 pm
2 stops9h 05m
$287
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Wed 8/5
4:40 pm-10:10 pm
1 stop4h 30m
Fort Myers SW Florida Intl
Sat 8/8
6:25 am-10:40 am
1 stop5h 15m
$289
Quickest round-trip
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Sat 7/18
5:00 am-8:40 am
Nonstop2h 40m
Fort Myers SW Florida Intl
Sat 7/25
7:40 am-9:25 am
Nonstop2h 45m
$295
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Sat 8/1
5:55 pm-9:45 pm
Nonstop2h 50m
Fort Myers SW Florida Intl
Fri 8/7
6:50 am-8:40 am
Nonstop2h 50m
$296
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Wed 7/15
6:55 pm-10:45 pm
Nonstop2h 50m
Fort Myers SW Florida Intl
Sun 7/19
7:20 am-9:10 am
Nonstop2h 50m
$307
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Wed 7/29
6:00 am-2:35 pm
1 stop7h 35m
Fort Myers SW Florida Intl
Tue 8/11
5:35 am-9:59 am
1 stop5h 24m
$308
ChicagoFort Myers
ORD - RSW
ORDRSW
Chicago O'Hare Intl
Fri 7/24
10:35 am-2:44 pm
Nonstop3h 09m
Fort Myers SW Florida Intl
Mon 7/27
12:28 pm-2:53 pm
Nonstop3h 25m
$315
ChicagoFort Myers
ORD - RSW
ORDRSW
Chicago O'Hare Intl
Sat 7/25
5:30 am-12:11 pm
1 stop5h 41m
Fort Myers SW Florida Intl
Mon 8/3
11:00 am-4:51 pm
1 stop6h 51m
$315
ChicagoFort Myers
ORD - RSW
ORDRSW
Chicago O'Hare Intl
Sat 7/18
7:05 am-12:54 pm
1 stop4h 49m
Fort Myers SW Florida Intl
Sat 7/25
6:27 pm-11:53 pm
1 stop6h 26m
$318
ChicagoFort Myers
ORD - RSW
ORDRSW
Chicago O'Hare Intl
Wed 8/19
6:25 pm-12:40 am
1 stop5h 15m
Fort Myers SW Florida Intl
Sun 8/23
6:29 pm-11:57 pm
1 stop6h 28m
$327
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Chicago to Cape Coral
Have a flexible travel schedule? Discover the best time to fly to Cape Coral from Chicago with our price prediction graph.
MDW-RSW
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 to Cape Coral
CHI-C4L
MDW-RSW
ORD-RSW
What is the cheapest time of day to fly from CHI to C4L?
Find hourly flight availability from Chicago to Cape Coral. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 22, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago to Cape Coral in the morning. If you’re flexible enough to do this you can expect to save up to 30% on your trip compared to booking a flight in the evening.
Weekly flight availability from Chicago to Cape Coral
Explore weekly flight availability from Chicago to Cape Coral. 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 June 22, 2026.
The most flights from CHI to C4L are scheduled on a Monday (20 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (11 on average).
How much does it cost to fly round-trip from Chicago to Cape Coral?
What is the cheapest day to fly from Chicago to Cape Coral?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Cape Coral. Price data was last updated on June 13, 2026.
Travelers seeking maximum savings on their Chicago to Cape Coral flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Cape Coral
Get insights into the airlines that provide service to Cape Coral. 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 Cape Coral. Reviews last updated June 22, 2026.
Peruse reviews from past customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Cape Coral to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Crew
8.6
Food
7.0
Overall
7.9
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Chicago to Cape Coral. 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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Complete your trip
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Find flights from Chicago to Cape Coral, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Cape Coral flights
Browse other Chicago and Cape Coral flight options. Last updated on June 22, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 7 airlines flying from Chicago to Cape Coral
Discover the top 7 airlines that operate flights from Chicago to Cape Coral. 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 June 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$183 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$99 | Average$216 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$130 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$144 | Average$268 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$158 | Average$375 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$161 | Average$361 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$171 | Average$388 | FlexibilityNo cancel fee | On-time63% |