
Popular airlines from John F. Kennedy Intl. Airport (JFK) to Chicago O'Hare Intl. Airport (ORD)
- American Airlines
American Airlines
- Delta
Delta
- JetBlue Airways
JetBlue Airways
- 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$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.

Tue, 19 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$176 Return, found 1 day ago
S$176
Return
found 1 day ago

Tue, 19 Aug - Wed, 20 Aug
JFK
New York
ORD
Chicago
S$188 Return, found 1 day ago
S$188
Return
found 1 day ago

Mon, 4 Aug - Wed, 13 Aug
JFK
New York
ORD
Chicago
S$194 Return, found 18 hours ago
S$194
Return
found 18 hours ago

Wed, 20 Aug - Sat, 6 Sep
JFK
New York
ORD
Chicago
S$195 Return, found 5 days ago
S$195
Return
found 5 days ago

Tue, 19 Aug - Tue, 26 Aug
JFK
New York
ORD
Chicago
S$201 Return, found 4 days ago
S$201
Return
found 4 days ago

Mon, 4 Aug - Fri, 15 Aug
JFK
New York
ORD
Chicago
S$202 Return, found 18 hours ago
S$202
Return
found 18 hours ago

Wed, 20 Aug - Thu, 21 Aug
JFK
New York
ORD
Chicago
S$208 Return, found 5 days ago
S$208
Return
found 5 days ago

Fri, 5 Sep - Tue, 9 Sep
JFK
New York
ORD
Chicago
S$214 Return, found 1 day ago
S$214
Return
found 1 day ago

Fri, 5 Sep - Tue, 9 Sep
JFK
New York
ORD
Chicago
S$227 Return, found 1 day ago
S$227
Return
found 1 day ago

Fri, 5 Sep - Tue, 9 Sep
JFK
New York
ORD
Chicago
S$260 Return, found 1 day ago
S$260
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$140 - S$215 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, JetBlue Airways |
Return price | S$176 |
Distance | 1180 km |
Average flight time | 1 hour 56 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, JetBlue Airways, 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$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 Chicago. 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
- New York to Mumbai (JFK - BOM)
- New York to Hong Kong (JFK - HKG)
- New York to Paris (JFK - CDG)
- New York to Delhi (JFK - DEL)
- New York to Barcelona (JFK - BCN)
- New York to Madrid (JFK - MAD)
- New York to New Orleans (JFK - MSY)
- New York to Rome (JFK - FCO)
- New York to Athens (JFK - ATH)
- New York to London (JFK - LHR)
- New York to Lisbon (JFK - LIS)
- New York to Paris (JFK - ORY)
Popular flights to Chicago
- Los Angeles to Chicago (LAX - ORD)
- Washington to Chicago (DCA - ORD)
- Bangkok to Chicago (BKK - ORD)
- Roanoke to Chicago (ROA - ORD)
- Jakarta to Chicago (CGK - ORD)
- Delhi to Chicago (DEL - ORD)
- Charlotte to Chicago (CLT - ORD)
- Washington to Chicago (IAD - ORD)
- Baltimore to Chicago (BWI - ORD)
- London to Chicago (LHR - ORD)
- Singapore to Chicago (SIN - ORD)
- Atlanta to Chicago (ATL - ORD)
Popular flights from New York
Popular flights to Chicago
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Chicago Airports
Chicago
New York Airports
New York
S$176.00
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.