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Westport

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Westport Flights as Low as $896

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

Breeze Airways
Sat, Mar 1 - Sun, Mar 9
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$896 Roundtrip, found 1 day ago
$896
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sun, Mar 9, priced at $896 found 1 day ago
Breeze Airways
Sat, Mar 1 - Fri, Mar 7
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$981 Roundtrip, found 1 day ago
$981
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Fri, Mar 7, priced at $981 found 1 day ago
Breeze Airways
Sun, Mar 2 - Sun, Mar 9
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$990 Roundtrip, found 1 day ago
$990
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sun, Mar 9, priced at $990 found 1 day ago
Breeze Airways
Sat, Mar 1 - Thu, Mar 6
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,002 Roundtrip, found 1 day ago
$1,002
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Thu, Mar 6, priced at $1,002 found 1 day ago
Breeze Airways
Sat, Mar 1 - Mon, Mar 3
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,010 Roundtrip, found 1 day ago
$1,010
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Mon, Mar 3, priced at $1,010 found 1 day ago
Breeze Airways
Sat, Mar 1 - Wed, Mar 5
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,054 Roundtrip, found 1 day ago
$1,054
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Wed, Mar 5, priced at $1,054 found 1 day ago
Breeze Airways
Sat, Mar 1 - Sun, Mar 2
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,056 Roundtrip, found 1 day ago
$1,056
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sun, Mar 2, priced at $1,056 found 1 day ago
Breeze Airways
Sun, Mar 2 - Fri, Mar 7
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,075 Roundtrip, found 1 day ago
$1,075
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Fri, Mar 7, priced at $1,075 found 1 day ago
Breeze Airways
Sun, Mar 2 - Thu, Mar 6
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,097 Roundtrip, found 1 day ago
$1,097
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Thu, Mar 6, priced at $1,097 found 1 day ago
Breeze Airways
Sun, Mar 2 - Mon, Mar 3
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,105 Roundtrip, found 1 day ago
$1,105
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Mon, Mar 3, priced at $1,105 found 1 day ago
Breeze Airways
Sat, Mar 1 - Sat, Mar 8
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,135 Roundtrip, found 1 day ago
$1,135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sat, Mar 8, priced at $1,135 found 1 day ago
Breeze Airways
Sat, Mar 1 - Tue, Mar 4
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,147 Roundtrip, found 1 day ago
$1,147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Mar 1 from Harry Reid Intl. to Tweed - New Haven Regional, returning Tue, Mar 4, priced at $1,147 found 1 day ago
Breeze Airways
Sun, Mar 2 - Wed, Mar 5
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,149 Roundtrip, found 1 day ago
$1,149
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Wed, Mar 5, priced at $1,149 found 1 day ago
Breeze Airways
Mon, Feb 24 - Sun, Mar 2
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,167 Roundtrip, found 5 days ago
$1,167
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Feb 24 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sun, Mar 2, priced at $1,167 found 5 days ago
Breeze Airways
Mon, Feb 24 - Fri, Feb 28
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,176 Roundtrip, found 5 days ago
$1,176
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Mon, Feb 24 from Harry Reid Intl. to Tweed - New Haven Regional, returning Fri, Feb 28, priced at $1,176 found 5 days ago
Breeze Airways
Sun, Mar 2 - Sat, Mar 8
LAS
Harry Reid Intl.
HVN
Tweed - New Haven Regional
$1,229 Roundtrip, found 1 day ago
$1,229
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Mar 2 from Harry Reid Intl. to Tweed - New Haven Regional, returning Sat, Mar 8, priced at $1,229 found 1 day 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 March, 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 $896, 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 $896 right now, why wait?

Westport Flight Information
Destination airport
MacArthur
Destination airport IATA code
ISP
Roundtrip price
$72

Last Minute Hotel Deals in Westport

EVEN Hotel Norwalk, an IHG Hotel
EVEN Hotel Norwalk, an IHG Hotel
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
The price is $144 per night from Feb 27 to Feb 28
$144
includes taxes & fees
Feb 27 - Feb 28
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! (1,003 reviews)
Interesting hotel
"Interesting hotel. Rooms are equipped with workout items like a yoga mat and exercise straps. Self checkout fir items in the lobby is easy. Place is clean."

Reviewed on Feb 20, 2025

EVEN Hotel Norwalk, an IHG Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from Feb 23 to Feb 24
$116
includes taxes & fees
Feb 23 - Feb 24
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! (1,567 reviews)
"Due to a house fire this place has become my safety net great price point excellent staff, clean and secure"

Reviewed on Feb 20, 2025

Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $201 per night from Mar 21 to Mar 22
$201
includes taxes & fees
Mar 21 - Mar 22
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
8/10 Very Good! (787 reviews)
"Great property."

Reviewed on Feb 17, 2025

Hyatt Regency Greenwich
Trumbull Marriott Shelton
Trumbull Marriott Shelton
3.5 out of 5
180 Hawley Ln, Trumbull, CT
The price is $150 per night from Mar 9 to Mar 10
$150
includes taxes & fees
Mar 9 - Mar 10
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.2/10 Very Good! (1,002 reviews)
"Liked everything"

Reviewed on Feb 18, 2025

Trumbull Marriott Shelton
Hyatt House Shelton
Hyatt House Shelton
3 out of 5
830 Bridgeport Ave, Shelton, CT
The price is $127 per night from Mar 2 to Mar 3
$127
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,007 reviews)
"Our stay was good. Would really like to have seen the hot tub open."

Reviewed on Feb 21, 2025

Hyatt House Shelton
The Watershed - Formerly Hotel Zero Degrees
The Watershed - Formerly Hotel Zero Degrees
3.5 out of 5
353 Main Ave, Norwalk, CT
The price is $167 per night from Mar 9 to Mar 10
$167
includes taxes & fees
Mar 9 - Mar 10
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
"Fantastic!"

Reviewed on Feb 17, 2025

The Watershed - Formerly Hotel Zero Degrees
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
The price is $118 per night from Mar 2 to Mar 3
$118
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"The property was clean and the staff were welcoming and friendly. Many of the fixtures and furniture showed signs of wear which added to an overall dated feel, but in terms of comfort and accommodation, the hotel held up to expectations."

Reviewed on Feb 19, 2025

Hyatt Place Milford / New Haven
Ethan Allen Hotel
Ethan Allen Hotel
3.5 out of 5
21 Lake Avenue Extension, I-84 at Exit 4, Danbury, CT
The price is $111 per night from Feb 26 to Feb 27
$111
includes taxes & fees
Feb 26 - Feb 27
Stay at this 3.5-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,001 reviews)
"Highly recommend to stay here!"

Reviewed on Feb 17, 2025

Ethan Allen Hotel
See all 1,033 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.