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Cheap flights from Chicago to New York from $118

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 10/23. 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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Cheap round-trip flights

Multiple Airlines Logo
2:47 pm - 12:39 pmORD-HPN
20h 52m2 stops
Multiple Airlines Logo
12:10 pm - 11:28 pmHPN-ORD
12h 18m1 stop
$248Multiple Airlines
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Wed, Nov 5 - Mon, Nov 10
Multiple Airlines Logo
2:47 pm - 12:34 pmORD-HPN
20h 47m2 stops
Multiple Airlines Logo
12:10 pm - 11:28 pmHPN-ORD
12h 18m1 stop
$268Multiple Airlines
Find Deal
Tue, Nov 11 - Mon, Nov 17
Multiple Airlines Logo
5:28 pm - 11:29 amORD-HPN
17h 01m2 stops
Multiple Airlines Logo
12:10 pm - 11:28 pmHPN-ORD
12h 18m1 stop
$271Multiple Airlines
Find Deal
Wed, Oct 29 - Fri, Oct 31
Delta Logo
6:45 am - 10:09 pmORD-HPN
14h 24m2 stops
Delta Logo
5:17 pm - 8:04 amHPN-ORD
15h 47m1 stop
$338Delta
Find Deal
Thu, Nov 27 - Wed, Dec 3
American Airlines Logo
6:29 pm - 9:59 pmORD-HPN
2h 30mnonstop
American Airlines Logo
6:00 am - 7:36 amHPN-ORD
2h 36mnonstop
$349American Airlines
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Wed, Oct 22 - Sat, Oct 25
Delta Logo
5:08 pm - 12:07 pmORD-HPN
17h 59m1 stop
Delta Logo
3:08 pm - 9:36 pmHPN-ORD
7h 28m1 stop
$351Delta
Find Deal
Mon, Nov 17 - Tue, Nov 25
Delta Logo
8:55 am - 10:09 pmORD-HPN
12h 14m2 stops
Delta Logo
3:08 pm - 9:36 pmHPN-ORD
7h 28m1 stop
$356Delta
Find Deal
Tue, Nov 18 - Tue, Nov 25
American Airlines Logo
5:20 am - 1:00 pmORD-HPN
6h 40m1 stop
American Airlines Logo
4:30 pm - 6:11 pmHPN-ORD
2h 41mnonstop
$359American Airlines
Find Deal
Wed, Oct 22 - Sat, Oct 25
American Airlines Logo
6:39 pm - 9:59 pmORD-HPN
2h 20mnonstop
American Airlines Logo
7:25 am - 9:10 amHPN-ORD
2h 45mnonstop
$379American Airlines
Find Deal
Sat, Dec 20 - Sat, Jan 17
American Airlines Logo
8:21 am - 11:29 amORD-HPN
2h 08mnonstop
American Airlines Logo
7:10 am - 8:54 amHPN-ORD
2h 44mnonstop
$380American Airlines
Find Deal
Wed, Nov 5 - Mon, Nov 10

Delta flights from Chicago to White Plains

Our best Delta deals on Chicago to White Plains flight tickets
Delta
Nov 27
ORD6:45 amChicago O'Hare Intl
14h 24m
2 stops
HPN10:09 pmWhite Plains Westchester County
Dec 3
HPN5:17 pmWhite Plains Westchester County
15h 47m
1 stop
ORD8:04 amChicago O'Hare Intl
$338
Find similar
Delta
Nov 17
ORD5:08 pmChicago O'Hare Intl
17h 59m
1 stop
HPN12:07 pmWhite Plains Westchester County
Nov 25
HPN3:08 pmWhite Plains Westchester County
7h 28m
1 stop
ORD9:36 pmChicago O'Hare Intl
$351
Find similar
Delta
Nov 18
ORD8:55 amChicago O'Hare Intl
12h 14m
2 stops
HPN10:09 pmWhite Plains Westchester County
Nov 25
HPN3:08 pmWhite Plains Westchester County
7h 28m
1 stop
ORD9:36 pmChicago O'Hare Intl
$356
Find similar

American Airlines flights from Chicago to White Plains

Our best American Airlines deals on Chicago to White Plains flight tickets
American Airlines
Oct 22
ORD6:29 pmChicago O'Hare Intl
2h 30m
HPN9:59 pmWhite Plains Westchester County
Oct 25
HPN6:00 amWhite Plains Westchester County
2h 36m
ORD7:36 amChicago O'Hare Intl
$349
Find similar
American Airlines
Oct 22
ORD5:20 amChicago O'Hare Intl
6h 40m
1 stop
HPN1:00 pmWhite Plains Westchester County
Oct 25
HPN4:30 pmWhite Plains Westchester County
2h 41m
ORD6:11 pmChicago O'Hare Intl
$359
Find similar
American Airlines
Dec 20
ORD6:39 pmChicago O'Hare Intl
2h 20m
HPN9:59 pmWhite Plains Westchester County
Jan 17
HPN7:25 amWhite Plains Westchester County
2h 45m
ORD9:10 amChicago O'Hare Intl
$379
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 September 16, 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

Wed 11/5

2:47 pm-12:39 pm

2 stops20h 52m

White Plains Westchester County

Mon 11/10

12:10 pm-11:28 pm

1 stop12h 18m

$248

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 11/11

2:47 pm-12:34 pm

2 stops20h 47m

White Plains Westchester County

Mon 11/17

12:10 pm-11:28 pm

1 stop12h 18m

$268

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 10/29

5:28 pm-11:29 am

2 stops17h 01m

White Plains Westchester County

Fri 10/31

12:10 pm-11:28 pm

1 stop12h 18m

$271

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Thu 11/27

6:45 am-10:09 pm

2 stops14h 24m

White Plains Westchester County

Wed 12/3

5:17 pm-8:04 am

1 stop15h 47m

$338

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 10/22

6:29 pm-9:59 pm

Nonstop2h 30m

White Plains Westchester County

Sat 10/25

6:00 am-7:36 am

Nonstop2h 36m

$349

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Mon 11/17

5:08 pm-12:07 pm

1 stop17h 59m

White Plains Westchester County

Tue 11/25

3:08 pm-9:36 pm

1 stop7h 28m

$351

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Tue 11/18

8:55 am-10:09 pm

2 stops12h 14m

White Plains Westchester County

Tue 11/25

3:08 pm-9:36 pm

1 stop7h 28m

$356

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 10/22

5:20 am-1:00 pm

1 stop6h 40m

White Plains Westchester County

Sat 10/25

4:30 pm-6:11 pm

Nonstop2h 41m

$359

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Sat 12/20

6:39 pm-9:59 pm

Nonstop2h 20m

White Plains Westchester County

Sat 1/17

7:25 am-9:10 am

Nonstop2h 45m

$379

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

Wed 11/5

8:21 am-11:29 am

Nonstop2h 08m

White Plains Westchester County

Mon 11/10

7:10 am-8:54 am

Nonstop2h 44m

$380

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 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 $411. 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 $452. 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 $463 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?

No. A direct flight is the cheapest option for a flight between Chicago to White Plains.

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

As of September 2025, prices for Chicago to White Plains flights are approximately 61% more expensive 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

$288

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 $288. 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 08m.

  • 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 $358Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to White Plains

    American Airlines flight deals from Chicago to White Plains start from $358 round-trip. Over the 28 American Airlines flights for this route in a normal week, average airfare is usually $459 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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