
Popular airlines from John F. Kennedy Intl. Airport (JFK) to Chicago O'Hare Intl. Airport (ORD)
- American Airlines
American Airlines
- Delta
Delta
- Plan, book, fly with confidence
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Cheap Flights from New York to Chicago (JFK-ORD)
Prices were available within the past 7 days and start at S$88 for one-way flights and S$201 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, 13 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$201 Return, found 1 day ago
S$201
Return
found 1 day ago

Tue, 19 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$202 Return, found 6 days ago
S$202
Return
found 6 days ago

Wed, 13 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$227 Return, found 1 day ago
S$227
Return
found 1 day ago

Tue, 19 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$228 Return, found 6 days ago
S$228
Return
found 6 days ago

Tue, 12 Aug - Tue, 19 Aug
JFK
New York
ORD
Chicago
S$234 Return, found 3 days ago
S$234
Return
found 3 days ago

Tue, 5 Aug - Tue, 12 Aug
JFK
New York
ORD
Chicago
S$241 Return, found 4 days ago
S$241
Return
found 4 days ago

Tue, 23 Sep - Tue, 30 Sep
JFK
New York
ORD
Chicago
S$246 Return, found 3 days ago
S$246
Return
found 3 days ago

Tue, 19 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$254 Return, found 6 days ago
S$254
Return
found 6 days ago

Sat, 23 Aug - Mon, 25 Aug
JFK
New York
ORD
Chicago
S$257 Return, found 10 hours ago
S$257
Return
found 10 hours ago

Wed, 20 Aug - Fri, 22 Aug
JFK
New York
ORD
Chicago
S$258 Return, found 1 day ago
S$258
Return
found 1 day ago
Find the cheapest month to fly from New York (JFK) to Chicago (ORD)
September is typically the cheapest month to fly
From S$141 - S$235 per traveller.
Graph displaying average flight prices per month
Origin airport | John F. Kennedy Intl. |
Destination airport | O'Hare Intl. |
Airlines serving | American Airlines, Delta |
Return price | S$201 |
Distance | 1180 km |
Average flight time | 1 hour 53 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. Our selection of flights from John F. Kennedy Intl. 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 John F. Kennedy Intl. 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$88 and roundtrip prices from S$201*.
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.
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Popular flights from New York
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Popular flights to Chicago
- Los Angeles to Chicago (LAX - ORD)
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- Bangkok to Chicago (BKK - ORD)
- Hong Kong to Chicago (HKG - ORD)
- Jakarta to Chicago (CGK - ORD)
- Paris to Chicago (CDG - ORD)
- Manila to Chicago (MNL - ORD)
- Seattle to Chicago (SEA - ORD)
- Beijing to Chicago (PEK - ORD)
- London to Chicago (LHR - ORD)
- Singapore to Chicago (SIN - ORD)
- Atlanta to Chicago (ATL - ORD)
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Popular flights to Chicago
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Chicago Airports
Chicago
New York Airports
New York
S$194.60
Newark Liberty Intl. Airport
Expedia's Latest Trends
Flights
Vancouver to Niagara Falls (YVR - IAG)Chicago to San Francisco (ORD - SFO)Chicago to Buffalo (ORD - BUF)Newark Liberty Intl. Airport to Buffalo (EWR - BUF)Chicago to Beijing (ORD - PEK)Newark Liberty Intl. Airport to Chicago (EWR - ORD)New York to Niagara Falls (JFK - IAG)Singapore to Buffalo (SIN - BUF)Ithaca to Singapore (ITH - SIN)Chicago to Newark Liberty Intl. Airport (ORD - EWR)Los Angeles to Chicago (LAX - ORD)Singapore to Chicago (SIN - ORD)Chicago to Boston (ORD - BOS)Chicago to Cedar Rapids (ORD - CID)New York to Buffalo (JFK - BUF)San Francisco to Chicago (SFO - ORD)Singapore to Niagara Falls (SIN - IAG)Buffalo to Los Angeles (BUF - LAX)Buffalo to New York (BUF - JFK)New York to Ithaca (JFK - ITH)New York to Chicago (LGA - ORD)Chicago to New York (ORD - LGA)Chicago to New York (ORD - JFK)Chicago to New York (ORD - NYC)Chicago to Singapore (ORD - SIN)Singapore to Rochester (SIN - ROC)Chicago to Columbia (ORD - COU)Singapore to Ithaca (SIN - ITH)Chicago to Los Angeles (ORD - LAX)Chicago to Minneapolis (ORD - MSP)
*Available to Expedia members.