Flights from Fort Myers Airport RSW to Chicago Airport MDW
We've found the cheapest flights to Chicago
Airliners including NetJets, Flexjet and Southwest Airlines all offer direct flights between Southwest Florida Reg to Midway. The flight from Southwest Florida Reg to Midway is approximately 1,782 Kilometers which is 1,107 Miles. You should expect a flight time of around 2 Hours 54 Minutes.
Depending on the day of the week and the time of day you book, flight prices can vary dramatically. To obtain the best prices for Midway flights than book well in advance. If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.
On arriving at Midway please note the time difference, the time zone at Midway is 6.0 GMT compared to 5.0 GMT at Southwest Florida Reg.
If you are planning a trip to Midway Airport (MDW) from Southwest Florida Reg Airport you can pre-arrange short or long term parking at Southwest Florida Reg Airport (RSW).
If you rented a vehicle at Midway Airport (MDW) and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport (MDW).
We suggest pre-booking your transport to Southwest Florida Reg Airport (RSW). The following options are available:
- Private Transfers to Southwest Florida Reg Airport (RSW)
- Buses to Southwest Florida Reg Airport (RSW)
- Taxis to Southwest Florida Reg Airport (RSW)
- Train Services to/near Southwest Florida Reg Airport (RSW)
Pre-booking your transportation requirements at Midway Airport (MDW) can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport (MDW):
- Midway Airport (MDW) rental car companies
- Midway Airport (MDW) private tansfers
- Midway Airport (MDW) bus transfers
- Midway Airport (MDW) taxi transfers
- Midway Airport (MDW) train services information
Find hotels close to Midway Airport (MDW) many hotels offer airport transfers directly from the airport to your hotel.
Below you will see all the airlines that fly from Southwest Florida Reg (RSW) to Midway (MDW) and the number of flights they operate each day.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 5 | 6 | 6 | 5 | 5 | 6 | 5 | 06:15 | 21:45 | VIEW FLIGHTS |
NetJets | 0 | 0 | 0 | 0 | 0 | 0 | 1 | 11:06 | 11:06 | VIEW FLIGHTS |
Flexjet | 0 | 0 | 1 | 0 | 0 | 0 | 0 | 16:30 | 16:30 | VIEW FLIGHTS |
Southwest Airlines is the most popular airliners who operate this route. They have around 38 a week with times that vary between 06:15 and 21:45.
Would you like to book your flight? Bookings can be made direct with Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com.
The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Day | Flight Times | Flights | ||||||||||||||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 06:15
09:40
13:10
18:25
21:45
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Tuesday | 06:15
12:20
15:10
16:30
18:15
20:10
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Wednesday | 06:15
12:20
15:10
16:30
18:15
20:10
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Thursday | 06:15
09:40
13:10
18:25
21:45
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Friday | 06:15
09:40
13:10
18:25
21:45
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Saturday | 05:00
09:15
12:20
16:50
19:25
21:45
| VIEW FLIGHTS | ||||||||||||||||||||||||||
Sunday | 06:35
08:55
11:06
14:10
17:55
19:45
| VIEW FLIGHTS |
Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Naples to Chicago Midway | 0 | 2 Hours 57 Minutes | |
Boca Raton to Chicago Midway | 0 | 2 Hours 59 Minutes | |
Fort Lauderdale to Chicago Midway | 0 | 3 Hours 1 Minute | |
Orlando to Chicago Midway | 0 | 2 Hours 41 Minutes | |
Miami to Chicago Midway | 0 | 3 Hours 3 Minutes | |
Marco Island to Chicago Midway | 0 | 2 Hours 59 Minutes | |
Miami Opa Locka to Chicago Midway | 0 | 3 Hours 2 Minutes | |
West Palm Beach International to Chicago Midway | 0 | 2 Hours 57 Minutes | |
Punta Gorda Charlotte County to Chicago Midway | 0 | 2 Hours 51 Minutes | |
Clearwater St Petersburg Clearwater to Chicago Midway | 0 | 2 Hours 42 Minutes | |
Sarasota to Chicago Midway | 0 | 2 Hours 46 Minutes | |
Tampa to Chicago Midway | 0 | 2 Hours 42 Minutes | |
Vero Beach to Chicago Midway | 0 | 2 Hours 49 Minutes |
If you are planning to hire a car from Midway airport then don’t wait until you arrive. The prices are typically 20% to 30% higher and the availability of vehicles are much lower. You can check out the solutions we have for car hire on our car hire pages which can save you £££’s.
Don't forget to book your car rental!
Search for the cheapest rental cars in Southwest Florida
Flight Price FAQ - Fort Myers (RSW) to Chicago (MDW)
Compare Flight Prices from RSW to MDW

Was your flight delayed or cancelled?
