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 |
|---|---|---|
| United Airlines | Istanbul | Tickets from 1 194 |
| United Airlines | Bangkok | Tickets from 1 252 |
| JetBlue Airways | Moscow | Tickets from 1 734 |
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 |
|---|---|---|---|
| November 20, 2025 | Economy | 0 ml | Tickets from 132 |
| November 21, 2025 | Economy | 1122 ml | Tickets from 144 |
| December 10, 2025 | Economy | 1122 ml | Tickets from 89 |
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 |
|---|---|---|---|---|
ChicagoAtlanta | December 30, 2025 | January 3, 2026 | Frontier Airlines | Tickets from 211 |
ChicagoAbu Dhabi | December 27, 2025 | January 4, 2026 | Etihad Airways | Tickets from 3 012 |
ChicagoAustin | November 24, 2025 | November 29, 2025 | Southwest Airlines | Tickets from 383 |
ChicagoBarcelona | April 15, 2026 | April 26, 2026 | United Airlines | Tickets from 678 |
ChicagoBogota | December 26, 2025 | January 8, 2026 | Avianca | Tickets from 907 |
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 | January 11, 2026 | January 12, 2026 | Tickets from 87 |
MinneapolisChicago | December 8, 2025 | December 19, 2025 | Tickets from 91 |
TampaChicago | December 4, 2025 | December 7, 2025 | Tickets from 107 |
BaltimoreChicago | December 4, 2025 | December 8, 2025 | Tickets from 112 |
NashvilleChicago | February 3, 2026 | February 17, 2026 | Tickets from 113 |
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 MyersIstanbul | November 21, 2025 | December 1, 2025 | Tickets from 1 198 |
Fort MyersBangkok | December 8, 2025 | December 10, 2025 | Tickets from 1 257 |
Fort MyersMoscow | November 21, 2025 | December 1, 2025 | Tickets from 1 740 |
Useful Information Before the Fort Myers – Chicago Flight
Found more than 58 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 |
|---|---|---|---|---|
05:2507:20 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
05:3509:52 1 Stop | Delta Air Lines | 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 |
06:0513:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0608:25 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
06:1310:42 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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06:3008:25 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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06:4011:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:5008:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:5511:24 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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06:5511:52 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
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06:5512:19 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
07:0112:28 1 Stop | American Airlines | RSW — ORD | 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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07:1011:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:1511:10 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:1511:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:1512:28 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1513:43 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1513:59 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:1514:00 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:2013:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:2013:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:2014:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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07:3512:15 1 Stop | Southwest 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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08:0012:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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08:0512:56 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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08:4012:28 1 Stop | American Airlines | RSW — ORD | 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 |
09:1011:22 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
09:3012:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:3111:34 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
09:3515:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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09:5018:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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10:0519:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
10:0916:53 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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10:2017:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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10:2514:14 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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10:3616:53 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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10:4915:26 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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11:0017:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:2013:30 Direct | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:2713:46 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:2713:46 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:3515:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:4013:35 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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11:4513:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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11:5517:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:5918:19 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
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12:1517:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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12:2514:30 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
12:3914:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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13:3815:46 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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14:4516:57 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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15:4818:14 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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16:3818:50 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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17:3422:56 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:3422:58 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 |
17:3519:30 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:3821:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3821:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3821:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3821:56 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3822:30 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3822:30 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:3822:30 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
17:4022:56 1 Stop | American Airlines | RSW — ORD | 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 |
18:1523:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:2021:45 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 |
18:2123:37 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 |
18:4023:44 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:0221:25 Direct | American Airlines | RSW — ORD | 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 |
19:2123:40 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:4900:02+1 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
19:4900:02+1 1 Stop | Delta Air Lines | RSW — ORD | S M T W T F S | Pick Dates |
19:4923:40 1 Stop | Delta Air Lines | RSW — MDW | S M T W T F S | Pick Dates |
19:5021:40 Direct | Southwest Airlines | RSW — MDW | 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 |
