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Flights New York City — Chicago

New York
NYC
Chicago
CHI

Cheap flights New York City — Chicago

Below you can see the best deals on flights New York City — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 8 September, from AED 259.

Top 10 cheap flights New York City — Chicago

Direct flights New York City — Chicago

Direct flight options for New York City — Chicago with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by Southwest Airlines — travel time is 2 h 25 min.

Top 10 direct flights New York City — Chicago

About the New York City — Chicago flight

On this page, you can find and book flights from New York to Chicago. The distance between the cities is 1,147 km, and with approximately 401 flights per week, it is easy to find a convenient departure time.

Flights are operated by major US airlines, including United Airlines, American Airlines, and JetBlue. Ticket prices are dynamic, so we recommend using the low-price calendar and checking in advance how to get to New York airports and the most convenient ways to get from Chicago airport to the city center.

Flight schedule New York City — Chicago

The table shows direct flights New York City → Chicago on the selected date. The flight takes approximately 2 h 31 min. Regular flights are operated by United Airlines, American Airlines, Delta and Alaska Airlines. Departures from John F. Kennedy International Airport, Newark Liberty International Airport and LaGuardia Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
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Flight ticket prices by day: New York City — Chicago

Below is a calendar of the lowest flight ticket prices for New York City — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 259 in F, and the most expensive are around AED 1,243 in r. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

New York City → Chicago, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 680lowMayAED 843mediumSepAED 819medium
FebAED 704lowJunAED 910highOctAED 728low
MarAED 772mediumJulAED 958highNovAED 795medium
AprAED 795mediumAugAED 934highDecAED 934high

Some values are estimated based on seasonality.

When to fly

The warmest month in Chicago is July, with an average temperature of 26.5°C, while the coldest is January, when temperatures drop to -5°C. Rainfall peaks in May, with about 126 mm of precipitation.

The lowest airfares are recorded in September—flights start AED 224. The most expensive month to travel is June, when the starting ticket price is AED 409.

September is considered the optimal time for a trip: pleasant weather (around 23.5°C) is combined with the lowest fares. We recommend avoiding June if your goal is to save as much as possible on your flight.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a New York City — Chicago ticket

  • Book your tickets 3–4 weeks before your planned departure date, as prices on this popular route tend to rise significantly closer to the travel day.
  • Choose flights departing on a Tuesday or Wednesday—these are traditionally the cheapest days to fly between New York and Chicago, with tickets starting AED 224.
  • Consider offers from low-cost carriers, such as Frontier or JetBlue, if you're traveling without checked baggage, but be sure to check carry-on weight limits before paying.
  • Use the price trend chart and the calendar on this page to compare flight costs for nearby dates and find the best fare.

Airlines

More than 20 airlines operate on this route, with American Airlines, United Airlines, and Delta Air Lines leading in the number of flights. About 401 flights are operated weekly, most of which are non-stop. You can find detailed information on departure times, aircraft types, and available fares in the interactive list below; click on a carrier's card to view the schedule by day of the week.

