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Cheap flights from Chicago to New York from $153

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 7/8. 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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0 bags

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Find the cheapest flights from Chicago to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:29 pm - 10:50 pm
ORD
-
HPN
2h 21mnonstop
American Airlines Logo
4:30 pm - 6:19 pm
HPN
-
ORD
2h 49mnonstop
$395American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
11:53 am - 8:29 pm
ORD
-
HPN
7h 36m
1 stop
American Airlines Logo
7:12 am - 8:52 am
HPN
-
ORD
2h 40mnonstop
$405American Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
6:58 pm - 11:56 am
MDW
-
HPN
15h 58m
1 stop
Delta Logo
5:17 pm - 9:17 am
HPN
-
MDW
17h 00m
1 stop
$405Delta
Tue, Jul 21 - Mon, Aug 24
Delta Logo
7:17 pm - 11:56 am
ORD
-
HPN
15h 39m
1 stop
Delta Logo
5:17 pm - 8:27 pm
HPN
-
ORD
4h 10m
1 stop
$410Delta
Tue, Jul 21 - Wed, Aug 26
Delta Logo
6:58 pm - 11:56 am
MDW
-
HPN
15h 58m
1 stop
Delta Logo
6:00 am - 10:10 am
HPN
-
MDW
5h 10m
1 stop
$410Delta
Tue, Jul 21 - Sat, Aug 29
American Airlines Logo
8:00 am - 2:51 pm
ORD
-
HPN
5h 51m
1 stop
American Airlines Logo
10:00 am - 2:21 pm
HPN
-
ORD
5h 21m
1 stop
$415American Airlines
Sat, Aug 15 - Sat, Aug 22
Delta Logo
6:00 am - 12:08 pm
MDW
-
HPN
5h 08m
1 stop
Delta Logo
6:00 am - 10:10 am
HPN
-
MDW
5h 10m
1 stop
$415Delta
Wed, Jul 22 - Sat, Aug 29
American Airlines Logo
7:37 pm - 10:59 pm
ORD
-
HPN
2h 22mnonstop
American Airlines Logo
7:24 am - 9:05 am
HPN
-
ORD
2h 41mnonstop
$425American Airlines
Wed, Jun 17 - Wed, Jun 24
Delta Logo
7:10 am - 4:33 pm
ORD
-
HPN
8h 23m
1 stop
Delta Logo
12:45 pm - 8:24 pm
HPN
-
ORD
8h 39m
1 stop
$432Delta
Wed, Sep 2 - Thu, Sep 10
American Airlines Logo
1:59 pm - 5:16 pm
ORD
-
HPN
2h 17mnonstop
American Airlines Logo
5:29 pm - 11:30 pm
HPN
-
ORD
7h 01m
1 stop
$435American Airlines
Wed, Jun 17 - Wed, Jun 24

Delta flights from Chicago to White Plains

Our best Delta deals on Chicago to White Plains flight tickets
Delta
Jul 21
MDW6:58 pmChicago Midway
15h 58m
1 stop
HPN11:56 amWhite Plains Westchester County
Aug 25
HPN5:17 pmWhite Plains Westchester County
17h 00m
1 stop
MDW9:17 amChicago Midway
$405
Delta
Jul 21
MDW6:58 pmChicago Midway
15h 58m
1 stop
HPN11:56 amWhite Plains Westchester County
Aug 26
HPN6:00 amWhite Plains Westchester County
4h 59m
1 stop
MDW9:59 amChicago Midway
$410
Delta
Jul 22
MDW6:00 amChicago Midway
5h 08m
1 stop
HPN12:08 pmWhite Plains Westchester County
Aug 29
HPN6:00 amWhite Plains Westchester County
5h 10m
1 stop
MDW10:10 amChicago Midway
$415

