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Cheap flights from Chicago to New York from $84

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to New York departing on 12/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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American Airlines Logo
6:39 pm - 9:59 pmORD-HPN
2h 20mnonstop
American Airlines Logo
6:30 am - 10:50 amHPN-ORD
5h 20m1 stop
$390American Airlines
Find Deal
Sat, Dec 20 - Sun, Jan 4
American Airlines Logo
2:10 pm - 5:29 pmORD-HPN
2h 19mnonstop
American Airlines Logo
4:30 pm - 6:22 pmHPN-ORD
2h 52mnonstop
$399American Airlines
Find Deal
Thu, Nov 27 - Tue, Dec 2
Delta Logo
9:59 am - 4:37 pmMDW-HPN
5h 38m1 stop
Delta Logo
6:10 am - 11:55 amHPN-MDW
6h 45m1 stop
$400Delta
Find Deal
Sat, Dec 13 - Mon, Dec 15
American Airlines Logo
1:12 pm - 8:27 pmORD-HPN
6h 15m1 stop
American Airlines Logo
5:16 pm - 9:14 pmHPN-ORD
4h 58m1 stop
$400American Airlines
Find Deal
Sat, Dec 20 - Mon, Dec 29
Delta Logo
5:30 am - 12:00 pmORD-HPN
5h 30m1 stop
Delta Logo
12:55 pm - 8:36 pmHPN-ORD
8h 41m1 stop
$407Delta
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Thu, Dec 25 - Wed, Dec 31
American Airlines Logo
1:45 pm - 10:30 pmORD-HPN
7h 45m1 stop
American Airlines Logo
12:00 pm - 1:43 pmHPN-ORD
2h 43mnonstop
$408American Airlines
Find Deal
Wed, Dec 17 - Wed, Dec 24
American Airlines Logo
12:48 pm - 3:59 pmORD-HPN
2h 11mnonstop
American Airlines Logo
11:27 am - 4:53 pmHPN-ORD
6h 26m1 stop
$409American Airlines
Find Deal
Thu, Nov 27 - Tue, Dec 2
American Airlines Logo
12:35 pm - 6:25 pmORD-HPN
4h 50m1 stop
American Airlines Logo
6:00 am - 7:51 amHPN-ORD
2h 51mnonstop
$410American Airlines
Find Deal
Fri, Feb 20 - Sun, Feb 22
American Airlines Logo
8:10 am - 11:29 amORD-HPN
2h 19mnonstop
American Airlines Logo
5:56 pm - 7:43 pmHPN-ORD
2h 47mnonstop
$411American Airlines
Find Deal
Mon, Dec 22 - Sun, Dec 28
American Airlines Logo
1:10 pm - 4:19 pmORD-HPN
2h 09mnonstop
American Airlines Logo
4:25 pm - 6:00 pmHPN-ORD
2h 35mnonstop
$419American Airlines
Find Deal
Sat, Apr 4 - Tue, Apr 7

American Airlines flights from Chicago to White Plains

Our best American Airlines deals on Chicago to White Plains flight tickets
American Airlines
Dec 20
ORD6:39 pmChicago O'Hare Intl
2h 20m
HPN9:59 pmWhite Plains Westchester County
Jan 4
HPN6:30 amWhite Plains Westchester County
5h 20m
1 stop
ORD10:50 amChicago O'Hare Intl
$390
Find similar
American Airlines
Nov 27
ORD2:10 pmChicago O'Hare Intl
2h 19m
HPN5:29 pmWhite Plains Westchester County
Dec 2
HPN4:30 pmWhite Plains Westchester County
2h 52m
ORD6:22 pmChicago O'Hare Intl
$399
Find similar
American Airlines
Dec 20
ORD1:12 pmChicago O'Hare Intl
6h 15m
1 stop
HPN8:27 pmWhite Plains Westchester County
Dec 29
HPN5:16 pmWhite Plains Westchester County
4h 58m
1 stop
ORD9:14 pmChicago O'Hare Intl
$400
Find similar

Delta flights from Chicago to White Plains

Our best Delta deals on Chicago to White Plains flight tickets
Delta
Dec 13
MDW9:59 amChicago Midway
5h 38m
1 stop
HPN4:37 pmWhite Plains Westchester County
Dec 15
HPN6:10 amWhite Plains Westchester County
6h 45m
1 stop
MDW11:55 amChicago Midway
$400
Find similar
Delta
Dec 25
ORD5:30 amChicago O'Hare Intl
5h 30m
1 stop
HPN12:00 pmWhite Plains Westchester County
Dec 31
HPN12:55 pmWhite Plains Westchester County
8h 41m
1 stop
ORD8:36 pmChicago O'Hare Intl
$407
Find similar
Delta
Dec 13
ORD5:30 amChicago O'Hare Intl
5h 30m
1 stop
HPN12:00 pmWhite Plains Westchester County
Dec 20
HPN6:55 pmWhite Plains Westchester County
6h 07m
1 stop
ORD12:02 amChicago O'Hare Intl
$434
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to White Plains 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 November 3, 2025.
Use the filters below to find and compare flights from Chicago to White Plains that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 12/20

