Cheap Flights to Town of Southampton from $48 (2026/2027)

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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.

Sat, Sep 5 - Sun, Sep 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 22 hours ago
$102
Roundtrip
found 22 hours ago
Select Breeze Airways flight, departing Sat, Sep 5 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Sep 6, priced at $102 found 22 hours ago
Thu, Sep 3 - Tue, Sep 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Sep 8, priced at $107 found 6 days ago
Thu, Jun 4 - Thu, Jun 11
MCO
Orlando Intl.
ISP
MacArthur
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Jun 4 from Orlando Intl. to MacArthur, returning Thu, Jun 11, priced at $111 found 2 days ago
Thu, Sep 24 - Sat, Sep 26
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Thu, Sep 24 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Sep 26, priced at $114 found 3 days ago
Thu, Sep 10 - Sun, Sep 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Sep 10 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Sep 13, priced at $117 found 2 hours ago
Thu, Aug 27 - Mon, Aug 31
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$118 Roundtrip, found 2 hours ago
$118
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Thu, Aug 27 from Tampa Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $118 found 2 hours ago
Tue, Jun 9 - Wed, Jun 10
MCO
Orlando Intl.
ISP
MacArthur
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Orlando Intl. to MacArthur, returning Wed, Jun 10, priced at $118 found 3 days ago
Sat, Jun 6 - Tue, Jun 9
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jun 9, priced at $120 found 1 day ago

Best Town of Southampton Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace
5.0-star property

The Towers at Lotte New York Palace

Jul 31 - Aug 4

4 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,010, price is now $1,660 per person
$1,660
per person
found 1 day ago
2 bedroom luxury Empire State VIEW
2.0-star property

2 bedroom luxury Empire State VIEW

Jul 10 - Jul 13

3 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Coach

New York (JFK) to Atlanta (ATL)

American Airlines • Coach
Price was $4,063, price is now $1,969 per person
$1,969
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Jul 31 - Aug 4

4 night stay

Atlanta (ATL) to New York (JFK)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $3,146, price is now $1,810 per person
$1,810
per person
found 1 day ago
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Travelers ❤️ These Town of Southampton 🏨

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.
9.6/10 Exceptional! (502 reviews)
"0"

Reviewed on May 23, 2026

Opens in a new windowThe Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
Book a stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions The Hamptons Beaches and Sag Harbor Whaling and Historical Museum are located nearby.
9.4/10 Exceptional! (615 reviews)
"Nice room and view"

Reviewed on May 15, 2026

Opens in a new windowSag Harbor Inn
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.
7.2/10 Good! (996 reviews)
"Ac kept room cool"

Reviewed on May 17, 2026

Opens in a new windowThe Atlantic Hotel
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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.
6.6/10 (810 reviews)
"Parking was easy, but this place is kind of creepy. There are signs for human trafficking everywhere."

Reviewed on May 11, 2026

Opens in a new windowBudget Host East End
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 $102. 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 September 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. $102 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 $102 and $120 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.
What can I expect on a flight to Town of Southampton?
If you're catching a long-haul flight to Town of Southampton, you can typically expect drinks, food and entertainment on board. Airlines strive to make longer flights as comfortable as they can for passengers. Quicker trips — along with flights offered by budget airlines — may not come with such inclusions. If you're seeking cheap flights for family vacations with a low-priced carrier, it's likely you'll pay extra for entertainment and food.