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Find Chicago to New York flights starting at CAD 63.

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

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD16:22
        2h 18m
        Nonstop
        JFK19:40
        Mon, Jan 13|Chicago - New York|American Airlines
        CAD 69CAD 183
        62% OFF
        62% OFF
        CAD 183CAD 69

        Choose American Airlines flights from Chicago to New York. The one-way direct flight with American Airlines departs from O'Hare International Airport on Mon, Jan 13, arriving at John F. Kennedy International Airport. One-way Prices start from CAD 69 including taxes and charges.

      • ORD12:35
        2h 20m
        Nonstop
        LGA15:55
        Mon, Jan 13|Chicago - New York|Delta Air Lines
        CAD 163CAD 183
        11% OFF
        11% OFF
        CAD 183CAD 163

        Choose Delta Air Lines flights from Chicago to New York. The one-way direct flight with Delta Air Lines departs from O'Hare International Airport on Mon, Jan 13, arriving at New York LaGuardia Airport. One-way Prices start from CAD 163 including taxes and charges.

      • MDW07:25
        8h 35m
        1 stop
        LGA17:00
        Thu, Jan 23|Chicago - New York|Frontier Airlines
        CAD 63CAD 183
        65% OFF
        65% OFF
        CAD 183CAD 63

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Thu, Jan 23, arriving at New York LaGuardia Airport. One-way Prices start from CAD 63 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Wed, Jan 22|Chicago - New York|Frontier Airlines
        CAD 65
        CAD 65

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Wed, Jan 22, arriving at New York LaGuardia Airport. One-way Prices start from CAD 65 including taxes and charges.

      • ORD14:19
        7h 41m
        1 stop
        LGA23:00
        Tue, Feb 25|Chicago - New York|Frontier Airlines
        CAD 65
        CAD 65

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from O'Hare International Airport on Tue, Feb 25, arriving at New York LaGuardia Airport. One-way Prices start from CAD 65 including taxes and charges.

      • MDW08:12
        5h 48m
        1 stop
        LGA15:00
        Wed, Mar 5|Chicago - New York|Frontier Airlines
        CAD 65
        CAD 65

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Wed, Mar 5, arriving at New York LaGuardia Airport. One-way Prices start from CAD 65 including taxes and charges.

      • ORD15:00
        6h
        1 stop
        LGA22:00
        Tue, Jan 7|Chicago - New York|Frontier Airlines
        CAD 65
        CAD 65

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from O'Hare International Airport on Tue, Jan 7, arriving at New York LaGuardia Airport. One-way Prices start from CAD 65 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Wed, Jan 15|Chicago - New York|Frontier Airlines
        CAD 69
        CAD 69

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Wed, Jan 15, arriving at New York LaGuardia Airport. One-way Prices start from CAD 69 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Tue, Jan 28|Chicago - New York|Frontier Airlines
        CAD 69
        CAD 69

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Tue, Jan 28, arriving at New York LaGuardia Airport. One-way Prices start from CAD 69 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Tue, Jan 14|Chicago - New York|Frontier Airlines
        CAD 69
        CAD 69

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

      • CHI01:00 pm
        3h 5m
        Nonstop
        NYC02:00 pm
        Sun, Jan 12|Chicago - New York|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.

When is the cheapest time to fly from Chicago to New York?

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.

Find Cheapest Airlines Flying from Chicago to New York

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

Frontier Airlines
From CAD 63
American Airlines
From CAD 69
Southwest Airlines
From CAD 77
Jetblue Airways
From CAD 84
Spirit Airlines
From CAD 147
Delta Air Lines
From CAD 163
United Airlines
From CAD 212

Find more flights and airlines

Alternative Routes for Chicago to New York Flights

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

  • Cheapest
    Frontier Airlines
    MDW
    07:25
    8h 35m
    1 transfer
    LGA
    17:00
    Midway International Airport - New York LaGuardia Airport
    Thu, Jan 23Frontier Airlines
    CAD 63
  • Frontier Airlines
    ORD
    14:19
    7h 41m
    1 transfer
    LGA
    23:00
    O'Hare International Airport - New York LaGuardia Airport
    Tue, Feb 25Frontier Airlines
    CAD 65
  • American Airlines
    ORD
    16:22
    2h 18m
    Nonstop
    JFK
    19:40
    O'Hare International Airport - John F. Kennedy International Airport
    Mon, Jan 13American Airlines
    CAD 69
  • American Airlines
    ORD
    16:22
    2h 18m
    Nonstop
    JFK
    19:40
    O'Hare International Airport - John F. Kennedy International Airport
    Mon, Jan 13American Airlines
    CAD 69
    Find More Flights

FAQ

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

    Airlines adjust prices for flights from Chicago to New York 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 are flights from Chicago (CHI) to New York (NYC) cost?

    According to Trip.com's data, the lowest price is around CAD 234.

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

    It takes about 2 hours 38 minutes to fly from Chicago (CHI) to New York (NYC).

  • What is the transportation method from the main airport to downtown in New York?

    • The distance from John F. Kennedy International Airport to downtown is about 20km, by taxi about 40 minutes.
    • The distance from Newark Liberty International Airport to downtown is about 14km, by taxi about 30 minutes.
    • The distance from New York LaGuardia Airport to downtown is about 13km, by taxi about 30 minutes.

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

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

    Jetblue Airways operates 26 direct flights from Chicago (CHI) to New York (NYC).

  • How many airports in New York (NYC)?

How to find a cheap flight from Chicago to New York

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 Chicago to New York. 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 for Chicago to New York Flights

Cheapest direct flight priceCAD 63
Cheapest return ticket priceCAD 138
Off-season travel monthNovember
Peak season for travelApril
Flight distance1,145.24km
Average flight time2 hours 38 minutes
Popular airlineAmerican Airlines

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