CHI - HPN

$209 Find Cheap Flights from Chicago to White Plains

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to White Plains departing on 9/25. 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 White Plains

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

Cheap Flights from Chicago to White Plains (CHI-HPN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to White Plains 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 Chicago to White Plains

Tue, Jul 29 - Tue, Aug 5
Delta Logo
7:10 am - 3:43 pmORD-HPN
7h 33m1 stop
Delta Logo
5:15 pm - 7:49 amHPN-ORD
15h 34m1 stop
$297Delta
Find Deal
Tue, Jul 29 - Wed, Aug 6
Delta Logo
7:10 am - 3:43 pmORD-HPN
7h 33m1 stop
Delta Logo
5:15 pm - 7:49 amHPN-ORD
15h 34m1 stop
$300Delta
Find Deal
Tue, Sep 16 - Sat, Sep 20
Delta Logo
7:10 am - 3:49 pmORD-HPN
7h 39m1 stop
Delta Logo
12:42 pm - 9:34 pmHPN-ORD
9h 52m1 stop
$307Delta
Find Deal
Mon, Sep 15 - Sat, Sep 20
Delta Logo
7:10 am - 3:49 pmORD-HPN
7h 39m1 stop
Delta Logo
12:42 pm - 9:34 pmHPN-ORD
9h 52m1 stop
$310Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
7:10 am - 3:49 pmORD-HPN
7h 39m1 stop
Delta Logo
12:42 pm - 9:34 pmHPN-ORD
9h 52m1 stop
$317Delta
Find Deal
Sat, Sep 13 - Sat, Sep 20
Delta Logo
7:10 am - 10:18 pmORD-HPN
14h 08m2 stops
Delta Logo
12:42 pm - 9:34 pmHPN-ORD
9h 52m1 stop
$327Delta
Find Deal
Sat, Aug 2 - Tue, Aug 5
Delta Logo
7:10 am - 3:57 pmORD-HPN
7h 47m1 stop
Delta Logo
5:15 pm - 7:49 amHPN-ORD
15h 34m1 stop
$328Delta
Find Deal
Thu, Aug 28 - Tue, Sep 2
Delta Logo
7:15 am - 3:49 pmORD-HPN
7h 34m1 stop
Delta Logo
5:15 pm - 8:04 amHPN-ORD
15h 49m1 stop
$331Delta
Find Deal
Wed, Oct 22 - Sat, Oct 25
American Airlines Logo
8:17 am - 11:29 amORD-HPN
2h 12mnonstop
American Airlines Logo
12:00 pm - 1:35 pmHPN-ORD
2h 35mnonstop
$349American Airlines
Find Deal
Sat, Aug 16 - Sat, Aug 23
American Airlines Logo
8:17 am - 11:28 amORD-HPN
2h 11mnonstop
American Airlines Logo
6:00 am - 7:36 amHPN-ORD
2h 36mnonstop
$350American Airlines
Find Deal
Useful Info

KAYAK's insights & trends for Chicago to White Plains flights

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

What is the cheapest Chicago to White Plains flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to White Plains.

Our data shows that the cheapest route for a return flight from Chicago to White Plains cost $349 and was between Chicago O'Hare Intl Airport (ORD) and White Plains (HPN). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $349.

What’s the cheapest day of the week to fly from Chicago to White Plains?

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

For Chicago to White Plains, Saturday is the cheapest day to fly on average and Monday is the most expensive. Flying from White Plains back to Chicago, the best deals are generally found on Wednesday, with Monday being the most expensive.

What is the cheapest month to fly from Chicago to White Plains?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to White Plains, 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 Chicago to White Plains is September, where tickets cost $370 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $481 and $471 respectively.

Can I save money by flying with a layover from Chicago to White Plains?

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 $419 on average.

How far in advance should I book a flight from Chicago to White Plains?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to White Plains, 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 Chicago to White Plains, you should book around 7 weeks before departure. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonFebruary
High seasonOctober
Cheapest flight$209
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago O'Hare Airport to White Plains

When to book flights from Chicago to White Plains

Are your dates flexible? Find out the best times to travel from Chicago to White Plains 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 flights from Chicago to White Plains

  • What is the cheapest flight from Chicago to White Plains?

    In the last 3 days, the lowest price for a flight from Chicago to White Plains was $209 for a one-way ticket and $297 for a round-trip.

  • Do I need a passport to fly between Chicago and White Plains?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago to White Plains?

    On your way to White Plains, you’ll fly out from one of these Chicago airports: Chicago Midway or Chicago O'Hare Intl. You’ll be landing at White Plains Westchester County.

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

    JetBlue, Delta, and American Airlines offer inflight Wi-Fi service on the Chicago to White Plains flight route.

