$49 Cheap flights to Town of Southampton

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Top places to visit in Town of Southampton

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

Riverhead

Cheap flights to Town of Southampton from $49 One Way, $98 Round Trip

$98 return flights and $49 one-way flights to Town of Southampton were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Jan 25 - Fri, Jan 29
RDU
Raleigh
HVN
New Haven
$98 Roundtrip, found 12 hours ago
$98
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Mon, Jan 25 from Raleigh to New Haven, returning Fri, Jan 29, priced at $98 found 12 hours ago
Mon, Jan 25 - Thu, Jan 28
RDU
Raleigh
ISP
Islip
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jan 25 from Raleigh to Islip, returning Thu, Jan 28, priced at $102 found 1 day ago
Thu, Jan 7 - Mon, Jan 11
RDU
Raleigh
ISP
Islip
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to Islip, returning Mon, Jan 11, priced at $107 found 2 days ago
Fri, Jan 29 - Mon, Feb 1
RDU
Raleigh
HVN
New Haven
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Jan 29 from Raleigh to New Haven, returning Mon, Feb 1, priced at $108 found 3 days ago
Fri, Dec 4 - Mon, Dec 7
RDU
Raleigh
HVN
New Haven
$110 Roundtrip, found 7 hours ago
$110
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Raleigh to New Haven, returning Mon, Dec 7, priced at $110 found 7 hours ago
Thu, Jan 7 - Mon, Jan 11
RDU
Raleigh
ISP
Islip
$112 Roundtrip, found 2 days ago
$112
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jan 7 from Raleigh to Islip, returning Mon, Jan 11, priced at $112 found 2 days ago
Sat, Dec 5 - Sat, Dec 12
MCO
Orlando
HVN
New Haven
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Sat, Dec 5 from Orlando to New Haven, returning Sat, Dec 12, priced at $128 found 1 day ago
Tue, Dec 8 - Tue, Dec 8
MCO
Orlando
ISP
Islip
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando to Islip, returning Tue, Dec 8, priced at $130 found 3 days ago
Fri, Jan 8 - Mon, Jan 11
TPA
Tampa
HVN
New Haven
$133 Roundtrip, found 6 hours ago
$133
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Jan 8 from Tampa to New Haven, returning Mon, Jan 11, priced at $133 found 6 hours ago
Wed, Nov 18 - Sat, Dec 5
MCO
Orlando
HVN
New Haven
$134 Roundtrip, found 1 day ago
$134
Roundtrip
found 1 day ago
Select Avelo Airlines flight, departing Wed, Nov 18 from Orlando to New Haven, returning Sat, Dec 5, priced at $134 found 1 day ago
Tue, Dec 8 - Tue, Dec 15
MCO
Orlando
ISP
Islip
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Dec 8 from Orlando to Islip, returning Tue, Dec 15, priced at $138 found 1 day ago
Wed, Nov 11 - Wed, Nov 18
MCO
Orlando
HVN
New Haven
$139 Roundtrip, found 9 hours ago
$139
Roundtrip
found 9 hours ago
Select Avelo Airlines flight, departing Wed, Nov 11 from Orlando to New Haven, returning Wed, Nov 18, priced at $139 found 9 hours ago

Find The Perfect Hotel For After Your Flight

Score Epic Town of Southampton Accommodation Deals

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$126 nightly
The price is $144 total per night from Nov 28 to Nov 29
$144 total
Nov 28 - Nov 29
Total with taxes and fees
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 ...
7.2/10 Good! (1,000 reviews)
"We were 4 girls and the room was two bedrooms and another bed also so it accommodated all of us. 😊"

Reviewed on Oct 19, 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
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $165 total per night from Nov 7 to Nov 8
$165 total
Nov 7 - Nov 8
Total with taxes and fees
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 ...
Opens in a new windowThe Bentley Hotel Southampton
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

2 out of 5
2 W Montauk Hwy Hampton Bays NY
$133 nightly
The price is $152 total per night from Oct 30 to Oct 31
$152 total
Oct 30 - Oct 31
Total with taxes and fees
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 ...
Opens in a new windowHampton Bays Hotel on Main
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Faraway Sag Harbor

Faraway Sag Harbor

4 out of 5
31 West Water Street Sag Harbor NY
$351 nightly
The price is $402 total per night from Nov 16 to Nov 17
$402 total
Nov 16 - Nov 17
Total with taxes and fees
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 ...
9/10 Wonderful! (319 reviews)
"For location and aesthetics of hotel I would give it a 5 star. Everything else was a 2-3 star at best. The walls are paper thin so forget about having a good night sleep. The younger staff need proper training in customer service and hospitality."

Reviewed on Oct 26, 2026

Opens in a new windowFaraway Sag Harbor
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.

Need a Car For After Your Flight?

