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 |
|---|---|---|
| Frontier Airlines | Atlanta | Tickets from 159 |
| Frontier Airlines | Philadelphia | Tickets from 80 |
| Southwest Airlines | San Diego | Tickets from 161 |
| Southwest Airlines | Tucson | Tickets from 174 |
| United Airlines | Toronto | Tickets from 278 |
| Frontier Airlines | Boston | Tickets from 262 |
| Frontier Airlines | Cleveland | Tickets from 140 |
| American Airlines | Washington | Tickets from 145 |
| Spirit Airlines | Amsterdam | Tickets from 800 |
| American Airlines | Nashville | Tickets from 360 |
| Southwest Airlines | Manchester | Tickets from 296 |
| American Airlines | Minneapolis | Tickets from 170 |
| Spirit Airlines | New Orleans | Tickets from 144 |
| Southwest Airlines | San Francisco | Tickets from 523 |
| Air Canada | Athens | Tickets from 775 |
| United Airlines | Birmingham | Tickets from 289 |
| United Airlines | Leon/Guanajuato | Tickets from 369 |
| American Airlines | Bangkok | Tickets from 1 267 |
| Southwest Airlines | Buffalo | Tickets from 150 |
| American Airlines | Baltimore | Tickets from 157 |
| United Airlines | Columbia | Tickets from 267 |
| Southwest Airlines | Charlotte | Tickets from 159 |
| JetBlue Airways | Denver | Tickets from 326 |
| American Airlines | El Paso | Tickets from 802 |
| American Airlines | Erie | Tickets from 571 |
| American Airlines | Fort Lauderdale | Tickets from 894 |
| United Airlines | Grand Cayman Island | Tickets from 511 |
| American Airlines | Havana | Tickets from 382 |
| United Airlines | Samara | Tickets from 1 625 |
| American Airlines | Lubbock | Tickets from 438 |
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 |
|---|---|---|---|
| February 4, 2026 | Economy | 1122 ml | Tickets from 57 |
| February 7, 2026 | Economy | 1122 ml | Tickets from 70 |
| February 6, 2026 | Economy | 1122 ml | Tickets from 83 |
| February 3, 2026 | Economy | 1122 ml | Tickets from 89 |
| February 1, 2026 | Economy | 1122 ml | Tickets from 119 |
| February 2, 2026 | Economy | 1122 ml | Tickets from 127 |
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 |
|---|---|---|---|---|
ChicagoAllentown | February 27, 2026 | March 1, 2026 | United Airlines | Tickets from 333 |
ChicagoAlbuquerque | February 19, 2026 | February 22, 2026 | American Airlines | Tickets from 375 |
ChicagoAddis Ababa | February 2, 2026 | March 20, 2026 | Ethiopian Airlines | Tickets from 1 082 |
ChicagoAmsterdam | April 15, 2026 | April 22, 2026 | KLM | Tickets from 771 |
ChicagoAnchorage | June 12, 2026 | June 27, 2026 | Alaska Airlines | Tickets from 617 |
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 |
|---|---|---|---|
AtlantaChicago | February 27, 2026 | March 1, 2026 | Tickets from 70 |
OrlandoChicago | February 13, 2026 | February 16, 2026 | Tickets from 107 |
BostonChicago | May 7, 2026 | May 9, 2026 | Tickets from 118 |
PhiladelphiaChicago | March 20, 2026 | March 30, 2026 | Tickets from 147 |
San Jose del CaboChicago | May 21, 2026 | May 25, 2026 | Tickets from 149 |
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 MyersPhiladelphia | February 27, 2026 | March 1, 2026 | Tickets from 80 |
Fort MyersCleveland | February 21, 2026 | February 24, 2026 | Tickets from 140 |
Fort MyersNew Orleans | March 15, 2026 | March 18, 2026 | Tickets from 144 |
Fort MyersWashington | April 22, 2026 | April 27, 2026 | Tickets from 146 |
Fort MyersBuffalo | March 19, 2026 | March 25, 2026 | Tickets from 150 |
Useful Information Before the Fort Myers – Chicago Flight
Found more than 58 flights every day. The average flight duration is 2h 55m. 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 |
|---|---|---|---|---|
05:0007:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:0908:25 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:1012:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:1508:15 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:2512:15 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:2808:44 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:3510:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:1011:10 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1512:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:1514:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:2509:20 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:3109:43 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:4512:15 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:4513:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:5013:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
08:0011:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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09:0512:50 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:2011:35 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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09:4511:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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11:5014:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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12:0516:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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12:1016:57 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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12:2016:40 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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12:3014:54 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:4014:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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13:0015:12 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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13:2915:41 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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16:5921:00 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
16:5921:00 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
16:5922:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
16:5922:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
16:5922:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
16:5922:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
16:5922:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
17:2521:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:2522:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:4021:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5021:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5021:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5022:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:5022:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:5520:08 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5520:18 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0222:22 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
18:0223:55 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:0223:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3523:27 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:5022:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:5022:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:4922:08 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:4923:55 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
19:4923:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
19:4923:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
19:4923:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
20:0022:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
20:0022:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |

