Cheap Flights from New York (JFK) to Chicago (ORD)

View AU$124 flight on Sat, 29 Aug 2026Opens in a new window

Popular airlines from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)

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Cheap Flights from New York (JFK) to Chicago (ORD)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 29 Aug - Wed, 2 Sept
JFK
New York
ORD
Chicago
AU$249 Return, found 2 days ago
AU$249
Return
found 2 days ago
Select Delta flight, departing Sat, 29 Aug from New York to Chicago, returning Wed, 2 Sept, priced at AU$249 found 2 days ago
Delta
Tue, 1 Sept - Sat, 12 Sept
JFK
New York
ORD
Chicago
AU$262 Return, found 1 day ago
AU$262
Return
found 1 day ago
Select Delta flight, departing Tue, 1 Sept from New York to Chicago, returning Sat, 12 Sept, priced at AU$262 found 1 day ago
Delta
Wed, 10 Feb - Sat, 13 Feb
JFK
New York
ORD
Chicago
AU$277 Return, found 2 days ago
AU$277
Return
found 2 days ago
Select Delta flight, departing Wed, 10 Feb from New York to Chicago, returning Sat, 13 Feb, priced at AU$277 found 2 days ago
American Airlines
Sat, 4 July - Wed, 8 July
JFK
New York
ORD
Chicago
AU$284 Return, found 5 days ago
AU$284
Return
found 5 days ago
Select American Airlines flight, departing Sat, 4 July from New York to Chicago, returning Wed, 8 July, priced at AU$284 found 5 days ago
Delta
Tue, 1 Sept - Sat, 12 Sept
JFK
New York
ORD
Chicago
AU$289 Return, found 1 day ago
AU$289
Return
found 1 day ago
Select Delta flight, departing Tue, 1 Sept from New York to Chicago, returning Sat, 12 Sept, priced at AU$289 found 1 day ago
American Airlines
Sat, 29 Aug - Wed, 2 Sept
JFK
New York
ORD
Chicago
AU$291 Return, found 2 days ago
AU$291
Return
found 2 days ago
Select American Airlines flight, departing Sat, 29 Aug from New York to Chicago, returning Wed, 2 Sept, priced at AU$291 found 2 days ago
Delta
Mon, 3 Aug - Fri, 7 Aug
JFK
New York
ORD
Chicago
AU$296 Return, found 1 day ago
AU$296
Return
found 1 day ago
Select Delta flight, departing Mon, 3 Aug from New York to Chicago, returning Fri, 7 Aug, priced at AU$296 found 1 day ago
Delta
Tue, 1 Sept - Sat, 12 Sept
JFK
New York
ORD
Chicago
AU$303 Return, found 1 day ago
AU$303
Return
found 1 day ago
Select Delta flight, departing Tue, 1 Sept from New York to Chicago, returning Sat, 12 Sept, priced at AU$303 found 1 day ago
American Airlines
Wed, 10 Feb - Fri, 12 Feb
JFK
New York
ORD
Chicago
AU$305 Return, found 2 days ago
AU$305
Return
found 2 days ago
Select American Airlines flight, departing Wed, 10 Feb from New York to Chicago, returning Fri, 12 Feb, priced at AU$305 found 2 days ago
Alaska Airlines
Thu, 23 July - Wed, 29 July
JFK
New York
ORD
Chicago
AU$964 Return, found 4 days ago
AU$964
Return
found 4 days ago
Select Alaska Airlines flight, departing Thu, 23 July from New York to Chicago, returning Wed, 29 July, priced at AU$964 found 4 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from AU$535
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from AU$535

Frequently asked questions

How much does a flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $392 and $1,890 and return flights often range between $931 and $2,489. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.
What is the cheapest month to fly from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
January is typically the cheapest month to fly from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares of approximately 595 AUD. This is about 16% lower than the average price throughout the year. January often sees lower prices because it falls after the busy holiday travel season, when demand tends to decrease. Other cheap months to fly from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) include February and September.
Which airlines fly direct from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Enter JFK to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveller to traveller. If you like to fly early, B6 offers early morning flights. If price is the most important factor, F9 typically offers the lowest fares. DL offers the most daily flights from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When you're planning a trip from New York (JFK) to Chicago (ORD), it's helpful to know the best times to fly. Based on booking data from the past year, the cheapest months to find a return flight are typically January and February, with average prices around 595 AUD. However, the most popular months for travel are October and July, which means you'll find plenty of flight options during those times. While there isn't a single month that is both the cheapest and most popular, if you're looking for the best value, aiming for early in the year could save you money, while mid-year and autumn offer more flexibility with schedules.
How many flights per day from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 14 nonstop flights per day from John F. Kennedy International Airport (JFK) to O'Hare International Airport (ORD). For even more choice, look at flights that include layovers, as there are around 137 connecting flights per day. Some common connection points include Logan International (BOS), Hartsfield-Jackson Atlanta International (ATL), and Charlotte-Douglas International (CLT).
What is the earliest flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 5:25 AM local time, operated by American Airlines. This is a seasonal service active in May. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from New York, NY (JFK-John F. Kennedy Intl.) (JFK) to Chicago, IL (ORD-O'Hare Intl.) (ORD) on a Friday, with around 76 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Delta Air Lines, American Airlines, and JetBlue Airways. Fridays offer notably more flight options compared to other days of the week.
What are the most popular departure times for flights from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from John F. Kennedy Intl. (JFK) to O'Hare Intl. (ORD) are in the morning, from 9am to 12pm. Around 25 AUD% of passengers reckon this time window's best. Heaps of major carriers, including American Airlines and Delta Air Lines, offer flights during this window. This timing works well because it allows you to start your travel day a bit later while still arriving at your destination with plenty of time.
How long does it take to fly from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from JFK to ORD typically takes around 3 hours, covering approximately 738 miles. Connecting flights on this route usually add 4 hours 50 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for JFK to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from John F. Kennedy Intl. (JFK)?
From John F. Kennedy Intl. (JFK), you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD) in Chicago. Some flights may connect through major hubs like Ronald Reagan Washington National (DCA), Hartsfield-Jackson Atlanta Intl. (ATL), Logan Intl. (BOS) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your New York, NY (JFK-John F. Kennedy Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
John F. Kennedy Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta
Return price
AU$249
Distance
1180 km
Average flight time
1 hour 58 mins

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Your quick guide to flights from New York to Chicago

Pick up great flights from New York to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from New York to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from New York to Chicago that take around hours.

Find cheap flights from New York to Chicago

From the great flight deals with prices currently ranging from AU$249 to AU$964, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from New York to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in August.

Reasons to book your flight from New York to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from New York to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from New York to Chicago

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