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Southwest Florida International Airport to Midway International Airport flight
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Cheap Flight Deals from Southwest Florida International Airport to Midway International Airport

Search for flights from Fort Myers to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • RSW17:50
        7h 26m
        1 stop
        MDW00:16
        Fort Myers - Chicago|Tue, May 7|Frontier Airlines
        NZD 234NZD 550
        56% OFF
        56% OFF
        NZD 550NZD 234
      • RSW06:30
        7h 10m
        1 stop
        MDW12:40
        Fort Myers - Chicago|Wed, Jun 5|Delta Air Lines
        NZD 237NZD 550
        56% OFF
        56% OFF
        NZD 550NZD 237
      • RSW06:00
        6h 35m
        1 stop
        MDW11:35
        Fort Myers - Chicago|Sat, May 11|Southwest Airlines
        NZD 252NZD 550
        54% OFF
        54% OFF
        NZD 550NZD 252
      • RSW06:20
        5h 30m
        1 stop
        MDW10:50
        Fort Myers - Chicago|Tue, May 7|Southwest Airlines
        NZD 253
        NZD 253
      • RSW15:44
        9h 6m
        1 stop
        MDW23:50
        Fort Myers - Chicago|Mon, May 27|Frontier Airlines
        NZD 304
        NZD 304
      • RSW08:49
        11h 18m
        1 stop
        MDW19:07
        Fort Myers - Chicago|Sat, May 25|Frontier Airlines
        NZD 306
        NZD 306
      • RSW17:57
        5h 4m
        1 stop
        MDW22:01
        Fort Myers - Chicago|Wed, May 8|Delta Air Lines
        NZD 323
        NZD 323
      • RSW06:20
        5h 30m
        1 stop
        MDW10:50
        Fort Myers - Chicago|Tue, May 21|Southwest Airlines
        NZD 323
        NZD 323
      • RSW05:35
        4h 35m
        1 stop
        MDW09:10
        Fort Myers - Chicago|Sun, May 5|Delta Air Lines
        NZD 356
        NZD 356
      • RSW17:57
        5h 4m
        1 stop
        MDW22:01
        Fort Myers - Chicago|Mon, May 13|Delta Air Lines
        NZD 359
        NZD 359
      • RSW13:00
        3h 5m
        Direct
        MDW14:00
        Fort Myers - Chicago|Sat, May 11|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Southwest Florida International Airport to Midway International Airport

See which airlines fly from Fort Myers to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From NZD 234
Delta Air Lines
From NZD 237
Southwest Airlines
From NZD 252
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Fort Myers to Chicago. Enjoy direct flights with 1 airline

Explore other flights from Fort Myers to Chicago to find the best alternative options.

  • Cheapest
    Spirit Airlines
    RSW
    19:37
    3h 11m
    Direct
    ORD
    21:48
    Southwest Florida International Airport - O'Hare International Airport
    Tue, Jun 4Spirit Airlines
    NZD 51
  • Spirit Airlines
    RSW
    19:37
    3h 11m
    Direct
    ORD
    21:48
    Southwest Florida International Airport - O'Hare International Airport
    Tue, Jun 4Spirit Airlines
    NZD 51
    Find More Flights
Flight Schedule from Southwest Florida International Airport to Midway International Airport

Check the schedule for flights from Fort Myers to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL2479

