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Cheap flights from White Plains to Chicago from $149

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from White Plains to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:22 pm - 8:30 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
4h 08m1 stop Detroit Metropolitan Wayne County
Delta Logo
7:05 am - 11:49 amORD  Chicago O'Hare Intl-HPN White Plains Westchester County
3h 44m1 stop Detroit Metropolitan Wayne County
$381Delta
Wed, Nov 4 - Tue, Nov 10
Delta Logo
6:40 pm - 11:57 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
6h 17m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 2:29 pmORD  Chicago O'Hare Intl-HPN White Plains Westchester County
6h 59m1 stop Atlanta Hartsfield-Jackson
$381Delta
Tue, Oct 27 - Sat, Oct 31
Delta Logo
12:30 pm - 6:30 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
7h 00m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 12:13 pmORD  Chicago O'Hare Intl-HPN White Plains Westchester County
5h 43m1 stop Atlanta Hartsfield-Jackson
$381Delta
Wed, Nov 11 - Sat, Nov 14
American Airlines Logo
6:03 am - 7:47 amHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
2h 44mnonstop
American Airlines Logo
8:09 am - 11:29 amORD  Chicago O'Hare Intl-HPN White Plains Westchester County
2h 20mnonstop
$401American Airlines
Sat, Mar 6 - Sat, Mar 20
American Airlines Logo
6:16 am - 8:00 amHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
2h 44mnonstop
American Airlines Logo
7:30 pm - 10:56 pmORD  Chicago O'Hare Intl-HPN White Plains Westchester County
2h 26mnonstop
$401American Airlines
Wed, Oct 14 - Wed, Oct 21
Delta Logo
5:18 pm - 8:46 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
4h 28m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:30 am - 12:01 pmORD  Chicago O'Hare Intl-HPN White Plains Westchester County
5h 31m1 stop Atlanta Hartsfield-Jackson
$401Delta
Wed, Dec 30 - Sat, Jan 2
Delta Logo
3:08 pm - 9:35 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
7h 27m1 stop Minneapolis St Paul
Delta Logo
7:00 am - 11:57 amORD  Chicago O'Hare Intl-HPN White Plains Westchester County
3h 57m1 stop Detroit Metropolitan Wayne County
$401Delta
Wed, Dec 16 - Sat, Dec 19
American Airlines Logo
7:35 am - 9:30 amHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
2h 55mnonstop
American Airlines Logo
6:33 pm - 9:59 pmORD  Chicago O'Hare Intl-HPN White Plains Westchester County
2h 26mnonstop
$401American Airlines
Wed, Dec 16 - Sat, Dec 19
American Airlines Logo
12:13 pm - 1:59 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
2h 46mnonstop
American Airlines Logo
8:14 am - 11:29 amORD  Chicago O'Hare Intl-HPN White Plains Westchester County
2h 15mnonstop
$401American Airlines
Sat, Nov 7 - Tue, Nov 10
American Airlines Logo
5:54 pm - 7:46 pmHPN  White Plains Westchester County-ORD Chicago O'Hare Intl
2h 52mnonstop
American Airlines Logo
8:09 am - 11:29 amORD  Chicago O'Hare Intl-HPN White Plains Westchester County
2h 20mnonstop
$401American Airlines
Wed, Oct 28 - Sat, Oct 31

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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
Oct 27
HPN6:40 pmWhite Plains Westchester County
6h 17m
1 stop
ORD11:57 pmChicago O'Hare Intl
Oct 31
ORD6:30 amChicago O'Hare Intl
6h 59m
1 stop
HPN2:29 pmWhite Plains Westchester County
$381
Delta
Oct 13
HPN5:22 pmWhite Plains Westchester County
4h 08m
1 stop
ORD8:30 pmChicago O'Hare Intl
Oct 21
ORD7:00 amChicago O'Hare Intl
3h 50m
1 stop
HPN11:50 amWhite Plains Westchester County
$407
Delta
Oct 24
HPN12:30 pmWhite Plains Westchester County
4h 56m
1 stop
ORD4:26 pmChicago O'Hare Intl
Oct 26
ORD8:29 amChicago O'Hare Intl
6h 19m
1 stop
HPN3:48 pmWhite Plains Westchester County
$417

