Flights from Chicago Airport MDW to Fort Myers Airport RSW

We've found the cheapest flights to Fort Myers

Returns from £186.17

One-way from £91.15

Flights from Midway to Southwest Florida Reg are operated by 5 airliners including SC Aviation, NetJets, Maxair, Flexjet and Southwest Airlines. The official airport code for Midway is MDW and for Southwest Florida Reg it is RSW.

The most expensive flight prices are typically at weekends and daytime flights. If you know the dates you wish to travel then book you flights as soon as you can. The earlier you book your lights the cheaper they will be. You can get saving of up to 50% of you book 2 or 3 months in advance! The ticket prices for most airliners will increase the closer you get the departure date, so as soon as you know the date you will travel you should book your flights.

The time zone at Southwest Florida Reg is different from Midway, so please be aware of this when making travel arrangements.

For a full summary of all the airliners that fly from Midway to Southwest Florida Reg, please see the table below.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines666556500:5521:10VIEW FLIGHTS
SC Aviation0000010VIEW FLIGHTS
NetJets000100016:0016:00VIEW FLIGHTS
Maxair000010008:1508:15VIEW FLIGHTS
Flexjet000010014:0014:00VIEW FLIGHTS

Most people choose to fly with Southwest Airlines. They offer the largest number of flights so they have times which are most likely to suite you. The flights they offer will go by the flight numbers WN339, WN3685, WN4026 and WN4429 with times between 00:55 and 21:10.

If you would like to find out more information on availably, flight times or if you would like to book your flight, you can visit Southwest Airlines direct at 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.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
00:55
AirlineFlight  No
Southwest AirlinesWN3685
05:00
AirlineFlight  No
Southwest AirlinesWN339
07:55
AirlineFlight  No
Southwest AirlinesWN4927
13:00
AirlineFlight  No
Southwest AirlinesWN928
16:30
AirlineFlight  No
Southwest AirlinesWN884
21:05
AirlineFlight  No
Southwest AirlinesWN4429
VIEW FLIGHTS
Tuesday
07:15
AirlineFlight  No
Southwest AirlinesWN4026
08:55
AirlineFlight  No
Southwest AirlinesWN339
11:55
AirlineFlight  No
Southwest AirlinesWN6350
13:40
AirlineFlight  No
Southwest AirlinesWN4429
15:30
AirlineFlight  No
Southwest AirlinesWN4927
19:15
AirlineFlight  No
Southwest AirlinesWN884
VIEW FLIGHTS
Wednesday
07:15
AirlineFlight  No
Southwest AirlinesWN4026
08:55
AirlineFlight  No
Southwest AirlinesWN339
11:55
AirlineFlight  No
Southwest AirlinesWN6350
13:40
AirlineFlight  No
Southwest AirlinesWN4429
15:30
AirlineFlight  No
Southwest AirlinesWN4927
19:15
AirlineFlight  No
Southwest AirlinesWN884
VIEW FLIGHTS
Thursday
05:00
AirlineFlight  No
Southwest AirlinesWN339
07:55
AirlineFlight  No
Southwest AirlinesWN4927
13:00
AirlineFlight  No
Southwest AirlinesWN928
16:00
AirlineFlight  No
NetJetsEJA928
16:30
AirlineFlight  No
Southwest AirlinesWN884
21:05
AirlineFlight  No
Southwest AirlinesWN4429
VIEW FLIGHTS
Friday
05:00
AirlineFlight  No
Southwest AirlinesWN339
07:55
AirlineFlight  No
Southwest AirlinesWN4927
08:15
AirlineFlight  No
MaxairNTW247
13:00
AirlineFlight  No
Southwest AirlinesWN928
14:00
AirlineFlight  No
FlexjetLXJ609
16:30
AirlineFlight  No
Southwest AirlinesWN884
21:05
AirlineFlight  No
Southwest AirlinesWN4429
VIEW FLIGHTS
Saturday
05:45
AirlineFlight  No
Southwest AirlinesWN339
07:40
AirlineFlight  No
Southwest AirlinesWN1717
10:55
AirlineFlight  No
Southwest AirlinesWN384
11:30
AirlineFlight  No
SC AviationCOL200
13:15
AirlineFlight  No
Southwest AirlinesWN928
16:20
AirlineFlight  No
Southwest AirlinesWN884
20:00
AirlineFlight  No
Southwest AirlinesWN4429
VIEW FLIGHTS
Sunday
05:35
AirlineFlight  No
Southwest AirlinesWN339
07:55
AirlineFlight  No
Southwest AirlinesWN4927
15:30
AirlineFlight  No
Southwest AirlinesWN652
19:15
AirlineFlight  No
Southwest AirlinesWN884
21:10
AirlineFlight  No
Southwest AirlinesWN3685
VIEW FLIGHTS

If you are flexible on the airport you depart from, then there are other airports that offer direct flights to Southwest Florida Reg. You can see full details of these below.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Grand Rapids Gerald R Ford to Fort Myers Southwest Florida Reg02 Hours 59 Minutes
Milwaukee General Mitchell to Fort Myers Southwest Florida Reg03 Hours 3 Minutes
Madison Dane County Regional to Fort Myers Southwest Florida Reg03 Hours 8 Minutes
Chicago O'Hare to Fort Myers Southwest Florida Reg02 Hours 56 Minutes
Chicago Pal Waukee to Fort Myers Southwest Florida Reg02 Hours 56 Minutes
South Bend to Fort Myers Southwest Florida Reg02 Hours 51 Minutes
Waukegan to Fort Myers Southwest Florida Reg02 Hours 59 Minutes

Before you book your flights make sure you your passport is valid and preferably has at least 6 months or more left before it expires. To renew your passport it can take several weeks to renew and with many airliners flights are not refundable.

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Flight Price FAQ - Chicago (MDW) to Fort Myers (RSW)

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Chicago MDW to Fort Myers RSW?
The cheapest direct flight one way from Chicago MDW to Fort Myers RSW is £91.15 ($118 €108.40)
£91.15
$118 | €108.40
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Chicago MDW to Fort Myers RSW?
The cheapest direct return flight from Chicago MDW to Fort Myers RSW is £186.17 ($241 €221.39)
£186.17
$241 | €221.39
Check Latest Price
1+ STOP(S)
What is the cheapest flight one way from Chicago MDW to Fort Myers RSW?
The cheapest flight one way from Chicago MDW to Fort Myers RSW is £83.43 ($108 €99.21)
£83.43
$108 | €99.21
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Chicago MDW to Fort Myers RSW?
The cheapest return flight from Chicago MDW to Fort Myers RSW is £173.81 ($225 €206.70)
£173.81
$225 | €206.70
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from MDW to RSW

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Flight Info FAQ - Chicago (MDW) to Fort Myers (RSW)

Who flies from Chicago to Fort Myers?
The following airlines fly from Chicago (MDW) to Fort Myers (RSW): Flexjet, Maxair, NetJets, SC Aviation, Southwest Airlines.
How far is the flight from Chicago to Fort Myers?
The flight from Chicago to Fort Myers is 1,782KM or 1,107 miles.
How long does the flight from Chicago to Fort Myers to take?
The flight from Chicago to Fort Myers takes 2 Hours 54 Minutes.

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