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Cheap flights from White Plains to Chicago from $100

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 2/2. 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

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American Airlines Logo
7:47 am - 12:36 pmHPN-ORD
5h 49m1 stop
American Airlines Logo
8:12 am - 11:29 amORD-HPN
2h 17mnonstop
$389American Airlines
Find Deal
sáb., mar. 21 - mar., mar. 24
American Airlines Logo
11:04 am - 4:47 pmHPN-ORD
6h 43m1 stop
American Airlines Logo
6:39 pm - 9:59 pmORD-HPN
2h 20mnonstop
$390American Airlines
Find Deal
mar., dic. 30 - vie., ene. 2
American Airlines Logo
5:15 pm - 9:10 amHPN-ORD
16h 55m2 stops
American Airlines Logo
6:28 pm - 8:08 pmORD-HPN
24h 40m2 stops
$392American Airlines
Find Deal
mar., ene. 6 - mié., ene. 7
American Airlines Logo
6:29 am - 8:17 amHPN-ORD
2h 48mnonstop
American Airlines Logo
2:13 pm - 5:26 pmORD-HPN
2h 13mnonstop
$399American Airlines
Find Deal
jue., dic. 25 - mar., dic. 30
Multiple Airlines Logo
1:29 pm - 12:39 pmHPN-ORD
24h 10m2 stops
Multiple Airlines Logo
5:35 am - 11:28 amORD-HPN
4h 53m1 stop
$400Multiple Airlines
Find Deal
sáb., dic. 20 - lun., ene. 12
Delta Logo
12:55 pm - 5:22 pmHPN-ORD
5h 27m1 stop
Delta Logo
6:02 pm - 11:59 amORD-HPN
16h 57m1 stop
$407Delta
Find Deal
mar., dic. 30 - mié., dic. 31
American Airlines Logo
12:00 pm - 1:43 pmHPN-ORD
2h 43mnonstop
American Airlines Logo
10:10 am - 4:45 pmORD-HPN
5h 35m1 stop
$409American Airlines
Find Deal
mar., dic. 30 - mar., ene. 6
American Airlines Logo
7:34 am - 9:10 amHPN-ORD
2h 36mnonstop
American Airlines Logo
6:07 am - 10:42 amORD-HPN
3h 35m1 stop
$410American Airlines
Find Deal
mar., abr. 7 - dom., abr. 12
American Airlines Logo
12:00 pm - 1:45 pmHPN-ORD
2h 45mnonstop
American Airlines Logo
7:49 pm - 11:00 pmORD-HPN
2h 11mnonstop
$411American Airlines
Find Deal
jue., ene. 8 - dom., ene. 11
American Airlines Logo
12:00 pm - 1:45 pmHPN-ORD
2h 45mnonstop
American Airlines Logo
8:18 am - 11:28 amORD-HPN
2h 10mnonstop
$413American Airlines
Find Deal
jue., ene. 15 - jue., ene. 22

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
Mar 21
HPN7:47 amWhite Plains Westchester County
5h 49m
1 stop
ORD12:36 pmChicago O'Hare Intl
Mar 24
ORD8:12 amChicago O'Hare Intl
2h 17m
HPN11:29 amWhite Plains Westchester County
$389
Find similar
American Airlines
Dec 30
HPN11:04 amWhite Plains Westchester County
6h 43m
1 stop
ORD4:47 pmChicago O'Hare Intl
Jan 2
ORD6:39 pmChicago O'Hare Intl
2h 20m
HPN9:59 pmWhite Plains Westchester County
$390
Find similar
American Airlines
Jan 6
HPN5:15 pmWhite Plains Westchester County
16h 55m
2 stops
ORD9:10 amChicago O'Hare Intl
Jan 7
ORD6:28 pmChicago O'Hare Intl
24h 40m
2 stops
HPN8:08 pmWhite Plains Westchester County
$392
Find similar

