Cheap Flights from White Plains to Chicago
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Flights from White Plains to Chicago
Cheap Flights from White Plains to Chicago starting at RM 627
We've found these cheap flights for you. You can book one-way or return flight tickets.
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Round-trip
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One way
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Cheapest nonstop
HPN 16:302h 35mNonstopORD 18:05White Plains - Chicago | Sat, Apr 19 | American Airlines
ORD 08:132h 14mNonstopHPN 11:27Chicago - White Plains | Sun, Apr 20 | American AirlinesRM 1,654 RM 2,06920% OFF20% OFFRM 2,069 RM 1,654 -
HPN 16:302h 35mNonstopORD 18:05White Plains - Chicago | Sat, Apr 12 | American Airlines
ORD 08:132h 14mNonstopHPN 11:27Chicago - White Plains | Sat, Apr 19 | American AirlinesRM 1,738 RM 2,06916% OFF16% OFFRM 2,069 RM 1,738
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HPN 12:356h 27m1 stopsMDW 18:02White Plains - Chicago | Thu, Apr 3 | Delta Air Lines
ORD 06:005h 3m1 stopsHPN 12:03Chicago - White Plains | Wed, Apr 9 | Delta Air LinesRM 1,017 RM 2,06951% OFF51% OFFRM 2,069 RM 1,017 -
HPN 17:2416h 19m1 stopsMDW 08:43White Plains - Chicago | Tue, Apr 8 | Delta Air Lines
MDW 09:2025h 32m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 14 | Delta Air LinesRM 1,09947% OFFRM 2,069 RM 1,099
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HPN 17:1515h 34m1 stopsORD 07:49White Plains - Chicago | Wed, May 21 | Delta Air Lines
ORD 19:2519h 24m1 stopsHPN 15:49Chicago - White Plains | Tue, May 27 | Delta Air LinesRM 1,13345% OFFRM 2,069 RM 1,133
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HPN 12:309h 46m1 stopsORD 21:16White Plains - Chicago | Sat, Apr 19 | Delta Air Lines
ORD 15:0219h 50m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 21 | Delta Air LinesRM 1,17743% OFFRM 2,069 RM 1,177
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HPN 12:359h 10m1 stopsORD 20:45White Plains - Chicago | Wed, Apr 9 | Delta Air Lines
ORD 15:0219h 50m1 stopsHPN 11:52Chicago - White Plains | Tue, Apr 15 | Delta Air LinesRM 1,22441% OFFRM 2,069 RM 1,224
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HPN 12:3220h 17m1 stopsORD 07:49White Plains - Chicago | Tue, May 6 | Delta Air Lines
ORD 19:2515h 33m1 stopsHPN 11:58Chicago - White Plains | Fri, May 9 | Delta Air LinesRM 1,22541% OFFRM 2,069 RM 1,225
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HPN 17:2420h 12m1 stopsMDW 12:36White Plains - Chicago | Wed, Mar 26 | Delta Air Lines
ORD 06:458h 55m1 stopsHPN 16:40Chicago - White Plains | Tue, Apr 1 | Delta Air LinesRM 1,25939% OFFRM 2,069 RM 1,259
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HPN 12:558h 26m1 stopsORD 20:21White Plains - Chicago | Thu, May 8 | Delta Air Lines
MDW 18:2516h 33m1 stopsHPN 11:58Chicago - White Plains | Mon, May 12 | Delta Air LinesRM 1,27039% OFFRM 2,069 RM 1,270
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HPN 17:1516h 25m1 stopsMDW 08:40White Plains - Chicago | Fri, Apr 18 | Delta Air Lines
ORD 18:1516h 37m1 stopsHPN 11:52Chicago - White Plains | Mon, Apr 21 | Delta Air LinesRM 1,30137% OFFRM 2,069 RM 1,301
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HPN 17:2416h 48m1 stopsORD 09:12White Plains - Chicago | Wed, Apr 2 | Delta Air Lines
ORD 06:458h 55m1 stopsHPN 16:40Chicago - White Plains | Sat, Apr 5 | Delta Air LinesRM 1,32836% OFFRM 2,069 RM 1,328
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Fri, Mar 28 | Normal Airline
CHI 15:006hNonstopHPN 16:00Chicago - White Plains | Sun, Mar 30 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
HPN 07:152h 30mNonstopORD 08:45White Plains - Chicago | Sat, May 24 | American AirlinesRM 1,796 RM 2,19518% OFF18% OFFRM 2,195 RM 1,796
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HPN 12:002h 36mNonstopORD 13:36White Plains - Chicago | Sat, Apr 5 | American AirlinesRM 1,844 RM 2,19516% OFF16% OFFRM 2,195 RM 1,844
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HPN 08:3515h 49m1 stopsMDW 23:24White Plains - Chicago | Tue, Apr 8 | Jetblue AirwaysRM 627 RM 2,19571% OFF71% OFFRM 2,195 RM 627 -
HPN 12:3221h 49m1 stopsORD 09:21White Plains - Chicago | Wed, Apr 16 | Delta Air LinesRM 62871% OFFRM 2,195 RM 628
