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Flights from White Plains to Chicago
Cheap flight deals from White Plains to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstopHPN 07:152h 36mNonstopORD 08:51White Plains - Chicago | Sat, Apr 26 | American AirlinesORD 08:132h 14mNonstopHPN 11:27Chicago - White Plains | Sat, May 3 | American AirlinesAED 1,266 AED 1,88333% OFF33% OFFAED 1,883 AED 1,266
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HPN 16:302h 35mNonstopORD 18:05White Plains - Chicago | Sat, Apr 19 | American AirlinesORD 08:132h 14mNonstopHPN 11:27Chicago - White Plains | Sun, Apr 20 | American AirlinesAED 1,356 AED 1,88328% OFF28% OFFAED 1,883 AED 1,356
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HPN 17:1515h 34m1 stopsORD 07:49White Plains - Chicago | Wed, May 21 | Delta Air LinesORD 19:2519h 24m1 stopsHPN 15:49Chicago - White Plains | Tue, May 27 | Delta Air LinesAED 929 AED 1,88351% OFF51% OFFAED 1,883 AED 929
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HPN 12:309h 46m1 stopsORD 21:16White Plains - Chicago | Sat, Apr 19 | Delta Air LinesORD 15:0219h 50m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 21 | Delta Air LinesAED 96549% OFFAED 1,883 AED 965
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HPN 12:558h 26m1 stopsORD 20:21White Plains - Chicago | Thu, May 8 | Delta Air LinesMDW 18:2516h 33m1 stopsHPN 11:58Chicago - White Plains | Mon, May 12 | Delta Air LinesAED 1,04145% OFFAED 1,883 AED 1,041
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HPN 17:1516h 25m1 stopsMDW 08:40White Plains - Chicago | Fri, Apr 18 | Delta Air LinesORD 18:1516h 37m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 21 | Delta Air LinesAED 1,06743% OFFAED 1,883 AED 1,067
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HPN 17:1520h 13m1 stopsMDW 12:28White Plains - Chicago | Fri, May 9 | Delta Air LinesORD 19:2515h 33m1 stopsHPN 11:58Chicago - White Plains | Fri, May 16 | Delta Air LinesAED 1,10042% OFFAED 1,883 AED 1,100
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HPN 12:329h 13m1 stopsORD 20:45White Plains - Chicago | Thu, Apr 17 | Delta Air LinesORD 17:0517h 47m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 21 | Delta Air LinesAED 1,10941% OFFAED 1,883 AED 1,109
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HPN 16:298h 29m1 stopsORD 23:58White Plains - Chicago | Wed, May 14 | Delta Air LinesORD 06:0015h 12m1 stopsHPN 22:12Chicago - White Plains | Sat, May 17 | Delta Air LinesAED 1,12840% OFFAED 1,883 AED 1,128
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HPN 12:4910h 33m1 stopsMDW 22:22White Plains - Chicago | Sat, Apr 26 | Delta Air LinesORD 12:488h 30m1 stopsHPN 22:18Chicago - White Plains | Wed, Apr 30 | Delta Air LinesAED 1,12840% OFFAED 1,883 AED 1,128
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HPN 18:4014h 59m1 stopsORD 08:39White Plains - Chicago | Fri, Apr 25 | Delta Air LinesORD 06:0410h 56m1 stopsHPN 18:00Chicago - White Plains | Tue, Apr 29 | Delta Air LinesAED 1,12840% OFFAED 1,883 AED 1,128
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HPN 16:296h 53m1 stopsMDW 22:22White Plains - Chicago | Sun, Apr 20 | Delta Air LinesORD 06:459h 3m1 stopsHPN 16:48Chicago - White Plains | Sat, Apr 26 | Delta Air LinesAED 1,17038% OFFAED 1,883 AED 1,170
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Fri, Apr 11 | Normal AirlineCHI 15:006hNonstopHPN 16:00Chicago - White Plains | Sun, Apr 13 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopHPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Wed, Jun 4 | American AirlinesAED 1,460 AED 2,04528% OFF28% OFFAED 2,045 AED 1,460
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HPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Sat, May 24 | American AirlinesAED 1,473 AED 2,04528% OFF28% OFFAED 2,045 AED 1,473
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HPN 06:006h 53m1 stopsMDW 11:53White Plains - Chicago | Mon, May 26 | Delta Air LinesAED 357 AED 2,04583% OFF83% OFFAED 2,045 AED 357
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HPN 12:5521h 56m1 stopsORD 09:51White Plains - Chicago | Wed, Jun 4 | Delta Air LinesAED 51375% OFFAED 2,045 AED 513
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HPN 17:1516h 25m1 stopsMDW 08:40White Plains - Chicago | Wed, Apr 16 | Delta Air LinesAED 51575% OFFAED 2,045 AED 515
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HPN 12:559h 5m1 stopsORD 21:00White Plains - Chicago | Sat, May 17 | Delta Air LinesAED 57972% OFFAED 2,045 AED 579
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HPN 09:4014h 52m1 stopsORD 23:32White Plains - Chicago | Thu, May 1 | Jetblue AirwaysAED 62569% OFFAED 2,045 AED 625
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HPN 10:4415h 14m1 stopsORD 00:58White Plains - Chicago | Sat, Apr 26 | Jetblue AirwaysAED 64069% OFFAED 2,045 AED 640
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HPN 07:3017h 50m1 stopsORD 00:20White Plains - Chicago | Tue, Apr 29 | Jetblue AirwaysAED 64069% OFFAED 2,045 AED 640
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HPN 06:3518h 45m1 stopsORD 00:20White Plains - Chicago | Wed, Apr 30 | Jetblue AirwaysAED 65868% OFFAED 2,045 AED 658
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HPN 09:3514h 57m1 stopsORD 23:32White Plains - Chicago | Sat, May 10 | Jetblue AirwaysAED 66767% OFFAED 2,045 AED 667
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HPN 10:4415h 14m1 stopsORD 00:58White Plains - Chicago | Fri, Apr 25 | Jetblue AirwaysAED 68067% OFFAED 2,045 AED 680
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Fri, Apr 11 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from White Plains (HPN) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from White Plains to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from White Plains (HPN) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around AED 1,434. -
How long does it take to fly from White Plains (HPN) to Chicago (CHI)?
It takes about 2 hours 35 minutes to fly from White Plains (HPN) to Chicago (CHI). -
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
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What are the most popular airlines that fly from White Plains (HPN) to Chicago (CHI)?
Airlines with flights from White Plains (HPN) to Chicago (CHI): Qatar Airways, American Airlines and Alaska Airlines. -
What's the most popular airline for non-stop flights from White Plains (HPN) to Chicago (CHI)?
United Airlines operates 2 non-stop flights from White Plains (HPN) to Chicago (CHI). -
How many airports are there in Chicago (CHI)?
There are 3 airport(s) near Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.
How to find a cheap flight from White Plains to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from White Plains to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest White Plains to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for White Plains to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Wed, Jun 4 at AED 1460 for one-way flights.
Compare cheap White Plains to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from White Plains to Chicago. The cheapest airline operating is American Airlines.
Set up a Price Alert
By setting up a Price Alert for your White Plains to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
Don't miss cheap White Plains to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from White Plains to Chicago to get exclusive deals for you.
Flight Info | White Plains to Chicago
Cheapest one-way flight price | AED 357 |
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Cheapest return ticket price | AED 1,265 |
Off-season for travel | April |
Peak season for travel | January |
Flight distance | 1,162.96 km |
Average flight time | 2 hours 35 minutes |
Popular airline | American Airlines |
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