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Cheap flights from White Plains to Chicago (HPN-ORD)
Prices were available within the past 7 days and start at €267 for one-way flights and €417 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€417 Return, found 5 days ago
€417
Return
found 5 days ago
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€430 Return, found 5 days ago
€430
Return
found 5 days ago
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€435 Return, found 5 days ago
€435
Return
found 5 days ago
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€442 Return, found 5 days ago
€442
Return
found 5 days ago
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€445 Return, found 5 days ago
€445
Return
found 5 days ago
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€454 Return, found 5 days ago
€454
Return
found 5 days ago
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€454 Return, found 5 days ago
€454
Return
found 5 days ago
![Delta](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€456 Return, found 5 days ago
€456
Return
found 5 days ago
![American Airlines](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€464 Return, found 5 days ago
€464
Return
found 5 days ago
![Cape Air](http://images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/9k.gif)
Sat, 8 Mar - Sun, 9 Mar
HPN
White Plains
ORD
Chicago
€569 Return, found 5 days ago
€569
Return
found 5 days ago
Origin airport | Westchester County |
Destination airport | O'Hare Intl. |
Return price | €417 |
Distance | 1178 km |
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 €267 and roundtrip prices from €417. 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.
Frequently asked questions
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Top Routes to Chicago
- Newark Liberty Intl. Airport to Chicago (EWR - ORD)
- Zagreb to Chicago (ZAG - ORD)
- New York to Chicago (LGA - ORD)
- Cork to Chicago (ORK - ORD)
- Warsaw to Chicago (WAW - ORD)
- New York to Chicago (JFK - ORD)
- Dublin to Chicago (DUB - ORD)
- Budapest to Chicago (BUD - ORD)
- Shannon to Chicago (SNN - ORD)
- Vienna to Chicago (VIE - ORD)
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- LaGuardia Airport (LGA)
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Expedia's Latest Trends
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*Available to Expedia members.