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Westport

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Westport Flights as Low as $100

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

Frontier Airlines
Frontier Airlines
Frontier Airlines
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Breeze Airways
Frontier Airlines
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Frontier Airlines
Frontier Airlines
Frontier Airlines
JetBlue Airways
American Airlines
Delta
Delta

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 April, 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 $100, 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 $100 right now, why wait?

Westport Flight Information
Destination airport
MacArthur
Destination airport IATA code
ISP
Roundtrip price
$100

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 ...
10/10 Exceptional! (32 reviews)
The Westport Inn had become a great place to visit. Great vision!

Reviewed on Mar 13, 2026

Delamar Westport
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane Milford CT
Book a stay at this 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! (1,275 reviews)
Clean room, friendly staff. Great stay for business trip

Reviewed on Mar 13, 2026

Hyatt Place Milford / New Haven
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 ...
6.2/10 (1,010 reviews)
For a non-smoking motel…it smelled so bad. The smell of weed and cigarettes was horrible. Our room wasn’t ready at 3:00 check in. Only 1 towel in the bathroom. No facecloth, no hand towel. 1 bath towel! No tissues, 3 sheets of toilet paper left on roll! Seriously, they couldn’t put on a fresh roll ...

Reviewed on Mar 16, 2026

Motel 6 Milford, CT
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln Trumbull CT
Stay at this hotel in Trumbull. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
8/10 Very Good! (1,006 reviews)
Pool was DISGUSTING and could not swim in it. Brown slime all over the filters and floors, human hair floating all over the pool. Green stuff staining the walls of the pool. And there was no hot tub and falsely advertised. The room was OK except the bathroom; there was black stains on the door and ...

Reviewed on Mar 15, 2026

Trumbull Marriott Shelton
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! (1,002 reviews)
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Reviewed on Mar 15, 2026

Best Western Danbury/Bethel
DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
7.4/10 Good! (1,003 reviews)
This is a conference hotel that is old and dated. Sadly it’s not to the 2026 standards anymore. I would not stay there anymore. And conference should think of moving to another hotel.

Reviewed on Mar 14, 2026

DoubleTree by Hilton Stamford
Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
99 East Avenue Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful staff ...
8.8/10 Excellent! (1,456 reviews)
The hotel is well located in downtown Norwalk just off I 95. It has a full restaurant and a keurig in the room for coffee. I have an electric car and AmpUp has two charging stations in the parking lot.

Reviewed on Mar 15, 2026

Norwalk Inn & Conference Center
Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury

4 out of 5
15 Milestone Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
Comfortable and clean - we will be back

Reviewed on Mar 15, 2026

Hotel Zero Degrees Danbury
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.