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HPN 12:3221h 8m1 stopsMDW 08:40White Plains - Chicago | Sun, Apr 20 | Delta Air LinesRM 67469% OFFRM 2,195 RM 674
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HPN 12:359h 10m1 stopsORD 20:45White Plains - Chicago | Tue, Apr 8 | Delta Air LinesRM 68269% OFFRM 2,195 RM 682
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HPN 12:559h 5m1 stopsORD 21:00White Plains - Chicago | Sat, May 17 | Delta Air LinesRM 70668% OFFRM 2,195 RM 706
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HPN 09:4015h 6m1 stopsORD 23:46White Plains - Chicago | Sat, Apr 5 | Jetblue AirwaysRM 83362% OFFRM 2,195 RM 833
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HPN 07:3018h 28m1 stopsORD 00:58White Plains - Chicago | Mon, Apr 21 | Jetblue AirwaysRM 83962% OFFRM 2,195 RM 839
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HPN 17:2416h 19m1 stopsMDW 08:43White Plains - Chicago | Mon, Apr 7 | Delta Air LinesRM 92657% OFFRM 2,195 RM 926
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HPN 06:0017h 22m1 stopsMDW 22:22White Plains - Chicago | Mon, May 5 | Delta Air LinesRM 95356% OFFRM 2,195 RM 953
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HPN 17:1520h 26m1 stopsORD 12:41White Plains - Chicago | Fri, May 16 | Delta Air LinesRM 96256% OFFRM 2,195 RM 962
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HPN 13:0017h 25m1 stopsCHI Invalid DateWhite Plains - Chicago | Fri, Mar 28 | 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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FAQ
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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 RM 1,748. -
How long does it take to fly from White Plains (HPN) to Chicago (CHI)?
It takes about 2 hours 31 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 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, 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 direct flights from White Plains (HPN) to Chicago (CHI). -
How many airports in Chicago (CHI)?
There are 3 airport(s) in 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.
Be flexible with your travel dates to get the cheapest flight from White Plains to Chicago.
Simply tap "Date" on the flight search bar to browse through the calendar and check out airfare from White Plains to Chicago over the next 6 months in 2025. If you're planning to fly within the next three months, it looks like the most affordable option is on Sat, May 24, with one-way flights priced at just RM 1796.
Compare cheap flight deals from White Plains to Chicago across hundreds of airlines.
With our extensive search, you can compare prices from over 500 airlines to find the cheapest flight tickets from White Plains to Chicago. The cheapest airline for this route is American Airlines.
Set up a Price Alert
By setting up a Price Alert for your journey from White Plains to Chicago, you can easily keep an eye on ticket prices without having to check every day.
Don't miss out on cheap flight deals and promo codes from White Plains to Chicago.
You can always find the latest offers through Trip.com Deals and Promo Codes for cheap flights. By signing up for a free membership, you'll get access to even more deals for your flights.
Book early or wait until the last minute.
It's usually best to book early. Flight tickets are often cheapest when they're first released, typically about a year before the departure date. So, have a look online as soon as the flights you're interested in become available. If you miss the cheapest time, you might still find some good deals as the departure date gets closer.
Search for flights on the go.
For the best travel flight booking experience, download the Trip.com app. You can search for cheap flights from White Plains to Chicago and snag some exclusive deals just for you.
Flight Information from White Plains to Chicago
| Cheapest direct flight price | RM 625 |
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| Cheapest return ticket price | RM 1,653 |
| Off-season for travel | February |
| Peak season for travel | December |
| Flight distance | 1,162.96km |
| Average flight time | 2 hours 31 minutes |
| Popular airline | Delta Air Lines |
Plan Your Trip Around Chicago
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