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Westport

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Westport Flights as Low as $258

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

Frontier Airlines
Sat, Aug 22 - Tue, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$258 Roundtrip, found 6 days ago
$258
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Tue, Sep 8, priced at $258 found 6 days ago
Frontier Airlines
Fri, Aug 14 - Mon, Aug 17
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Aug 14 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Mon, Aug 17, priced at $260 found 6 days ago
Frontier Airlines
Sat, Aug 22 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$266 Roundtrip, found 6 days ago
$266
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Sun, Sep 6, priced at $266 found 6 days ago
Frontier Airlines
Fri, Aug 28 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$275 Roundtrip, found 6 days ago
$275
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Sun, Sep 6, priced at $275 found 6 days ago
Frontier Airlines
Sat, Aug 22 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$304 Roundtrip, found 6 days ago
$304
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Sun, Sep 6, priced at $304 found 6 days ago
Frontier Airlines
Sat, Aug 22 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$312 Roundtrip, found 6 days ago
$312
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Sun, Sep 6, priced at $312 found 6 days ago
Delta
Tue, Aug 11 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$317 Roundtrip, found 11 hours ago
$317
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 18, priced at $317 found 11 hours ago
Delta
Wed, Aug 12 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$325 Roundtrip, found 11 hours ago
$325
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 18, priced at $325 found 11 hours ago
JetBlue Airways
Tue, Aug 11 - Sat, Aug 15
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$326 Roundtrip, found 2 days ago
$326
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sat, Aug 15, priced at $326 found 2 days ago
Delta
Tue, Aug 11 - Mon, Aug 17
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$327 Roundtrip, found 11 hours ago
$327
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Mon, Aug 17, priced at $327 found 11 hours ago
Frontier Airlines
Fri, Aug 28 - Sun, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$333 Roundtrip, found 6 days ago
$333
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Sun, Sep 6, priced at $333 found 6 days ago
Delta
Wed, Aug 12 - Mon, Aug 24
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$335 Roundtrip, just found
$335
Roundtrip
just found
Select Delta flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Mon, Aug 24, priced at $335 just found
Frontier Airlines
Sat, Aug 22 - Tue, Sep 8
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$336 Roundtrip, found 6 days ago
$336
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Tue, Sep 8, priced at $336 found 6 days ago
Delta
Tue, Aug 25 - Tue, Sep 1
CMH
John Glenn Columbus Intl.
HPN
Westchester County
$355 Roundtrip, found 20 hours ago
$355
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Aug 25 from John Glenn Columbus Intl. to Westchester County, returning Tue, Sep 1, priced at $355 found 20 hours ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$357 Roundtrip, found 11 hours ago
$357
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Tue, Aug 18, priced at $357 found 11 hours ago
Avelo Airlines
Thu, Jul 23 - Mon, Jul 27
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$359 Roundtrip, found 6 days ago
$359
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Jul 23 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Jul 27, priced at $359 found 6 days ago

Cheap Flights to Westport

Fall in love at first flight with your vacation to Westport by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Westport on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Westport, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Westport

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Westport with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HPN airport.

What is the cheapest month to fly to Westport?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Westport are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Westport?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Westport.

What airport is best to fly into Westport?

When you’re planning your trip to Westport, convenience is the name of the game. Luckily, Westport Igor I. Sikorsky Memorial Airport is nearby so you can deplane and get going on checking off everything on your Westport must-do list.

How much are flights to Westport?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westport on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $258, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Westport?

The trick to saving a stack of cash on your flight to Westport? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $258 right now, why wait?

Westport Flight Information
Destination airport
MacArthur
Destination airport IATA code
ISP
Roundtrip price
$258

Last Minute Hotel Deals in Westport

Delamar Westport

Delamar Westport

4 out of 5
1595 Post Rd E Westport CT
Stay at this hotel in Westport. Enjoy free breakfast, free valet parking, and free train station pick-up. Popular attractions Southport Beach and Burying Hill ...
9.6/10 Exceptional! (107 reviews)
"The room and all of the common areas of the hotel were very clean and decorated very well. I normally don’t like hotel artwork, but loved all of the choices here. Our room which was a two queen bed room looked great, but the bathroom door was really hard to shut and open and the view from the room ..."

Reviewed on Jul 20, 2026

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Delamar Westport
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
8.6/10 Excellent! (1,079 reviews)
"It’s absolutely shameful that every time I visit this property the parking goes up another $5.00 - now a ridiculous $26/night on property owned by the hotel."

Reviewed on Jul 20, 2026

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Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
6.6/10 (1,557 reviews)
"I was very disappointed with my stay. Having to pay extra for parking felt unreasonable, especially considering the room rate. The breakfast was also a letdown—the food lacked variety, wasn't very fresh, and overall the quality was poor. For the price, I expected a much better experience. I wouldn't ..."

Reviewed on Jul 20, 2026

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La Quinta Inn & Suites by Wyndham Stamford / New York City
Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,317 reviews)
"Overall nice property. Front desk was a little terse."

Reviewed on Jul 20, 2026

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Ethan Allen Hotel
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,163 reviews)
"When I was "checked in", I wasn't actually. The woman didn't check me in. The next night when I went to buy something from the snack shop, the other front desk attendant went to put it on my account and said that I wasn't checked in, that I showed up as a "no show". Combine that with a very loud ..."

Reviewed on Jul 19, 2026

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EVEN Hotel Norwalk by IHG
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hartford HealthCare Amphitheater ...
6.6/10 (1,024 reviews)
"This property was nothing like the photos. It was a mess, the floors in the hallways were disgusting, the bathroom was gross, and the bed was extremely uncomfortable to sleep in. The people above us were loud and partied well past 2am. We were in town for a birthday party and needed a place to stay ..."

Reviewed on Jul 19, 2026

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Motel 6 Milford, CT
The Circle Hotel Fairfield

The Circle Hotel Fairfield

3 out of 5
417 Post Road Fairfield CT
Book a stay at this beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (1,454 reviews)
"good hotel to a temporary stay"

Reviewed on Jul 20, 2026

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The Circle Hotel Fairfield
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,003 reviews)
"Filthy upon entry, flies all over, dead bugs or card holder at check in, hallway wreaked of cigarette smoke, room ac fan was not blowing, fridge was leaking… asked for new room- moved to it and it was filthy, legit filthy- ended up leaving the hotel"

Reviewed on Jul 19, 2026

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Best Western Danbury/Bethel
See all 1,103 properties in Westport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.