6:39 pm-9:59 pm

Nonstop2h 20m

White Plains Westchester County

Sun 1/4

6:30 am-10:50 am

1 stop5h 20m

$390

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 11/27

2:10 pm-5:29 pm

Nonstop2h 19m

White Plains Westchester County

Tue 12/2

4:30 pm-6:22 pm

Nonstop2h 52m

$399

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Sat 12/13

9:59 am-4:37 pm

1 stop5h 38m

White Plains Westchester County

Mon 12/15

6:10 am-11:55 am

1 stop6h 45m

$400

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 12/20

1:12 pm-8:27 pm

1 stop6h 15m

White Plains Westchester County

Mon 12/29

5:16 pm-9:14 pm

1 stop4h 58m

$400

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 12/25

5:30 am-12:00 pm

1 stop5h 30m

White Plains Westchester County

Wed 12/31

12:55 pm-8:36 pm

1 stop8h 41m

$407

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 12/17

1:45 pm-10:30 pm

1 stop7h 45m

White Plains Westchester County

Wed 12/24

12:00 pm-1:43 pm

Nonstop2h 43m

$408

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 11/27

12:48 pm-3:59 pm

Nonstop2h 11m

White Plains Westchester County

Tue 12/2

11:27 am-4:53 pm

1 stop6h 26m

$409

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Fri 2/20

12:35 pm-6:25 pm

1 stop4h 50m

White Plains Westchester County

Sun 2/22

6:00 am-7:51 am

Nonstop2h 51m

$410

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 12/22

8:10 am-11:29 am

Nonstop2h 19m

White Plains Westchester County

Sun 12/28

5:56 pm-7:43 pm

Nonstop2h 47m

$411

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 4/4

1:10 pm-4:19 pm

Nonstop2h 09m

White Plains Westchester County

Tue 4/7

4:25 pm-6:00 pm

Nonstop2h 35m

$419

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to White Plains

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 Chicago and White Plains?

What is the cheapest month to fly to White Plains?

If you are unable to visit White Plains during the month of January, then departing from Chicago during the month April is also very affordable. Most momondo users find prices during this month for around $410.

What is the cheapest day to depart on your flight to White Plains?

According to our data, Tuesday is the cheapest day to fly to White Plains from Chicago. The lowest ticket price found for a Tuesday departure recently was $419. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. If your travel schedule is flexible, try to avoid departing on a Monday because tickets tend to average around $797. These prices are subject to change though, so be sure to set up a Price Alert for flights to White Plains.

What is the cheapest time of day to depart on your flight to White Plains?

The cheapest time of day to fly to White Plains is in the morning when flights can be purchased for as low as $460. In the evening is when there is more demand to fly to White Plains, so prices are often more expensive at around $493 per ticket.

What is the cheapest Chicago to White Plains Westchester County flight route?

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

How far in advance should I book a flight to White Plains?

You are more likely to see cheaper flights to White Plains from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to White Plains for around $457 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to White Plains from Chicago for as low as $246 on momondo.

What cabin class options are available on Chicago to White Plains Westchester County flights?

There are 3 cabin classes available to choose from on Chicago to White Plains Westchester County 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 Chicago to White Plains flights?

You could potentially save up to 39% on your flight if you consider stops on a Chicago to White Plains flight.

How have Chicago to White Plains flight prices changed over time?

As of November 2025, prices for Chicago to White Plains flights are approximately 4% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to White Plains

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

Cheap Chicago to White Plains (CHI to HPN) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to White Plains

Best Price Found

$398

Fastest flight time

2h 07m

Direct flights

Every day

Airports in White Plains

1 airport
The best one-way flight to White Plains from Chicago in the past 72 hours is $398. The best round-trip flight deal from Chicago to White Plains found on momondo in the last 72 hours is $452.
The fastest flight from Chicago to White Plains takes 2h 07m
Direct flights go from Chicago to White Plains every day.
There is 1 airport near White Plains: White Plains Westchester County (HPN)
Search flight deals

  • How far is Chicago to White Plains Westchester County by plane?

    The straight-line distance from Chicago to White Plains Westchester County is 719.0 mi. By plane, this route typically takes 2h 07m.

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

    Prices for flights from Chicago to White Plains Westchester County Airport are updated daily.

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

  • How old do you have to be to fly from Chicago to White Plains Westchester County 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 Chicago to White Plains Westchester County Airport.

  • What documentation or ID do you need to fly to White Plains Westchester County Airport?

    The required travel and health documents for your White Plains Westchester County 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 White Plains Westchester County 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 Chicago to White Plains?

  • What is the most popular airline from Chicago to White Plains?

Best airlines flying from Chicago to White Plains

Compare and see reviews for airlines that fly from Chicago to White Plains with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $374Free CancellationRating
7.2
11,038 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to White Plains

    American Airlines flight deals from Chicago to White Plains start from $374 round-trip. Over the 35 American Airlines flights for this route in a normal week, average airfare is usually $465 round-trip - but some users have found much cheaper deals with momondo.

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to White Plains for you.

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

Yes. All flights to White Plains from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

Once you have performed a search for Chicago to White Plains flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to White Plains from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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