$50 Cheap flights to Town of Southampton

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Southampton

Southampton

Cheap flights to Town of Southampton from $50 One Way, $98 Round Trip

$98 return flights and $50 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, Sep 14 - Tue, Sep 22
MCO
Orlando
ISP
Islip
$98 Roundtrip, found 4 hours ago
$98
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Sep 14 from Orlando to Islip, returning Tue, Sep 22, priced at $98 found 4 hours ago
Thu, Sep 3 - Tue, Sep 8
MCO
Orlando
HVN
New Haven
$102 Roundtrip, found 6 days ago
$102
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to New Haven, returning Tue, Sep 8, priced at $102 found 6 days ago
Tue, Sep 1 - Sun, Sep 6
MCO
Orlando
HVN
New Haven
$118 Roundtrip, found 5 days ago
$118
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando to New Haven, returning Sun, Sep 6, priced at $118 found 5 days ago
Thu, Sep 3 - Sun, Sep 6
MCO
Orlando
HVN
New Haven
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 3 from Orlando to New Haven, returning Sun, Sep 6, priced at $120 found 1 day ago
Tue, Sep 1 - Sun, Sep 6
MCO
Orlando
HVN
New Haven
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Orlando to New Haven, returning Sun, Sep 6, priced at $130 found 5 days ago
Thu, Jul 9 - Tue, Jul 14
MCO
Orlando
HVN
New Haven
$132 Roundtrip, found 6 hours ago
$132
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Jul 9 from Orlando to New Haven, returning Tue, Jul 14, priced at $132 found 6 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
$264 nightly
The price is $302 total per night from Jul 6 to Jul 7
$302 total
Jul 6 - Jul 7
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! (1,009 reviews)
"Everything was great, except that the pool was not ready.And the continental breakfast could have been much better"

Reviewed on Jun 9, 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
$336 nightly
The price is $384 total per night from Jun 24 to Jun 25
$384 total
Jun 24 - Jun 25
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 ...
9.6/10 Exceptional! (523 reviews)
"The room was clean and nice. Having 4 kids with us it was upsetting that the ac in the living room didn’t work and the shower head was not functioning properly and had very low water pressure. There’s 2 tvs but only 1 remote was provided. Other than the few things we enjoyed our stay."

Reviewed on Jun 8, 2026

Opens in a new windowThe Bentley Hotel Southampton
The Hampton Maid

The Hampton Maid

2.5 out of 5
259 E Montauk Hwy Hampton Bays NY
$392 nightly
The price is $447 total per night from Jun 30 to Jul 1
$447 total
Jun 30 - Jul 1
Total with taxes and fees
Stay at this motel in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (710 reviews)
"Great stay!"

Reviewed on Jun 12, 2026

Opens in a new windowThe Hampton Maid
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Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$429 nightly
The price is $490 total per night from Jun 22 to Jun 23
$490 total
Jun 22 - Jun 23
Total with taxes and fees
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 ...
9.4/10 Exceptional! (629 reviews)
"Excellent location, very helpful staff and the rooms are immaculate."

Reviewed on Jun 15, 2026

Opens in a new windowSag Harbor Inn
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?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Town of Southampton

Reach your destination without breaking your budget by booking your flights to Town of Southampton using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Town of Southampton Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Town of Southampton flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Town of Southampton. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Town of Southampton, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Town of Southampton flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $132 this week to Town of Southampton. Flying in from Orlando (MCO)? The best one-way prices were just $50.
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.