You may be eligible to receive up to 600 EUR compensation per person in your party.
Claim Now!Flight Info FAQ - Fort Myers (RSW) to Chicago (MDW)
Alternative Airports in United States with Connections from Southwest Florida Airport
- airplanemode_active Southwest Florida Airport to Chicago OHare International 82 flights per week
- airplanemode_active Southwest Florida Airport to Minneapolis St Paul International 72 flights per week
- airplanemode_active Southwest Florida Airport to Detroit 62 flights per week
- airplanemode_active Southwest Florida Airport to Newark 48 flights per week
- airplanemode_active Southwest Florida Airport to Indianapolis 35 flights per week
- airplanemode_active Southwest Florida Airport to Philadelphia International 34 flights per week
- airplanemode_active Southwest Florida Airport to Baltimore Washington International Thurgood Marshall 31 flights per week
- airplanemode_active Southwest Florida Airport to St Louis Lambert St Louis International 27 flights per week
- airplanemode_active Southwest Florida Airport to Pittsburgh 24 flights per week
- airplanemode_active Southwest Florida Airport to Windsor Locks 21 flights per week
- airplanemode_active Southwest Florida Airport to Washington Ronald Reagan Washington National 21 flights per week
- airplanemode_active Southwest Florida Airport to New York La Guardia 21 flights per week
- airplanemode_active Southwest Florida Airport to White Plains 16 flights per week
- airplanemode_active Southwest Florida Airport to Washington Dulles International 14 flights per week
- airplanemode_active Southwest Florida Airport to Buffalo Niagara International 11 flights per week
- airplanemode_active Southwest Florida Airport to Kansas City International 9 flights per week
- airplanemode_active Southwest Florida Airport to Islip 8 flights per week
- airplanemode_active Southwest Florida Airport to Raleigh 8 flights per week
- airplanemode_active Southwest Florida Airport to Worcester 7 flights per week
- airplanemode_active Southwest Florida Airport to Akron canton Regional 5 flights per week
- airplanemode_active Southwest Florida Airport to Grand Rapids Gerald R Ford International 4 flights per week
- airplanemode_active Southwest Florida Airport to Manchester boston Regional 4 flights per week
- airplanemode_active Southwest Florida Airport to Miami Opa Locka 4 flights per week
- airplanemode_active Southwest Florida Airport to Boca Raton 3 flights per week
- airplanemode_active Southwest Florida Airport to Las Vegas 3 flights per week
- airplanemode_active Southwest Florida Airport to Portland International Jetport 3 flights per week
- airplanemode_active Southwest Florida Airport to Syracuse 3 flights per week
- airplanemode_active Southwest Florida Airport to Charleston AFB Municipal 2 flights per week
- airplanemode_active Southwest Florida Airport to Eau Claire 2 flights per week
- airplanemode_active Southwest Florida Airport to Green Bay 2 flights per week
- airplanemode_active Southwest Florida Airport to Lexington Blue Grass 2 flights per week
- airplanemode_active Southwest Florida Airport to New Orleans 2 flights per week
- airplanemode_active Southwest Florida Airport to South Bend 2 flights per week
- airplanemode_active Southwest Florida Airport to Santa Ana John Wayne 2 flights per week
- airplanemode_active Southwest Florida Airport to Aiken 1 flights per week
- airplanemode_active Southwest Florida Airport to Wilkes Barre Scranton 1 flights per week
- airplanemode_active Southwest Florida Airport to Birmingham 1 flights per week
- airplanemode_active Southwest Florida Airport to Beverly 1 flights per week
- airplanemode_active Southwest Florida Airport to Chattanooga 1 flights per week
- airplanemode_active Southwest Florida Airport to Daytona Beach 1 flights per week
- airplanemode_active Southwest Florida Airport to Houston David Wayne Hooks 1 flights per week
- airplanemode_active Southwest Florida Airport to Fort Lauderdale Executive 1 flights per week
- airplanemode_active Southwest Florida Airport to Lincoln 1 flights per week
- airplanemode_active Southwest Florida Airport to Oklahoma City Will Rogers World 1 flights per week
- airplanemode_active Southwest Florida Airport to Portsmouth Pease International 1 flights per week
- airplanemode_active Southwest Florida Airport to Houston Sugar Land Regional 1 flights per week
- airplanemode_active Southwest Florida Airport to Sarasota 1 flights per week
- airplanemode_active Southwest Florida Airport to Teterboro 1 flights per week
- airplanemode_active Southwest Florida Airport to Tampa 1 flights per week
- airplanemode_active Southwest Florida Airport to Boston 76 flights per week
- airplanemode_active Southwest Florida Airport to Atlanta 71 flights per week
