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

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

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MDW07:49
        10h 46m
        1 stop
        EYW19:35
        Chicago - Key West|Wed, May 29|Frontier Airlines
        €116€190
        39% OFF
        39% OFF
        €190€116
      • MDW06:20
        8h 5m
        1 stop
        EYW15:25
        Chicago - Key West|Wed, Jun 5|Frontier Airlines
        €116€190
        39% OFF
        39% OFF
        €190€116
      • MDW17:57
        14h 58m
        1 stop
        EYW09:55
        Chicago - Key West|Thu, Jun 6|Frontier Airlines
        €129€190
        32% OFF
        32% OFF
        €190€129
      • MDW06:20
        9h
        1 stop
        EYW16:20
        Chicago - Key West|Wed, Jun 12|Frontier Airlines
        €137
        €137
      • MDW06:20
        8h 5m
        1 stop
        EYW15:25
        Chicago - Key West|Wed, Jun 26|Frontier Airlines
        €140
        €140
      • MDW07:49
        7h 36m
        1 stop
        EYW16:25
        Chicago - Key West|Wed, May 22|Frontier Airlines
        €153
        €153
      • MDW07:49
        5h 16m
        1 stop
        EYW14:05
        Chicago - Key West|Sat, Jun 8|Frontier Airlines
        €154
        €154
      • MDW07:49
        7h 36m
        1 stop
        EYW16:25
        Chicago - Key West|Sun, May 19|Frontier Airlines
        €154
        €154
      • MDW06:00
        7h 25m
        2 stops
        EYW14:25
        Chicago - Key West|Wed, May 15|Delta Air Lines
        €169
        €169
      • MDW12:34
        20h 21m
        1 stop
        EYW09:55
        Chicago - Key West|Wed, Jul 3|Frontier Airlines
        €175
        €175
      • MDW13:00
        3h 5m
        Direct
        EYW14:00
        Chicago - Key West|Tue, May 21|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

See which airlines fly from Midway International Airport 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 €116
Delta Air Lines
From €169
ANA airlines
Find more flights and airlines

Airports in Key West

Learn about different airports in Key West, find the best flight and transfer options, and plan your journey.

  • 1.24 km from central Key West
    Key West International Airport
    Tickets From
    €116
Flight Schedule from Midway International Airport to Key West

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1696

    Delta Air Lines

    08:45

    MDW

    1.9h

    11:40

    ATL

    SMTWTFS
    Search

  2. DL2999

    Delta Air Lines

    15:21

    ATL

    1.9h

    17:12

    EYW

    SMTWTFS

  3. F92144

    Frontier Airlines

    10:00

    MDW

    1.9h

    12:56

    ATL

    SMTWTFS
    Search

  4. F93976

    Frontier Airlines

    14:05

    ATL

    1.9h

    15:57

    MCO

    -MT-T-S

  5. 3M070

    Silver Airways

    18:10

    MCO

    1.4h

    19:35

    EYW

    SMTWTFS

  6. DL2548

    Delta Air Lines

    10:30

    MDW

    1.8h

    13:17

    ATL

    SMTWTFS
    Search

  7. DL1738

    Delta Air Lines

    09:49

    ATL

    1.8h

    11:37

    FLL

    SMTWTFS

  8. UA3094

    United Airlines

    13:30

    FLL

    1.1h

    14:35

    EYW

    SMTWTFS

  9. DL2548

    Delta Air Lines

    10:30

    MDW

    1.8h

    13:17

    ATL

    SMTWTFS
    Search

  10. DL1472

    Delta Air Lines

    11:15

    ATL

    1.8h

    13:05

    EYW

    SMTWTFS

  11. DL1636

    Delta Air Lines

    12:42

    MDW

    2.0h

    15:43

    ATL

    SMTWT-S
    Search

  12. DL1698

    Delta Air Lines

    17:47

    ATL

    1.9h

    19:40

    EYW

    SMTWTFS

  13. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    ---W-FS
    Search

  14. 3M135

    Silver Airways

    11:05

    TPA

    1.3h

    12:20

    EYW

    --TW---

  15. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    ---W-FS
    Search

  16. 3M134

    Silver Airways

    07:00

    TPA

    1.3h

    08:15

    EYW

    SMTWTFS

  17. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    ---W-FS
    Search

  18. UA3136

    United Airlines

    15:05

    TPA

    1.3h

    16:20

    EYW

    SMTWTFS

  19. F91186

    Frontier Airlines

    14:45

    MDW

    2.6h

    18:21

    TPA

    ---W-FS
    Search

  20. 3M136

    Silver Airways

    15:05

    TPA

    1.3h

    16:20

    EYW

    SMTWTFS

  21. F91458

    Frontier Airlines

    14:54

    MDW

    2.7h

    18:35

    MCO

    S--WT-S
    Search

  22. 3M070

    Silver Airways

    18:10

    MCO

    1.4h

    19:35

    EYW

    SMTWTFS
Find more flights and airlines

Flight Info of Flights from Midway International Airport to Key West

Cheapest nonstop flight price

€94

Off-season for travel

May

Peak season for travel

November

FAQs for Midway International Airport to Key West 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.

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