Special

Managers Special
  • 4 people
  • Unlimited mileage
New York, New York, USA
Managers Special

$37

$114 total
found 12 hours ago
Special Managers Special

Compact

Nissan Versa
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Nissan Versa

$40

$158 total
found 12 hours ago
Compact Nissan Versa

Economy

Mitsubishi Mirage
  • 4 people
  • Unlimited mileage
New York City, New York, USA
Mitsubishi Mirage

$40

$158 total
found 12 hours ago
Economy Mitsubishi Mirage

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
New York City, New York, USA
Toyota Corolla

$40

$160 total
found 12 hours ago
Midsize Toyota Corolla
Lowest prices found within the past 12 hours. Prices and availability subject to change. Additional terms may apply.

Town of Southampton

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Town of Southampton. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

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Exclusive Offers

Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Town of Southampton. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Town of Southampton flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Town of Southampton and Town of Southampton flights. Get more bang for your travel buck at Orbitz.

Frequently asked questions

What is the best airport to fly to in Town of Southampton?
East Hampton, NY (HTO). It's the city's main airport and is located approximately 14 miles northeast of the downtown area. You'll be dropping off your suitcase and exploring the best of Town of Southampton not long after landing.
How much is a flight to Town of Southampton?
Travelers from far and wide landed round-trip flight deals ranging between $98 and $139 this week to Town of Southampton. Flying in from Raleigh (RDU)? The best one-way prices were just $49.
How to book the cheapest flight to Town of Southampton?
With some of the most affordable flight deals around, you'll always jet for less with Orbitz. The following suggestions will help you find cheap flights to Town of Southampton — and leave you with more money to play with:

  • Consider taking off from or landing at alternative airports to save money. Enter your preferred departure and arrival airports in the form fields, then click on the 'Nearby airports' function below. It will list your options, if any.
  • If your plans aren't carved in stone, click on the 'Show flexible dates' link to check out the flight deals across different departure dates. You may find an even better fare.
  • To filter your results, click on 'Show options.' You can search based on airlines, seating class, nonstop flights and refundable flights. You can also select the time of day you'd like to fly under 'Sort & Filter' to the left.
  • Once you know your travel dates, lock in your flight. Fares normally get more expensive as the departure date nears.
  • Save loads on your vacation by bundling your hotel, flights and car rental into a package. Your credit card will thank you.
  • Flying during busier seasons can mean costly airfares. Try to travel outside of popular periods, such as Christmas, New Year's Eve and Easter.

What is the best time to book a flight to Town of Southampton?
Book in January, February or August for the best airfares to Town of Southampton. Once you've located a bargain, snap it up — cheap flights are known to pop up and then vanish in the blink of an eye.
What day of the week is the cheapest to book a flight to Town of Southampton?
To score an unbeatable flight deal, book on a Tuesday, Wednesday or Saturday. These are generally the cheapest days of the week to book tickets to Town of Southampton.
What is the cheapest day of the week to fly to Town of Southampton?
Think about going early in the week if you want to score cheap flights to Town of Southampton. Orbitz data from 2020 indicates Monday is normally the cheapest day to start your trip, followed by Tuesday. Saturday was found to have the highest ticket prices. This is possibly because many passengers prefer to kick off their break on a weekend.
What is the cheapest month to fly to Town of Southampton?
Based on Orbitz data, it's better to fly out in August. This is generally a great month to land cheap flights to Town of Southampton. It's worth bearing in mind that the most expensive time to depart is during the month of June.
Which airlines allow free cancellation?
Plans change, and we believe your flight should be able to as well. That's why Orbitz makes it a breeze to search for airlines with no change fees and free cancellation. Just enter your departure and arrival destinations and then select "Filter by flexible change policies." Now that's peace of mind!
What do I need for the flight to Town of Southampton?
From onboard entertainment to travel necessities like noise-canceling headphones, there are a few things a regular flyer always takes with them. To make sure you're prepared for your adventure, have a read through this useful list:

  • Firstly, you'll need to take all your travel documents and identification. How much depends on where you're flying from. When you book, you should always use the same name, birth date and gender as stated on your current ID.
  • A well-packed carry-on bag is the key to a great flight experience. Given this journey to Town of Southampton is no short hop, take enough snacks and things to keep you busy. Something to read is sure to help you pass the time.
  • Plane cabins are often quite cold. If you decide to fly during the height of summer, make sure you carry some extra layers of clothing with you.

How do I get cheap first-class/business deals to Town of Southampton?
There are ways of booking business or first-class tickets to Town of Southampton that won't burn through your savings. Bag a seat in the pointy end of the plane for less with these handy tips:

  • Flexibility isn't just a yoga thing. Leave some room to move around your travel dates so you can pick up cheaper airfares when a big sale comes along.
  • Look for a budget airline that offers business-class seats. They often come with more space and a glass of Champagne — but without the high price.
  • Take advantage of your airline's customer loyalty program and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

Travel tips for Town of Southampton

  • The center of Town of Southampton has plenty of excellent attractions. Drawcards like Meschutt Beach and Ponquogue Beach will keep your feet on the move and the sightseer in you happy.
  • We also recommend checking out the sights within an easy commute of Town of Southampton's center. Visit Stony Brook University and Cooper's Beach and see another side of this first-rate destination.
  • Slip behind the steering wheel and find out what else makes New York a tourism hot spot. Reserve a car rental with Orbitz and check out the wonders of two other exciting cities — New York and White Plains.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.