HPN - ORD

$104 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 5/18. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$236
Overall average: $452
Multiple Airlines
Tue 4/21Sun 4/26
HPN - ORD • 2 stops
Cheapest non-stop
$355
Typical prices: $419-$590
American Airlines
Tue 4/7Tue 4/14
HPN - ORD • Non-stop
Top airlines
American Airlines
Cheapest • from $355 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with American Airlines. Average duration is 2h 47m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Detroit (DTW)
Cheapest • Avg $430 (round-trip)
Detroit (DTW)
Shortest trip • 4h 28m (one-way)
Insights
Insights
Insights
Insights
When to book
5 weeks
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 18% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 5% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
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

Tue, Apr 21 - Sun, Apr 26
Multiple Airlines Logo
12:08 pm - 8:03 am
HPN
-
ORD
20h 55m
2 stops
Multiple Airlines Logo
2:10 pm - 11:28 am
ORD
-
HPN
20h 18m
1 stop
$236Multiple Airlines
Mon, May 18 - Wed, May 20
Multiple Airlines Logo
6:09 pm - 11:16 pm
HPN
-
ORD
6h 07m
1 stop
Multiple Airlines Logo
1:27 pm - 11:27 am
ORD
-
HPN
21h 00m
2 stops
$250Multiple Airlines
Mon, May 11 - Wed, May 20
Multiple Airlines Logo
6:09 pm - 11:16 pm
HPN
-
ORD
6h 07m
1 stop
Multiple Airlines Logo
1:27 pm - 11:27 am
ORD
-
HPN
21h 00m
2 stops
$258Multiple Airlines
Wed, Apr 22 - Sun, Apr 26
Multiple Airlines Logo
1:27 pm - 2:20 pm
HPN
-
ORD
25h 53m
2 stops
Multiple Airlines Logo
2:10 pm - 11:28 am
ORD
-
HPN
20h 18m
1 stop
$260Multiple Airlines
Mon, May 11 - Mon, May 18
Multiple Airlines Logo
6:09 pm - 11:16 pm
HPN
-
ORD
6h 07m
1 stop
Multiple Airlines Logo
3:31 pm - 11:27 am
ORD
-
HPN
18h 56m
2 stops
$263Multiple Airlines
Fri, May 15 - Wed, May 20
Multiple Airlines Logo
12:25 pm - 11:16 pm
HPN
-
ORD
11h 51m
1 stop
Multiple Airlines Logo
1:27 pm - 11:27 am
ORD
-
HPN
21h 00m
2 stops
$280Multiple Airlines
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
12:25 pm - 11:16 pm
HPN
-
ORD
11h 51m
1 stop
Multiple Airlines Logo
8:24 pm - 5:29 pm
ORD
-
HPN
20h 05m
2 stops
$284Multiple Airlines
Fri, May 15 - Mon, May 18
Multiple Airlines Logo
12:25 pm - 11:16 pm
HPN
-
ORD
11h 51m
1 stop
Multiple Airlines Logo
3:31 pm - 11:27 am
ORD
-
HPN
18h 56m
2 stops
$285Multiple Airlines
Tue, Apr 21 - Sun, Apr 26
Multiple Airlines Logo
12:08 pm - 8:03 am
HPN
-
ORD
20h 55m
2 stops
Multiple Airlines Logo
2:10 pm - 11:28 am
ORD
-
HPN
20h 18m
1 stop
$286Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
8:00 am - 10:39 pm
HPN
-
ORD
15h 39m
2 stops
Multiple Airlines Logo
2:10 pm - 11:28 am
ORD
-
HPN
20h 18m
1 stop
$298Multiple Airlines
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 Saturdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Saturday 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 February, where tickets cost $451 (return) on average. On the other hand, the most expensive months are October and November, where the average cost of round-trip tickets is $507 and $507 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.

No, with an average price for the route of $453, prices are generally cheapest when you fly direct.

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 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Find deals

Good to know

Low seasonJanuary
Cheapest flight$104
Most popular time to fly with an average 1% increase in price.
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 $104 for a one-way ticket and $236 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?

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

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

    The Embraer 175 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 $167 or less one-way and $337 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 11352 reviews
6.4Food
8.0Crew
7.5Boarding
7.2Comfort
6.9Entertainment
Airline reviews

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

2.0 MediocreBobby, Feb 2026
CVG - ORD
Read more American Airlines reviews

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

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)