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 | New York | Tickets from 214 |
| United Airlines | San Salvador | Tickets from 254 |
| jetBlue | Moscow | Tickets from 1 580 |
| Breeze Airways | Philadelphia | Tickets from 247 |
| Breeze Airways | Pittsburgh | Tickets from 422 |
| American Airlines | Seattle | Tickets from 344 |
| jetBlue | Washington | Tickets from 286 |
| Southwest Airlines | Albuquerque | Tickets from 460 |
| Southwest Airlines | Minneapolis | Tickets from 232 |
| Southwest Airlines | Sacramento | Tickets from 514 |
| Southwest Airlines | San Jose | Tickets from 697 |
| Spirit Airlines | Atlantic City | Tickets from 196 |
| jetBlue | Almaty | Tickets from 1 757 |
| American Airlines | Anchorage | Tickets from 627 |
| American Airlines | Appleton | Tickets from 584 |
| jetBlue | Boston | Tickets from 357 |
| Frontier Airlines | Baltimore | Tickets from 282 |
| American Airlines | Chattanooga | Tickets from 373 |
| Sun Country Airlines | Denver | Tickets from 353 |
| American Airlines | Havana | Tickets from 408 |
| Breeze Airways | Westchester County | Tickets from 262 |
| WestJet | Samara | Tickets from 2 168 |
| American Airlines | Las Vegas | Tickets from 531 |
| American Airlines | Madison | Tickets from 356 |
| Discover Airlines | Minsk | Tickets from 2 301 |
| Southwest Airlines | Omaha | Tickets from 308 |
| Frontier Airlines | Richmond | Tickets from 581 |
| American Airlines | Seoul | Tickets from 1 448 |
| Spirit Airlines | San Juan | Tickets from 551 |
| Breeze Airways | Newburgh | Tickets from 253 |
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 |
|---|---|---|---|
| April 30, 2026 | Economy | 1122 ml | Tickets from 127 |
| May 2, 2026 | Economy | 1122 ml | Tickets from 98 |
| May 3, 2026 | Economy | 0 ml | Tickets from 156 |
| May 4, 2026 | Economy | 0 ml | Tickets from 156 |
| May 14, 2026 | Economy | 0 ml | Tickets from 160 |
| May 15, 2026 | Economy | 0 ml | Tickets from 160 |
| May 16, 2026 | Economy | 0 ml | Tickets from 160 |
| May 17, 2026 | Economy | 0 ml | Tickets from 160 |
| May 18, 2026 | Economy | 0 ml | Tickets from 160 |
| May 19, 2026 | Economy | 0 ml | Tickets from 160 |
| May 20, 2026 | Economy | 0 ml | Tickets from 160 |
| May 21, 2026 | Economy | 0 ml | Tickets from 160 |
| May 22, 2026 | Economy | 0 ml | Tickets from 160 |
| May 23, 2026 | Economy | 0 ml | Tickets from 160 |
| May 24, 2026 | Economy | 0 ml | Tickets from 160 |
| May 25, 2026 | Economy | 0 ml | Tickets from 160 |
| May 26, 2026 | Economy | 0 ml | Tickets from 160 |
| May 27, 2026 | Economy | 0 ml | Tickets from 160 |
| May 13, 2026 | Economy | 1107 ml | Tickets from 188 |
| May 6, 2026 | Economy | 0 ml | Tickets from 201 |
| May 7, 2026 | Economy | 0 ml | Tickets from 201 |
| May 8, 2026 | Economy | 0 ml | Tickets from 201 |
| May 9, 2026 | Economy | 0 ml | Tickets from 201 |
| May 10, 2026 | Economy | 0 ml | Tickets from 201 |
| May 11, 2026 | Economy | 0 ml | Tickets from 201 |
| May 12, 2026 | Economy | 0 ml | Tickets from 201 |
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 | May 1, 2026 | May 4, 2026 | GoJet Airlines | Tickets from 494 |
ChicagoAlbuquerque | May 18, 2026 | May 19, 2026 | Southwest Airlines | Tickets from 556 |
ChicagoAddis Ababa | December 29, 2026 | January 10, 2027 | Ethiopian Airlines | Tickets from 1 703 |
ChicagoAguascalientes | May 12, 2026 | May 26, 2026 | Volaris | Tickets from 341 |
ChicagoAmsterdam | September 1, 2026 | September 8, 2026 | United Airlines | Tickets from 1 237 |
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 | May 27, 2026 | June 1, 2026 | Tickets from 73 |
AtlantaChicago | June 10, 2026 | June 16, 2026 | Tickets from 78 |
DallasChicago | May 31, 2026 | June 4, 2026 | Tickets from 111 |
OrlandoChicago | May 27, 2026 | June 1, 2026 | Tickets from 111 |
Los AngelesChicago | May 2, 2026 | May 4, 2026 | Tickets from 126 |
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 MyersMinneapolis | August 19, 2026 | August 25, 2026 | Tickets from 181 |
Fort MyersAtlantic City | July 13, 2026 | July 18, 2026 | Tickets from 197 |
Fort MyersNew York | June 24, 2026 | July 8, 2026 | Tickets from 215 |
Fort MyersPhiladelphia | July 1, 2026 | July 9, 2026 | Tickets from 248 |
Fort MyersNewburgh | June 24, 2026 | July 8, 2026 | Tickets from 255 |
Useful Information Before the Fort Myers – Chicago Flight
Found more than 59 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 |
|---|---|---|---|---|
05:3009:20 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:0007:55 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
06:0010:11 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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06:0011:29 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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06:4513:10 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 |
07:0008:55 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:0109:20 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0309:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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07:0309:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:0309:23 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
07:2012:00 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:2012:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:2013:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
07:5012:07 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
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07:5012:47 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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08:0012:45 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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08:0612:36 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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08:0614:20 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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08:2510:45 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
08:2512:50 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
08:2513:10 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
08:2517:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
08:3712:36 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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09:0011:19 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
09:0011:20 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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09:0014:28 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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09:1014:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:2013:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:2014:27 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
