£191 Cheap Flights to Town of Southold Town

View £191 flight on Tue, 23 Jun 2026Opens in a new window

Popular airlines to Town of Southold Town

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  • American Airlines

  • Delta

  • Frontier Airlines

  • Alaska Airlines

  • JetBlue Airways

  • Air Canada

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Cheap round-trip flights to Town of Southold Town

Prices were available within the past 7 days and start at £191 for one-way flights and £370 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
BOS
Boston
ISP
Islip
£370 Return, found 5 days ago
£370
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Boston to Islip, returning Wed, 26 Aug, priced at £370 found 5 days ago
JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
BOS
Boston
ISP
Islip
£377 Return, found 5 days ago
£377
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Boston to Islip, returning Wed, 26 Aug, priced at £377 found 5 days ago
Cape Air
Tue, 23 Jun - Wed, 24 Jun
BOS
Boston
ISP
Islip
£382 Return, found 15 hours ago
£382
Return
found 15 hours ago
Select Cape Air flight, departing Tue, 23 Jun from Boston to Islip, returning Wed, 24 Jun, priced at £382 found 15 hours ago
JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
BOS
Boston
ISP
Islip
£384 Return, found 5 days ago
£384
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Boston to Islip, returning Wed, 26 Aug, priced at £384 found 5 days ago
Cape Air
Tue, 23 Jun - Wed, 24 Jun
BOS
Boston
ISP
Islip
£390 Return, found 15 hours ago
£390
Return
found 15 hours ago
Select Cape Air flight, departing Tue, 23 Jun from Boston to Islip, returning Wed, 24 Jun, priced at £390 found 15 hours ago
JetBlue Airways
Wed, 17 Jun - Tue, 23 Jun
BOS
Boston
ISP
Islip
£394 Return, found 1 day ago
£394
Return
found 1 day ago
Select JetBlue Airways flight, departing Wed, 17 Jun from Boston to Islip, returning Tue, 23 Jun, priced at £394 found 1 day ago
JetBlue Airways
Wed, 19 Aug - Wed, 26 Aug
BOS
Boston
ISP
Islip
£395 Return, found 5 days ago
£395
Return
found 5 days ago
Select JetBlue Airways flight, departing Wed, 19 Aug from Boston to Islip, returning Wed, 26 Aug, priced at £395 found 5 days ago
JetBlue Airways
Fri, 14 Aug - Fri, 21 Aug
BOS
Boston
ISP
Islip
£402 Return, found 5 days ago
£402
Return
found 5 days ago
Select JetBlue Airways flight, departing Fri, 14 Aug from Boston to Islip, returning Fri, 21 Aug, priced at £402 found 5 days ago
Cape Air
Tue, 23 Jun - Wed, 24 Jun
BOS
Boston
ISP
Islip
£413 Return, found 15 hours ago
£413
Return
found 15 hours ago
Select Cape Air flight, departing Tue, 23 Jun from Boston to Islip, returning Wed, 24 Jun, priced at £413 found 15 hours ago
Cape Air
Wed, 19 Aug - Wed, 26 Aug
BOS
Boston
ISP
Islip
£416 Return, found 5 days ago
£416
Return
found 5 days ago
Select Cape Air flight, departing Wed, 19 Aug from Boston to Islip, returning Wed, 26 Aug, priced at £416 found 5 days ago

Frequently asked questions

How do I find cheap flights to Town of Southold Town that have flexible change policies?
It's as easy as 1-2-3 with Expedia. First, enter your travel dates and destination and hit "Search." Second step: Check "No change fee" directly below the "Flexible change policies" filter on the left-hand side of your screen. Step 3. Reserve your flexible and cheap fare to Town of Southold Town.
Which airlines fly to Town of Southold Town?
Pack your suitcase and choose between these popular airlines that fly into or near Town of Southold Town:

  • Southwest Airlines - 156 flights to or near Town of Southold Town each month, including 156 flights to MacArthur Airport (ISP) per month.
  • Frontier Airlines - 151 flights to or near Town of Southold Town each month, including 151 flights to MacArthur Airport (ISP) per month.
  • Breeze Airways - 56 flights to or near Town of Southold Town each month, including 56 flights to MacArthur Airport (ISP) per month.

