S$89 Cheap Flights from New York to Chicago

View S$89 flight on Sat, 30 Aug, 2025Opens in a new window

Popular airlines from LaGuardia Airport (LGA) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from New York to Chicago (LGA-ORD)

Prices were available within the past 7 days and start at S$89 for one-way flights and S$176 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$176 Return, found 3 days ago
S$176
Return
found 3 days ago
Select Delta flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$176 found 3 days ago
Delta
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$188 Return, found 3 days ago
S$188
Return
found 3 days ago
Select Delta flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$188 found 3 days ago
United
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$193 Return, found 3 days ago
S$193
Return
found 3 days ago
Select United flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$193 found 3 days ago
Delta
Tue, 19 Aug - Tue, 26 Aug
LGA
New York
ORD
Chicago
S$202 Return, found 16 hours ago
S$202
Return
found 16 hours ago
Select Delta flight, departing Tue, 19 Aug from New York to Chicago, returning Tue, 26 Aug, priced at S$202 found 16 hours ago
United
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$204 Return, found 3 days ago
S$204
Return
found 3 days ago
Select United flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$204 found 3 days ago
American Airlines
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$207 Return, found 3 days ago
S$207
Return
found 3 days ago
Select American Airlines flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$207 found 3 days ago
United
Tue, 19 Aug - Wed, 20 Aug
LGA
New York
ORD
Chicago
S$207 Return, found 3 days ago
S$207
Return
found 3 days ago
Select United flight, departing Tue, 19 Aug from New York to Chicago, returning Wed, 20 Aug, priced at S$207 found 3 days ago
Delta
Tue, 19 Aug - Tue, 26 Aug
LGA
New York
ORD
Chicago
S$209 Return, found 16 hours ago
S$209
Return
found 16 hours ago
Select Delta flight, departing Tue, 19 Aug from New York to Chicago, returning Tue, 26 Aug, priced at S$209 found 16 hours ago
Delta
Fri, 5 Sep - Sun, 7 Sep
LGA
New York
ORD
Chicago
S$214 Return, found 1 day ago
S$214
Return
found 1 day ago
Select Delta flight, departing Fri, 5 Sep from New York to Chicago, returning Sun, 7 Sep, priced at S$214 found 1 day ago
Delta
Tue, 19 Aug - Tue, 26 Aug
LGA
New York
ORD
Chicago
S$215 Return, found 16 hours ago
S$215
Return
found 16 hours ago
Select Delta flight, departing Tue, 19 Aug from New York to Chicago, returning Tue, 26 Aug, priced at S$215 found 16 hours ago

Find the cheapest month to fly from New York (LGA) to Chicago (ORD)

April is typically the cheapest month to fly

From S$81 - S$261 per traveller.

Graph displaying average flight prices per month

New York to Chicago route information
Origin airport
LaGuardia
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$176
Distance
1170 km
Average flight time
1 hour 36 mins

Perfect flights from New York to Chicago

Your Journey from New York to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from New York to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from LaGuardia to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with New York to Chicago Flights

Experience the joy of finding cheap flights from LaGuardia to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$89 and roundtrip prices from S$176*.
 

Pre-Flight Essentials

Ensure a smooth journey from New York to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your New York to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from New York to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from New York to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from New York to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from LaGuardia Airport (LGA) to ORD?
Round-trip flights between LGA and O'Hare Airport start from S$176. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year --- book ASAP to avoid missing out. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from LGA to O'Hare Airport?
This differs between airlines, as each has its own set of terms and conditions. Visit the Customer Service Portal, where you'll find easy-to-follow instructions on how to cancel your flight online.
How do I find cheap flights from LaGuardia Airport (LGA) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for LGA to O'Hare Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from LaGuardia Airport to O'Hare Intl. Airport (ORD)?
The journey from LaGuardia Airport to O'Hare Airport takes only 2 hours and 50 minutes, so don't get too cosy. Chances are the next time you peek out the window you'll be descending into Chicago.
How far is the flight from LaGuardia Airport to ORD?
With a flight distance of 1,200 kilometres, it's only a short hop from LGA to ORD. It might be a quick one, but it's still worth packing something to read.
Which airlines fly direct from LaGuardia Airport to O'Hare Airport?
American Airlines (AA) is the preferred choice for many travellers. It operates 386 flights from LGA to O'Hare Airport each month. Another carrier operating on this route is United Airlines (UA). You'll have 347 flights a month to select from.
Are LGA to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally find a bargain, with some of the cheapest fares from LaGuardia Airport (LGA) to ORD appearing a few weeks before the date of departure. If you'd rather book ahead of time, Expedia compares and updates the best flight deals regularly --- as early as 12 months in advance in some cases. It depends on the carrier though, as not all airlines advertise prices that far in advance.

Explore a world of travel with Expedia

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*Available to Expedia members.