
Popular airlines from Westchester County Airport (HPN) to Chicago O'Hare Intl. Airport (ORD)
- Aer Lingus
Aer Lingus
- Lufthansa
Lufthansa
- British Airways
British Airways
- Turkish Airlines
Turkish Airlines
- American Airlines
American Airlines
- Air Serbia
Air Serbia
- Swiss International Air Lines
Swiss International Air Lines
- Plan, book, fly with confidence
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Cheap flights from White Plains to Chicago (HPN-ORD)
Prices were available within the past 7 days and start at €220 for one-way flights and €302 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€302 Return, found 3 days ago
€302
Return
found 3 days ago

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€324 Return, found 3 days ago
€324
Return
found 3 days ago

Sat, 1 Nov - Sun, 2 Nov
HPN
White Plains
ORD
Chicago
€326 Return, found 5 days ago
€326
Return
found 5 days ago

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€333 Return, found 3 days ago
€333
Return
found 3 days ago

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€333 Return, found 3 days ago
€333
Return
found 3 days ago

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€341 Return, found 3 days ago
€341
Return
found 3 days ago

Sat, 1 Nov - Sun, 2 Nov
HPN
White Plains
ORD
Chicago
€342 Return, found 5 days ago
€342
Return
found 5 days ago

Sun, 24 Aug - Sun, 31 Aug
HPN
White Plains
ORD
Chicago
€351 Return, found 3 days ago
€351
Return
found 3 days ago

Sat, 1 Nov - Sun, 2 Nov
HPN
White Plains
ORD
Chicago
€359 Return, found 5 days ago
€359
Return
found 5 days ago

Thu, 21 Aug - Tue, 26 Aug
HPN
White Plains
ORD
Chicago
€396 Return, found 3 days ago
€396
Return
found 3 days ago
Find the cheapest month to fly from White Plains (HPN) to Chicago (ORD)
September is typically the cheapest month to fly
From €173 - €511 per traveller.
Graph displaying average flight prices per month
Origin airport | Westchester County |
Destination airport | O'Hare Intl. |
Return price | €302 |
Distance | 1178 km |
Average flight time | 1 hour 34 mins |
Perfect flights from White Plains to Chicago
Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from White Plains to Chicago. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
Picture yourself strolling through the streets of Chicago, surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
Our flexible Westchester County to O'Hare Intl. ticket options cater to your travel preferences, with incredible one-way fares from €220 and roundtrip prices from €302. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at O'Hare Intl. and explore Chicago and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your HPN to ORD travel arrangements today and embark on the journey of a lifetime in Chicago.
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Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- New York to Chicago (LGA - ORD)
- Boston to Chicago (BOS - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Shannon to Chicago (SNN - ORD)
- Vienna to Chicago (VIE - ORD)
- Frankfurt to Chicago (FRA - ORD)
- London to Chicago (LHR - ORD)
Top Flight Destinations
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More Airlines
- LaGuardia Airport (LGA)
- Danbury Municipal Airport (DXR)
- Teterboro Airport (TEB)
- Republic Airport (FRG)
- John F. Kennedy Intl. Airport (JFK)
- Igor I. Sikorsky Memorial Airport (BDR)
- Essex County Airport (CDW)
- Stewart Intl. Airport (SWF)
- Newark Liberty Intl. Airport Airport (EWR)
- MacArthur Airport (ISP)
Expedia's Latest Trends
Flights
- Flights from New York (JFK) to London (LHR)
- Flights from New York (JFK) to Las Vegas (LAS)
- Flights from Chicago (ORD) to Shannon (SNN)
- Flights from New York (JFK) to Orlando (MCO)
- Flights from Belfast (BHD) to New York (JFK)
- Flights from Dublin (DUB) to New York (JFK)
- Flights from Shannon (SNN) to Chicago (ORD)
- Flights from New York (JFK) to Dublin (DUB)
- Flights from Chicago (ORD) to Los Angeles (LAX)
- Flights from New York (JFK) to Boston (BOS)
- Flights from New York (JFK) to Niagara Falls (IAG)
- Flights from Shannon (SNN) to New York (JFK)
- Flights from New York (LGA) to Miami (MIA)
- Flights from Las Vegas (LAS) to New York (JFK)
- Flights from Dublin (DUB) to Chicago (ORD)
- Flights from New York (JFK) to Shannon (SNN)
- Flights from Chicago (ORD) to Dublin (DUB)
- Flights from Manchester (MAN) to New York (JFK)
- Flights from Kilkelly (NOC) to New York (JFK)
- Flights from Chicago (ORD) to Minneapolis - St. Paul (MSP)
- Flights from New York (JFK) to San Francisco (SFO)
- Flights from Chicago (ORD) to Nashville (BNA)
- Flights from Cork (ORK) to New York (JFK)
- Flights from New York (LGA) to Belgrade (BZN)
- Flights from Boston (BOS) to New York (JFK)
- Flights from New York (LGA) to Chicago (ORD)
- Flights from New York (JFK) to Seattle (SEA)
- Flights from Chicago (ORD) to New York (LGA)
- Flights from New York (LGA) to Nashville (BNA)
- Flights from New York (JFK) to Nashville (BNA)
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