S$101 Cheap Flights from New York to Chicago

View S$101 flight on Thu, 22 Jan, 2026Opens 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$101 for one-way flights and S$202 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, 22 Jan - Thu, 29 Jan
LGA
New York
ORD
Chicago
S$202 Return, found 1 hour ago
S$202
Return
found 1 hour ago
Select Delta flight, departing Thu, 22 Jan from New York to Chicago, returning Thu, 29 Jan, priced at S$202 found 1 hour ago
Delta
Wed, 19 Nov - Thu, 27 Nov
LGA
New York
ORD
Chicago
S$203 Return, found 10 hours ago
S$203
Return
found 10 hours ago
Select Delta flight, departing Wed, 19 Nov from New York to Chicago, returning Thu, 27 Nov, priced at S$203 found 10 hours ago
Delta
Mon, 24 Nov - Thu, 27 Nov
LGA
New York
ORD
Chicago
S$204 Return, found 10 hours ago
S$204
Return
found 10 hours ago
Select Delta flight, departing Mon, 24 Nov from New York to Chicago, returning Thu, 27 Nov, priced at S$204 found 10 hours ago
Delta
Sat, 8 Nov - Mon, 10 Nov
LGA
New York
ORD
Chicago
S$215 Return, found 1 day ago
S$215
Return
found 1 day ago
Select Delta flight, departing Sat, 8 Nov from New York to Chicago, returning Mon, 10 Nov, priced at S$215 found 1 day ago
Delta
Wed, 19 Nov - Tue, 25 Nov
LGA
New York
ORD
Chicago
S$220 Return, found 10 hours ago
S$220
Return
found 10 hours ago
Select Delta flight, departing Wed, 19 Nov from New York to Chicago, returning Tue, 25 Nov, priced at S$220 found 10 hours ago
Delta
Thu, 20 Nov - Thu, 27 Nov
LGA
New York
ORD
Chicago
S$222 Return, found 10 hours ago
S$222
Return
found 10 hours ago
Select Delta flight, departing Thu, 20 Nov from New York to Chicago, returning Thu, 27 Nov, priced at S$222 found 10 hours ago
Delta
Wed, 1 Oct - Fri, 3 Oct
LGA
New York
ORD
Chicago
S$228 Return, found 2 days ago
S$228
Return
found 2 days ago
Select Delta flight, departing Wed, 1 Oct from New York to Chicago, returning Fri, 3 Oct, priced at S$228 found 2 days ago
Delta
Sat, 10 Jan - Sat, 17 Jan
LGA
New York
ORD
Chicago
S$229 Return, found 6 days ago
S$229
Return
found 6 days ago
Select Delta flight, departing Sat, 10 Jan from New York to Chicago, returning Sat, 17 Jan, priced at S$229 found 6 days ago
United
Sat, 10 Jan - Sat, 17 Jan
LGA
New York
ORD
Chicago
S$247 Return, found 6 days ago
S$247
Return
found 6 days ago
Select United flight, departing Sat, 10 Jan from New York to Chicago, returning Sat, 17 Jan, priced at S$247 found 6 days ago
American Airlines
Sat, 10 Jan - Sat, 17 Jan
LGA
New York
ORD
Chicago
S$254 Return, found 6 days ago
S$254
Return
found 6 days ago
Select American Airlines flight, departing Sat, 10 Jan from New York to Chicago, returning Sat, 17 Jan, priced at S$254 found 6 days 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.

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$202. 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.

Travel information

Travel information

Origin airport
LaGuardia
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, United
Return price
S$202
Distance
1170 km
Average flight time
1 hour 33 mins

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Perfect flights from New York to Chicago

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from New York to Chicago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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S$241.10
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