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White Plains

$257+ Cheap flights from Midway (MDW) to White Plains (HPN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — HPN
ago. 23 — ago. 301
sáb. 8/23
sáb. 8/30
1 adult, Economy
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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 agosto 18, 2025.

Round-trip from

$257
(Delta)

Popular in

December

Cheapest in

January

Average price

$218
From Chicago Midway to White Plains Westchester County
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Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 18, 2025.

This Delta deal was found by Cheapflights users on 8/17. 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. 11/115:59 pmMDW - HPN
1 stop16h 47mDelta
mar. 11/185:10 pmHPN - MDW
1 stop16h 35mDelta
Deal found 8/17$257
This Delta deal was found by Cheapflights users on 8/17. 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. 11/115:59 pmMDW - HPN
1 stop16h 47mDelta
lun. 11/175:10 pmHPN - MDW
1 stop16h 35mDelta
Deal found 8/17$302
This Delta deal was found by Cheapflights users on 8/17. 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.
vie. 11/145:59 pmMDW - HPN
1 stop16h 47mDelta
mar. 11/185:10 pmHPN - MDW
1 stop16h 35mDelta
Deal found 8/17$310
This Delta deal was found by Cheapflights users on 8/17. 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. 11/115:59 pmMDW - HPN
1 stop16h 47mDelta
sáb. 11/224:19 pmHPN - MDW
1 stop6h 25mDelta
Deal found 8/17$313
This Delta deal was found by Cheapflights users on 8/17. 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. 11/115:59 pmMDW - HPN
1 stop16h 47mDelta
vie. 11/216:00 amHPN - MDW
1 stop6h 55mDelta
Deal found 8/17$344
This Delta deal was found by Cheapflights users on 8/17. 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.
vie. 11/145:59 pmMDW - HPN
1 stop16h 47mDelta
mié. 11/196:00 amHPN - MDW
2 stops13h 36mDelta
Deal found 8/17$350
This Delta deal was found by Cheapflights users on 8/17. 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.
sáb. 11/159:30 amMDW - HPN
2 stops11h 08mDelta
mar. 11/186:00 amHPN - MDW
2 stops13h 36mDelta
Deal found 8/17$351
This Delta deal was found by Cheapflights users on 8/17. 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.
mié. 11/126:00 amMDW - HPN
1 stop5h 11mDelta
mié. 11/196:00 amHPN - MDW
2 stops13h 36mDelta
Deal found 8/17$353
This Delta deal was found by Cheapflights users on 8/17. 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.
vie. 11/145:59 pmMDW - HPN
1 stop16h 47mDelta
lun. 11/175:10 pmHPN - MDW
1 stop16h 35mDelta
Deal found 8/17$355
This Delta deal was found by Cheapflights users on 8/17. 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.
lun. 11/175:59 pmMDW - HPN
1 stop16h 47mDelta
sáb. 11/224:19 pmHPN - MDW
1 stop6h 25mDelta
Deal found 8/17$356

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 agosto 18, 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. 11/11

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

mar. 11/18

5:10 pm-8:45 am

1 stop16h 35m

$257

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mar. 11/11

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

mié. 11/19

6:00 am-6:36 pm

2 stops13h 36m

$297

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mar. 11/11

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

lun. 11/17

5:10 pm-8:45 am

1 stop16h 35m

$302

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

sáb. 11/15

9:30 am-9:38 pm

2 stops11h 08m

White Plains Westchester County

mar. 11/18

5:10 pm-8:45 am

1 stop16h 35m

$310

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

vie. 11/14

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

mar. 11/18

5:10 pm-8:45 am

1 stop16h 35m

$310

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mié. 11/12

9:30 am-4:34 pm

1 stop6h 04m

White Plains Westchester County

mar. 11/18

5:10 pm-8:45 am

1 stop16h 35m

$313

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mar. 11/11

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

sáb. 11/22

4:19 pm-9:44 pm

1 stop6h 25m

$313

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mar. 11/11

5:59 pm-11:46 am

1 stop16h 47m

White Plains Westchester County

jue. 11/20

12:45 pm-6:36 pm

1 stop6h 51m

$344

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

lun. 10/13

5:28 pm-4:52 pm

3 stops46h 24m

$308

ChicagoWhite Plains

MDW - HPN

MDWHPN

Chicago Midway

mié. 9/24

6:00 am-12:00 pm

1 stop5h 00m

$409

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 18 results
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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.

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.

  • How long is the flight from Chicago Midway Airport to White Plains?

    Departing from Chicago Midway Airport to White Plains will take you 16h 47m. Airlines will cover a distance of 728 mi.

  • 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

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