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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 06:002h 30mNonstopORD 07:30White Plains - Chicago | Sat, Jun 28 | American AirlinesORD 08:192h 9mNonstopHPN 11:28Chicago - White Plains | Mon, Jun 30 | American AirlinesAED 1,369 AED 1,78223% OFF23% OFFAED 1,782 AED 1,369
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HPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Sat, May 17 | American AirlinesORD 08:222h 7mNonstopHPN 11:29Chicago - White Plains | Sun, May 18 | American AirlinesAED 1,390 AED 1,78222% OFF22% OFFAED 1,782 AED 1,390
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HPN 06:2917h 48m1 stopsORD 23:17White Plains - Chicago | Sat, May 31 | Delta Air LinesORD 06:009h 34m1 stopsHPN 16:34Chicago - White Plains | Wed, Jun 4 | Delta Air LinesAED 897 AED 1,78250% OFF50% OFFAED 1,782 AED 897
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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 94447% OFFAED 1,782 AED 944
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HPN 06:2911h 18m1 stopsORD 16:47White Plains - Chicago | Sat, Jun 7 | Delta Air LinesORD 19:5912h 48m1 stopsHPN 09:47Chicago - White Plains | Mon, Jun 9 | Delta Air LinesAED 1,03442% OFFAED 1,782 AED 1,034
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HPN 12:5519h 54m1 stopsORD 07:49White Plains - Chicago | Mon, Jun 2 | Delta Air LinesORD 09:0025h 58m1 stopsHPN 11:58Chicago - White Plains | Mon, Jun 9 | Delta Air LinesAED 1,03442% OFFAED 1,782 AED 1,034
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HPN 12:4519h 37m1 stopsORD 07:22White Plains - Chicago | Wed, Jul 9 | Delta Air LinesORD 19:3515h 9m1 stopsHPN 11:44Chicago - White Plains | Mon, Jul 14 | Delta Air LinesAED 1,09239% OFFAED 1,782 AED 1,092
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HPN 18:525h 25m1 stopsORD 23:17White Plains - Chicago | Sat, May 17 | Delta Air LinesORD 07:107h 39m1 stopsHPN 15:49Chicago - White Plains | Tue, May 20 | Delta Air LinesAED 1,11937% OFFAED 1,782 AED 1,119
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HPN 16:295h 58m1 stopsMDW 21:27White Plains - Chicago | Thu, May 29 | Delta Air LinesORD 19:2519h 24m1 stopsHPN 15:49Chicago - White Plains | Tue, Jun 3 | Delta Air LinesAED 1,14036% OFFAED 1,782 AED 1,140
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HPN 15:097h 18m1 stopsMDW 21:27White Plains - Chicago | Fri, May 30 | Delta Air LinesORD 11:0523h 53m1 stopsHPN 11:58Chicago - White Plains | Tue, Jun 3 | Delta Air LinesAED 1,14036% OFFAED 1,782 AED 1,140
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HPN 16:297h 48m1 stopsORD 23:17White Plains - Chicago | Sat, May 24 | Delta Air LinesORD 11:053h 44m1 stopsHPN 15:49Chicago - White Plains | Sat, May 31 | Delta Air LinesAED 1,15335% OFFAED 1,782 AED 1,153
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HPN 16:2917h 6m1 stopsORD 08:35White Plains - Chicago | Fri, Jun 6 | Delta Air LinesORD 05:3515h 50m1 stopsHPN 22:25Chicago - White Plains | Fri, Jun 13 | Delta Air LinesAED 1,15335% OFFAED 1,782 AED 1,153
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Tue, May 13 | Normal AirlineCHI 15:006hNonstopHPN 16:00Chicago - White Plains | Thu, May 15 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstopHPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Wed, Jun 4 | American AirlinesAED 1,482 AED 1,91723% OFF23% OFFAED 1,917 AED 1,482
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HPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Sat, May 24 | American AirlinesAED 1,495 AED 1,91722% OFF22% OFFAED 1,917 AED 1,495
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HPN 12:5521h 56m1 stopsORD 09:51White Plains - Chicago | Wed, Jun 4 | Delta Air LinesAED 522 AED 1,91773% OFF73% OFFAED 1,917 AED 522
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HPN 07:0016h 41m1 stopsMDW 22:41White Plains - Chicago | Thu, May 29 | Jetblue AirwaysAED 55571% OFFAED 1,917 AED 555
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HPN 07:0016h 41m1 stopsMDW 22:41White Plains - Chicago | Sun, May 25 | Jetblue AirwaysAED 56171% OFFAED 1,917 AED 561
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HPN 06:296h 24m1 stopsMDW 11:53White Plains - Chicago | Sat, Jun 7 | Delta Air LinesAED 58270% OFFAED 1,917 AED 582
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HPN 09:3514h 54m1 stopsORD 23:29White Plains - Chicago | Sat, Jun 7 | Jetblue AirwaysAED 61668% OFFAED 1,917 AED 616
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HPN 09:3514h 57m1 stopsORD 23:32White Plains - Chicago | Sat, May 17 | Jetblue AirwaysAED 62767% OFFAED 1,917 AED 627
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HPN 09:3516h 1m1 stopsORD 00:36White Plains - Chicago | Mon, Jun 2 | Jetblue AirwaysAED 67465% OFFAED 1,917 AED 674
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HPN 12:497h1 stopsORD 18:49White Plains - Chicago | Tue, Jun 10 | Delta Air LinesAED 68564% OFFAED 1,917 AED 685
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HPN 07:3016h 2m1 stopsMDW 22:32White Plains - Chicago | Thu, Jun 12 | Jetblue AirwaysAED 69864% OFFAED 1,917 AED 698
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HPN 06:3518h 30m1 stopsORD 00:05White Plains - Chicago | Fri, May 16 | Jetblue AirwaysAED 70963% OFFAED 1,917 AED 709
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Tue, May 13 | 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 1,455. -
How long does it take to fly from White Plains (HPN) to Chicago (CHI)?
It takes about 2 hours 34 minutes to fly from White Plains (HPN) to Chicago (CHI). -
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. -
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 1482 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 521 |
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Cheapest return ticket price | AED 1,368 |
Off-season for travel | April |
Peak season for travel | February |
Flight distance | 1,162.96 km |
Average flight time | 2 hours 34 minutes |
Popular airline | Delta Air Lines |
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