$86 Cheap flight deals from Washington (WAS) to Westport (HPN)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Washington to Westport

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jan 31 - Mon, Feb 9
DCA
Ronald Reagan Washington National
HPN
Westchester County
$282 Roundtrip, found 2 hours ago
$282
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Sat, Jan 31 from Ronald Reagan Washington National to Westchester County, returning Mon, Feb 9, priced at $282 found 2 hours ago
Sat, Jan 31 - Sat, Feb 7
IAD
Washington Dulles Intl.
HPN
Westchester County
$483 Roundtrip, found 5 hours ago
$483
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Jan 31 from Washington Dulles Intl. to Westchester County, returning Sat, Feb 7, priced at $483 found 5 hours ago
Fri, Jan 30 - Tue, Feb 3
BWI
Baltimore Washington Intl. Thurgood Marshall
ISP
MacArthur
$561 Roundtrip, found 6 days ago
$561
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Fri, Jan 30 from Baltimore Washington Intl. Thurgood Marshall to MacArthur, returning Tue, Feb 3, priced at $561 found 6 days ago
Sun, Feb 1 - Sat, Feb 7
BWI
Baltimore Washington Intl. Thurgood Marshall
HPN
Westchester County
$717 Roundtrip, found 3 days ago
$717
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sun, Feb 1 from Baltimore Washington Intl. Thurgood Marshall to Westchester County, returning Sat, Feb 7, priced at $717 found 3 days ago

Airfares from $86 One Way, $157 Round Trip from Washington to Westport

Prices starting at $157 for return flights and $86 for one-way flights to Westport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Feb 26 - Sat, Feb 28
IAD
Washington
ISP
Islip
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Washington to Islip, returning Sat, Feb 28, priced at $157 found 6 days ago
Thu, Feb 26 - Wed, Mar 4
IAD
Washington
ISP
Islip
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, Feb 26 from Washington to Islip, returning Wed, Mar 4, priced at $172 found 6 days ago
Tue, Mar 31 - Tue, Apr 7
DCA
Washington
HPN
White Plains
$191 Roundtrip, found 8 hours ago
$191
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Tue, Mar 31 from Washington to White Plains, returning Tue, Apr 7, priced at $191 found 8 hours ago
Mon, Feb 23 - Tue, Feb 24
DCA
Washington
ISP
Islip
$310 Roundtrip, found 6 days ago
$310
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Feb 23 from Washington to Islip, returning Tue, Feb 24, priced at $310 found 6 days ago
Thu, Mar 26 - Mon, Mar 30
BWI
Baltimore
ISP
Islip
$310 Roundtrip, found 2 days ago
$310
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Thu, Mar 26 from Baltimore to Islip, returning Mon, Mar 30, priced at $310 found 2 days ago

Westport economy flight packages

Price found within the past 48 hours. Click for updated prices.
Stamford Suites
4.0-star property

Stamford Suites

6.2/10 (71 reviews)

Feb 27 - Mar 1

2 night stay

Washington (DCA) to White Plains (HPN)

American Airlines • Roundtrip • Coach
Price was $312, price is now $260 per person
$260
per person
found 18 hours ago
Many positives aspects to Stamford Suites. It was clean - especially the kitchen and, yes, there is a full kitchen with gas stove, full sized refrigerator (!) and even a small dishwasher. The suite was very roomy. Location in Stamford is great! The staff is very accommodating. I slept extremely well there-bed was quite comfortable. If you are staying for awhile and need storage there are multiple closets! Rooms are bright with natural light - important to me. Yes, the hotel is a bit tired around the edges. The shower faucet was not brilliant. No coffee maker in room. But the positives outweigh the minor inconveniences!

Reviewed on Oct 28, 2025

Sonesta White Plains Downtown
4.0-star property

Sonesta White Plains Downtown

8.8/10 Excellent! (1,114 reviews)

Feb 27 - Mar 1

2 night stay

Washington (DCA) to White Plains (HPN)

Delta • Coach

White Plains (HPN) to Washington (DCA)

JetBlue Airways • Coach
Price was $322, price is now $285 per person
$285
per person
found 24 hours ago
Great service clean and friendly highly recommend

Reviewed on Jan 4, 2026

Days Inn by Wyndham Elmsford / White Plains
2.0-star property

Days Inn by Wyndham Elmsford / White Plains

6.8/10 (1,003 reviews)

Mar 5 - Mar 8

3 night stay

Washington (DCA) to White Plains (HPN)

Delta • Roundtrip • Coach
Price was $303, price is now $273 per person
$273
per person
found 1 day ago
Rooms were dated but clean. Staff friendly

Reviewed on Oct 29, 2025

Don't see what you're looking for?
See all available trips from Washington to Westport
View all trips

More About Flying To Westport from Washington

Route Information for Flights from Washington to Westport

Origin Airport IATA Code
WAS
Destination Airport IATA Code
HPN
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Washington to Westport

Great Deals on Flights From Washington to Westport

Spend more of your time and money at Westport instead of sitting at your computer, searching for discount Washington to Westport flights. This is why Orbitz makes it easy for you to check out destinations, plan your trip, and book your air fare, hotel, car rental, and more in just one place. Our low price guarantee means that you get great deals on flights from Washington to Westport.

Flights That Fit Your Budget

Traveling on a budget? Not to worry if you are using Orbitz. We monitor thousands of fares to make sure we show you the best air ticket prices available for your travel dates. Besides amazing prices on Washington to Westport flights, we offer you great deals on hotels, vacation packages, and last-minute getaways for the perfect trip.

Orbitz customers can receive credit for frequent flyer miles and points. Simply provide your frequent flyer details when you book qualifying Washington to Westport flights with Orbitz.

Search for Flights from Washington to Westport on the Go

Orbitz offers free mobile apps for iPad, iPhone, and Android-based devices, so even the busiest trip-planner can research and book flights from Washington to Westport. Find cheap Washington to Westport flights, research local festivities and attractions, and book reservations while sitting in the salon. Orbitz will also update you on flight delays with free alerts sent to your mobile phone or email address, so you’re never left in the dark.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.