Trip.com
>
Flights
>
Flights to United States
>
Flights to Illinois
>
Flights to Chicago
>
New York to Chicago flight
>
John F. Kennedy International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from John F. Kennedy International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from SGD 145 and round-trip from SGD 328. Based on Trip.com's latest 7-day flight data.

      • JFK 11:47 AM
        6h
        1 stop
        MDW 4:47 PM
        New York - Chicago | Sat, Oct 24 | Delta Air Lines
        ORD 7:44 PM
        11h 50m
        1 stop
        LGA 8:34 AM
        Chicago - New York | Mon, Oct 26 | Frontier Airlines
        SGD 328 SGD 536
        39% off
        39% off
        SGD 536 SGD 328
      • JFK 12:56 PM
        6h 5m
        1 stop
        MDW 6:01 PM
        New York - Chicago | Tue, Dec 1 | Delta Air Lines
        ORD 5:24 PM
        27h 5m
        1 stop
        EWR 9:29 PM
        Chicago - New York | Thu, Dec 3 | Frontier Airlines
        SGD 345 SGD 536
        36% off
        36% off
        SGD 536 SGD 345
      • JFK 12:56 PM
        6h 5m
        1 stop
        MDW 6:01 PM
        New York - Chicago | Wed, Dec 2 | Delta Air Lines
        MDW 9:37 PM
        22h 52m
        1 stop
        EWR 9:29 PM
        Chicago - New York | Mon, Dec 7 | Frontier Airlines
        SGD 348 SGD 536
        35% off
        35% off
        SGD 536 SGD 348
      • JFK 8:35 AM
        7h 42m
        1 stop
        MDW 3:17 PM
        New York - Chicago | Sat, Oct 31 | Delta Air Lines
        ORD 10:26 AM
        9h 20m
        1 stop
        LGA 8:46 PM
        Chicago - New York | Mon, Nov 2 | Frontier Airlines
        SGD 349
        35% off
        SGD 536 SGD 349
      • JFK 12:57 PM
        6h 3m
        1 stop
        MDW 6:00 PM
        New York - Chicago | Wed, Oct 14 | Delta Air Lines
        ORD 8:11 PM
        27h 52m
        1 stop
        EWR 1:03 AM
        Chicago - New York | Fri, Oct 16 | Frontier Airlines
        SGD 355
        34% off
        SGD 536 SGD 355
      • JFK 12:57 PM
        6h 3m
        1 stop
        MDW 6:00 PM
        New York - Chicago | Wed, Oct 21 | Delta Air Lines
        MDW 6:15 AM
        8h 59m
        1 stop
        LGA 4:14 PM
        Chicago - New York | Fri, Oct 23 | Frontier Airlines
        SGD 358
        33% off
        SGD 536 SGD 358
      • JFK 12:57 PM
        6h 3m
        1 stop
        MDW 6:00 PM
        New York - Chicago | Tue, Nov 3 | Delta Air Lines
        ORD 10:19 AM
        8h 16m
        1 stop
        LGA 7:35 PM
        Chicago - New York | Thu, Nov 5 | Frontier Airlines
        SGD 359
        33% off
        SGD 536 SGD 359
      • JFK 3:10 PM
        8h 23m
        1 stop
        MDW 10:33 PM
        New York - Chicago | Sat, Nov 7 | Delta Air Lines
        ORD 7:50 PM
        11h 44m
        1 stop
        LGA 8:34 AM
        Chicago - New York | Mon, Nov 9 | Frontier Airlines
        SGD 361
        33% off
        SGD 536 SGD 361
      • JFK 12:56 PM
        6h 5m
        1 stop
        MDW 6:01 PM
        New York - Chicago | Thu, Dec 3 | Delta Air Lines
        MDW 9:37 PM
        22h 52m
        1 stop
        EWR 9:29 PM
        Chicago - New York | Mon, Dec 7 | Frontier Airlines
        SGD 363
        32% off
        SGD 536 SGD 363
      • JFK 12:57 PM
        6h 3m
        1 stop
        MDW 6:00 PM
        New York - Chicago | Wed, Oct 28 | Delta Air Lines
        ORD 7:50 PM
        11h 44m
        1 stop
        LGA 8:34 AM
        Chicago - New York | Fri, Oct 30 | Frontier Airlines
        SGD 366
        32% off
        SGD 536 SGD 366
