NYC - ORD

£42 Find Cheap Flights from New York to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to O'Hare Intl departing on 25/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
Travellers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 26% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Cheap Flight Deals from New York to Chicago (NYC-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from New York to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return flight deals from New York to O'Hare Intl

KAYAK's recommended return flight deals from the most popular airlines that fly from New York to O'Hare Intl.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Spirit Airlines Logo
05:55 - 07:27EWR-ORD
2h 32mdirect
Spirit Airlines Logo
21:08 - 00:29ORD-EWR
2h 21mdirect
£95Spirit Airlines
Find Deal
Fri, 30 May - Wed, 4 Jun
Delta Logo
07:15 - 08:56LGA-ORD
2h 41mdirect
Delta Logo
18:55 - 22:17ORD-LGA
2h 22mdirect
£103Delta
Find Deal
Wed, 28 May - Wed, 28 May
United Airlines Logo
21:35 - 23:16LGA-ORD
2h 41mdirect
United Airlines Logo
18:30 - 21:54ORD-LGA
2h 24mdirect
£116United Airlines
Find Deal
Wed, 21 May - Tue, 27 May
JetBlue Logo
20:00 - 21:54JFK-ORD
2h 54mdirect
JetBlue Logo
06:15 - 09:30ORD-JFK
2h 15mdirect
£119JetBlue
Find Deal
Sat, 24 May - Thu, 29 May
JetBlue Logo
20:00 - 21:54JFK-ORD
2h 54mdirect
JetBlue Logo
06:15 - 09:30ORD-JFK
2h 15mdirect
£121JetBlue
Find Deal
Sat, 24 May - Sun, 25 May
United Airlines Logo
19:29 - 23:30LGA-ORD
5h 01m1 stop
United Airlines Logo
18:30 - 21:54ORD-LGA
2h 24mdirect
£126United Airlines
Find Deal
Sat, 24 May - Tue, 27 May
American Airlines Logo
09:00 - 11:09JFK-ORD
3h 09mdirect
American Airlines Logo
16:44 - 20:00ORD-JFK
2h 16mdirect
£132American Airlines
Find Deal
Tue, 6 May - Tue, 20 May
American Airlines Logo
07:19 - 09:01EWR-ORD
2h 42mdirect
American Airlines Logo
07:02 - 10:27ORD-EWR
2h 25mdirect
£134American Airlines
Find Deal
Tue, 13 May - Wed, 14 May
Frontier Logo
06:00 - 16:41JFK-ORD
11h 41m1 stop
Frontier Logo
17:48 - 07:29ORD-JFK
12h 41m1 stop
£135Frontier
Find Deal
Tue, 6 May - Tue, 20 May
Frontier Logo
09:00 - 16:41JFK-ORD
8h 41m1 stop
Frontier Logo
17:48 - 00:35ORD-JFK
5h 47m1 stop
£136Frontier
Find Deal
Tue, 6 May - Tue, 20 May

Expert advice for your flight from New York to O'Hare Intl

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are specific to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

American's Main Cabin Extra offers early boarding and complimentary drinks, enhancing comfort.


American's Wi-Fi offers 20 minutes free with an ad; T-Mobile users get extra benefits.

United Airlines

United's Premier Access offers priority check-in and boarding, ideal for efficient travel.


United's Wi-Fi offers free messaging; check coverage before purchasing for streaming.

British Airways

BA's Euro Traveller fares include a cabin bag, avoiding surprise fees.


BA's Executive Club offers Avios points, valuable for frequent flyers.

Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, The Points Guy, and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or out at sea, likely en route to Antarctica or the Arctic.

Read more
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan Madden

Duncan Madden

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more

KAYAK's insights & trends for New York to O'Hare Intl flights

Get data-powered insights and trends into flights from New York to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Chicago O'Hare Intl Airport flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from New York to Chicago O'Hare Intl Airport.
Our data shows that the cheapest route for a return flight from New York to Chicago O'Hare Intl Airport cost £47 and was between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is £47.

