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Cheap Flight Tickets - American Airlines from New York to Chicago

Cheapest one-way flight priceS$ 37
Cheapest return ticket priceS$ 85
Off-season for travelMarch
Peak season for travelDecember
Flight distance1,145.24km
Average flight time3 hours 5 minutes
Popular airlineAmerican Airlines
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Find Cheap Flights for American Airlines from New York to Chicago

  • One way
  • Round-trip
      • direct cheapest
        JFK15:55
        2h 39m
        Nonstop
        ORD17:34
        New York - Chicago|Wed, May 14|American Airlines
        S$ 78S$ 184
        57% OFF
        57% OFF
        S$ 184S$ 78

      • EWR14:00
        2h 40m
        Nonstop
        ORD15:40
        New York - Chicago|Wed, May 14|American Airlines
        S$ 78S$ 184
        57% OFF
        57% OFF
        S$ 184S$ 78

      • EWR07:19
        2h 42m
        Nonstop
        ORD09:01
        New York - Chicago|Sun, May 11|American Airlines
        S$ 79S$ 184
        56% OFF
        56% OFF
        S$ 184S$ 79

      • JFK09:00
        2h 51m
        Nonstop
        ORD10:51
        New York - Chicago|Wed, Mar 26|American Airlines
        S$ 81
        S$ 81

      • JFK09:00
        2h 51m
        Nonstop
        ORD10:51
        New York - Chicago|Tue, Apr 1|American Airlines
        S$ 81
        S$ 81

      • LGA06:00
        2h 44m
        Nonstop
        ORD07:44
        New York - Chicago|Wed, Apr 2|American Airlines
        S$ 81
        S$ 81

      • LGA09:25
        2h 40m
        Nonstop
        ORD11:05
        New York - Chicago|Wed, Mar 26|American Airlines
        S$ 81
        S$ 81

      • LGA06:00
        2h 36m
        Nonstop
        ORD07:36
        New York - Chicago|Mon, Apr 7|American Airlines
        S$ 82
        S$ 82

      • EWR07:10
        2h 48m
        Nonstop
        ORD08:58
        New York - Chicago|Thu, May 1|American Airlines
        S$ 84
        S$ 84

      • LGA06:00
        2h 36m
        Nonstop
        ORD07:36
        New York - Chicago|Mon, Apr 21|American Airlines
        S$ 85
        S$ 85

      • LGA05:55
        2h 33m
        Nonstop
        ORD07:28
        New York - Chicago|Mon, May 26|American Airlines
        S$ 85
        S$ 85

      • LGA18:00
        2h 31m
        Nonstop
        ORD19:31
        New York - Chicago|Tue, Apr 8|American Airlines
        S$ 85
        S$ 85

      • LGA07:00
        2h 34m
        Nonstop
        ORD08:34
        New York - Chicago|Sun, Apr 20|American Airlines
        S$ 85
        S$ 85

      • LGA12:59
        2h 30m
        Nonstop
        ORD14:29
        New York - Chicago|Tue, Apr 29|American Airlines
        S$ 85
        S$ 85

      • LGA12:55
        2h 35m
        Nonstop
        ORD14:30
        New York - Chicago|Wed, May 21|American Airlines
        S$ 85
        S$ 85

      • JFK09:00
        3h 9m
        Nonstop
        ORD11:09
        New York - Chicago|Tue, May 27|American Airlines
        S$ 85
        S$ 85

      • LGA06:59
        2h 46m
        Nonstop
        ORD08:45
        New York - Chicago|Tue, May 27|American Airlines
        S$ 85
        S$ 85

      • LGA07:01
        2h 42m
        Nonstop
        ORD08:43
        New York - Chicago|Thu, Apr 3|American Airlines
        S$ 86
        S$ 86

      • LGA12:00
        2h 35m
        Nonstop
        ORD13:35
        New York - Chicago|Tue, May 6|American Airlines
        S$ 86
        S$ 86

      • LGA16:05
        2h 40m
        Nonstop
        ORD17:45
        New York - Chicago|Tue, Apr 15|American Airlines
        S$ 86
        S$ 86

      • JFK15:55
        2h 39m
        Nonstop
        ORD17:34
        New York - Chicago|Tue, May 20|American Airlines
        S$ 86
        S$ 86

      • LGA18:00
        2h 40m
        Nonstop
        ORD19:40
        New York - Chicago|Tue, May 20|American Airlines
        S$ 86
        S$ 86

