Flights To Town of Southampton - Cheap Flights Starting at CA $113

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A coastal landscape with a sandy beach, a forested area, and a golf course.

Riverhead

Flights
Riverhead

How Much Does it Cost To Fly To Town of Southampton?

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

Mon, Nov 2 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
ISP
MacArthur
CA $217 Roundtrip, found 9 hours ago
CA $217
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Mon, Nov 2 from Raleigh - Durham Intl. to MacArthur, returning Mon, Nov 16, priced at CA $217 found 9 hours ago
Fri, Dec 18 - Sun, Dec 20
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $288 Roundtrip, found 1 day ago
CA $288
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Dec 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Dec 20, priced at CA $288 found 1 day ago
Fri, Dec 18 - Tue, Dec 22
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $329 Roundtrip, found 1 day ago
CA $329
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Dec 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Tue, Dec 22, priced at CA $329 found 1 day ago
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $334 Roundtrip, found 10 hours ago
CA $334
Roundtrip
found 10 hours ago
Select Avelo Airlines flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Nov 8, priced at CA $334 found 10 hours ago
Fri, Dec 18 - Wed, Dec 23
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $342 Roundtrip, found 6 hours ago
CA $342
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Dec 18 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Wed, Dec 23, priced at CA $342 found 6 hours ago
Tue, Oct 27 - Tue, Nov 10
DJT
President Donald J. Trump Intl. Airport
ISP
MacArthur
CA $370 Roundtrip, found 5 days ago
CA $370
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Tue, Oct 27 from President Donald J. Trump Intl. Airport to MacArthur, returning Tue, Nov 10, priced at CA $370 found 5 days ago
Fri, Oct 23 - Sun, Oct 25
RDU
Raleigh - Durham Intl.
ISP
MacArthur
CA $372 Roundtrip, found 3 days ago
CA $372
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Oct 23 from Raleigh - Durham Intl. to MacArthur, returning Sun, Oct 25, priced at CA $372 found 3 days ago
Sun, Nov 1 - Sat, Nov 14
DJT
President Donald J. Trump Intl. Airport
ISP
MacArthur
CA $390 Roundtrip, found 11 hours ago
CA $390
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Sun, Nov 1 from President Donald J. Trump Intl. Airport to MacArthur, returning Sat, Nov 14, priced at CA $390 found 11 hours ago
Sat, Oct 10 - Fri, Oct 16
YYZ
Pearson Intl.
ISP
MacArthur
CA $1,559 Roundtrip, found 1 day ago
CA $1,559
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 10 from Pearson Intl. to MacArthur, returning Fri, Oct 16, priced at CA $1,559 found 1 day ago
Sat, Oct 10 - Fri, Oct 16
YYZ
Pearson Intl.
ISP
MacArthur
CA $1,640 Roundtrip, found 1 day ago
CA $1,640
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 10 from Pearson Intl. to MacArthur, returning Fri, Oct 16, priced at CA $1,640 found 1 day ago
Sat, Oct 10 - Fri, Oct 16
YYZ
Pearson Intl.
ISP
MacArthur
CA $1,669 Roundtrip, found 1 day ago
CA $1,669
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 10 from Pearson Intl. to MacArthur, returning Fri, Oct 16, priced at CA $1,669 found 1 day ago
Price found within the past 48 hours. Click for updated prices.
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Oct 9 - Oct 11

2 night stay

Toronto (YTO) to New Haven (HVN)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $2,518, price is now CA $1,535 per person
CA $1,535
per person
found 1 day ago
1 Hotel Central Park
5.0-star property

1 Hotel Central Park

Dec 13 - Dec 17

4 night stay

Halifax (YHZ) to New York (JFK)

Air Canada • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $5,149, price is now CA $3,165 per person
CA $3,165
per person
found 1 day ago
Lotte New York Palace
4.5-star property

Lotte New York Palace

Dec 28 - Jan 2

5 night stay

Halifax (YHZ) to New York (JFK)

Porter Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was CA $4,564, price is now CA $2,888 per person
CA $2,888
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Town of Southampton 🏨

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.
7.2/10 Good! (1,005 reviews)
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."

Reviewed on Oct 5, 2026

Opens in a new windowThe Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.
9.6/10 Exceptional! (594 reviews)
"Very nice"

Reviewed on Oct 5, 2026

Opens in a new windowThe Bentley Hotel Southampton
Faraway Sag Harbor

Faraway Sag Harbor

4 out of 5
31 West Water Street Sag Harbor NY
Stay at this hotel in Sag Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Sag Harbor Whaling and Historical Museum are located nearby.
Opens in a new windowFaraway Sag Harbor
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Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2 out of 5
2 W Montauk Hwy Hampton Bays NY
Stay at this hotel in Hampton Bays. Enjoy free WiFi, 2 bars/lounges, and cable TV channels. Popular attractions Good Ground Park and Meschutt Beach are located nearby.
7.6/10 Good! (119 reviews)
"This hotel was clean, comfy and reasonably priced. Everything worked out well virtually checking in and was perfect for our one night stay. Parking was a little nerve racking since there was no parking on the premise but the street parking worked out well reading the street signs and moving the car ..."

Reviewed on Oct 4, 2026

Opens in a new windowHampton Bays Hotel on Main
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.

Frequently asked questions

How much is the cheapest flight to Town of Southampton?
The next vacation you take doesn't have to make a huge dent in your finances. Within the last seven days, the cheapest roundtrip flight to Town of Southampton cost CA $217. Find a good deal and spend the dollars you save on awesome experiences. This price was available on Travelocity for flights to Town of Southampton departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Town of Southampton?
Leave November free in your calendar, because it's the cheapest month to jet out to Town of Southampton. That's according to Travelocity's direct flight demand between January and December last year. With the cash you save, you can go on a shopping binge, go to a fancy restaurant or do something special.
How can I check my flight status to Town of Southampton?
"Trips" will clue you in when it comes to the finer details of your flight to Town of Southampton. Our convenient customer portal allows you to arrange everything from one place, from checking your flight status to making updates to your itinerary. Click on Trips at the top right of the Travelocity homepage and then sign in to your account or create a new one. You can also download the Travelocity app and access your info on the go. Whether you have the family flying with you or you're on your own, all your travel plans are right at your fingertips.
How do I find the best deals on flights to Town of Southampton?
Here are our tips — book early, avoid peak season and be flexible with your travel dates. If you don't have a specific date in mind, search for your flight to Town of Southampton on Travelocity and click on "Flexible dates" above your results. This will show you any cheaper tickets on surrounding days. CA $217 was the most affordable price for a roundtrip flight to Town of Southampton in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Southampton with Travelocity?
An awesome break is just a click or two away when you arrange your trip with Travelocity. With great deals on cheap family flights, hotels, activities and more, we make it simple to find awesome prices to suit your needs. You can also try out our 24/7 customer assistance and free cancellations on most hotels throughout your trip. Wander wisely with us and secure your cheap flights to Town of Southampton today.
How much is a flight to Town of Southampton on average?
Roundtrip flights to Town of Southampton on our site cost between CA $217 and CA $1,669 in the last seven days. When you spot a plane fare that fits your budget, snap it up quick. Cheap deals don't stick around forever! These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.