Find the Cheapest Flight from Fort Myers (RSW) to Chicago (CHI)
Unfortunately, we don't have actual data for flights from to Chicago. Find tickets from to Chicago
How Much is a Flight from Fort Myers?
What is the Best Airline to Fly from Fort Myers?
At cheapfly365 we give you all the available options from our reputable partners. We give you every one of the accessible choices from our legitimate accomplices. Select the aircraft that best suits your inclinations and participation loyalties.
| Airline | Destination | Find tickets |
|---|---|---|
| Breeze Airways | Philadelphia | Tickets from 489 |
| United Airlines | New York | Tickets from 153 |
| Breeze Airways | London | Tickets from 800 |
| Breeze Airways | Nashville | Tickets from 719 |
| Breeze Airways | Detroit | Tickets from 325 |
| Southwest Airlines | San Diego | Tickets from 657 |
| Southwest Airlines | Washington | Tickets from 520 |
| American Airlines | Albuquerque | Tickets from 931 |
| Breeze Airways | Atlantic City | Tickets from 636 |
| American Airlines | Baltimore | Tickets from 703 |
| American Airlines | Denpasar (Bali) | Tickets from 1 403 |
| United Airlines | Minneapolis | Tickets from 266 |
| Southwest Airlines | Pittsburgh | Tickets from 447 |
| American Airlines | Palm Springs | Tickets from 587 |
| Southwest Airlines | San Juan | Tickets from 253 |
| Breeze Airways | Newburgh | Tickets from 486 |
| SWISS | Vilnius | Tickets from 647 |
| American Airlines | Halifax | Tickets from 857 |
Non-stop Flights from Fort Myers to Chicago – Leaving Soon
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Find Flights from Fort Myers to Chicago within your Budget
Easily find the cheapest day or month for your trip. You can choose direct or return flights but also you can choose one-way or the holiday duration system (choose from 1 to 30 days and you will be informed about the cheapest flights).
Fort Myers to Chicago Flight Deals
Unfortunately, we don't have actual data for flights from to Chicago. Find tickets from to Chicago
The Cheapest Return Flights from Fort Myers to Chicago
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Fly your Favorite Airline from Chicago
Looking for direct flight destinations from Chicago? We searched and found the best options for you.
| Origin - Destination | Departure at | Return at | Airline | Find tickets |
|---|---|---|---|---|
ChicagoAmsterdam | November 11, 2026 | November 17, 2026 | United Airlines | Tickets from 815 |
ChicagoAthens | August 26, 2026 | September 9, 2026 | Lufthansa | Tickets from 1 097 |
ChicagoAtlanta | July 25, 2026 | July 29, 2026 | Frontier Airlines | Tickets from 152 |
ChicagoAbu Dhabi | September 20, 2026 | September 26, 2026 | Etihad Airways | Tickets from 970 |
ChicagoAustin | July 7, 2026 | July 10, 2026 | United Airlines | Tickets from 251 |
Cheap Flights to Chicago Airport
Book the next cheap ticket to Chicago immediately. The table below shows from which cities you can find a cheap flight to Chicago airport.
| Origin - Destination | Departure at | Return at | Find tickets |
|---|---|---|---|
Fort LauderdaleChicago | August 18, 2026 | August 20, 2026 | Tickets from 94 |
MinneapolisChicago | August 4, 2026 | August 4, 2026 | Tickets from 118 |
OrlandoChicago | August 4, 2026 | August 7, 2026 | Tickets from 122 |
AtlantaChicago | September 4, 2026 | September 5, 2026 | Tickets from 136 |
New YorkChicago | July 18, 2026 | July 18, 2026 | Tickets from 142 |
Direct Flights from Fort Myers
Find cheap flights from to top destinations. Start your next trip now!
| Origin - Destination | Departure at | Return at | Find tickets |
|---|---|---|---|
Fort MyersNew York | July 7, 2026 | July 10, 2026 | Tickets from 151 |
Fort MyersAtlanta | October 9, 2026 | October 11, 2026 | Tickets from 225 |
Fort MyersSan Juan | July 10, 2026 | July 15, 2026 | Tickets from 249 |
Fort MyersMinneapolis | July 3, 2026 | July 7, 2026 | Tickets from 262 |
Fort MyersNew Haven | October 15, 2026 | October 19, 2026 | Tickets from 266 |
Useful Information Before the Fort Myers – Chicago Flight
Found more than 40 flights every day. The average flight duration is 2h 45m. Below is the flight schedule with departures and arrivals of the day. The airline, the airports of the flight and the schedule of the week are also displayed.
Fort Myers, United StatesChicago, United States
| Time and stops | Airline | Route | Schedule | Find tickets |
|---|---|---|---|---|
05:1007:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
05:3510:05 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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05:3711:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
05:5510:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0010:06 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:0010:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0010:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0011:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
06:0510:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0514:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:1009:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:1009:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:1508:33 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:1510:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:1510:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:2211:00 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:2212:18 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:2212:19 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:2708:45 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:3013:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:4511:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
06:4511:56 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
06:4512:05 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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06:4512:34 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:4512:36 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:4512:52 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:4512:52 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
06:5514:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:0009:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0009:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0009:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0009:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0014:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:0112:09 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0112:09 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0113:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0113:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0113:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0113:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0113:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0114:15 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:1009:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:1511:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
07:1512:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:1512:39 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
07:1512:52 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
07:1513:09 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
07:1516:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:2009:10 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:2509:10 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:3514:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:3523:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
08:0311:56 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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08:0312:05 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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08:0312:34 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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08:0312:52 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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08:0313:30 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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08:3012:39 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
08:3012:52 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
08:3014:14 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
09:3514:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:3516:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:4514:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:4516:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:5914:20 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
09:5915:56 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:0014:20 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:0015:56 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:0016:06 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:0314:20 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:0315:56 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:3014:14 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
10:3014:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
10:3014:41 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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10:3015:40 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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10:4814:41 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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10:4816:15 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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10:5314:29 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
10:5314:41 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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10:5316:16 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
10:5316:26 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
10:5316:57 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
10:5316:57 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
11:2515:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:2517:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:3513:52 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:3513:52 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:3513:52 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:4013:30 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5917:02 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0617:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0617:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0617:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0617:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0617:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0618:33 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0618:33 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0618:33 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:0619:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:1014:05 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
12:2814:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:3017:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
12:3618:29 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
12:4316:50 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
12:4318:29 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
12:4715:05 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:5918:44 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:5918:44 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
12:5918:44 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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13:0017:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:0517:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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13:0520:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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13:4517:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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14:1020:31 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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14:4720:33 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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14:5516:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
15:4120:23 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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16:3919:00 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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17:2419:54 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:2919:59 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:2520:15 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:2722:15 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
18:2723:53 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
18:3400:04+1 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
18:3422:17 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
18:3422:17 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
18:3422:17 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
18:3422:17 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
18:3423:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
18:3423:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
18:3423:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
18:5522:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:0523:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:2023:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:2023:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:3022:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:4100:01+1 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
20:4500:25+1 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