How can I find cheap tickets to Town of Southold Town?
A good strategy for nabbing cheap fares is to be flexible with your travel dates. Begin with searching for your flight to Town of Southold Town, then click on the "flexible dates" box for a list of prices for nearby days. Another good tip? Book well in advance. For an idea of fares, £370 was the lowest price for a flight to Town of Southold Town in the last seven days.
How much is a flight to Town of Southold Town?
One-way flights leaving Boston (BOS) sold for as little as £191 in the last seven days. During this period, the price of a return ticket to Town of Southold Town ranged between £370 and £416. If you find a deal, grab it quickly — these prices don't wait around for long.
What are the most popular airports to fly into in Town of Southold Town?
Fly into MacArthur Airport (ISP) and experience everything that Town of Southold Town has to offer. As the region's main point of entry, about 364 flights touch down here each month.
When is the cheapest time to fly to Town of Southold Town?
Fly out on a Tuesday to better your chances of bagging the cheapest airfare to Town of Southold Town. Mondays are usually the next most affordable day to depart. Saturday is typically the costliest day to fly anywhere.
How much is a plane ticket to Town of Southold Town?
In the last seven days, seats to Town of Southold Town fluctuated between £370 and £416. Prices tend to rise over time, so pick up an awesome deal today.
What months are the cheapest to book a flight to Town of Southold Town?
The most affordable month to book a fabulous deal to Town of Southold Town is February, whereas the priciest month is December. Try to avoid this month if you're counting your pennies.

Book with confidence

Top tips for booking flights to Town of Southold Town from UK

Get ready to fly to Town of Southold Town

Prepare your luggage and book your flights to Town of Southold Town with Expedia. We offer a seamless flight booking experience, with a wide range of Town of Southold Town plane tickets to choose from. If you need help finding some of the best deals for cheap flights to Town of Southold Town in 2026, we are always available to assist you. Book your flights to Town of Southold Town today and let the adventure begin!

Find the best tickets to Town of Southold Town

To find some of the best tickets to Town of Southold Town in 2026, use Expedia's powerful search engine to compare dates and the different departure and arrival airports for your trip. Whether you're after direct flights to Town of Southold Town or last-minute flights to Town of Southold Town, you can filter and sort your search results, making it easy to find the ideal flight to Town of Southold Town.

Airlines fly to Town of Southold Town

There are 20 different airlines that fly to Town of Southold Town including some of the most trusted names in the business. To book flights to Town of Southold Town with your favourite airline, take a look at Expedia's flight listings and try out different dates to find some of the best Town of Southold Town plane tickets.

Find the cheapest flights to Town of Southold Town

By booking early you may find some of the best deals for Town of Southold Town flights from the UK, including Town of Southold Town direct flights. You can usually find affordable and cheap flights to Town of Southold Town, whether one-way from £191 or round-trip from £370, with Expedia if you book your trip far enough in advance.

Find the best airports for cheap flights to Town of Southold Town

Try searching for different Town of Southold Town airports with Expedia to find some of the cheapest flights to Town of Southold Town. Flights from Boston (BOS) to Islip (ISP) usually have the lowest price from £191.

Why book your flights to Town of Southold Town with Expedia

Expedia offers great deals on Town of Southold Town air fares from £191 to cater to every budget. Not only is Expedia one of the top platforms to book flights to Town of Southold Town from the UK, it is also your one-stop shop for booking hotels, car rentals, and more.

 

*Prices and availability are subject to change. Additional terms apply.

Top tips for booking flights to Town of Southold Town from UK

Travel information

Town of Southold Town Flights Information

Airlines serving
Cape Air, JetBlue Airways
Roundtrip price
from £370
Town of Southold Town Flights Information
*Available to Expedia members.