  • Which aircraft models fly most regularly from Chicago to White Plains?

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

  • Which airline alliances offer flights from Chicago to White Plains?

    oneworld is the only airline alliance operating flights between Chicago and White Plains.

  • On which days can I fly direct from Chicago to White Plains?

    There are nonstop flights from Chicago to White Plains on a daily basis.

  • Which is the best airline for flights from Chicago to White Plains, Delta or American Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to White Plains are Delta and American Airlines. With an average price for the route of $358 and an overall rating of 8.0, Delta is the most popular choice. American Airlines is also a great choice for the route, with an average price of $436 and an overall rating of 7.2.

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

    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 Chicago to White Plains.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to White Plains from Chicago 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 Chicago to White Plains?

    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 White Plains with an airline and back to Chicago with another airline.

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

    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 White Plains from Chicago 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 Chicago to White Plains

  • Looking for a cheap flight? 25% of our users found flights on this route for $263 or less one-way and $411 or less round-trip.

Prefer to fly direct from Chicago to White Plains?

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

Direct departures

Chicago 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

Direct returns

White Plains Westchester County to Chicago

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 3 airlines serving from Chicago to White Plains

 
See real verified KAYAK customer reviews for airlines flying from Chicago to White Plains. 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 Chicago to White Plains? 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.
8.0
DeltaOverall score based on 7983 reviews
7.9Entertainment
7.9Comfort
8.5Crew
8.2Boarding
7.3Food
Airline reviews

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

2.0 MediocreJacob, Jul 2025STL - LGA
Read more Delta reviews

My flight was canceled after being rescheduled for four days canceling my trip. Kayak and everyone affiliated with it I.e the airlines, and just fly have been excruciating to deal with. My trip to visit family had to be canceled as there was no way to make it. I am furious at all of you.

They delayed our flight because of bad weather in NY which was completely understandable. Then they cancelled our flight and a later flight that evening. The earliest we could fly was the next morning. We ended up buying last minute tickets on another airline and made it home slightly delayed but safely that evening. Delta kept saying it was weather related but if that was the case how did we make it back on another airline? The weather in NY was cloudy but not bad.

I like for how they process during check in. It was very smoothly.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Great staff. Wifi is terrible. Signing up for skylines is a painstaking process. Had to call customer service just to get my flight itinerary and confirmation sent to me. Consistent delays. A well staffed company that is run so poorly. Upper management needs to be renewed.

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

The flight times got delayed multiple times due to weather which is understandable, but later the time got prepared 30min. Made to the flight barely but got stressed too much.

Onboarding was an easy process. Staff waa friendly and courteous. Should have a complimentary snack and drink. We paid $900 round trip for two to myrtle from New York, which is an expensive fare. Going to the seats were not in good shape but our return home, the air plane seemed to be new with comfortable seating with slightly more space. If traveling again, we will still consider flying SpIrit.

It was absolutely awesome. The crew was welcoming to all, not just the first class. They were full of energy. The in-cabin music was an excellent choice, not boring like most airlines. We were ready for takeoff ahead of time. Pilots were great. Smooth takeoff and landing. The plane was beautiful and nicely cleaned. This was truly a fantastic flight. I fly Delta and American all the time. I was apprehensive about Spirit. I will definitely be looking for Spirit first. Thanks for a great experience.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

All was good expecting the seats need a bit of cushion. Besides that I can’t complain.

The only positive is that the flight made it both ways. Getting charged for every little thing after the cost of the ticket itself is comical, considering how the plane and services are as bottom-tier as possible. The self check-in kiosks are useless. It’s nice to think that you can print your boarding pass, tag your checked bag, and then just drop it off. But no, they still make you go through the line once you finish- what’s the point of the self check-in then? Any questions for the staff seem like the biggest inconvenience and were met with condescending responses. This was my first and now last time ever flying with Spirit. After all the extra costs, subpar plane and staff, I see no value. I’d rather drive the 13 hours than give Spirit another dime.

Worst airline ever! The guy weighing my bag had his foot on the metal plate and when I called him out on it, I got this stupid little smirk. La is a scam and so is Spirit Airlines. All the flight attendants looked like they hated our flight just as much as we did.

Very dissatisfied with spirit airlines after buying my ticket's they cancelled our flights with no reasoning.

Spirit is awful. Too expensive for what you get. Stop nickel and diming.

Seats are poor. They do not lean back. They do not even have pockets on the back, making it impossible to store a phone or a coke bottle. If you opt for basic economy cheap seats, they stick you always in the middle or window seat, even though there are unoccupied seats on the aisle. And then there is the nickel and diming. No carry-ons. And checking your carry-on is $70. At the end there is no price advantage but there is plenty of aggravation.

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