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John F. Kennedy International Airport to Midway International Airport flight
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Cheap Flight Deals from John F. Kennedy International Airport to Midway International Airport

Search for flights from New York 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)
      • JFK07:00
        12h 23m
        1 stop
        MDW18:23
        New York - Chicago|Tue, May 14|Delta Air Lines
        CAD 107CAD 225
        52% OFF
        52% OFF
        CAD 225CAD 107
      • JFK07:15
        12h 8m
        1 stop
        MDW18:23
        New York - Chicago|Tue, May 14|American Airlines
        CAD 112CAD 225
        50% OFF
        50% OFF
        CAD 225CAD 112
      • JFK11:50
        9h 23m
        1 stop
        MDW20:13
        New York - Chicago|Sat, May 18|Delta Air Lines
        CAD 143CAD 225
        36% OFF
        36% OFF
        CAD 225CAD 143
      • JFK07:50
        7h 3m
        1 stop
        MDW13:53
        New York - Chicago|Tue, May 14|Jetblue Airways
        CAD 155
        CAD 155
      • JFK19:10
        14h 56m
        1 stop
        MDW09:06
        New York - Chicago|Tue, Jun 4|Delta Air Lines
        CAD 158
        CAD 158
      • JFK06:59
        16h 5m
        1 stop
        MDW22:04
        New York - Chicago|Mon, May 20|Jetblue Airways
        CAD 184
        CAD 184
      • JFK07:50
        7h 51m
        1 stop
        MDW14:41
        New York - Chicago|Fri, May 31|Jetblue Airways
        CAD 186
        CAD 186
      • JFK15:15
        7h 21m
        1 stop
        MDW21:36
        New York - Chicago|Sat, May 18|Jetblue Airways
        CAD 189
        CAD 189
      • JFK07:20
        6h 20m
        1 stop
        MDW12:40
        New York - Chicago|Sun, May 12|Delta Air Lines
        CAD 195
        CAD 195
      • JFK08:00
        7h 54m
        1 stop
        MDW14:54
        New York - Chicago|Sun, Jun 16|Delta Air Lines
        CAD 198
        CAD 198
      • JFK13:00
        3h 5m
        Direct
        MDW14:00
        New York - Chicago|Tue, May 14|Delta Air Lines
        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 John F. Kennedy International Airport to Midway International Airport

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

Delta Air Lines
From CAD 107
American Airlines
From CAD 112
Jetblue Airways
From CAD 155
Sun Country Airlines
From CAD 481
ANA airlines
Find more flights and airlines

Find Cheaper Flights from New York to Chicago. Enjoy direct flights with 1 airline

Explore other flights from New York to Chicago to find the best alternative options.

  • Cheapest
    Spirit Airlines
    LGA
    20:09
    2h 37m
    Direct
    ORD
    21:46
    New York LaGuardia Airport - O'Hare International Airport
    Tue, May 14Spirit Airlines
    CAD 26
  • Frontier Airlines
    LGA
    16:00
    6h 43m
    1 transfer
    MDW
    21:43
    New York LaGuardia Airport - Midway International Airport
    Wed, May 8Frontier Airlines
    CAD 60
  • Spirit Airlines
    EWR
    13:12
    8h 7m
    1 transfer
    MDW
    20:19
    Newark Liberty International Airport - Midway International Airport
    Sat, May 11Spirit Airlines
    CAD 67
  • Spirit Airlines
    EWR
    13:12
    8h 7m
    1 transfer
    MDW
    20:19
    Newark Liberty International Airport - Midway International Airport
    Sat, May 11Spirit Airlines
    CAD 67
    Find More Flights
Flight Schedule from John F. Kennedy International Airport to Midway International Airport

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. B6519

    Jetblue Airways

    06:00

    JFK

    2.4h

    08:21

    ATL

    SMTWTFS
    Search

  2. F92143

    Frontier Airlines

    13:00

    ATL

    1.9h

    13:55

    MDW

    SMTWTFS

  3. DL1334

    Delta Air Lines

    06:00

    JFK

    2.4h

    08:21

    ATL

    SMTWTFS
    Search

  4. DL1696

    Delta Air Lines

    07:05

    ATL

    1.8h

    07:55

    MDW

    SMTWTFS

  5. DL4912

    Delta Air Lines

    06:56

    JFK

    3.1h

    09:05

    MSP

    SMTWTFS
    Search

  6. DL3980

    Delta Air Lines

    12:05

    MSP

    1.5h

    13:35

    MDW

    SMTWT-S

  7. DL5021

    Delta Air Lines

    07:20

    JFK

    2.0h

    09:20

    DTW

    SMTWTFS
    Search

  8. DL3895

    Delta Air Lines

    12:27

    DTW

    1.2h

    12:40

    MDW

    SMTWT-S

  9. DL1427

    Delta Air Lines

    08:05

    JFK

    2.5h

    10:32

    ATL

    SMTWTFS
    Search

  10. DL2417

    Delta Air Lines

    11:02

    ATL

    1.9h

    11:59

    MDW

    S--WTFS

  11. DL1669

    Delta Air Lines

    11:50

    JFK

    2.8h

    14:38

    MCO

    SMTWTFS
    Search

  12. F93853

    Frontier Airlines

    16:00

    MCO

    2.9h

    17:56

    MDW

    ---W-FS

  13. DL2788

    Delta Air Lines

    12:10

    JFK

    3.1h

    14:19

    MSP

    SMTWTFS
    Search

  14. DL3920

    Delta Air Lines

    20:00

    MSP

    1.6h

    21:37

    MDW

    SMTWTFS

  15. DL5057

    Delta Air Lines

    12:59

    JFK

    2.0h

    15:02

    DTW

    SMTWTFS
    Search

  16. DL3982

    Delta Air Lines

    16:54

    DTW

    1.2h

    17:06

    MDW

    SMTWTFS

  17. AA4804

    American Airlines

    17:29

    JFK

    1.9h

    19:20

    RDU

    SMTWTFS
    Search

  18. F94269

    Frontier Airlines

    20:53

    RDU

    2.1h

    22:00

    MDW

    S-T-T--

  19. DL1104

    Delta Air Lines

    21:36

    JFK

    2.6h

    00:13

    ATL

    SMTWTFS
    Search

  20. DL2417

    Delta Air Lines

    11:02

    ATL

    1.9h

    11:59

    MDW

    S--WTFS
Find more flights and airlines

John F. Kennedy International Airport to Midway International Airport Flights Info

Flight distance1,174.01km
Cheapest one-way ticket priceCAD 107
Cheapest return ticket priceCAD 241

FAQs for John F. Kennedy International Airport to Midway International Airport Flights

  • 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, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • 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.

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