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
Dec 30
HPN12:55 pmWhite Plains Westchester County
5h 27m
1 stop
ORD5:22 pmChicago O'Hare Intl
Dec 31
ORD6:02 pmChicago O'Hare Intl
16h 57m
1 stop
HPN11:59 amWhite Plains Westchester County
$407
Find similar
Delta
Apr 9
HPN12:48 pmWhite Plains Westchester County
6h 58m
1 stop
ORD6:46 pmChicago O'Hare Intl
Apr 12
ORD6:30 amChicago O'Hare Intl
4h 13m
1 stop
HPN11:43 amWhite Plains Westchester County
$431
Find similar
Delta
Dec 19
HPN10:29 amWhite Plains Westchester County
7h 19m
1 stop
ORD4:48 pmChicago O'Hare Intl
Dec 31
ORD9:41 amChicago O'Hare Intl
25h 18m
1 stop
HPN11:59 amWhite Plains Westchester County
$448
Find similar

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 diciembre 2, 2025.
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

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

sáb. 3/21

7:47 am-12:36 pm

1 stop5h 49m

Chicago O'Hare Intl

mar. 3/24

8:12 am-11:29 am

Nonstop2h 17m

$389

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mar. 12/30

11:04 am-4:47 pm

1 stop6h 43m

Chicago O'Hare Intl

vie. 1/2

6:39 pm-9:59 pm

Nonstop2h 20m

$390

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mar. 1/6

5:15 pm-9:10 am

2 stops16h 55m

Chicago O'Hare Intl

mié. 1/7

6:28 pm-8:08 pm

2 stops24h 40m

$392

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

jue. 12/25

6:29 am-8:17 am

Nonstop2h 48m

Chicago O'Hare Intl

mar. 12/30

2:13 pm-5:26 pm

Nonstop2h 13m

$399

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

sáb. 12/20

1:29 pm-12:39 pm

2 stops24h 10m

Chicago O'Hare Intl

lun. 1/12

5:35 am-11:28 am

1 stop4h 53m

$400

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mar. 12/30

12:55 pm-5:22 pm

1 stop5h 27m

Chicago O'Hare Intl

mié. 12/31

6:02 pm-11:59 am

1 stop16h 57m

$407

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mar. 12/30

12:00 pm-1:43 pm

Nonstop2h 43m

Chicago O'Hare Intl

mar. 1/6

10:10 am-4:45 pm

1 stop5h 35m

$409

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

mar. 4/7

7:34 am-9:10 am

Nonstop2h 36m

Chicago O'Hare Intl

dom. 4/12

6:07 am-10:42 am

1 stop3h 35m

$410

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

jue. 1/8

12:00 pm-1:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

dom. 1/11

7:49 pm-11:00 pm

Nonstop2h 11m

$411

White PlainsChicago

HPN - ORD

HPNORD

White Plains Westchester County

jue. 1/15

12:00 pm-1:45 pm

Nonstop2h 45m

Chicago O'Hare Intl

jue. 1/22

8:18 am-11:28 am

Nonstop2h 10m

$413

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 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 cheapest month to fly to Chicago O'Hare Intl Airport?

The month of April is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from White Plains averaging around $420.

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 Wednesday when prices can be found for as low as $295. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $375.

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 $275 when looking at flights departing in the evening. Try not to purchase tickets at noon because they tend to be around $369. 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 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 $471 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 $392 on momondo.

What cabin class options are available on White Plains Westchester County to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on White Plains Westchester County to Chicago O'Hare Intl 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?

You could potentially save up to 40% on your flight if you consider stops on a White Plains to Chicago O'Hare Intl Airport flight.

How have White Plains to Chicago O'Hare Intl Airport flight prices changed over time?

As of December 2025, prices for White Plains to Chicago O'Hare Intl Airport flights are approximately 114% 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

$300

Fastest flight time

2h 45m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from White Plains in the past 72 hours is $300. The best round-trip flight deal from White Plains to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $436.
The fastest flight from White Plains to Chicago O'Hare Intl Airport takes 2h 45m
Direct flights go from White Plains to Chicago O'Hare Intl Airport every day.
Search flight deals

  • 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 $349Free CancellationRating
7.2
11,041 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 $349 round-trip. Over the 9 American Airlines flights for this route in a normal week, average airfare is usually $477 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
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
Benton Harbor

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.

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