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Midway International Airport to Key West International Airport flight
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Cheap Flights from Midway International Airport to Key West International Airport

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

  • One way
  • Round-trip
sortSort by: Lowest Price
  • Sort by: Lowest Price
  • Sort by: Earliest Flight
      • MDW07:49
        10h 46m
        1 stop
        EYW19:35
        Chicago - Key West|Wed, May 29|Frontier Airlines
        IDR 2,003,320IDR 3,832,319
        48% OFF
        48% OFF
        IDR 3,832,319IDR 2,003,320
      • MDW17:57
        14h 58m
        1 stop
        EYW09:55
        Chicago - Key West|Thu, Jun 6|Frontier Airlines
        IDR 2,231,323IDR 3,832,319
        42% OFF
        42% OFF
        IDR 3,832,319IDR 2,231,323
      • MDW06:20
        8h 5m
        1 stop
        EYW15:25
        Chicago - Key West|Wed, Jun 5|Frontier Airlines
        IDR 2,302,158IDR 3,832,319
        40% OFF
        40% OFF
        IDR 3,832,319IDR 2,302,158
      • MDW06:20
        9h
        1 stop
        EYW16:20
        Chicago - Key West|Wed, Jun 26|Frontier Airlines
        IDR 2,361,926
        IDR 2,361,926
      • MDW06:20
        9h
        1 stop
        EYW16:20
        Chicago - Key West|Wed, Jun 12|Frontier Airlines
        IDR 2,364,139
        IDR 2,364,139
      • MDW07:49
        5h 16m
        1 stop
        EYW14:05
        Chicago - Key West|Sat, Jun 8|Frontier Airlines
        IDR 2,660,764
        IDR 2,660,764
      • MDW18:11
        15h 24m
        1 stop
        EYW10:35
        Chicago - Key West|Fri, Jul 12|Frontier Airlines
        IDR 2,864,416
        IDR 2,864,416
      • MDW10:08
        7h 2m
        1 stop
        EYW18:10
        Chicago - Key West|Sat, Jun 1|Frontier Airlines
        IDR 2,882,125
        IDR 2,882,125
      • MDW12:34
        20h 21m
        1 stop
        EYW09:55
        Chicago - Key West|Wed, Jul 3|Frontier Airlines
        IDR 3,019,369
        IDR 3,019,369
      • MDW17:57
        17h 23m
        1 stop
        EYW12:20
        Chicago - Key West|Thu, Jun 27|Frontier Airlines
        IDR 3,045,932
        IDR 3,045,932
      • MDW13:00
        3h 5m
        Direct
        EYW14:00
        Chicago - Key West|Tue, May 28|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 Midway International Airport to Key West International Airport

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

Frontier Airlines
From IDR 2,003,320
Delta Air Lines
From IDR 4,230,216
ANA airlines
Find more flights and airlines

Find Cheaper Flights from Chicago to Key West

Explore other flights from Chicago to Key West to find the best alternative options.

  • Cheapest
    American Airlines
    ORD
    05:07
    8h 18m
    1 transfer
    EYW
    14:25
    O'Hare International Airport - Key West International Airport
    Wed, Jul 3American Airlines
    IDR 1,695,628
  • American Airlines
    ORD
    05:07
    8h 18m
    1 transfer
    EYW
    14:25
    O'Hare International Airport - Key West International Airport
    Wed, Jul 3American Airlines
    IDR 1,695,628
    Find More Flights
Flight Schedule from Midway International Airport to Key West International Airport

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. F91458

    Frontier Airlines

    07:49

    MDW

    2.8h

    11:37

    MCO

    S-TWT-S
    Search

  2. 3M075

    Silver Airways

    09:10

    MCO

    1.4h

    10:35

    EYW

    SMTWT-S

  3. F91458

    Frontier Airlines

    07:49

    MDW

    2.8h

    11:37

    MCO

    S-TWT-S
    Search

  4. 3M070

    Silver Airways

    18:10

    MCO

    1.4h

    19:35

    EYW

    SMTWTFS

  5. DL1696

    Delta Air Lines

    08:45

    MDW

    1.9h

    11:40

    ATL

    SMTWTFS
    Search

  6. DL1698

    Delta Air Lines

    17:47

    ATL

    1.9h

    19:40

    EYW

    SMTWTFS

  7. DL1696

    Delta Air Lines

    08:45

    MDW

    1.9h

    11:40

    ATL

    SMTWTFS
    Search

  8. DL2999

    Delta Air Lines

    15:21

    ATL

    1.9h

    17:12

    EYW

    SMTWTFS

  9. F92144

    Frontier Airlines

    10:00

    MDW

    1.9h

    12:56

    ATL

    SMTWTFS
    Search

  10. F93976

    Frontier Airlines

    14:24

    ATL

    1.7h

    16:05

    MCO

    -M--TFS

  11. 3M070

    Silver Airways

    18:10

    MCO

    1.4h

    19:35

    EYW

    SMTWTFS

  12. DL2548

    Delta Air Lines

    10:30

    MDW

    1.8h

    13:17

    ATL

    SMTWTFS
    Search

  13. DL1472

    Delta Air Lines

    11:08

    ATL

    1.9h

    13:00

    EYW

    SMTWTFS

  14. DL1636

    Delta Air Lines

    12:42

    MDW

    2.0h

    15:43

    ATL

    SMTWT--
    Search

  15. DL1698

    Delta Air Lines

    17:47

    ATL

    1.9h

    19:40

    EYW

    SMTWTFS

  16. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    -M-W-FS
    Search

  17. 3M134

    Silver Airways

    07:00

    TPA

    1.3h

    08:15

    EYW

    SMTWTFS

  18. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    -M-W-FS
    Search

  19. 3M136

    Silver Airways

    15:05

    TPA

    1.3h

    16:20

    EYW

    SMTWTFS

  20. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    -M-W-FS
    Search

  21. UA3136

    United Airlines

    15:05

    TPA

    1.3h

    16:20

    EYW

    SMTWTFS
Find more flights and airlines

Midway International Airport to Key West International Airport Flights Info

Flight distance1,996.61km
Cheapest one-way ticket priceIDR 2,003,320
Cheapest return ticket priceIDR 4,535,694

FAQs for Midway International Airport to Key West International Airport Flights

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

    • The distance from Key West International Airport to downtown is about 2km. It takes about 20 minutes by taxi.

  • What's the closest airport to Key West International Airport (EYW)?

    The closest airport to Key West International Airport (EYW) is Key West Nas. The distance is around 6km.

  • Which airline operates the most direct flights from Midway International Airport (MDW) to Key West International Airport (EYW)?

    Delta Air Lines is a very popular airline operating an average of 26 flights per month.

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