HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
White Plains

$250+ Cheap flights from Midway (MDW) to White Plains (HPN)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HPN
may. 4 — may. 111
dom. 5/4
dom. 5/11
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to White Plains with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to White Plains

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to White Plains (HPN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated abril 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$337
(Delta)

One-way from

$250
(Delta)

Popular in

December

Cheapest in

September

Average price

$206
Provider with most accurate pricing for Chicago Midway-White Plains Westchester County flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-White Plains Westchester County flights.
Search Deals
From Chicago Midway to White Plains Westchester County
Search Deals
One-way flight from Chicago Midway to White Plains Westchester County
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($16 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

Find flight deals from Midway to White Plains

Cheapest flights from Midway to White Plains
Explore the most affordable flight options available from Midway to White Plains. Find the lowest fares from popular airlines and budget airlines, with prices last updated on abril 29, 2025.

This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 7/112:44 pmMDW - HPN
1 stop8h 41mDelta
vie. 7/43:04 pmHPN - MDW
1 stop19h 37mDelta
Deal found 4/28$337

Cheapflights Fare Finder

Customize your flight search to find flights from Midway 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, Cheapflights users made 2,558,603 searches. Data last updated abril 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to White Plains that are best for you.

Fly from

Midway

Fly to

White Plains

Route

Depart

Return

Price

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mar. 7/1

12:44 pm-10:25 pm

1 stop8h 41m

White Plains Westchester County

vie. 7/4

3:04 pm-9:41 am

1 stop19h 37m

$337

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

jue. 5/15

6:00 am-12:14 pm

1 stop5h 14m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Compare providers for flights from Midway to White Plains

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to White Plains in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-White Plains flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-White Plains flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-White Plains flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-White Plains flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-White Plains flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to White Plains

Have a flexible travel schedule? Discover the best time to fly to White Plains from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to White Plains

What is the cheapest month to book a flight from Chicago Midway Airport to White Plains?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to White Plains (average of $276). Flying from Chicago Midway Airport to White Plains in March is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing White Plains

Get insights into the airlines that provide service to White Plains. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to White Plains. Reviews last updated abril 29, 2025.
Delta
8.0
Very good
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Lucy,Nov 2023

ATL - JFK

On time flights; courteous staff; efficient boarding system! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Midway to White Plains. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to White Plains from Chicago Midway?

    White Plains Westchester County (HPN), located 3.7 mi from the city center, is the airport you fly into when you book flights from Chicago Midway to White Plains. 0 airlines have flights to Westchester County from Chicago Midway on a regular basis. Booking flights from Chicago Midway to White Plains Westchester County should not be difficult; the airport handles an average of 0 inbound flights from Chicago Midway per day.

  • Can I find deals for flights from Midway to White Plains that include hotel bookings?

    Yes. In addition to deals on Midway to White Plains flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to White Plains?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to White Plains.

  • Can I find deals for business class flights from Midway to White Plains?

    Yes. Cheapflights offers flight deals from Midway to White Plains by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to White Plains?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to White Plains (average of $276). Flying from Chicago Midway Airport to White Plains in March is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to White Plains

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to LaGuardia flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Midway to John F Kennedy Intl flights
Midway to Newark flights
Midway to LaGuardia flights
O'Hare Intl to Albany flights
O'Hare Intl to Buffalo flights
O'Hare Intl to Syracuse flights
O'Hare Intl to Rochester flights
O'Hare Intl to White Plains flights
O'Hare Intl to Islip flights
Midway to Albany flights
Midway to Buffalo flights
Midway to Rochester flights
Midway to Syracuse flights
O'Hare Intl to Ithaca flights
O'Hare Intl to Stewart flights
Midway to Ithaca flights
O'Hare Intl to Elmira flights
Midway to Binghamton flights
O'Hare Intl to Binghamton flights
O'Hare Intl to Saranac Lake flights
O'Hare Intl to Rutland flights
O'Hare Intl to Plattsburgh flights
O'Hare Intl to Niagara Falls flights
O'Hare Intl to Watertown flights
Midway to Stewart flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.