09:2015:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:2019:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:3014:55 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:4013:45 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
09:4016:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
10:0012:10 Direct | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
10:1512:10 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
10:2614:20 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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10:3114:35 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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10:3513:05 Direct | Frontier Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:0514:54 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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11:0516:42 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
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11:0516:47 1 Stop | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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11:1018:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:1115:21 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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11:1213:14 Direct | Spirit Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:2514:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:4013:40 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:4214:07 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:4214:07 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:4214:07 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
11:5017:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:5020:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:5514:00 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
11:5717:29 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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11:5719:00 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:1714:47 Direct | Frontier Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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12:3014:50 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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13:1015:10 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
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13:1520:33 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
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13:5017:58 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5017:58 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5017:58 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5017:58 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5018:53 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5019:22 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
13:5116:21 Direct | Frontier Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:1318:53 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:1319:22 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:2018:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:2921:21 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:3016:53 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:4019:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:4019:30 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:5516:55 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
14:5821:21 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:5821:42 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
14:5821:42 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
15:0018:48 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0018:50 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:16 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:28 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0020:32 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
15:0219:22 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
15:1517:30 Direct | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
15:4520:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
15:5520:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:0019:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:0120:40 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
16:1520:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:1521:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:1521:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:2520:05 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:3518:35 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:3618:57 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:3718:58 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:4219:05 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
16:5022:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
16:5022:20 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:2519:25 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:3021:25 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
17:3021:25 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
17:3021:25 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
17:3021:25 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
17:3022:21 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3022:28 1 Stop | Delta | RSW — MDW | S M T W T F S | Pick Dates |
17:3523:34 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:3523:58 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:4521:25 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
17:4521:55 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5521:55 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
17:5522:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:0021:55 1 Stop | Southwest Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:1521:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:1521:50 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:2020:41 Direct | United Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:3022:35 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:3321:00 Direct | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
18:4022:15 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
18:5023:54 1 Stop | American Airlines | RSW — ORD | S M T W T F S | Pick Dates |
19:0523:40 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:1022:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:1022:45 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
19:4123:54 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 |
19:5623:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
19:5623:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
19:5623:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
19:5623:59 1 Stop | Delta | RSW — ORD | S M T W T F S | Pick Dates |
20:2000:20+1 1 Stop | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
20:2522:20 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
20:2522:20 Direct | Southwest Airlines | RSW — MDW | S M T W T F S | Pick Dates |
