NYC - ORD

£52 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 8/1. 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
1 adult, Economy

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
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Flight Deals
Expert advice
Booking Insights
Flight Deals

Cheap Flights 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Tue, 30 Sep - Tue, 7 Oct
JetBlue Logo
10:30 - 12:10JFK-ORD
2h 40mdirect
JetBlue Logo
13:36 - 17:00ORD-JFK
2h 24mdirect
£98JetBlue
Find Deal
Tue, 30 Sep - Wed, 1 Oct
United Airlines Logo
18:30 - 20:07LGA-ORD
2h 37mdirect
United Airlines Logo
08:00 - 11:16ORD-LGA
2h 16mdirect
£98United Airlines
Find Deal
Tue, 14 Oct - Sat, 25 Oct
Delta Logo
10:29 - 12:18JFK-ORD
2h 49mdirect
Delta Logo
18:20 - 22:00ORD-JFK
2h 40mdirect
£101Delta
Find Deal
Wed, 28 Jan - Sat, 31 Jan
Delta Logo
08:30 - 10:22LGA-ORD
2h 52mdirect
Delta Logo
10:35 - 13:56ORD-LGA
2h 21mdirect
£101Delta
Find Deal
Tue, 28 Oct - Thu, 30 Oct
Spirit Airlines Logo
07:44 - 18:38LGA-ORD
11h 54m1 stop
Spirit Airlines Logo
11:08 - 14:03ORD-LGA
1h 55mdirect
£102Spirit Airlines
Find Deal
Tue, 21 Oct - Wed, 22 Oct
Southwest Logo
07:20 - 15:20LGA-ORD
9h 00m1 stop
Southwest Logo
12:40 - 23:20ORD-LGA
9h 40m1 stop
£103Southwest
Find Deal
Sun, 26 Oct - Sun, 2 Nov
 Logo
08:29 - 10:13LGA-ORD
2h 44mdirect
 Logo
05:11 - 11:29ORD-LGA
5h 18m1 stop
Tue, 7 Oct - Fri, 10 Oct
Spirit Airlines Logo
11:59 - 18:38LGA-ORD
7h 39m1 stop
Spirit Airlines Logo
10:27 - 22:41ORD-LGA
11h 14m1 stop
£112Spirit Airlines
Find Deal
Sat, 15 Nov - Wed, 19 Nov
Southwest Logo
06:25 - 12:15LGA-ORD
6h 50m1 stop
Southwest Logo
13:45 - 23:15ORD-LGA
8h 30m1 stop
£113Southwest
Find Deal
Sun, 21 Sep - Tue, 23 Sep
 Logo
22:56 - 09:37LGA-ORD
11h 41m1 stop
 Logo
11:13 - 14:18ORD-LGA
2h 05mdirect

Everything you should know

Our travellers' advice
AI-generated summary based on content written by travel experts and KAYAK users
American's Main Cabin Extra offers early boarding perks.
Avoid carry-on roller bags on United from Newark.
Expert advice
Expert advice
+1
+1
Expert advice
Expert advice
+1
Top airlines
JetBlue
Cheapest • from £98 (return)
Spirit Airlines
Best reviews • 6.3 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
LGA-ORD
Cheapest • 12% average savings
JFK-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 28% price drop
November
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest return fare
£98
Overall average: £149
JetBlue
Tue 30/9Tue 7/10
JFK - ORD • Direct
Cheapest one-way flight
£52
Typical prices: £80-174
Delta
Thu 8/1
JFK - ORD • Direct
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Expert advice

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 original 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.

Airports
EWR

EWR's Terminal A features dining options like Office Tavern Grill and Playa Bowls.

Read more about EWRby Harriet Baskas
LGA

LGA offers a variety of dining options in Terminal B, including Shake Shack and Hill Country BBQ.

Read more about LGAby Harriet Baskas
JFK

For a stress-free journey, consider using the AirTrain to avoid traffic jams when accessing JFK.

Read more about JFKby Harriet Baskas
ORD

Take the CTA Blue Line train from ORD to downtown Chicago for a reliable 45-minute journey.

Read more about ORDby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines, EWR, LGA and JFK

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 and ORD

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
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from New York to Chicago O'Hare Intl Airport costs £86 on the route between New York LaGuardia Airport (LGA) and Chicago O'Hare Intl Airport (ORD). Over the past month, flights between New York John F Kennedy Intl Airport (JFK) and Chicago O'Hare Intl Airport (ORD) were, on average, 12% cheaper than other New York-Chicago O'Hare Intl Airport routes. This is also the most popular route.

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, Tuesday is the cheapest day to fly on average and Sunday 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 £134 (return) on average. On the other hand, the most expensive months are December and August, where the average cost of round-trip tickets is £223 and £221 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.

Yes, flying with a stopover may cost you more time, but you can also save money on the route, with a 1 stop stopover the cheapest option at £103 on average.

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 3 weeks before departure, which saves you about 39% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know - Cheap tickets from New York to Chicago

Low seasonFebruary
Cheapest flight£52
Best time to beat the crowds (14% less expensive on average)
Most popular time to fly (1% more expensive on average)
Flight from New York John F Kennedy Airport to Chicago

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 £70 for a one-way ticket and £133 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, JetBlue, and Delta 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, Star Alliance, and SkyTeam 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.

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 £115 or less one-way and £185 or less round-trip.

Prefer to fly direct from New York to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New York to Chicago O'Hare Intl.
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, Frontier, +3 more

American Airlines, Delta, +4 more

Tuesday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Wednesday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Thursday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Friday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Saturday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Sunday

American Airlines, Delta, JetBlue, +3 more

American Airlines, Delta, +4 more

See more direct flights

Direct returns

Chicago O'Hare Intl to New York

Monday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Tuesday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Wednesday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Thursday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Friday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Saturday

American Airlines, Delta, Frontier, +3 more

American Airlines, Delta, +4 more

Sunday

American Airlines, Delta, JetBlue, +3 more

American Airlines, Delta, +4 more

See more direct flights

Reviews of the 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 8023 reviews
5.0Entertainment
6.6Boarding
5.9Comfort
7.0Crew
5.1Food
Airline reviews

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

10.0 ExcellentRonald, Sept 2025LGA - FLL
Read more Spirit Airlines reviews

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

As expected. Nothing jumps out at me as bad or wrong, but the flight was fine. No complaints with pilot or crew. The flight left on time and arrived earlier than stated. Overall, I will continue to plan on flying with Spirit.

Horrible considering I didn’t go and I bought travel insurance and I didn’t receive a refund.

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

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

Information on your arrival and departure airports

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