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Flights from New York to Chicago Starting at NZD 69

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        LGA20:55
        2h 51m
        Nonstop
        ORD22:46
        Mon, Jan 27|New York - Chicago|Delta Air Lines
        NZD 83NZD 94
        11% OFF
        11% OFF
        NZD 94NZD 83

        Choose Delta Air Lines flights from New York to Chicago. The one-way direct flight with Delta Air Lines departs from New York LaGuardia Airport on Mon, Jan 27, arriving at O'Hare International Airport. One-way Prices start from NZD 83 including taxes and charges.

      • JFK13:50
        2h 54m
        Nonstop
        ORD15:44
        Mon, Jan 20|New York - Chicago|Jetblue Airways
        NZD 83NZD 94
        11% OFF
        11% OFF
        NZD 94NZD 83

        Choose Jetblue Airways flights from New York to Chicago. The one-way direct flight with Jetblue Airways departs from John F. Kennedy International Airport on Mon, Jan 20, arriving at O'Hare International Airport. One-way Prices start from NZD 83 including taxes and charges.

      • JFK11:00
        6h 14m
        1 stop
        MDW16:14
        Tue, Jan 14|New York - Chicago|Frontier Airlines
        NZD 69NZD 94
        26% OFF
        26% OFF
        NZD 94NZD 69

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from John F. Kennedy International Airport on Tue, Jan 14, arriving at Midway International Airport. One-way Prices start from NZD 69 including taxes and charges.

      • JFK11:00
        6h 16m
        1 stop
        MDW16:16
        Tue, Jan 28|New York - Chicago|Frontier Airlines
        NZD 72
        NZD 72

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from John F. Kennedy International Airport on Tue, Jan 28, arriving at Midway International Airport. One-way Prices start from NZD 72 including taxes and charges.

      • LGA10:59
        6h 17m
        1 stop
        MDW16:16
        Tue, Feb 4|New York - Chicago|Frontier Airlines
        NZD 79
        NZD 79

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from New York LaGuardia Airport on Tue, Feb 4, arriving at Midway International Airport. One-way Prices start from NZD 79 including taxes and charges.

      • LGA10:59
        8h 38m
        1 stop
        MDW18:37
        Thu, Jan 9|New York - Chicago|Frontier Airlines
        NZD 79
        NZD 79

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from New York LaGuardia Airport on Thu, Jan 9, arriving at Midway International Airport. One-way Prices start from NZD 79 including taxes and charges.

      • JFK11:01
        6h 30m
        1 stop
        ORD16:31
        Wed, Feb 26|New York - Chicago|Frontier Airlines
        NZD 80
        NZD 80

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from John F. Kennedy International Airport on Wed, Feb 26, arriving at O'Hare International Airport. One-way Prices start from NZD 80 including taxes and charges.

      • JFK15:00
        20h 2m
        1 stop
        MDW10:02
        Sat, Feb 8|New York - Chicago|Frontier Airlines
        NZD 80
        NZD 80

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from John F. Kennedy International Airport on Sat, Feb 8, arriving at Midway International Airport. One-way Prices start from NZD 80 including taxes and charges.

      • LGA17:59
        22h 14m
        1 stop
        MDW15:13
        Wed, Jan 22|New York - Chicago|Frontier Airlines
        NZD 81
        NZD 81

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from New York LaGuardia Airport on Wed, Jan 22, arriving at Midway International Airport. One-way Prices start from NZD 81 including taxes and charges.

      • JFK11:00
        7h 57m
        1 stop
        MDW17:57
        Wed, Jan 8|New York - Chicago|Frontier Airlines
        NZD 83
        NZD 83

        Choose Frontier Airlines flights from New York to Chicago. The one-way connecting flight with Frontier Airlines departs from John F. Kennedy International Airport on Wed, Jan 8, arriving at Midway International Airport. One-way Prices start from NZD 83 including taxes and charges.

      • NYC01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Mon, Dec 30|New York - Chicago|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.

Find the best time to fly from New York to Chicago

We monitor flight fares to help you find the best deals effortlessly

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from New York to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From NZD 69
Spirit Airlines
From NZD 77
Delta Air Lines
From NZD 83
Jetblue Airways
From NZD 83
Southwest Airlines
From NZD 113
American Airlines
From NZD 124
United Airlines
From NZD 133
Sun Country Airlines
From NZD 340

Find more flights and airlines

Alternative Routes from New York to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from New York to Chicago.

  • Cheapest
    Frontier Airlines
    JFK
    11:00
    6h 14m
    1 transfer
    MDW
    16:14
    John F. Kennedy International Airport - Midway International Airport
    Tue, Jan 14Frontier Airlines
    NZD 69
  • Spirit Airlines
    LGA
    10:59
    2h 40m
    Nonstop
    ORD
    12:39
    New York LaGuardia Airport - O'Hare International Airport
    Tue, Feb 4Spirit Airlines
    NZD 77
  • Frontier Airlines
    LGA
    10:59
    6h 17m
    1 transfer
    MDW
    16:16
    New York LaGuardia Airport - Midway International Airport
    Tue, Feb 4Frontier Airlines
    NZD 79
  • Frontier Airlines
    LGA
    10:59
    6h 17m
    1 transfer
    MDW
    16:16
    New York LaGuardia Airport - Midway International Airport
    Tue, Feb 4Frontier Airlines
    NZD 79
    Find More Flights

FAQ

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

    Airlines adjust prices for flights from New York to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from New York (NYC) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around NZD 292.

  • How long does it take to fly from New York (NYC) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 44 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 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

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

    Airlines with flights from New York (NYC) to Chicago (CHI): Air New Zealand, El Al, Air Canada, United Airlines, Scandinavian Airlines, Delta Air Lines, WestJet, American Airlines and British Airways.

How to find a cheap flight from New York to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from New York to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from New York to Chicago

Cheapest nonstop flight priceNZD 69
Cheapest round-trip ticket priceNZD 169
Off-season for travelDecember
Peak season for travelMarch
Flight distance1,145.24 km
Average flight time2 hours 44 minutes
Popular airlineAmerican Airlines

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