    Delta Air Lines

    05:35

    RSW

    1.7h

    07:19

    ATL

    S-----S
    Search

  2. DL1063

    Delta Air Lines

    08:15

    ATL

    1.9h

    09:10

    MDW

    S-----S

  3. DL1289

    Delta Air Lines

    05:45

    RSW

    1.7h

    07:27

    ATL

    -MTWTF-
    Search

  4. DL1636

    Delta Air Lines

    11:00

    ATL

    1.9h

    11:52

    MDW

    -MTWT--

  5. WN320

    Southwest Airlines

    06:10

    RSW

    1.8h

    07:55

    ATL

    SMTWTFS
    Search

  6. WN5518

    Southwest Airlines

    09:50

    ATL

    1.9h

    10:45

    MDW

    SMTWTFS

  7. DL2463

    Delta Air Lines

    06:30

    RSW

    2.8h

    09:18

    DTW

    -MTWTF-
    Search

  8. DL3895

    Delta Air Lines

    12:27

    DTW

    1.2h

    12:40

    MDW

    -MTWT--

  9. DL1403

    Delta Air Lines

    07:25

    RSW

    3.7h

    10:08

    MSP

    -MTWTF-
    Search

  10. DL3980

    Delta Air Lines

    12:05

    MSP

    1.5h

    13:35

    MDW

    -MTWT--

  11. DL1089

    Delta Air Lines

    11:09

    RSW

    1.8h

    12:57

    ATL

    SMTWTFS
    Search

  12. DL1739

    Delta Air Lines

    14:00

    ATL

    1.9h

    14:54

    MDW

    S-----S

  13. DL1196

    Delta Air Lines

    15:15

    RSW

    1.8h

    17:03

    ATL

    SMTWTFS
    Search

  14. DL1076

    Delta Air Lines

    20:45

    ATL

    1.9h

    21:41

    MDW

    SMTWTFS

  15. DL1110

    Delta Air Lines

    17:55

    RSW

    1.9h

    19:49

    ATL

    SMTWTFS
    Search

  16. DL1076

    Delta Air Lines

    20:45

    ATL

    1.9h

    21:41

    MDW

    SMTWTFS

  17. F91578

    Frontier Airlines

    22:16

    RSW

    2.9h

    01:08

    PHL

    -M-W-FS
    Search

  18. F94367

    Frontier Airlines

    08:56

    PHL

    2.2h

    10:09

    MDW

    S-T-T--

  19. F91578

    Frontier Airlines

    22:16

    RSW

    2.9h

    01:08

    PHL

    -M-W-FS
    Search

  20. F94815

    Frontier Airlines

    23:36

    PHL

    2.1h

    00:40

    MDW

    -M-W--S
Find more flights and airlines

Southwest Florida International Airport to Midway International Airport Flights Info

Flight distance1,783.21km
Cheapest one-way ticket priceNZD 234
Cheapest return ticket priceNZD 243

FAQs for Southwest Florida International Airport to Midway International Airport Flights

  • How long is a flight from Southwest Florida International Airport to Midway International Airport?

    It takes around 2 hours 50 minutes to fly from Southwest Florida International Airport (RSW) to Midway International Airport (MDW).

  • How many daily flights are there from Southwest Florida International Airport (RSW) to Midway International Airport (MDW)?

    There are around 2 daily flights from Southwest Florida International Airport (RSW) to Midway International Airport (MDW).

  • When are flight tickets from Southwest Florida International Airport (RSW) to Midway International Airport (MDW) the cheapest?

    Tickets cost around NZD 1,219 in April, making it the cheapest month to book. Southwest Florida International Airport (RSW) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Southwest Florida International Airport (RSW) to Midway International Airport (MDW) most expensive?

    The route from Southwest Florida International Airport (RSW) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around NZD 1,219 in April, the most expensive month to book this route.

  • What time does the earliest flight from Southwest Florida International Airport to Midway International Airport depart?

    The earliest flight departs from Southwest Florida International Airport (RSW) at 06:45 and arrives in Midway International Airport (MDW) at 08:35.

  • What time does the latest flight from Southwest Florida International Airport to Midway International Airport depart?

    The latest flight departs from Southwest Florida International Airport (RSW) at 19:30 and arrives in Midway International Airport (MDW) at 21:20.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. It takes about 30 minutes by taxi.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

  • Which airline operates the most direct flights from Southwest Florida International Airport (RSW) to Midway International Airport (MDW)?

    Southwest Airlines is a very popular airline operating an average of 341 flights per month.

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