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Cheap flights from White Plains to Chicago from $121

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Chicago departing on 8/31. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:17 pm - 7:56 am
HPN
-
ORD
15h 39m
1 stop
Delta Logo
7:25 pm - 11:56 am
ORD
-
HPN
15h 31m
1 stop
$432Delta
Mon, Aug 3 - Mon, Aug 10
Delta Logo
6:49 pm - 12:02 am
HPN
-
ORD
6h 13m
1 stop
Delta Logo
6:51 am - 3:48 pm
ORD
-
HPN
7h 57m
1 stop
$433Delta
Tue, Aug 4 - Thu, Aug 13
American Airlines Logo
11:00 am - 5:25 pm
HPN
-
ORD
7h 25m
1 stop
American Airlines Logo
12:30 pm - 3:48 pm
ORD
-
HPN
2h 18mnonstop
$435American Airlines
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
4:30 pm - 6:19 pm
HPN
-
ORD
2h 49mnonstop
American Airlines Logo
8:11 am - 11:29 am
ORD
-
HPN
2h 18mnonstop
$439American Airlines
Wed, Aug 26 - Sun, Aug 30
Delta Logo
3:08 pm - 9:25 pm
HPN
-
ORD
7h 17m
1 stop
Delta Logo
7:01 am - 3:49 pm
ORD
-
HPN
7h 48m
1 stop
$444Delta
Sat, Jun 20 - Tue, Jun 23
Delta Logo
6:49 pm - 12:04 am
HPN
-
ORD
6h 15m
1 stop
Delta Logo
5:30 am - 12:09 pm
ORD
-
HPN
5h 39m
1 stop
$445Delta
Sat, Jun 27 - Sat, Jul 4
American Airlines Logo
6:30 am - 10:30 am
HPN
-
ORD
5h 00m
1 stop
American Airlines Logo
6:35 pm - 9:59 pm
ORD
-
HPN
2h 24mnonstop
$449American Airlines
Wed, Aug 26 - Sun, Aug 30
Delta Logo
12:45 pm - 8:24 pm
HPN
-
ORD
8h 39m
1 stop
Delta Logo
11:30 am - 11:45 am
ORD
-
HPN
23h 15m
1 stop
$451Delta
Thu, Nov 5 - Mon, Nov 9
American Airlines Logo
5:46 pm - 7:40 pm
HPN
-
ORD
2h 54mnonstop
American Airlines Logo
12:42 pm - 3:59 pm
ORD
-
HPN
2h 17mnonstop
$455American Airlines
Sat, Jun 27 - Wed, Jul 1
Delta Logo
6:49 pm - 12:02 am
HPN
-
ORD
6h 13m
1 stop
Delta Logo
6:51 am - 3:48 pm
ORD
-
HPN
7h 57m
1 stop
$458Delta
Thu, Aug 6 - Wed, Aug 12

Delta flights from White Plains to Chicago O'Hare Intl Airport

Our best Delta deals on White Plains to Chicago O'Hare Intl Airport flight tickets
Delta
Aug 3
HPN5:17 pmWhite Plains Westchester County
15h 39m
1 stop
ORD7:56 amChicago O'Hare Intl
Aug 10
ORD7:25 pmChicago O'Hare Intl
15h 31m
1 stop
HPN11:56 amWhite Plains Westchester County
$432
Delta
Aug 4
HPN6:49 pmWhite Plains Westchester County
6h 13m
1 stop
ORD12:02 amChicago O'Hare Intl
Aug 13
ORD6:51 amChicago O'Hare Intl
7h 57m
1 stop
HPN3:48 pmWhite Plains Westchester County
$433
Delta
Jun 20
HPN3:08 pmWhite Plains Westchester County
7h 17m
1 stop
ORD9:25 pmChicago O'Hare Intl
Jun 23
ORD7:01 amChicago O'Hare Intl
7h 48m
1 stop
HPN3:49 pmWhite Plains Westchester County
$444

American Airlines flights from White Plains to Chicago O'Hare Intl Airport

Our best American Airlines deals on White Plains to Chicago O'Hare Intl Airport flight tickets
American Airlines
Jun 27
HPN11:00 amWhite Plains Westchester County
7h 25m
1 stop
ORD5:25 pmChicago O'Hare Intl
Jul 4
ORD12:30 pmChicago O'Hare Intl
2h 18m
HPN3:48 pmWhite Plains Westchester County
$435
American Airlines
Aug 26
HPN4:30 pmWhite Plains Westchester County
2h 49m
ORD6:19 pmChicago O'Hare Intl
Aug 30
ORD8:11 amChicago O'Hare Intl
2h 18m
HPN11:29 amWhite Plains Westchester County
$439
American Airlines
Aug 26
HPN6:30 amWhite Plains Westchester County
5h 00m
1 stop
ORD10:30 amChicago O'Hare Intl
Aug 30
ORD6:35 pmChicago O'Hare Intl
2h 24m
HPN9:59 pmWhite Plains Westchester County
$449

momondo Fare Finder

 
Customize your flight search to find flights from White Plains to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated June 6, 2026.
Use the filters below to find and compare flights from White Plains to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Mon 8/3

