Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to New York from $106

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 5/11. 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
0 bags

Discover deals from 900+ travel sites with momondo.

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

Find the cheapest flights from Chicago to New York

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
1:12 pm - 8:59 pm
ORD
-
HPN
6h 47m
1 stop
Multiple Airlines Logo
8:00 am - 11:16 pm
HPN
-
ORD
16h 16m
1 stop
$246Multiple Airlines
jue., may. 7 - dom., may. 10
Multiple Airlines Logo
6:34 pm - 8:59 pm
ORD
-
HPN
25h 25m
2 stops
Multiple Airlines Logo
6:09 pm - 11:16 pm
HPN
-
ORD
6h 07m
1 stop
$259Multiple Airlines
mié., may. 13 - lun., may. 18
Multiple Airlines Logo
8:42 pm - 12:47 pm
ORD
-
HPN
15h 05m
2 stops
Multiple Airlines Logo
12:08 pm - 11:37 pm
HPN
-
ORD
12h 29m
1 stop
$262Multiple Airlines
mar., feb. 24 - vie., feb. 27
Multiple Airlines Logo
1:12 pm - 8:59 pm
ORD
-
HPN
6h 47m
1 stop
Multiple Airlines Logo
8:00 am - 12:17 pm
HPN
-
ORD
29h 17m
2 stops
$272Multiple Airlines
jue., may. 7 - dom., may. 10
Multiple Airlines Logo
7:00 am - 11:28 am
ORD
-
HPN
27h 28m
2 stops
Multiple Airlines Logo
12:08 pm - 11:37 pm
HPN
-
ORD
12h 29m
1 stop
$314Multiple Airlines
lun., feb. 23 - vie., feb. 27
American Airlines Logo
12:50 pm - 3:59 pm
ORD
-
HPN
2h 09mnonstop
American Airlines Logo
6:30 am - 8:20 am
HPN
-
ORD
2h 50mnonstop
$355American Airlines
mié., mar. 25 - sáb., mar. 28
American Airlines Logo
7:12 am - 1:07 pm
ORD
-
HPN
4h 55m
1 stop
American Airlines Logo
6:30 am - 8:20 am
HPN
-
ORD
2h 50mnonstop
$365American Airlines
mié., mar. 25 - sáb., mar. 28
Delta Logo
10:45 am - 6:18 pm
MDW
-
HPN
6h 33m
1 stop
Delta Logo
12:48 pm - 5:22 pm
HPN
-
MDW
5h 34m
1 stop
$385Delta
sáb., mar. 14 - mié., mar. 18
Delta Logo
9:35 am - 3:48 pm
MDW
-
HPN
5h 13m
1 stop
Delta Logo
4:29 pm - 10:28 pm
HPN
-
MDW
6h 59m
1 stop
$419Delta
vie., abr. 10 - mié., abr. 15
Delta Logo
6:00 am - 12:14 pm
MDW
-
HPN
5h 14m
1 stop
Delta Logo
4:19 pm - 9:45 pm
HPN
-
MDW
6h 26m
1 stop
$439Delta
vie., jun. 19 - sáb., jun. 27

American Airlines flights from Chicago to White Plains

Our best American Airlines deals on Chicago to White Plains flight tickets
American Airlines
Mar 25
ORD12:50 pmChicago O'Hare Intl
2h 09m
HPN3:59 pmWhite Plains Westchester County
Mar 28
HPN6:30 amWhite Plains Westchester County
2h 50m
ORD8:20 amChicago O'Hare Intl
$355
American Airlines
Mar 25
ORD7:12 amChicago O'Hare Intl
4h 55m
1 stop
HPN1:07 pmWhite Plains Westchester County
Mar 28
HPN6:30 amWhite Plains Westchester County
2h 50m
ORD8:20 amChicago O'Hare Intl
$365
American Airlines
Mar 18
ORD6:38 pmChicago O'Hare Intl
2h 21m
HPN9:59 pmWhite Plains Westchester County
Mar 22
HPN5:29 pmWhite Plains Westchester County
2h 48m
ORD7:17 pmChicago O'Hare Intl
$389

