Cheap flights To Westport (HPN) from $39

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Cheap Flights to Westport from $39 One Way, $78 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Sep 1 - Sun, Sep 7
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 1 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Sep 7, priced at $78 found 1 day ago
Wed, Oct 1 - Tue, Oct 7
MCO
Orlando Intl.
ISP
MacArthur
$80 Roundtrip, found 5 days ago
$80
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 1 from Orlando Intl. to MacArthur, returning Tue, Oct 7, priced at $80 found 5 days ago
Mon, Sep 15 - Wed, Sep 24
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$82 Roundtrip, found 1 day ago
$82
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 15 from Raleigh - Durham Intl. to Westchester County, returning Wed, Sep 24, priced at $82 found 1 day ago
Fri, Aug 22 - Mon, Aug 25
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$85 Roundtrip, found 2 hours ago
$85
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Aug 22 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Aug 25, priced at $85 found 2 hours ago
Fri, Sep 12 - Wed, Sep 17
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Sep 12 from Raleigh - Durham Intl. to Westchester County, returning Wed, Sep 17, priced at $87 found 1 day ago
Wed, Oct 1 - Tue, Oct 7
MCO
Orlando Intl.
ISP
MacArthur
$88 Roundtrip, found 4 days ago
$88
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Wed, Oct 1 from Orlando Intl. to MacArthur, returning Tue, Oct 7, priced at $88 found 4 days ago
Thu, Sep 11 - Sun, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$90 Roundtrip, found 4 days ago
$90
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Sep 14, priced at $90 found 4 days ago
Mon, Jan 26 - Mon, Feb 2
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jan 26 from Raleigh - Durham Intl. to Westchester County, returning Mon, Feb 2, priced at $92 found 1 day ago
Fri, Aug 22 - Tue, Aug 26
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$92 Roundtrip, found 19 hours ago
$92
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Fri, Aug 22 from Raleigh - Durham Intl. to Westchester County, returning Tue, Aug 26, priced at $92 found 19 hours ago
Mon, Sep 8 - Tue, Sep 16
MCO
Orlando Intl.
ISP
MacArthur
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Sep 8 from Orlando Intl. to MacArthur, returning Tue, Sep 16, priced at $95 found 3 days ago

Westport Flight Information

Traveling To
Westport
Destination Airport IATA Code
HPN
Number of Airlines Serving
Airlines
Breeze Airways, Frontier Airlines
Flight Price
$78
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Westport economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Stamford Hotel & Executive Meeting Center
3.5-star property

Hilton Stamford Hotel & Executive Meeting Center

Sep 4 - Sep 7

3 night stay

Fort Lauderdale (FLL) to White Plains (HPN)

United • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Residence Inn Stamford Downtown
3.0-star property

Residence Inn Stamford Downtown

Sep 11 - Sep 17

6 night stay

Fort Lauderdale (FLL) to White Plains (HPN)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The Stamford Hotel
3.5-star property

The Stamford Hotel

Sep 6 - Sep 13

7 night stay

Fort Lauderdale (FLL) to White Plains (HPN)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Westport

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Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Westport can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Westport. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Westport to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Westport?
With 20 airlines to decide from, finding the best flight to match your travel plans and budget should be a breeze. John F. Kennedy Intl. Airport (JFK) is a major entry point to Westport and where you're likely to be flying into. These popular international airlines are ready when you are:

  • JetBlue - 1,033 flights to Westport per month
  • Delta - 1,031 flights to Westport per month
  • American Airlines - 669 flights to Westport per month

What is the best airport to fly to in Westport?
Jump on a flight to Westchester County Airport (HPN) and get set to explore the sights and sounds of this city. The airport is around 19 miles west of the center of town. Also compare the cost of flights to MacArthur Airport (ISP), which is another entrance point to Westport.
How much is a flight to Westport?
The cost for a round-trip flight to Westport this week ranged from $78 to $95. If you were flying one-way out of Raleigh (RDU), you could have snapped up tickets from just $39.
How to book the cheapest flight to Westport?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following hints and tips will help you snap up cheap flights to Westport — and leave you with cash to spare:

