S$260 Cheap Flights from Chicago to New York

View S$260 flight on Sat, 15 Nov, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to LaGuardia Airport (LGA)

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

Prices were available within the past 7 days and start at S$260 for one-way flights and S$1,372 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,372 Return, found 6 days ago
S$1,372
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,372 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,385 Return, found 6 days ago
S$1,385
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,385 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,470 Return, found 6 days ago
S$1,470
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,470 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,549 Return, found 6 days ago
S$1,549
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,549 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,561 Return, found 6 days ago
S$1,561
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,561 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,562 Return, found 6 days ago
S$1,562
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,562 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,565 Return, found 6 days ago
S$1,565
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,565 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,578 Return, found 6 days ago
S$1,578
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,578 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,616 Return, found 6 days ago
S$1,616
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,616 found 6 days ago
Delta
Mon, 6 Oct - Thu, 9 Oct
MDW
Chicago
LGA
New York
S$1,637 Return, found 6 days ago
S$1,637
Return
found 6 days ago
Select Delta flight, departing Mon, 6 Oct from Chicago to New York, returning Thu, 9 Oct, priced at S$1,637 found 6 days ago

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

February is typically the cheapest month to fly

From S$146 - S$825 per traveller.

Frequently asked questions

How much is a flight from Chicago Airport to LaGuardia Airport?
Based on fares available within the last 7 days on Expedia for flights departing within the next year, round-trip journeys from Midway Intl. Airport (MDW) to LGA start from S$1,372. Make your booking today to score the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MDW to LaGuardia Airport (LGA)?
Each air carrier has its own set of terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Midway Airport to LGA 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 MDW to LGA flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago Airport to LGA?
The flight distance from Midway Intl. Airport (MDW) (MDW) to LaGuardia Airport (LGA) is just 1,150 kilometres. You'll be disembarking the plane and grabbing your suitcase from the carousel before you know it.
Which airlines fly direct from Chicago Airport to LaGuardia Airport?
Flying directly from MDW to LaGuardia Airport (LGA) is a cinch with Southwest Airlines (WN). This popular airline operates 186 flights every month.
Are Midway Airport to LGA flight tickets cheaper when they're purchased at the last minute?
Booking last minute from Chicago Airport to LGA can be hit-or-miss. It is possible to score a bargain, but then again, you could miss out entirely! If you'd prefer to start planning early, Expedia compares flight deals up to 12 months in advance. Just remember that not all airlines release their prices so far in advance. Our advice? Check back often as updates are made regularly.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
LaGuardia
Return price
S$1,372
Distance
1156 km
Average flight time
3 hours 7 mins

Book with confidence

Book with confidence

Perfect flights from Chicago to New York

Your Journey from Chicago to New York

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to New York 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. Our selection of flights from Midway Intl. to LaGuardia 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 Chicago to New York Flights

Experience the joy of finding cheap flights from Midway Intl. to LaGuardia that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$260 and roundtrip prices from S$1,372*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to New York 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 New York

Picture yourself stepping off the plane in New York 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 Chicago to New York 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 Chicago to New York.
 

Beyond the Flight – Exploring New York

With Expedia, your adventure extends beyond the flight. Explore New York 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 Chicago to New York 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 Chicago to New York with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to New York

Explore a world of travel with Expedia

Explore a world of travel with Expedia

New York Airports

New York

Newark Liberty Intl. Airport

Chicago Airports

Chicago

O'Hare Intl. to New York
S$201.80
*Available to Expedia members.