HPN - ORD

$102 Find Cheap Flights from White Plains to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from White Plains to O'Hare Intl departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from White Plains to Chicago, as well as popular online travel agencies
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Flight Deals

Cheap Flights from White Plains to O'Hare Intl (HPN-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from White Plains to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from White Plains to O'Hare Intl

Fri, Oct 31 - Wed, Nov 5
American Airlines Logo
6:00 am - 7:36 amHPN-ORD
2h 36mnonstop
American Airlines Logo
12:48 pm - 3:59 pmORD-HPN
2h 11mnonstop
$349American Airlines
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Fri, Oct 31 - Wed, Nov 5
American Airlines Logo
6:00 am - 7:36 amHPN-ORD
2h 36mnonstop
American Airlines Logo
8:02 am - 2:39 pmORD-HPN
5h 37m1 stop
$359American Airlines
Find Deal
Fri, Oct 31 - Wed, Nov 5
American Airlines Logo
6:30 am - 12:03 pmHPN-ORD
6h 33m1 stop
American Airlines Logo
11:40 am - 6:13 pmORD-HPN
5h 33m1 stop
$369American Airlines
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Sat, Nov 15 - Sun, Nov 16
American Airlines Logo
12:00 pm - 1:41 pmHPN-ORD
2h 41mnonstop
American Airlines Logo
8:10 pm - 11:29 pmORD-HPN
2h 19mnonstop
$380American Airlines
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Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
6:00 am - 7:36 amHPN-ORD
2h 36mnonstop
American Airlines Logo
2:10 pm - 5:29 pmORD-HPN
2h 19mnonstop
$384American Airlines
Find Deal
Tue, Apr 7 - Sat, Apr 11
Delta Logo
12:45 pm - 4:37 pmHPN-ORD
4h 52m1 stop
Delta Logo
7:00 am - 11:50 amORD-HPN
3h 50m1 stop
$389Delta
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Sat, Nov 15 - Sun, Nov 16
American Airlines Logo
1:30 pm - 7:50 pmHPN-ORD
7h 20m1 stop
American Airlines Logo
6:37 pm - 9:59 pmORD-HPN
2h 22mnonstop
$390American Airlines
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Thu, Nov 6 - Sun, Nov 9
Multiple Airlines Logo
8:00 am - 12:11 amHPN-ORD
17h 11m2 stops
Multiple Airlines Logo
1:50 pm - 11:28 amORD-HPN
20h 38m1 stop
$398Multiple Airlines
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Sat, Nov 15 - Mon, Nov 17
Delta Logo
3:08 pm - 9:36 pmHPN-ORD
7h 28m1 stop
Delta Logo
9:51 am - 6:01 pmORD-HPN
7h 10m1 stop
$400Delta
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Sat, Dec 20 - Wed, Dec 31
Delta Logo
6:55 pm - 12:02 amHPN-ORD
6h 07m1 stop
Delta Logo
7:00 am - 10:15 pmORD-HPN
14h 15m2 stops
$402Delta
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $349 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 28% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 13% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$349
Overall average: $524
American Airlines
Fri 10/31Wed 11/5
HPN - ORD • Non-stop
Cheapest one-way
$102
Typical prices: $195-$393
Multiple Airlines
Wed 1/7
HPN - ORD • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Booking Insights

KAYAK's insights & trends for White Plains to O'Hare Intl flights

Get data-powered insights and trends into flights from White Plains to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from White Plains to Chicago O'Hare Airport?

The average price of all round-trip flights from White Plains to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from White Plains to Chicago O'Hare Airport, look for departures on Wednesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday is the cheapest day to fly and Monday is the most expensive.

What is the cheapest month to fly from White Plains to Chicago O'Hare Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from White Plains to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from White Plains to Chicago O'Hare Intl Airport is January, where tickets cost $409 (return) on average. On the other hand, the most expensive months are December and October, where the average cost of round-trip tickets is $560 and $524 respectively.

Can I save money by flying with a layover from White Plains to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $469 on average.

How far in advance should I book a flight from White Plains to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from White Plains to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from White Plains to Chicago O'Hare Intl Airport, you should book around 5 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$102
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from White Plains to Chicago O'Hare Airport

When to book flights from White Plains to O'Hare Intl

Are your dates flexible? Find out the best times to travel from White Plains to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking White Plains to Chicago O'Hare Airport flights

  • What is the cheapest flight from White Plains to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from White Plains to Chicago O'Hare Intl Airport was $102 for a one-way ticket and $349 for a round-trip.

  • Do I need a passport to fly between White Plains and Chicago O'Hare Airport?

    A passport is not required to fly from White Plains to Chicago O'Hare Airport.

  • Which airlines offer Wi-Fi service onboard planes from White Plains to Chicago O'Hare Airport?

    JetBlue, American Airlines, Delta, Alaska Airlines, and Hawaiian Airlines offer inflight Wi-Fi service on the White Plains to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from White Plains to Chicago O'Hare Airport?

    The Embraer 170 is the aircraft model that flies most regularly on the White Plains to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from White Plains to Chicago O'Hare Airport?

    oneworld is the only airline alliance operating flights between White Plains and Chicago O'Hare Airport.

  • On which days can I fly direct from White Plains to Chicago O'Hare Airport?

    There are nonstop flights from White Plains to Chicago O'Hare Airport on a daily basis.

  • How does KAYAK find such low prices on flights from White Plains to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from White Plains to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from White Plains to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from White Plains is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from White Plains to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to White Plains with another airline. Booking your flights between White Plains and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from White Plains to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from White Plains up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from White Plains to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $233 or less one-way and $365 or less round-trip.

Prefer to fly direct from White Plains to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from White Plains Westchester County to Chicago O'Hare Intl.
Find which airlines fly direct from White Plains Westchester County Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

White Plains Westchester County to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to White Plains Westchester County

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from White Plains to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from White Plains to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from White Plains to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11043 reviews
7.2Comfort
6.9Entertainment
7.5Boarding
6.4Food
8.0Crew
Airline reviews

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

2.0 MediocreNeil, Oct 2025AUS - ORD
Read more American Airlines reviews

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

Was not able to watch most shows on the entertainment site. They would not load

Everything you need to know for your flight from White Plains to O'Hare Intl

Information on your arrival and departure airports

White Plains (HPN)
O'Hare Intl (ORD)

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