  • Depending on where you're coming from, choose the 'Nearby airports' function (located under the departure and arrival form fields). From time to time, alternative departure points offer better value for money.
  • If you're flexible with your itinerary, click on the 'Show flexible dates' link. You'll see the flight deals for the days around your selected departure. Fares often vary depending on what day of the week it is.
  • To fine tune your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select your preferred flight times under 'Sort & Filter' to the left.
  • If you've worked out your travel dates, don't waste time booking your flight. Ticket prices usually become more expensive as the departure date gets closer.
  • Think about bundling your flights, hotels and car rental into an Orbitz package deal to save money.
  • If you can, avoid traveling in the busy season. Airfares often surge during summer, school breaks and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Westport?
Purchase your tickets to Westport in January. This is a fantastic month for bargain airfares, followed by February and August. Land cheap flights and make your dream journey a reality with Orbitz.
What day of the week is the cheapest to book a flight to Westport?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days to score cheap tickets to Westport.
What is the cheapest day of the week to fly to Westport?
Think about going early in the week to score cheap flights to Westport. Orbitz data from 2020 suggests Monday is normally the cheapest day to head off, followed by Tuesday. Saturday was found to have the most expensive ticket prices. Presumably, this is because many travelers prefer to start their trip after a long working week.
What is the cheapest month to fly to Westport?
To book cheap flights to Westport, pack your suitcase and depart in August. Orbitz data shows that this is generally the best month to save on your fare. If you're thinking of flying to Westport during June, it's worth keeping in mind that this is the most expensive time to take a trip.
Which airlines allow free cancellation?
When you search for flights on Orbitz, choose "Filter by flexible change policies." This filter will quickly find all the carriers offering free cancellation and no change fees. That means you can breathe easy knowing that if things change, your ticket can too.
What do I need for the flight to Westport?
Flying doesn't have to be a drag. In fact it can be a joy with a little pre-planning! Make your journey a hassle-free one with the following useful tips:

  • Before you step on board the plane, you'll need to show some sort of government-issued ID, like your passport. You'll also need your boarding pass. If you're traveling with children, check with your airline about which documents they require — if any.
  • To keep you busy on the short hop to Westport, download your favorite tracks or stock up the audiobook library on your phone. Food can also be a tasty distraction while in the air, so pack some light snacks.
  • Even if you're traveling when it's hot and sticky outside, carry a sweater on board with you. Cabins can get chilly!

How many direct flights are there to Westport?
Westport has around 112 direct flights each month, so you have plenty of options to choose from. Say no to stopovers and travel nonstop with JetBlue Airways, American Airlines or Delta Air Lines.
How do I get cheap first-class/business deals to Westport?
Experienced travelers have honed the art of finding first or business-class flights to Westport without the astronomical price tag. Be like them with these helpful hints:

  • Be flexible. By being open to different travel dates, you'll have more chances of landing a great deal on first or business-class airfares.
  • Look for a low-cost carrier that has business-class seats. They often come with extra legroom and a glass of Champagne — but at a more affordable price.
  • Bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat up the front. You can also try upgrading with points earned through a flight loyalty scheme.

How to get into Westport from the airport?
If you'd rather drive into Westport, there are multiple car rental outlets at Westchester County Airport (HPN). Among these are Hertz, Alamo and Avis. Choose a Westchester County Airport (HPN) car rental, grab the keys and you'll be off on your break before you know it. The town center is 19 miles east of the airport so you could also take a taxi or public transportation into town and rent a set of wheels from Westport car rentals instead.
How to get around in Westport?
One of the best (and least expensive) options to see Westport is by train. Two of the city's central hubs are Westport Station and Green's Farms Station. Step off at either and you'll find popular attractions like Compo Beach and Westport Country Playhouse nearby. If you'd prefer to check out Westport from the comfort of a car, book a set of wheels from Budget or Avis. Both rental providers are within easy reach of the center.
What is the best time to go to Westport?
There's no good or bad time to head to Westport, though June, August and October are the busiest months. As with most places in the Northern Hemisphere, summer starts June 20. If you'd sooner spend most of your days in a light shirt than a big winter jacket, this time of year may be perfect for you. Expect average daytime highs of 80 ºF and nightly lows around 65 ºF.

Nearby

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.