Flights To Town of Southampton - Cheap Flights Starting at CA $58

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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.

Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $122 Roundtrip, found 9 hours ago
CA $122
Roundtrip
found 9 hours ago
Select Avelo Airlines flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 9, priced at CA $122 found 9 hours ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $124 Roundtrip, found 9 hours ago
CA $124
Roundtrip
found 9 hours ago
Select Avelo Airlines flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at CA $124 found 9 hours ago
Fri, Nov 6 - Mon, Nov 9
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $129 Roundtrip, found 9 hours ago
CA $129
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Nov 6 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 9, priced at CA $129 found 9 hours ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $132 Roundtrip, found 1 day ago
CA $132
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at CA $132 found 1 day ago
Wed, Sep 16 - Mon, Sep 21
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $134 Roundtrip, found 3 days ago
CA $134
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 21, priced at CA $134 found 3 days ago
Wed, Sep 16 - Sat, Sep 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $143 Roundtrip, found 3 days ago
CA $143
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Wed, Sep 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sat, Sep 19, priced at CA $143 found 3 days ago
Fri, Nov 13 - Mon, Nov 16
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $143 Roundtrip, found 1 day ago
CA $143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Nov 13 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at CA $143 found 1 day ago
Fri, Sep 11 - Mon, Sep 14
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
CA $145 Roundtrip, found 9 hours ago
CA $145
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Mon, Sep 14, priced at CA $145 found 9 hours ago
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
2.0-star property

Seven Beach Lane

Oct 4 - Oct 10

6 night stay

Toronto (YYZ) to New York (JFK)

Delta • Coach

New York (JFK) to Toronto (YYZ)

American Airlines • Coach
Price was CA $2,623, price is now CA $1,683 per person
CA $1,683
per person
found 1 day ago
Beechmont - Perfect for Family Retreat!
5.0-star property

Beechmont - Perfect for Family Retreat!

Aug 29 - Sep 5

7 night stay

Toronto (YTO) to New Haven (HVN)

Air Canada • Roundtrip • Coach
Price was CA $7,124, price is now CA $3,472 per person
CA $3,472
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Oct 7 - Oct 11

4 night stay

Toronto (YTO) to New York (JFK)

Delta • Coach

New York (JFK) to Toronto (YTO)

American Airlines • Coach
Price was CA $4,895, price is now CA $2,672 per person
CA $2,672
per person
found 1 day ago
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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 Cooper's Beach and Sebonack Golf Course are located nearby.
Opens in a new windowThe Atlantic Hotel
Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
Stay at this guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Regal UA Hampton Bays and Good Ground Park are located nearby.
9/10 Wonderful! (381 reviews)
"Clean and comfortable."

Reviewed on Aug 22, 2026

Opens in a new window Hampton's Vacation Inn
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Splish Splash Water Park and All Star Bowling are located nearby.
6.8/10 (864 reviews)
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front ..."

Reviewed on Aug 21, 2026

Opens in a new windowBudget Host East End
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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 Cooper's Beach and Sebonack Golf Course are located nearby.
Opens in a new windowThe Bentley Hotel Southampton
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 $122. 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 $122 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 $122 and CA $145 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.