      • JFK 5:30 PM
        6h 3m
        1 stop
        MDW 10:33 PM
        New York - Chicago | Tue, Oct 27 | Delta Air Lines
        ORD 6:10 AM
        2h 17m
        Nonstop
        JFK 9:27 AM
        Chicago - New York | Thu, Oct 29 | Delta Air Lines
        SGD 369
        31% off
        SGD 536 SGD 369
      • JFK 11:30 AM
        5h 48m
        1 stop
        MDW 4:18 PM
        New York - Chicago | Mon, Nov 16 | Delta Air Lines
        ORD 7:00 AM
        2h 15m
        Nonstop
        LGA 10:15 AM
        Chicago - New York | Wed, Nov 18 | Delta Air Lines
        SGD 375
        30% off
        SGD 536 SGD 375
      • NYC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        New York - Chicago | Tue, Oct 6 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        NYC 4:00 PM
        Chicago - New York | Thu, Oct 8 | Normal Airline
        Find more flights
        Find more flights
      • JFK 1:00 PM
        5h 51m
        1 stop
        MDW 5:51 PM
        New York - Chicago | Wed, Oct 14 | Frontier Airlines
        SGD 145 SGD 276
        47% off
        47% off
        SGD 276 SGD 145
      • JFK 1:00 PM
        5h 51m
        1 stop
        MDW 5:51 PM
        New York - Chicago | Mon, Oct 5 | Frontier Airlines
        SGD 168 SGD 276
        39% off
        39% off
        SGD 276 SGD 168
      • JFK 6:00 AM
        7h 5m
        1 stop
        MDW 12:05 PM
        New York - Chicago | Thu, Nov 26 | Delta Air Lines
        SGD 178 SGD 276
        36% off
        36% off
        SGD 276 SGD 178
      • JFK 6:00 AM
        7h 5m
        1 stop
        MDW 12:05 PM
        New York - Chicago | Tue, Dec 1 | Delta Air Lines
        SGD 180
        35% off
        SGD 276 SGD 180
      • JFK 1:00 PM
        5h 46m
        1 stop
        MDW 5:46 PM
        New York - Chicago | Tue, Oct 13 | Frontier Airlines
        SGD 182
        34% off
        SGD 276 SGD 182
      • JFK 3:10 PM
        8h 23m
        1 stop
        MDW 10:33 PM
        New York - Chicago | Wed, Nov 11 | Delta Air Lines
        SGD 185
        33% off
        SGD 276 SGD 185
      • JFK 6:00 AM
        6h 50m
        1 stop
        MDW 11:50 AM
        New York - Chicago | Thu, Nov 12 | Delta Air Lines
        SGD 185
        33% off
        SGD 276 SGD 185
      • JFK 8:35 AM
        7h 42m
        1 stop
        MDW 3:17 PM
        New York - Chicago | Sat, Nov 7 | Delta Air Lines
        SGD 191
        31% off
        SGD 276 SGD 191
      • JFK 6:00 AM
        6h 54m
        1 stop
        MDW 11:54 AM
        New York - Chicago | Wed, Oct 28 | Delta Air Lines
        SGD 191
        31% off
        SGD 276 SGD 191
      • JFK 7:10 AM
        6h 37m
        1 stop
        MDW 12:47 PM
        New York - Chicago | Wed, Nov 4 | Delta Air Lines
        SGD 192
        30% off
        SGD 276 SGD 192
      • JFK 4:05 PM
        7h 49m
        1 stop
        MDW 10:54 PM
        New York - Chicago | Wed, Nov 25 | Delta Air Lines
        SGD 192
        30% off
        SGD 276 SGD 192
      • JFK 5:30 PM
        6h 3m
        1 stop
        MDW 10:33 PM
        New York - Chicago | Wed, Nov 18 | Delta Air Lines
        SGD 193
        30% off
        SGD 276 SGD 193
      • NYC 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        New York - Chicago | Tue, Oct 6 | Normal Airline
        Find more flights
        Find more flights

Flight fares from John F. Kennedy International Airport to Chicago Midway International Airport are based on average airline prices for the next 3 months, according to Trip.com’s latest data.

