Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from White Plains to Chicago from $139

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

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.
JetBlue Logo
8:30 am - 11:44 pm
HPN
-
ORD
16h 14m
1 stop
JetBlue Logo
2:45 pm - 10:59 pm
ORD
-
HPN
7h 14m
1 stop
$396JetBlue
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
4:30 pm - 6:22 pm
HPN
-
ORD
2h 52mnonstop
American Airlines Logo
7:29 pm - 10:55 pm
ORD
-
HPN
2h 26mnonstop
$397American Airlines
Wed, Dec 9 - Sun, Dec 13
American Airlines Logo
7:12 am - 8:52 am
HPN
-
ORD
2h 40mnonstop
American Airlines Logo
6:35 pm - 9:59 pm
ORD
-
HPN
2h 24mnonstop
$397American Airlines
Sat, Aug 29 - Sun, Aug 30
American Airlines Logo
5:35 pm - 7:29 pm
HPN
-
ORD
2h 54mnonstop
American Airlines Logo
7:34 pm - 10:59 pm
ORD
-
HPN
2h 25mnonstop
$397American Airlines
Fri, Sep 18 - Wed, Sep 23
American Airlines Logo
7:12 am - 8:52 am
HPN
-
ORD
2h 40mnonstop
American Airlines Logo
7:09 am - 2:51 pm
ORD
-
HPN
6h 42m
1 stop
$397American Airlines
Sat, Sep 5 - Sun, Sep 6
American Airlines Logo
4:30 pm - 6:19 pm
HPN
-
ORD
2h 49mnonstop
American Airlines Logo
6:35 pm - 9:59 pm
ORD
-
HPN
2h 24mnonstop
$397American Airlines
Sat, Aug 15 - Mon, Aug 17
American Airlines Logo
4:30 pm - 6:22 pm
HPN
-
ORD
2h 52mnonstop
American Airlines Logo
8:09 am - 11:29 am
ORD
-
HPN
2h 20mnonstop
$397American Airlines
Sat, Oct 10 - Sun, Oct 11
Delta Logo
4:29 pm - 11:52 pm
HPN
-
ORD
8h 23m
1 stop
Delta Logo
10:55 am - 3:48 pm
ORD
-
HPN
3h 53m
1 stop
$401Delta
Tue, Oct 27 - Tue, Nov 3
Delta Logo
6:00 am - 12:41 pm
HPN
-
ORD
7h 41m
1 stop
Delta Logo
5:30 am - 2:29 pm
ORD
-
HPN
7h 59m
1 stop
$401Delta
Tue, Sep 8 - Sat, Sep 12
Delta Logo
4:29 pm - 8:52 pm
HPN
-
ORD
5h 23m
1 stop
Delta Logo
9:59 am - 4:42 pm
ORD
-
HPN
5h 43m
1 stop
$401Delta
Sat, Oct 31 - Wed, Nov 4

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

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
Sep 18
HPN5:35 pmWhite Plains Westchester County
2h 54m
ORD7:29 pmChicago O'Hare Intl
Sep 23
ORD7:34 pmChicago O'Hare Intl
2h 25m
HPN10:59 pmWhite Plains Westchester County
$397
American Airlines
Sep 5
HPN7:12 amWhite Plains Westchester County
2h 40m
ORD8:52 amChicago O'Hare Intl
Sep 6
ORD1:25 pmChicago O'Hare Intl
4h 03m
1 stop
HPN6:28 pmWhite Plains Westchester County
$399
American Airlines
Sep 18
HPN5:35 pmWhite Plains Westchester County
2h 54m
ORD7:29 pmChicago O'Hare Intl
Sep 23
ORD7:47 amChicago O'Hare Intl
6h 05m
1 stop
HPN2:52 pmWhite Plains Westchester County
$407

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
HPN4:29 pmWhite Plains Westchester County
5h 23m
1 stop
ORD8:52 pmChicago O'Hare Intl
Nov 7
ORD5:27 amChicago O'Hare Intl
5h 36m
1 stop
HPN12:03 pmWhite Plains Westchester County
$401
Delta
Aug 27
HPN5:17 pmWhite Plains Westchester County
4h 13m
1 stop
ORD8:30 pmChicago O'Hare Intl
Aug 29
ORD5:30 amChicago O'Hare Intl
7h 59m
1 stop
HPN2:29 pmWhite Plains Westchester County
$417
Delta
Sep 29
HPN12:40 pmWhite Plains Westchester County
4h 33m
1 stop
ORD4:13 pmChicago O'Hare Intl
Oct 2
ORD7:30 pmChicago O'Hare Intl
15h 26m
1 stop
HPN11:56 amWhite Plains Westchester County
$427

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 August 2, 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

Sat 9/5

8:30 am-11:44 pm

1 stop16h 14m

Chicago O'Hare Intl

Sun 9/6

2:45 pm-10:59 pm

1 stop7h 14m

$396

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Wed 12/9

4:30 pm-6:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sun 12/13

7:29 pm-10:55 pm

Nonstop2h 26m

$397
Quickest round-trip

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 8/29

7:12 am-8:52 am

Nonstop2h 40m

Chicago O'Hare Intl

Sun 8/30

6:35 pm-9:59 pm

Nonstop2h 24m

$397

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Fri 9/18

5:35 pm-7:29 pm

Nonstop2h 54m

Chicago O'Hare Intl

Wed 9/23

7:34 pm-10:59 pm

Nonstop2h 25m

$397

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 9/5

7:12 am-8:52 am

Nonstop2h 40m

Chicago O'Hare Intl

Sun 9/6

7:09 am-2:51 pm

1 stop6h 42m

$397

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 8/15

4:30 pm-6:19 pm

Nonstop2h 49m

Chicago O'Hare Intl

Mon 8/17

6:35 pm-9:59 pm

Nonstop2h 24m

$397

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 10/10

4:30 pm-6:22 pm

Nonstop2h 52m

Chicago O'Hare Intl

Sun 10/11

8:09 am-11:29 am

Nonstop2h 20m

$397

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 10/27

4:29 pm-11:52 pm

1 stop8h 23m

Chicago O'Hare Intl

Tue 11/3

10:55 am-3:48 pm

1 stop3h 53m

$401

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Tue 9/8

6:00 am-12:41 pm

1 stop7h 41m

Chicago O'Hare Intl

Sat 9/12

5:30 am-2:29 pm

1 stop7h 59m

$401

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

Sat 10/31

4:29 pm-8:52 pm

1 stop5h 23m

Chicago O'Hare Intl

Wed 11/4

9:59 am-4:42 pm

1 stop5h 43m

$401

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $575.
The lowest price recently found on this route was $396.

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 $322. 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 $401.

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 $316 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 $505 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 $474 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 August 2026, prices for White Plains to Chicago O'Hare Intl Airport flights are approximately 351% 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

$295

Fastest flight time

2h 36m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from White Plains in the past 72 hours is $295. The best round-trip flight deal from White Plains to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $424.
The fastest flight from White Plains to Chicago O'Hare Intl Airport takes 2h 36m
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 36m.

  • 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 $383Free CancellationRating
7.1
11,845 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 $383 round-trip. Over the 21 American Airlines flights for this route in a normal week, average airfare is usually $523 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
Schaumburg
South Haven
Merrillville
Rockford
Gurnee
Rosemont
Orland Park
Oak Brook
Naperville
Joliet
New Buffalo
Kenosha
Hammond
Aurora
Racine
Janesville
Elgin
Evanston
South Holland

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.

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Tue 9/1
Tue 9/8
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago