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Book flight tickets from Chicago to New York starting at CAD 62

Discover our range of affordable one-way and round-trip flights from Chicago to New York and kick-start your next adventure today!

  • One way
  • Round-trip
      • Cheapest nonstop
        ORD16:29
        1h 55m
        Nonstop
        LGA19:24
        Wed, Nov 27|Chicago - New York|Spirit Airlines
        CAD 62CAD 263
        76% OFF
        76% OFF
        CAD 263CAD 62

        Choose Spirit Airlines flights from Chicago to New York. The one-way direct flight with Spirit Airlines departs from O'Hare International Airport on Wed, Nov 27, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 62 including taxes and charges.

      • ORD19:05
        2h 7m
        Nonstop
        LGA22:12
        Sat, Dec 14|Chicago - New York|American Airlines
        CAD 67CAD 263
        75% OFF
        75% OFF
        CAD 263CAD 67

        Choose American Airlines flights from Chicago to New York. The one-way direct flight with American Airlines departs from O'Hare International Airport on Sat, Dec 14, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 67 including taxes and charges.

      • ORD16:29
        1h 55m
        Nonstop
        LGA19:24
        Thu, Nov 28|Chicago - New York|Spirit Airlines
        CAD 234CAD 263
        11% OFF
        11% OFF
        CAD 263CAD 234

        Choose Spirit Airlines flights from Chicago to New York. The one-way direct flight with Spirit Airlines departs from O'Hare International Airport on Thu, Nov 28, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 234 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Tue, Feb 4|Chicago - New York|Frontier Airlines
        CAD 61
        CAD 61

        Choose Frontier Airlines flights from Chicago to New York. The one-way connecting flight with Frontier Airlines departs from Midway International Airport on Tue, Feb 4, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 61 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Wed, Jan 22|Chicago - New York|Frontier Airlines
        CAD 63
        CAD 63

        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 ticket prices start from CAD 63 including taxes and charges.

      • ORD15:00
        6h
        1 stop
        LGA22:00
        Tue, Jan 7|Chicago - New York|Frontier Airlines
        CAD 64
        CAD 64

        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 ticket prices start from CAD 64 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Wed, Jan 15|Chicago - New York|Frontier Airlines
        CAD 67
        CAD 67

        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 ticket prices start from CAD 67 including taxes and charges.

      • MDW15:12
        5h 48m
        1 stop
        LGA22:00
        Tue, Jan 28|Chicago - New York|Frontier Airlines
        CAD 67
        CAD 67

        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 ticket prices start from CAD 67 including taxes and charges.

      • ORD15:00
        6h
        1 stop
        LGA22:00
        Tue, Jan 14|Chicago - New York|Frontier Airlines
        CAD 67
        CAD 67

        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 14, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 67 including taxes and charges.

      • ORD14:59
        6h 1m
        1 stop
        LGA22:00
        Tue, Feb 11|Chicago - New York|Frontier Airlines
        CAD 67
        CAD 67

        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 11, arriving at New York LaGuardia Airport. One-way ticket prices start from CAD 67 including taxes and charges.

      • CHI13:00
        3h 5m
        Nonstop
        NYC14:00
        Mon, Dec 2|Chicago - New York|Spirit Airlines
        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 Chicago to New York

These price trend charts carefully monitor and predict how flight prices from Chicago to New York will change. Keep a close eye on them to understand when the best time to buy your tickets is.

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

Airlines Flying from Chicago to New York

We have a range of prices from different airlines providing flights from Chicago to New York. Check below for the journey which best suits your travel needs.

Frontier Airlines
From CAD 61
American Airlines
From CAD 67
Delta Air Lines
From CAD 67
Southwest Airlines
From CAD 99
Jetblue Airways
From CAD 101
United Airlines
From CAD 116
Sun Country Airlines
From CAD 199
Spirit Airlines
From CAD 234

Find more flights and airlines

Alternative Routes from Chicago to New York

Searching for potential routes that might be cheaper and faster? There are a few alternative ways to get to New York from Chicago which could help you save money and time.

  • Cheapest
    Frontier Airlines
    MDW
    15:12
    5h 48m
    1 transfer
    LGA
    22:00
    Midway International Airport - New York LaGuardia Airport
    Tue, Feb 4Frontier Airlines
    CAD 61
  • Frontier Airlines
    ORD
    06:55
    25h 8m
    1 transfer
    JFK
    09:03
    O'Hare International Airport - John F. Kennedy International Airport
    Wed, Dec 18Frontier Airlines
    CAD 131
  • Spirit Airlines
    ORD
    16:29
    1h 55m
    Nonstop
    LGA
    19:24
    O'Hare International Airport - New York LaGuardia Airport
    Thu, Nov 28Spirit Airlines
    CAD 234
  • Spirit Airlines
    ORD
    16:29
    1h 55m
    Nonstop
    LGA
    19:24
    O'Hare International Airport - New York LaGuardia Airport
    Thu, Nov 28Spirit Airlines
    CAD 234
    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 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 Chicago (CHI) to New York (NYC) cost?

    According to Trip.com's data, the lowest price is around CAD 229.

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

    It takes around 2 hours 53 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 20 km. It takes about 40 minutes by taxi.
    • The distance from Newark Liberty International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
    • The distance from New York LaGuardia Airport to downtown is about 13 km. It takes about 30 minutes by taxi.

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

How to find a cheap flight from Chicago to New York

If you don’t know some of the key things to look out for when buying flight tickets, prices can often end up sky high or, worse, sold out! We’ve carefully compiled our six most important steps to help ensure you’re getting the best deals when planning your next journey.
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 Chicago to New York

Cheapest nonstop flight priceCAD 60
Cheapest round-trip ticket priceCAD 116
Off-season for travelNovember
Peak season for travelAugust
Flight distance1,145.24 km
Average flight time2 hours 53 minutes
Popular airlineAmerican Airlines

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