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Fares from $34 One Way, $75 Round Trip from New York to Chicago

Prices starting at $75 for return flights and $34 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

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More About Flying To Chicago from New York

Flights from New York to Chicago - Frequently Asked Questions

Are there non-stop flights from New York to Chicago?

You can travel directly from New York, NY Airport (LGA-LaGuardia) to Chicago, IL Airport (ORD-O'Hare Intl.), so kiss those annoying flight connections goodbye. Enjoy a hassle-free journey on one of the 4 air carriers that'll take you straight to your destination. Your options include:

  • Delta Air Lines
  • United Airlines
  • American Airlines
  • Spirit Airlines
What is the shortest flight from New York to Chicago?

Leave that binge-watching for your hotel room, because the journey from New York, NY Airport (LGA-LaGuardia) to Chicago, IL Airport (ORD-O'Hare Intl.) can take as little as 2 hours and 23 minutes.

What airlines fly from New York to Chicago most frequently?

We all have our preferences when it comes to airlines, and you have a nice selection when traveling from New York to Chicago. These top four carriers offer the most flights on the route: Delta Air Lines - (DL) with 231 flights every month United Airlines - (UA) with 218 flights every month American Airlines - (AA) with 175 flights every month Spirit Airlines - (NK) with 14 flights every month

Route Information for Flights from New York to Chicago

Origin Airport IATA CodeNYC
Destination Airport IATA CodeCHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Flights Review

Mar 1, 2020

Service was excellent. The flight was smooth

Feb 20, 2020

Always a pleasure flying with Delta. Staff is family-friendly too

Feb 19, 2020

Not that pleased with check in, had to check carry ons even though we had room in 1st class. The service was mediocre at best...I feel we would have had the same service on Business...

Feb 18, 2020

Love the free carryon

Feb 13, 2020

I'm still waiting for my luggage to make it, but I'm home safe and sound!

Feb 12, 2020

I’m not one who enjoys flying; it’s a necessary evil, but my 2 American Airlines flights were a breeze. I managed to sleep during the duration of the flight. The free internet was a plus, but it was especially slow so I didn’t use while I was awake and able b

Feb 5, 2020

I am a tall person. (6'0" )This flight had tight quarters and was tolerable for a 2 hr flight. I could see how others might have trouble.

Jan 31, 2020

Keep up the good work.

Jan 30, 2020

Friendly staff

Jan 25, 2020

Nothing else for a short flight

Millions of people fly between New York and Chicago each year, making it one of the world’s busiest air routes. If you want to join them, then Orbitz offers you all the cheapest flights to Chicago.


Popular Routes from New York to Chicago

New York has three major airports, John F. Kennedy International, LaGuardia and Newark Liberty in New Jersey, and you catch a direct flight to Chicago from any of them. Flights from JFK head to O’Hare International and from LaGuardia and Newark you can fly to both O’Hare and Chicago’s other main hub, Chicago Midway International.

More than four million people fly between the cities each year and there are scores of flights every day, taking off every few minutes from early in the morning to late at night.

Among the airlines with services between the cities are America, Delta, JetBlue, Southwest and United.


The Flight from New York to Chicago

The 730-mile journey from west from New York to Chicago usually takes around two and a half hours, although you will only spend around two hours in the air. During the trip your plane will reach speeds of 500mph and altitudes of 35,000 feet.

The exact flight path depends on weather conditions and other air traffic, but the usual route takes your aircraft up towards the Great Lakes, over Lake Erie across Michigan and into Chicago over Lake Michigan. If you are lucky, and have a seat on the right of the plane, you may even catch a glimpse of Niagara Falls on the way.

The five main airports in New York and Chicago are among the biggest in the US. All of them feature in the top 30 busiest airports in the country, and both Midway and O’Hare once held the title of the world’s busiest airport. Today the most popular route between the cities is from LaGuardia to O’Hare, with 1.6 million passengers each year. Around 700,000 people fly from Newark to O’Hare each year.

Although the flight is domestic, with quicker check in times than for international journeys, it is still a good idea to get to the airport well before takeoff. If you want to check in bags then remember to check if your ticket includes a luggage allowance – some airlines charge extra to put bags in the hold.

US citizens will need some form of photo ID to board the plane, non-US citizens should bring their passport.

Getting to LaGuardia is easy, you can get a taxi, shuttle or bus from Manhattan or Queens, and there are connections to the subway system. There are also long-stay parking lots near the airport if you plan to drive.

Whether you are flying from LaGuardia, JFK or Newark there is plenty to do once you have checked in, with bars, shops, restaurants and even spas where you can relax before you board your flight.

O’Hare is the third largest airport in the US with almost 80 million passengers a year, and more than 50 airlines flying to hundreds of destinations around the world, and you can get into the city center by rail, bus, shuttle or cab. If you book with Orbitz, you can reserve a rental car to collect at the airport.


Other Flight Destinations near the Great Lakes

If you want to explore the Great Lakes, or are looking for cheap flights to alternative destinations in the region, why not consider the following.

Flights from New York to Detroit

Flights from New York to Milwaukee

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.