$59 Cheap flights to Town of Southampton

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Top places to visit in Town of Southampton

A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.
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Southampton

Southampton

Cheap flights to Town of Southampton from $59 One Way, $118 Round Trip

$118 return flights and $59 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.

Fri, Aug 21 - Mon, Aug 24
ORD
Chicago
HVN
New Haven
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Aug 21 from Chicago to New Haven, returning Mon, Aug 24, priced at $118 just found
Fri, Sep 11 - Mon, Sep 14
ORD
Chicago
HVN
New Haven
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Sep 11 from Chicago to New Haven, returning Mon, Sep 14, priced at $120 just found
Fri, Oct 16 - Sun, Oct 18
ORD
Chicago
HVN
New Haven
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Avelo Airlines flight, departing Fri, Oct 16 from Chicago to New Haven, returning Sun, Oct 18, priced at $130 just found
Mon, Aug 31 - Wed, Sep 2
ORD
Chicago
HVN
New Haven
$133 Roundtrip, found 11 hours ago
$133
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Mon, Aug 31 from Chicago to New Haven, returning Wed, Sep 2, priced at $133 found 11 hours ago
Fri, Aug 14 - Sun, Aug 23
ORD
Chicago
HVN
New Haven
$137 Roundtrip, found 6 days ago
$137
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 14 from Chicago to New Haven, returning Sun, Aug 23, priced at $137 found 6 days ago
Wed, Sep 2 - Fri, Sep 4
ORD
Chicago
HVN
New Haven
$140 Roundtrip, found 11 hours ago
$140
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Wed, Sep 2 from Chicago to New Haven, returning Fri, Sep 4, priced at $140 found 11 hours ago
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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
$273 nightly
The price is $312 total per night from Jul 27 to Jul 28
$312 total
Jul 27 - Jul 28
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! (1,006 reviews)
"I never do this. But this place was a mess. Staff were nice enough but it was dirty - no cleaning service."

Reviewed on Jul 13, 2026

Opens in a new windowThe Atlantic Hotel
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
$125 nightly
The price is $143 total per night from Jul 19 to Jul 20
$143 total
Jul 19 - Jul 20
Total with taxes and fees
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 ...
6.8/10 (834 reviews)
"The rooms were clean and though the buildings were dated, it seems like it's been recently renovated and they are taking steps to upkeeping the rooms and maintenance though there is still some work to be done with the ceiling of the room and the carpeting coming undone in the rooms. I was traveling ..."

Reviewed on Jul 13, 2026

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

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
$203 nightly
The price is $231 total per night from Jul 27 to Jul 28
$231 total
Jul 27 - Jul 28
Total with taxes and fees
Stay at this guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shinnecock Hills Golf Course and Regal UA Hampton ...
9/10 Wonderful! (349 reviews)
"The check in was great! The place is clean, but very outdated. The grounds are nice"

Reviewed on Jul 13, 2026

Opens in a new window Hampton's Vacation Inn
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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
$395 nightly
The price is $451 total per night from Jul 27 to Jul 28
$451 total
Jul 27 - Jul 28
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! (546 reviews)
"Great location and hotel"

Reviewed on Jul 11, 2026

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.

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

Why search for low cost fares on your flights to Town of Southampton when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Town of Southampton

Orbitz offers massive discounts and substantial last-minute savings on your Town of Southampton flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Town of Southampton flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Town of Southampton. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Town of Southampton but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

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 $118 and $140 this week to Town of Southampton. Flying in from Chicago (ORD)? The best one-way prices were just $59.
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.