      • LGA07:00
        2h 34m
        Nonstop
        ORD08:34
        New York - Chicago|Thu, Apr 24|American Airlines
        S$ 103
        S$ 103

      • LGA12:00
        2h 34m
        Nonstop
        ORD13:34
        New York - Chicago|Fri, Apr 18|American Airlines
        S$ 103
        S$ 103

      • LGA05:57
        2h 33m
        Nonstop
        ORD07:30
        New York - Chicago|Wed, May 14|American Airlines
        S$ 147
        S$ 147

      • LGA06:59
        2h 46m
        Nonstop
        ORD08:45
        New York - Chicago|Sun, May 11|American Airlines
        S$ 147
        S$ 147

      • LGA06:00
        2h 36m
        Nonstop
        ORD07:36
        New York - Chicago|Thu, May 1|American Airlines
        S$ 147
        S$ 147

      • EWR07:10
        2h 48m
        Nonstop
        ORD08:58
        New York - Chicago|Sun, May 4|American Airlines
        S$ 147
        S$ 147

      • LGA06:00
        2h 36m
        Nonstop
        ORD07:36
        New York - Chicago|Mon, Apr 28|American Airlines
        S$ 147
        S$ 147

      • LGA12:00
        2h 34m
        Nonstop
        ORD13:34
        New York - Chicago|Tue, Apr 22|American Airlines
        S$ 147
        S$ 147

      • NYC1:00 PM
        3h 5m
        Nonstop
        CHI2:00 PM
        New York - Chicago|Tue, Apr 1|American Airlines
        Find More Flights
        Find More Flights

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

📱Get Connected in Chicago
Stay connected in Chicago with our 4G/5G eSIM! Only SGD1.09/day 📱✨
🙋Must-visit Attractions in Chicago
See Chicago from 513m high! Only SGD 44.54! 🏙️👀
Explore Chicago's Museum of Contemporary Art for SGD 29.69! 🎨✨ #ArtLovers #ChicagoAdventures
Shedd Aquarium in Chicago! Only SGD 231. 🏙️🐠

Flight Schedules for American Airlines Flights from New York to Chicago

Flight info.
Departure
Arrival
Weekly Schedule

  1. AA462

    American Airlines

    05:55

    LGA

    2.7h

    Nonstop

    07:37

    ORD

    SM----S
    Search

  2. AA392

    American Airlines

    07:25

    LGA

    2.7h

    Nonstop

    09:05

    ORD

    SM----S
    Search

  3. AA2819

    American Airlines

    09:00

    JFK

    3.1h

    Nonstop

    11:09

    ORD

    SMTWTFS
    Search

  4. AA2084

    American Airlines

    09:25

    LGA

    2.7h

    Nonstop

    11:05

    ORD

    --TWTF-
    Search

  5. AA2644

    American Airlines

    12:19

    LGA

    2.6h

    Nonstop

    13:58

    ORD

    SM----S
    Search

  6. AA3374

    American Airlines

    14:26

    EWR

    2.6h

    Nonstop

    16:00

    ORD

    SM----S
    Search

  7. AA532

    American Airlines

    15:40

    JFK

    2.9h

    Nonstop

    17:31

    ORD

    SMTWTFS
    Search

  8. AA396

    American Airlines

    16:00

    LGA

    2.9h

    Nonstop

    17:55

    ORD

    SMTWTFS
    Search

  9. AA2057

    American Airlines

    19:52

    LGA

    2.6h

    Nonstop

    21:27

    ORD

    SM----S
    Search
Show Less

FAQs for Flights from New York to Chicago

  • When to buy flight tickets from New York (NYC) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from New York to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much is a flight from New York (NYC) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 258.

  • How long is a flight from New York (NYC) to Chicago (CHI)?

    It takes about 3 hours 5 minutes to fly from New York (NYC) to Chicago (CHI).

  • 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 time does the earliest flight from New York to Chicago depart?

    The earliest flight departs from New York (LGA) at 06:00 and arrives in Chicago (ORD) at 07:25.

  • What time does the latest flight from New York to Chicago depart?

    The latest flight departs from New York (EWR) at 21:59 and arrives in Chicago (ORD) at 23:42.

  • What are the most popular airlines that fly from New York (NYC) to Chicago (CHI)?

  • What's the most popular airline for direct flights from New York (NYC) to Chicago (CHI)?

    Jetblue Airways operates 27 direct flights from New York (NYC) to Chicago (CHI).

  • How many airports in Chicago?

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