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Westport

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Westport Flights as Low as $134

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

Avelo Airlines
Fri, Aug 8 - Mon, Aug 11
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Fri, Aug 8 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Aug 11, priced at $134 found 3 days ago
Avelo Airlines
Mon, Aug 11 - Thu, Aug 14
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Mon, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Thu, Aug 14, priced at $137 found 2 hours ago
Frontier Airlines
Sat, Sep 13 - Sat, Sep 20
TPA
Tampa Intl.
ISP
MacArthur
$172 Roundtrip, found 21 hours ago
$172
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Tampa Intl. to MacArthur, returning Sat, Sep 20, priced at $172 found 21 hours ago
American Airlines
Mon, Jul 28 - Tue, Jul 29
TPA
Tampa Intl.
HPN
Westchester County
$200 Roundtrip, found 19 hours ago
$200
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Mon, Jul 28 from Tampa Intl. to Westchester County, returning Tue, Jul 29, priced at $200 found 19 hours ago
JetBlue Airways
Mon, Jul 28 - Tue, Jul 29
TPA
Tampa Intl.
HPN
Westchester County
$201 Roundtrip, found 19 hours ago
$201
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Mon, Jul 28 from Tampa Intl. to Westchester County, returning Tue, Jul 29, priced at $201 found 19 hours ago
Frontier Airlines
Fri, Sep 12 - Fri, Sep 12
TPA
Tampa Intl.
ISP
MacArthur
$203 Roundtrip, found 14 hours ago
$203
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Tampa Intl. to MacArthur, returning Fri, Sep 12, priced at $203 found 14 hours ago
Frontier Airlines
Sat, Sep 13 - Sun, Sep 21
TPA
Tampa Intl.
ISP
MacArthur
$206 Roundtrip, found 2 days ago
$206
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Tampa Intl. to MacArthur, returning Sun, Sep 21, priced at $206 found 2 days ago
Delta
Tue, Aug 26 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$207 Roundtrip, found 11 hours ago
$207
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Wed, Sep 3, priced at $207 found 11 hours ago
Frontier Airlines
Fri, Sep 12 - Fri, Sep 12
TPA
Tampa Intl.
ISP
MacArthur
$208 Roundtrip, found 14 hours ago
$208
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Fri, Sep 12 from Tampa Intl. to MacArthur, returning Fri, Sep 12, priced at $208 found 14 hours ago
Delta
Tue, Aug 26 - Sun, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$212 Roundtrip, found 6 days ago
$212
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sun, Aug 31, priced at $212 found 6 days ago
Frontier Airlines
Tue, Jul 1 - Fri, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
ISP
MacArthur
$214 Roundtrip, found 6 days ago
$214
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jul 1 from Hartsfield-Jackson Atlanta Intl. to MacArthur, returning Fri, Jul 4, priced at $214 found 6 days ago
American Airlines
Mon, Jul 28 - Tue, Jul 29
TPA
Tampa Intl.
HPN
Westchester County
$215 Roundtrip, found 19 hours ago
$215
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Mon, Jul 28 from Tampa Intl. to Westchester County, returning Tue, Jul 29, priced at $215 found 19 hours ago
Delta
Tue, Aug 26 - Wed, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$217 Roundtrip, found 11 hours ago
$217
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Wed, Sep 3, priced at $217 found 11 hours ago
Delta
Tue, Aug 26 - Sun, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$222 Roundtrip, found 6 days ago
$222
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sun, Aug 31, priced at $222 found 6 days ago
Delta
Tue, Aug 26 - Sun, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HPN
Westchester County
$223 Roundtrip, found 6 days ago
$223
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Aug 26 from Hartsfield-Jackson Atlanta Intl. to Westchester County, returning Sun, Aug 31, priced at $223 found 6 days ago
Breeze Airways
Thu, Jun 26 - Tue, Jul 1
TPA
Tampa Intl.
HPN
Westchester County
$252 Roundtrip, found 11 hours ago
$252
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Thu, Jun 26 from Tampa Intl. to Westchester County, returning Tue, Jul 1, priced at $252 found 11 hours 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 $134, 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 $134 right now, why wait?

Westport Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$123

Last Minute Hotel Deals in Westport

Inn at Longshore
Inn at Longshore
2.5 out of 5
260 Compo Rd S, Westport, CT
Book a stay at this golf hotel in Westport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (146 reviews)
"Beautiful grounds and view of the water. Very clean and nice room. The breakfast restaurant was also great. Thoroughly enjoyed our stay."

Reviewed on Jun 13, 2025

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Inn at Longshore
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
"Great new concept."

Reviewed on Jun 15, 2025

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EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,598 reviews)
Set Reasonable Expectations
"The Amsterdam Hotel was an extremely cost-effective option in Stamford, where the average hotel rates have skyrocketed. That said, set your expectations accordingly. This is a dated hotel with old furnishings and no frills (although the included continental breakfast was a nice extra). However, the ..."

Reviewed on Jun 20, 2025

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Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (947 reviews)
"Very nice hotel. Parking expensive."

Reviewed on Jun 22, 2025

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Hyatt Regency Greenwich
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,376 reviews)
"Clean"

Reviewed on Jun 19, 2025

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The Circle Hotel Fairfield
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 Silver Sands State Park ...
6/10 (1,005 reviews)
"Check in was easy and fast. Room was good, parking easy. Checkout was easy too!"

Reviewed on Jun 16, 2025

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Motel 6 Milford, CT
The Stamford Hotel
The Stamford Hotel
3.5 out of 5
700 East Main Street, Stamford, CT
Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
7.8/10 Good! (1,047 reviews)
"A very convenient location, pet friendly, clean and very friendly staff."

Reviewed on Jun 21, 2025

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The Stamford Hotel
Red Roof Inn Milford - New Haven
Red Roof Inn Milford - New Haven
2 out of 5
10 Rowe Ave, Milford, CT
Stay at this hotel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
7/10 Good! (1,000 reviews)
"Great stay. Clean rooms."

Reviewed on Jun 19, 2025

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Red Roof Inn Milford - New Haven
See all 1,064 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.