- airplanemode_active Southwest Florida Airport to Charlotte Douglas 57 flights per week
- airplanemode_active Southwest Florida Airport to Dallas Fort Worth International 42 flights per week
- airplanemode_active Southwest Florida Airport to New York John F Kennedy International 35 flights per week
- airplanemode_active Southwest Florida Airport to Denver International 33 flights per week
- airplanemode_active Southwest Florida Airport to Cleveland Hopkins International 31 flights per week
- airplanemode_active Southwest Florida Airport to Port Columbus International 24 flights per week
- airplanemode_active Southwest Florida Airport to Milwaukee General Mitchell International 22 flights per week
- airplanemode_active Southwest Florida Airport to Kentucky 21 flights per week
- airplanemode_active Southwest Florida Airport to Houston 21 flights per week
- airplanemode_active Southwest Florida Airport to Nashville 16 flights per week
- airplanemode_active Southwest Florida Airport to Providence 15 flights per week
- airplanemode_active Southwest Florida Airport to New Haven 12 flights per week
- airplanemode_active Southwest Florida Airport to Dallas Love Field 9 flights per week
- airplanemode_active Southwest Florida Airport to Trenton Mercer 9 flights per week
- airplanemode_active Southwest Florida Airport to West Palm Beach International 8 flights per week
- airplanemode_active Southwest Florida Airport to Atlantic City International 7 flights per week
- airplanemode_active Southwest Florida Airport to Madison Dane County Regional 6 flights per week
- airplanemode_active Southwest Florida Airport to Naples 4 flights per week
- airplanemode_active Southwest Florida Airport to Wilmington International 4 flights per week
- airplanemode_active Southwest Florida Airport to Miami International 4 flights per week
- airplanemode_active Southwest Florida Airport to Louisville 4 flights per week
- airplanemode_active Southwest Florida Airport to Wilmington Greater Wilmington 3 flights per week
- airplanemode_active Southwest Florida Airport to Orlando International 3 flights per week
- airplanemode_active Southwest Florida Airport to Richmond International 3 flights per week
- airplanemode_active Southwest Florida Airport to Burlington International 2 flights per week
- airplanemode_active Southwest Florida Airport to Duluth International 2 flights per week
- airplanemode_active Southwest Florida Airport to Fort Lauderdale hollywood International 2 flights per week
- airplanemode_active Southwest Florida Airport to Lansing 2 flights per week
- airplanemode_active Southwest Florida Airport to Marco Island 2 flights per week
- airplanemode_active Southwest Florida Airport to Norfolk International 2 flights per week
- airplanemode_active Southwest Florida Airport to Seattle Tacoma International 2 flights per week
- airplanemode_active Southwest Florida Airport to Vero Beach 2 flights per week
- airplanemode_active Southwest Florida Airport to Albany International 1 flights per week
- airplanemode_active Southwest Florida Airport to Bedford Hanscom 1 flights per week
- airplanemode_active Southwest Florida Airport to Butler County Kenny Scholter Field 1 flights per week
- airplanemode_active Southwest Florida Airport to Cleveland Cuyahoga County 1 flights per week
- airplanemode_active Southwest Florida Airport to Clarksville 1 flights per week
- airplanemode_active Southwest Florida Airport to Phoenix Deer Valley 1 flights per week
- airplanemode_active Southwest Florida Airport to Farmingdale 1 flights per week
- airplanemode_active Southwest Florida Airport to Greenville Spartanburg International 1 flights per week
- airplanemode_active Southwest Florida Airport to Lawrence 1 flights per week
- airplanemode_active Southwest Florida Airport to Newport News 1 flights per week
- airplanemode_active Southwest Florida Airport to Phoenix Scottsdale Municipal 1 flights per week
- airplanemode_active Southwest Florida Airport to Shreveport Regional 1 flights per week
- airplanemode_active Southwest Florida Airport to St Louis Spirit Of St Louis 1 flights per week
- airplanemode_active Southwest Florida Airport to Miami Tamiami 1 flights per week
- airplanemode_active Southwest Florida Airport to St Augustine 1 flights per week
Don't forget to book your hire car!
Search for cheap car hire deals at RSW
Useful Information about Southwest Florida Airport

See all the airport lounges, locations and opening times available at Southwest Florida Airport
View...
See all bars and restaurants at Southwest Florida Airport, including locations and if they are before or after check-in
View...
See all shops available at Southwest Florida Airport - plan your duty free shopping in advance
View...
Things to see and do in and around Fort Myers, Florida in the United States of America.
View...