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
Nov 4
HPN6:05 amWhite Plains Westchester County
2h 55m
ORD8:00 amChicago O'Hare Intl
Nov 10
ORD7:29 pmChicago O'Hare Intl
2h 19m
HPN10:48 pmWhite Plains Westchester County
$401
American Airlines
Nov 4
HPN4:36 pmWhite Plains Westchester County
2h 54m
ORD6:30 pmChicago O'Hare Intl
Nov 10
ORD6:57 amChicago O'Hare Intl
6h 33m
1 stop
HPN2:30 pmWhite Plains Westchester County
$411
American Airlines
Oct 6
HPN6:16 amWhite Plains Westchester County
2h 44m
ORD8:00 amChicago O'Hare Intl
Oct 14
ORD8:09 amChicago O'Hare Intl
2h 20m
HPN11:29 amWhite Plains Westchester County
$427

momondo Fare Finder

 
Use the filters below to find and compare flights from White Plains to Chicago O'Hare Intl Airport that are best for you.

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Route

Depart

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Price

Cheapest round-trip

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 11/4

5:22 pm-8:30 pm

1 stop4h 08m

Chicago O'Hare Intl

Tue 11/10

7:05 am-11:49 am

1 stop3h 44m

$381

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Tue 10/27

6:40 pm-11:57 pm

1 stop6h 17m

Chicago O'Hare Intl

Sat 10/31

6:30 am-2:29 pm

1 stop6h 59m

$381

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 11/11

12:30 pm-6:30 pm

1 stop7h 00m

Chicago O'Hare Intl

Sat 11/14

5:30 am-12:13 pm

1 stop5h 43m

$381

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Sat 3/6

6:03 am-7:47 am

Nonstop2h 44m

Chicago O'Hare Intl

Sat 3/20

8:09 am-11:29 am

Nonstop2h 20m

$401

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 10/14

6:16 am-8:00 am

Nonstop2h 44m

Chicago O'Hare Intl

Wed 10/21

7:30 pm-10:56 pm

Nonstop2h 26m

$401

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 12/30

5:18 pm-8:46 pm

1 stop4h 28m

Chicago O'Hare Intl

Sat 1/2

5:30 am-12:01 pm

1 stop5h 31m

$401

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 12/16

3:08 pm-9:35 pm

1 stop7h 27m

Chicago O'Hare Intl

Sat 12/19

7:00 am-11:57 am

1 stop3h 57m

$401

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 12/16

7:35 am-9:30 am

Nonstop2h 55m

Chicago O'Hare Intl

Sat 12/19

6:33 pm-9:59 pm

Nonstop2h 26m

$401
Quickest round-trip

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Sat 11/7

12:13 pm-1:59 pm

Nonstop2h 46m

Chicago O'Hare Intl

Tue 11/10

8:14 am-11:29 am

Nonstop2h 15m

$401

White PlainsChicago

HPN White Plains Westchester County - ORD Chicago O'Hare Intl

HPNORD

White Plains Westchester County

Wed 10/28

5:54 pm-7:46 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sat 10/31

8:09 am-11:29 am

Nonstop2h 20m

$401

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?

Prices are currently low for flights on this route.

Typical prices usually range from $452 to $581.
The lowest price recently found on this route was $381.

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

The month of March is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from White Plains averaging around $455.

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 Saturday when prices can be found for as low as $331. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday 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 $412.

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 $331 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $372. 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 $504 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 $462 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 September 2026, prices for White Plains to Chicago O'Hare Intl Airport flights are approximately 3% 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

$149

Fastest flight time

2h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from White Plains in the past 72 hours is $149. The best round-trip flight deal from White Plains to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $381.
The fastest flight from White Plains to Chicago O'Hare Intl Airport takes 2h 40m
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 40m.

  • 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 $384Free CancellationRating
7.1
12,075 reviews
Search American Airlines flights

Traveling to a place near Chicago?

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Skokie

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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