Delta flights from Chicago to White Plains

Our best Delta deals on Chicago to White Plains flight tickets
Delta
Mar 11
ORD8:55 amChicago O'Hare Intl
6h 42m
1 stop
HPN4:37 pmWhite Plains Westchester County
Mar 18
HPN12:35 pmWhite Plains Westchester County
6h 59m
1 stop
ORD6:34 pmChicago O'Hare Intl
$375
Delta
Jul 11
ORD1:15 pmChicago O'Hare Intl
7h 26m
1 stop
HPN9:41 pmWhite Plains Westchester County
Jul 14
HPN4:19 pmWhite Plains Westchester County
5h 57m
1 stop
ORD9:16 pmChicago O'Hare Intl
$385
Delta
Jul 29
ORD12:10 pmChicago O'Hare Intl
8h 31m
1 stop
HPN9:41 pmWhite Plains Westchester County
Aug 2
HPN6:40 pmWhite Plains Westchester County
6h 15m
1 stop
ORD11:55 pmChicago O'Hare Intl
$409

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 febrero 11, 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

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

jue. 5/7

1:12 pm-8:59 pm

1 stop6h 47m

White Plains Westchester County

dom. 5/10

8:00 am-11:16 pm

1 stop16h 16m

$246

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mié. 5/13

6:34 pm-8:59 pm

2 stops25h 25m

White Plains Westchester County

lun. 5/18

6:09 pm-11:16 pm

1 stop6h 07m

$259

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mar. 2/24

8:42 pm-12:47 pm

2 stops15h 05m

White Plains Westchester County

vie. 2/27

12:08 pm-11:37 pm

1 stop12h 29m

$262

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

jue. 5/7

1:12 pm-8:59 pm

1 stop6h 47m

White Plains Westchester County

dom. 5/10

8:00 am-12:17 pm

2 stops29h 17m

$272

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

lun. 2/23

7:00 am-11:28 am

2 stops27h 28m

White Plains Westchester County

vie. 2/27

12:08 pm-11:37 pm

1 stop12h 29m

$314

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mié. 3/25

12:50 pm-3:59 pm

Nonstop2h 09m

White Plains Westchester County

sáb. 3/28

6:30 am-8:20 am

Nonstop2h 50m

$355

ChicagoWhite Plains

ORD - HPN

ORDHPN

Chicago O'Hare Intl

mié. 3/25

7:12 am-1:07 pm

1 stop4h 55m

White Plains Westchester County

sáb. 3/28

6:30 am-8:20 am

Nonstop2h 50m

$365

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

sáb. 3/14

10:45 am-6:18 pm

1 stop6h 33m

White Plains Westchester County

mié. 3/18

12:48 pm-5:22 pm

1 stop5h 34m

$385

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

vie. 4/10

9:35 am-3:48 pm

1 stop5h 13m

White Plains Westchester County

mié. 4/15

4:29 pm-10:28 pm

1 stop6h 59m

$419

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

vie. 6/19

6:00 am-12:14 pm

1 stop5h 14m

White Plains Westchester County

sáb. 6/27

4:19 pm-9:45 pm

1 stop6h 26m

$439

Flights are sorted by cheapest round-trip flights first.

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

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 December, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $419.

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 $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 $543. 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 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

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 28% 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

$398

Fastest flight time

2h 09m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

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 $389.
The fastest flight from Chicago to White Plains takes 2h 09m
Direct flights go from Chicago to White Plains on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There is 1 airport in White Plains. From Chicago there are direct flights to 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 09m.

  • 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 $375Free CancellationRating
7.2
11,262 reviews
Search American Airlines flights

  • American Airlines Flights From Chicago to White Plains

    American Airlines flight deals from Chicago to White Plains start from $375 round-trip. Over the 9 American Airlines flights for this route in a normal week, average airfare is usually $481 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

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
vie. 3/13
vie. 3/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States