$262 Cheap flights from Midway Intl. to Westchester County (MDW to HPN)

Discover our best flights from Chicago MDW to White Plains HPN. 

With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

Find our best return flights from Chicago MDW to White Plains HPN at the right price  

Airfares to White Plains HPN from Chicago MDW currently cost between $408 and $549. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

Book one-way flights from Chicago MDW to White Plains HPN 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Chicago MDW to White Plains HPN on Travelocity starting at $262. Prices and availability subject to change. Additional terms may apply. 

Get to White Plains HPN from Chicago MDW quicker with direct flights. 

Get to White Plains faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to HPN from MDW to take around hour(s) min(s).  

Find our cheapest airfares for flights from Chicago MDW to White Plains HPN

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to HPN from MDW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

Get our best airfare deals for your flight from Chicago MDW to White Plains HPN today 

If you’re flexible about when you travel, July is usually the cheapest month to fly from Chicago MDW to White Plains HPN. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

Book flexible airline tickets for flights to White Plains HPN from Chicago MDW 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to HPN from MDW have this option.  

Travel with confidence when you book flights to White Plains HPN from Chicago MDW with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.