5:17 pm-7:56 am

1 stop15h 39m

Chicago O'Hare Intl

Mon 8/10

7:25 pm-11:56 am

1 stop15h 31m

$432

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 8/4

6:49 pm-12:02 am

1 stop6h 13m

Chicago O'Hare Intl

Thu 8/13

6:51 am-3:48 pm

1 stop7h 57m

$433

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 6/27

11:00 am-5:25 pm

1 stop7h 25m

Chicago O'Hare Intl

Sat 7/4

12:30 pm-3:48 pm

Nonstop2h 18m

$435
Quickest round-trip

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 8/26

4:30 pm-6:19 pm

Nonstop2h 49m

Chicago O'Hare Intl

Sun 8/30

8:11 am-11:29 am

Nonstop2h 18m

$439

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 6/20

3:08 pm-9:25 pm

1 stop7h 17m

Chicago O'Hare Intl

Tue 6/23

7:01 am-3:49 pm

1 stop7h 48m

$444

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 6/27

6:49 pm-12:04 am

1 stop6h 15m

Chicago O'Hare Intl

Sat 7/4

5:30 am-12:09 pm

1 stop5h 39m

$445

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 8/26

6:30 am-10:30 am

1 stop5h 00m

Chicago O'Hare Intl

Sun 8/30

6:35 pm-9:59 pm

Nonstop2h 24m

$449

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 11/5

12:45 pm-8:24 pm

1 stop8h 39m

Chicago O'Hare Intl

Mon 11/9

11:30 am-11:45 am

1 stop23h 15m

$451

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 6/27

5:46 pm-7:40 pm

Nonstop2h 54m

Chicago O'Hare Intl

Wed 7/1

12:42 pm-3:59 pm

Nonstop2h 17m

$455

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Thu 8/6

6:49 pm-12:02 am

1 stop6h 13m

Chicago O'Hare Intl

Wed 8/12

6:51 am-3:48 pm

1 stop7h 57m

$458

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from White Plains to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between White Plains and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from White Plains averaging around $449.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $316. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from White Plains because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $384.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from White Plains in the evening is the least expensive time of day to depart. momondo users have found prices as low as $301 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $371. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest White Plains Westchester County to Chicago O'Hare Intl flight route?

Fly from White Plains Westchester County to Chicago O'Hare Intl for the best White Plains Westchester County - Chicago O'Hare Intl flight prices

How far in advance should I book a flight from White Plains to Chicago O'Hare Intl Airport?

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from White Plains when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $492 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from White Plains for as low as $394 on momondo.

What cabin class options are available on White Plains to Chicago O'Hare Intl Airport flights?

There are 3 cabin classes available to choose from on White Plains to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on White Plains to Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between White Plains to Chicago O'Hare Intl Airport.

How have White Plains to Chicago O'Hare Intl Airport flight prices changed over time?

As of June 2026, prices for White Plains to Chicago O'Hare Intl Airport flights are approximately 17% more expensive when compared to flights at the same time last year.

When to book flights from White Plains to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from White Plains to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap White Plains to Chicago O'Hare Intl Airport (HPN to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from White Plains to Chicago O'Hare Intl Airport

Best Price Found

$298

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from White Plains in the past 72 hours is $298. The best round-trip flight deal from White Plains to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $489.
The fastest flight from White Plains to Chicago O'Hare Intl Airport takes 2h 35m
Direct flights go from White Plains to Chicago O'Hare Intl Airport every day.
Search flight deals

Frequently asked questions about flying from White Plains to Chicago O'Hare Intl Airport

  • How far is White Plains Westchester County to Chicago O'Hare Intl by plane?

    The distance between White Plains Westchester County and Chicago O'Hare Intl is about 733.3 mi. By plane, this route typically takes 2h 35m.

  • When did momondo last update prices for flights from White Plains Westchester County Airport to Chicago O'Hare Intl Airport?

    Prices for flights from White Plains Westchester County Airport to Chicago O'Hare Intl Airport refresh daily.

  • How many operators does momondo search for flights from White Plains Westchester County Airport to Chicago O'Hare Intl Airport?

  • How old do you have to be to fly from White Plains Westchester County Airport to Chicago O'Hare Intl Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from White Plains Westchester County Airport to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The required travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago O'Hare Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from White Plains to Chicago O'Hare Intl Airport?

  • What is the most popular airline from White Plains to Chicago O'Hare Intl Airport?

Best airlines flying from White Plains to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from White Plains to Chicago O'Hare Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $380Free CancellationRating
7.1
11,651 reviews
Search American Airlines flights

  • American Airlines Flights From White Plains to Chicago O'Hare Intl Airport

    American Airlines flight deals from White Plains to Chicago O'Hare Intl Airport start from $380 round-trip. Over the 30 American Airlines flights for this route in a normal week, average airfare is usually $510 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
New Buffalo
Oak Brook
Kenosha
Joliet
Aurora
Racine
Janesville
Hammond
Evanston
Elgin
Tinley Park

Why use momondo?

Why should I use momondo to find a flight deal from White Plains to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from White Plains to Chicago. momondo saves you time and could save you money on your trip.

Can I find flights from White Plains to Chicago with flexible booking policies on momondo?

All flight searches from White Plains to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from White Plains to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from White Plains.

I’m not ready to book a flight from White Plains to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from White Plains and alert you when they change.

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