American Airlines flights from Chicago to White Plains

Our best American Airlines deals on Chicago to White Plains flight tickets
American Airlines
Aug 15
ORD7:29 pmChicago O'Hare Intl
2h 21m
HPN10:50 pmWhite Plains Westchester County
Aug 22
HPN4:30 pmWhite Plains Westchester County
2h 49m
ORD6:19 pmChicago O'Hare Intl
$395
American Airlines
Aug 15
ORD11:53 amChicago O'Hare Intl
7h 36m
1 stop
HPN8:29 pmWhite Plains Westchester County
Aug 22
HPN7:12 amWhite Plains Westchester County
2h 40m
ORD8:52 amChicago O'Hare Intl
$405
American Airlines
Aug 15
ORD8:00 amChicago O'Hare Intl
5h 51m
1 stop
HPN2:51 pmWhite Plains Westchester County
Aug 22
HPN10:00 amWhite Plains Westchester County
5h 21m
1 stop
ORD2:21 pmChicago O'Hare Intl
$415

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 May 26, 2026.
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

Cheapest round-trip

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 8/15

7:29 pm-10:50 pm

Nonstop2h 21m

White Plains Westchester County

Sat 8/22

4:30 pm-6:19 pm

Nonstop2h 49m

$395

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 8/15

11:53 am-8:29 pm

1 stop7h 36m

White Plains Westchester County

Sat 8/22

7:12 am-8:52 am

Nonstop2h 40m

$405

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Tue 7/21

6:58 pm-11:56 am

1 stop15h 58m

White Plains Westchester County

Mon 8/24

5:17 pm-9:17 am

1 stop17h 00m

$405

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 7/21

7:17 pm-11:56 am

1 stop15h 39m

White Plains Westchester County

Wed 8/26

5:17 pm-8:27 pm

1 stop4h 10m

$410

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Tue 7/21

6:58 pm-11:56 am

1 stop15h 58m

White Plains Westchester County

Sat 8/29

6:00 am-10:10 am

1 stop5h 10m

$410

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 8/15

8:00 am-2:51 pm

1 stop5h 51m

White Plains Westchester County

Sat 8/22

10:00 am-2:21 pm

1 stop5h 21m

$415

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

Wed 7/22

6:00 am-12:08 pm

1 stop5h 08m

White Plains Westchester County

Sat 8/29

6:00 am-10:10 am

1 stop5h 10m

$415
Quickest round-trip

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 6/17

7:37 pm-10:59 pm

Nonstop2h 22m

White Plains Westchester County

Wed 6/24

7:24 am-9:05 am

Nonstop2h 41m

$425

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 9/2

7:10 am-4:33 pm

1 stop8h 23m

White Plains Westchester County

Thu 9/10

12:45 pm-8:24 pm

1 stop8h 39m

$432

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 6/17

1:59 pm-5:16 pm

Nonstop2h 17m

White Plains Westchester County

Wed 6/24

5:29 pm-11:30 pm

1 stop7h 01m

$435

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 New York from

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 March, then departing from Chicago during the month January is also very affordable. Most momondo users find prices during this month for around $158.

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

According to our data, Saturday is the cheapest day to fly to White Plains from Chicago. The lowest ticket price found for a Saturday departure recently was $449. 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 $533. 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 $469. In the afternoon 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

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

There are 3 cabin classes available to choose from on Chicago to White Plains 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 10% 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?

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

$335

Fastest flight time

2h 17m

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 $335. The best round-trip flight deal from Chicago to White Plains found on momondo in the last 72 hours is $459.
The fastest flight from Chicago to White Plains takes 2h 17m
Direct flights go from Chicago to White Plains every day.
There is 1 airport in White Plains. From Chicago there are direct flights to White Plains Westchester County (HPN).
Search flight deals

Frequently asked questions about flying from Chicago to White Plains

  • 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 17m.

  • 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 $380Free CancellationRating
7.1
11,629 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to White Plains

    American Airlines flight deals from Chicago to White Plains start from $380 round-trip. Over the 15 American Airlines flights for this route in a normal week, average airfare is usually $489 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.

An easier way to manage your White Plains trip

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