  • United AirlinesUA
    120x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight LGA → ORD73x/week
      Duration
      2h 43m
      Days
      MTWTFSS
    • Direct flight EWR → ORD47x/week
      Duration
      2h 45m
      Days
      MTWTFSS
    30.0%Open →
  • American AirlinesAA
    105x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight LGA → ORD44x/week
      Duration
      2h 54m
      Days
      MTWTFSS
    • Direct flight EWR → ORD25x/week
      Duration
      2h 50m
      Days
      MTWTFSS
    • Direct flight JFK → ORD19x/week
      Duration
      2h 58m
      Days
      MTWTFSS
    • Direct flight HPN → ORD17x/week
      Duration
      2h 44m
      Days
      MTWTFSS
    26.2%Open →
  • DeltaDL
    59x/week
    WebsiteFleet: 986190M pax/year
    • Direct flight LGA → ORD31x/week
      Duration
      2h 48m
      Days
      MTWTFSS
    • Direct flight JFK → ORD27x/week
      Duration
      2h 52m
      Days
      MTWTFSS
    • Direct flight JFK → MDW1x/week
    14.6%Open →
  • Alaska AirlinesAS
    21x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight LGA → ORD10x/week
      Duration
      2h 45m
      Days
      MTWTFSS
    • Direct flight EWR → ORD8x/week
      Duration
      2h 44m
      Days
      MTWTFSS
    • Direct flight JFK → ORD3x/week
      Duration
      2h 57m
      Days
      MTWTFSS
    5.2%Open →
  • Spirit AirlinesNK
    18x/week
    WebsiteFleet: 20544.1M pax/year
    • Direct flight EWR → ORD9x/week
      Duration
      2h 31m
      Days
      MTWTFSS
    • Direct flight LGA → ORD9x/week
      Duration
      2h 34m
      Days
      MTWTFSS
    4.6%Open →
  • Southwest AirlinesWN
    15x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight LGA → MDW15x/week
      Duration
      2h 32m
      Days
      MTWTFSS
    3.8%Open →
  • JetBlueB6
    14x/week
    WebsiteFleet: 30742.5M pax/year
    • Direct flight JFK → ORD14x/week
      Duration
      2h 45m
      Days
      MTWTFSS
    3.5%Open →
  • Air New ZealandNZ
    8x/week
    WebsiteFleet: 10816M pax/year
    • Direct flight LGA → ORD4x/week
    • Direct flight EWR → ORD3x/week
    1.9%Open →
  • Frontier AirlinesF9
    6x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight EWR → MDW3x/week
    • Direct flight JFK → ORD3x/week
      Duration
      2h 56m
      Days
      MTWTFSS
    1.4%Open →
  • Air CanadaAC
    4x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight EWR → ORD4x/week
    0.9%Open →
  • Air EuropaUX
    4x/week
    WebsiteFleet: 5011.5M pax/year
    • Direct flight JFK → ORD4x/week
    0.9%Open →
  • British AirwaysBA
    4x/week
    WebsiteFleet: 29243M pax/year
    • Direct flight JFK → ORD2x/week
    • Direct flight EWR → ORD1x/week
      Duration
      2h 40m
      Days
      MTWTFSS
    0.9%Open →

Cities and airports on the New York City — Chicago route

Flights New York City — Chicago depart from John F. Kennedy International Airport, Newark Liberty International Airport, LaGuardia Airport and Westchester County Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

New York City

NYC
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the New York City — Chicago flight

How long is the flight from New York to Chicago?

The average direct flight time is about 2 hours 15 minutes. The flight distance between the cities is 1,147 km.

Which airlines fly from New York to Chicago?

Regular service is provided by American Airlines, United Airlines, Delta, JetBlue, and other carriers. In total, more than 15 companies operate on this route.

Are there direct flights on this route?

Yes, dozens of direct flights are operated daily. This is one of the most popular flight routes in the US.

How much is the cheapest ticket?

Airfare prices constantly change based on demand and seasonality. You can see the current minimum for the coming months in the low-price calendar on this page.

Which airport does the flight arrive at?

Flights from New York arrive at Chicago's main airports: O'Hare (ORD) or Midway (MDW). Information about the specific terminal will be provided on your ticket.

Where else you can fly from New York City

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TorontoLondonBostonAtlantaLos AngelesOrlandoWashington, D.C.Fort LauderdaleMiamiMontrealSan FranciscoCharlotteDetroitRaleighDallasHoustonSeattleParisTampaDenverNashvillePittsburghLas VegasSan JuanMinneapolisWest Palm BeachIndianapolisCincinnatiPhoenixClevelandBuffaloSanto DomingoColumbusRichmondNorth CharlestonSan DiegoSantiagoAustinJacksonvilleSouth Portland

Where else you can fly from Chicago

See all
TorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland
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