Which airline offers the cheapest flights from John F. Kennedy International Airport to Chicago Midway International Airport?

The cheapest airline flying from John F. Kennedy International Airport to Chicago Midway International Airport is Frontier Airlines (from SGD 160) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From SGD 160
Delta Air Lines
From SGD 177

Find more flights and airlines

What is the flight schedule from John F. Kennedy International Airport to Chicago 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. DL2286

    John F. Kennedy International Airport

    6:00 AM

    JFK

    2h 32m

    Nonstop

    8:32 AM

    ATL

    S M T W T F S
    Search

  2. DL1063

    Hartsfield–Jackson Atlanta International Airport

    8:55 AM

    ATL

    1h 54m

    Nonstop

    9:49 AM

    MDW

    S M T W T F S

  3. DL2342

    John F. Kennedy International Airport

    12:25 PM

    JFK

    2h 32m

    Nonstop

    2:57 PM

    ATL

    S M T W T F S
    Search

  4. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  5. DL2414

    John F. Kennedy International Airport

    11:54 AM

    JFK

    3h 16m

    Nonstop

    2:10 PM

    MSP

    S M T W T F S
    Search

  6. DL4714

    Minneapolis-Saint Paul International Airport

    3:00 PM

    MSP

    1h 50m

    Nonstop

    4:50 PM

    MDW

    S M T W T F S

  7. DL2293

    John F. Kennedy International Airport

    5:00 PM

    JFK

    2h 40m

    Nonstop

    7:40 PM

    ATL

    S M T W T F S
    Search

  8. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  9. DL1885

    John F. Kennedy International Airport

    12:57 PM

    JFK

    2h 5m

    Nonstop

    3:02 PM

    DTW

    - M T W T F S
    Search

  10. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  11. DL5080

    John F. Kennedy International Airport

    7:15 AM

    JFK

    2h 10m

    Nonstop

    9:25 AM

    DTW

    S M T W T F S
    Search

  12. DL4688

    Detroit Metropolitan Wayne County Airport

    12:20 PM

    DTW

    1h 19m

    Nonstop

    12:39 PM

    MDW

    S M T W T F S

  13. DL2286

    John F. Kennedy International Airport

    6:00 AM

    JFK

    2h 32m

    Nonstop

    8:32 AM

    ATL

    S M T W T F S
    Search

  14. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    S M T W T - S

  15. DL2227

    John F. Kennedy International Airport

    8:35 AM

    JFK

    2h 39m

    Nonstop

    11:14 AM

    ATL

    S M T W T F S
    Search

  16. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  17. DL1480

    John F. Kennedy International Airport

    2:55 PM

    JFK

    2h 35m

    Nonstop

    5:30 PM

    ATL

    S M T W T F S
    Search

  18. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S
Find more flights and airlines

About John F. Kennedy International Airport and Chicago Midway International Airport

Learn about John F. Kennedy International Airport (JFK) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,174.01 km
Cheapest one-way ticket price SGD 145
Cheapest return ticket price SGD 328

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

  • What is the flight schedule from John F. Kennedy International Airport to Chicago Midway International Airport?

    The earliest flight from John F. Kennedy International Airport to Chicago Midway International Airport departs at 17:00, and the last departs at 17:00, with about 1 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from John F. Kennedy International Airport to Chicago Midway International Airport currently start from SGD 145, and round-trip fares start from SGD 328. The current lowest fare is a Frontier Airlines flight departing on Wed, Oct 14; prices may vary depending on availability.
  • Yes. Delta Air Lines operate direct flights from John F. Kennedy International Airport to Chicago Midway International Airport, with an average flight time of 47 minutes, and around 0 weekly flights. Actual flight frequency may vary by season.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from John F. Kennedy International Airport to Chicago Midway International Airport is SGD 250. Prices may vary depending on the departure date, airline, and availability.
  • John F. Kennedy International Airport to Chicago Midway International Airport operates around 1 weekly flights, mainly by Delta Air Lines. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter John F. Kennedy International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

Popular Destinations

Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before payment. Charges for checked baggage, onboard meals, Wi-Fi, and other optional services may also appear in the flight cards where applicable.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and for many routes the data may refresh in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.