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 |
|---|---|---|
| JetBlue Airways | New York | Tickets from 226 |
| Breeze Airways | Ho Chi Minh City | Tickets from 1 304 |
| American Airlines | Manila | Tickets from 1 229 |
Non-stop Flights from Fort Myers to Chicago – Leaving Soon
We have collected for you the flight ticket prices from to Chicago for the entire current month. Find the flight you're interested in with one-way. Don't forget to book a hotel and rental car before you travel.
| Departure at | Trip class | Distance | Find tickets |
|---|---|---|---|
| October 31, 2025 | Economy | 1122 ml | Tickets from 159 |
| November 25, 2025 | Economy | 1122 ml | Tickets from 54 |
| November 22, 2025 | Economy | 0 ml | Tickets from 91 |
| November 23, 2025 | Economy | 0 ml | Tickets from 91 |
| November 24, 2025 | Economy | 0 ml | Tickets from 91 |
| November 3, 2025 | Economy | 1122 ml | Tickets from 100 |
| November 4, 2025 | Economy | 0 ml | Tickets from 114 |
| November 5, 2025 | Economy | 0 ml | Tickets from 114 |
| November 6, 2025 | Economy | 0 ml | Tickets from 114 |
| November 7, 2025 | Economy | 0 ml | Tickets from 114 |
| November 8, 2025 | Economy | 0 ml | Tickets from 114 |
| November 9, 2025 | Economy | 0 ml | Tickets from 114 |
| November 10, 2025 | Economy | 0 ml | Tickets from 114 |
| November 11, 2025 | Economy | 0 ml | Tickets from 114 |
| November 12, 2025 | Economy | 0 ml | Tickets from 114 |
| November 13, 2025 | Economy | 0 ml | Tickets from 114 |
| November 14, 2025 | Economy | 0 ml | Tickets from 114 |
| November 15, 2025 | Economy | 0 ml | Tickets from 114 |
| November 16, 2025 | Economy | 0 ml | Tickets from 114 |
| November 17, 2025 | Economy | 0 ml | Tickets from 114 |
| November 18, 2025 | Economy | 0 ml | Tickets from 114 |
| November 19, 2025 | Economy | 0 ml | Tickets from 114 |
| November 20, 2025 | Economy | 0 ml | Tickets from 114 |
| November 21, 2025 | Economy | 1122 ml | Tickets from 127 |
| November 26, 2025 | Economy | 1122 ml | Tickets from 129 |
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
Unfortunately, we don't have actual data for flights from to Chicago. Find tickets from to Chicago
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 |
|---|---|---|---|---|
ChicagoAbu Dhabi | December 29, 2025 | January 6, 2026 | Etihad Airways | Tickets from 2 452 |
ChicagoBarcelona | November 11, 2025 | November 20, 2025 | United Airlines | Tickets from 494 |
ChicagoNashville | November 16, 2025 | November 20, 2025 | Frontier Airlines | Tickets from 236 |
ChicagoBoston | November 27, 2025 | December 4, 2025 | JetBlue Airways | Tickets from 104 |
ChicagoBaltimore | November 25, 2025 | November 25, 2025 | Frontier Airlines | Tickets from 275 |
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 |
|---|---|---|---|
New YorkChicago | December 6, 2025 | December 9, 2025 | Tickets from 69 |
Fort LauderdaleChicago | November 18, 2025 | November 25, 2025 | Tickets from 102 |
CharlotteChicago | October 31, 2025 | November 3, 2025 | Tickets from 123 |
MiamiChicago | February 23, 2026 | February 26, 2026 | Tickets from 132 |
Raleigh/DurhamChicago | December 15, 2025 | December 25, 2025 | Tickets from 139 |
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 | November 23, 2025 | November 27, 2025 | Tickets from 226 |
Fort MyersNassau | June 1, 2026 | June 15, 2026 | Tickets from 586 |
Fort MyersManila | January 14, 2026 | January 30, 2026 | Tickets from 1 229 |
Fort MyersHo Chi Minh City | November 18, 2025 | November 30, 2025 | Tickets from 1 304 |
Useful Information Before the Fort Myers – Chicago Flight
Found more than 57 flights every day. The average flight duration is 2h 50m. 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 |
|---|---|---|---|---|
05:3010:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:0008:19 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:0507:55 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0511:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:2208:16 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:3008:25 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:4008:30 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:4011:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:5008:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:5810:20 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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07:0010:45 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1009:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:1011:10 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1011:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:2509:15 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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09:1011:22 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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10:0011:50 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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10:3014:40 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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10:5913:03 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:3914:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:4214:54 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:5718:49 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
13:0015:14 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0018:35 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0018:35 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0020:00 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0020:00 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0020:11 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:0315:17 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:1117:52 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:1118:55 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:1318:39 1 Stop | Frontier Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:1418:39 1 Stop | Frontier Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:1518:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:3915:47 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5019:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:5019:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
13:5317:55 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5318:55 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5319:18 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:0319:25 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:4516:35 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:4516:57 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:4516:59 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:4516:59 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:4516:59 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:5018:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:5520:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:5520:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:5719:39 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
15:3519:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
15:4818:14 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
15:5018:01 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:0517:55 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:1020:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:2018:10 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:3818:50 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:3818:50 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:4020:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:4020:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:4421:10 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:4422:54 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:5519:18 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:5621:25 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:0021:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:1020:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:1021:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:1520:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:2422:39 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:2819:39 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:3422:55 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:3519:30 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:3521:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:3521:30 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:3522:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:4521:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:4523:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:5521:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:5523:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:1023:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:2123:37 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:2522:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:3922:54 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4023:43 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:0022:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:2123:40 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:5023:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
20:5022:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
21:3023:20 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