What’s the cheapest day of the week to fly from New York to Chicago?

The average price of all round-trip flights from New York to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
For New York to Chicago, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to New York, the best deals are generally found on Tuesday, with Monday being the most expensive.

What is the cheapest month to fly from New York to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New York to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York to Chicago O'Hare Intl Airport is January, where tickets cost £137 (return) on average. On the other hand, the most expensive months are December and May, where the average cost of round-trip tickets is £230 and £203 respectively.

Can I save money by flying with a stopover from New York to Chicago O'Hare Intl Airport?

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of £265, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from New York to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from New York to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from New York to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know - Cheap tickets from New York to Chicago

Low season

February

High season

August
Best time to beat the crowds (11% less expensive on average)
Most popular time to fly (2% more expensive on average)

When to book flights from New York to O'Hare Intl

Are your dates flexible? Find out the best times to travel from New York to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights from New York to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from New York to O'Hare Intl 
StephenFlew with United AirlinesEWR-ORDJan 2025
Don't bring a carry on roller bag. It won't fit. They will gate check it. It will take forever.
yvgeniFlew with United AirlinesEWR-ORDJan 2024
Check the weather before flying , and don’t rely on getting on time to your destination

FAQs for booking New York to Chicago flights

  • What is the cheapest flight from New York to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from New York to Chicago O'Hare Intl Airport was £55 for a one-way ticket and £126 for a return.

  • Which airports will I be using when flying from New York to Chicago?

    When flying out of New York you will be using one of these airports: New York John F Kennedy Intl or New York LaGuardia. You will be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from New York to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.

  • Which aircraft models fly most regularly from New York to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.

  • Which airline alliances offer flights from New York to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from New York to Chicago?

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

  • How does KAYAK find such low prices on flights from New York to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New York to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New York to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to New York with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from New York to Chicago O'Hare Intl Airport

  • Looking for a cheap flight from Chicago to New York? 25% of our users found flights on this route for £67 or less one-way and £119 or less round-trip.

Prefer to fly direct from New York to Chicago?

Find which airlines fly direct from New York to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

New York to Chicago O'Hare Intl

Monday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Tuesday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Wednesday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Thursday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Friday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Saturday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Sunday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

See more direct flights

Direct returns

Chicago O'Hare Intl to New York

Monday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Tuesday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Wednesday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Thursday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Friday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Saturday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

Sunday

American Airlines, Delta, JetBlue, +2 more

American Airlines, Delta, +3 more

See more direct flights
See more direct flights

Top airline flying from New York to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from New York to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New York to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.3
Spirit AirlinesOverall score based on 7926 reviews
7.1Crew
5.0Entertainment
5.9Comfort
5.1Food
6.6Boarding
Airline reviews

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

4.0 OkayAnonymous, Mar 2025LGA - MCO
Read more Spirit Airlines reviews

Seats were comfortable but dont recline at all. Checkin online was easy but didnt provide a gate until last minute. Flight attendants were very unkind, not friendly and didnt go over safety procedures in case of a crash. No free snacks or beverages, not even water.

Spirit airlines was extremely uncomfortable. The seats were hard.. the constant up selling (from lack of food or even water to $15 for wi fi ) was annoying. Not a recommended airlines

Our experience was not a good one. Our flight got cancelled and was not given any accommodations due to the inconvenience. We lost time on our vacation due to this inconvenience

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

I was traveling with my son and it was our first time with spirit so I didn’t realize our seats weren’t assigned. They scrambled and gave us seats next to each other. Also My son got sick on the plane and they really took care of him. Super family friendly crew and experience!

Great. I didn't eat or drink anything, nor did I have an option to be entertained, so i answered "okay"... but those categoriesreally don't apply. Everything else was great.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

I very late and supose be in home at 12 pm from yesterday but I stiill in detroi airport

They delayed the flight for several hours and didn't even give reason.

Everything you need to know for your flight from New York to O'Hare Intl

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.