✈ Trip from New York to Chicago (2024)

Good to know

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Prices are for flights from New York to Chicago for 1 adult in Economy. Flight times are based on nonstop flights or flights with the fewest stops available.

Flight information for New York to Chicago to help you plan your next trip.

Cheapest round-trip flight$99

SpiritNonstop3 hrSep 7 — Sep 9

The cheapest round-trip flight from New York to Chicago is currently $99
Cheapest one-way flight$31

SpiritNonstop3 hrAug 27

The cheapest one-way flight from New York to Chicago is currently $31
Fastest flight2 hr 15 minThe fastest nonstop flight from New York to Chicago takes 2 hr 15 min
Nonstop flightsEvery dayThere are direct flights on this route every day.

When is the cheapest time to fly?

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Typical prices for the least expensive flights for weekend trips from New York to Chicago per month. Insights are based on fares observed in the last 12 months. Current prices may differ.

The cheapest month to fly from New York to Chicago is typically January. The most expensive one is typically August.

January

Cheapest

Typical prices: $85–160
August

Most expensive

Typical prices: $175–285

Popular airports near New York

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Distance and driving time are relative to the city center. Airports are listed based on distance from New York center and popularity with travelers.

Popular airports near Chicago

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Distance and driving time are relative to the city center. Airports are listed based on distance from Chicago center and popularity with travelers.

  • Chicago O'Hare International Airport (ORD)

    Chicago

    24 min

    16 mi

  • Chicago Midway International Airport (MDW)

    Chicago

    22 min

    9 mi

  • Milwaukee Mitchell International Airport (MKE)

    Milwaukee

    1 hr 22 min

    75 mi

  • Indianapolis International Airport (IND)

    Indianapolis

    2 hr 56 min

    165 mi

Frequently asked questions about flying from New York to Chicago

How long does it take to fly from New York to Chicago?

2 hr 15 min is the shortest flight time from New York to Chicago.

When are the cheapest days to fly from New York to Chicago?

The cheapest days to fly are usually in January. Typical prices range from $85 to $160.

Which airlines provide the cheapest flights from New York to Chicago?

The best round-trip deal recently found on Google Flights from New York to Chicago was with Spirit from $99. The best one-way deal was with Spirit from $31.

When are direct flights from New York to Chicago available?

There are direct flights from New York to Chicago on a daily basis.

Which airlines have direct flights from New York to Chicago?

United, American, Delta, JetBlue, Southwest and Spirit fly direct from New York to Chicago.

What are the cheapest flights from New York to Chicago?

The cheapest round-trip flight from New York to Chicago starts at $99 from Sat, Sep 7 to Mon, Sep 9. The cheapest one-way flight starts at $31 and departs on Tue, Aug 27.

When should you visit Chicago?

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

How do I find cheap dates to fly from New York to Chicago

It's easy to use Google Flights to find the cheapest days to fly from New York to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.

Search more flights

Popular trips from New York

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These suggestions are based on the cheapest fares to popular destinations in the next six months.

Prices include required taxes + fees for 1 adult. Optional charges and bag fees may apply.

  1. Montreal

    $218

    Sep 19 — Sep 22

    Nonstop1 hr 28 minAir Canada

  2. Miami

    $73

    Sep 26 — Sep 30

    Nonstop3 hr 10 minSpirit

  3. London

    $373

    Sep 20 — Sep 22

    1 stop16 hr 10 minAir Canada, SWISS

  4. Denver

    $88

    Sep 14 — Sep 16

    Nonstop4 hr 27 minFrontier

Find flights from New York to anywhere

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✈ Trip from New York to Chicago (2024)
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