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Southold

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Southold Flights as Low as $364

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

United
Tue, May 20 - Mon, May 26
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$364 Roundtrip, found 5 days ago
$364
Roundtrip
found 5 days ago
Select United flight, departing Tue, May 20 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Mon, May 26, priced at $364 found 5 days ago
Delta
Wed, May 14 - Mon, May 19
SDQ
Las Americas Intl.
JFK
John F. Kennedy Intl.
$364 Roundtrip, found 6 days ago
$364
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, May 14 from Las Americas Intl. to John F. Kennedy Intl., returning Mon, May 19, priced at $364 found 6 days ago
Frontier Airlines
Sat, May 10 - Fri, May 30
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, May 10 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Fri, May 30, priced at $367 found 1 day ago
Spirit Airlines
Mon, May 12 - Mon, May 19
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$367 Roundtrip, found 4 days ago
$367
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, May 12 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Mon, May 19, priced at $367 found 4 days ago
JetBlue Airways
Sat, Jun 21 - Sat, Jul 12
SDQ
Las Americas Intl.
JFK
John F. Kennedy Intl.
$369 Roundtrip, found 19 hours ago
$369
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Sat, Jun 21 from Las Americas Intl. to John F. Kennedy Intl., returning Sat, Jul 12, priced at $369 found 19 hours ago
Frontier Airlines
Wed, May 7 - Tue, May 27
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, May 7 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Tue, May 27, priced at $369 found 1 day ago
Frontier Airlines
Tue, May 13 - Wed, May 14
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$371 Roundtrip, found 6 days ago
$371
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, May 13 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Wed, May 14, priced at $371 found 6 days ago
Delta
Sat, Jun 21 - Sat, Jul 12
SDQ
Las Americas Intl.
JFK
John F. Kennedy Intl.
$371 Roundtrip, found 19 hours ago
$371
Roundtrip
found 19 hours ago
Select Delta flight, departing Sat, Jun 21 from Las Americas Intl. to John F. Kennedy Intl., returning Sat, Jul 12, priced at $371 found 19 hours ago
Spirit Airlines
Mon, May 19 - Tue, May 20
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$373 Roundtrip, found 5 days ago
$373
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, May 19 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Tue, May 20, priced at $373 found 5 days ago
JetBlue Airways
Tue, May 13 - Mon, May 19
SDQ
Las Americas Intl.
JFK
John F. Kennedy Intl.
$382 Roundtrip, found 6 days ago
$382
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, May 13 from Las Americas Intl. to John F. Kennedy Intl., returning Mon, May 19, priced at $382 found 6 days ago
American Airlines
Fri, May 9 - Thu, May 29
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$389 Roundtrip, found 1 day ago
$389
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 9 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Thu, May 29, priced at $389 found 1 day ago
American Airlines
Tue, Jun 17 - Tue, Jul 15
SDQ
Las Americas Intl.
LGA
LaGuardia
$417 Roundtrip, found 19 hours ago
$417
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Tue, Jun 17 from Las Americas Intl. to LaGuardia, returning Tue, Jul 15, priced at $417 found 19 hours ago
Arajet
Mon, Aug 25 - Fri, Sep 5
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$480 Roundtrip, found 3 days ago
$480
Roundtrip
found 3 days ago
Select Arajet flight, departing Mon, Aug 25 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Fri, Sep 5, priced at $480 found 3 days ago
Copa
Tue, May 27 - Tue, Jun 3
SDQ
Las Americas Intl.
JFK
John F. Kennedy Intl.
$506 Roundtrip, found 4 days ago
$506
Roundtrip
found 4 days ago
Select Copa flight, departing Tue, May 27 from Las Americas Intl. to John F. Kennedy Intl., returning Tue, Jun 3, priced at $506 found 4 days ago
Aeromexico
Thu, May 29 - Fri, May 30
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$546 Roundtrip, found 4 days ago
$546
Roundtrip
found 4 days ago
Select Aeromexico flight, departing Thu, May 29 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Fri, May 30, priced at $546 found 4 days ago
World Ticket Ltd
Mon, Aug 25 - Fri, Sep 5
SDQ
Las Americas Intl.
EWR
Newark Liberty Intl. Airport
$600 Roundtrip, found 3 days ago
$600
Roundtrip
found 3 days ago
Select World Ticket Ltd flight, departing Mon, Aug 25 from Las Americas Intl. to Newark Liberty Intl. Airport, returning Fri, Sep 5, priced at $600 found 3 days ago

Cheap Flights to Southold

Fall in love at first flight with your vacation to Southold by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Southold on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Southold, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Southold

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southold with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LGA airport.

What is the cheapest month to fly to Southold?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Southold are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southold?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Southold.

What airport is best to fly into Southold?

When you’re planning your trip to Southold, convenience is the name of the game. Luckily, Southold East Hampton Airport is nearby so you can deplane and get going on checking off everything on your Southold must-do list.

How much are flights to Southold?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southold on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $364, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Southold?

The trick to saving a stack of cash on your flight to Southold? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $364 right now, why wait?

Southold Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$87

Last Minute Hotel Deals in Southold

The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 out of 5
61600 Main Rd, Southold, NY
The price is $240 per night from May 1 to May 2
$240
includes taxes & fees
May 1 - May 2
Stay at this 3.5-star hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (157 reviews)
"Beautiful property"

Reviewed on Apr 19, 2025

The Shoals Suites and Slips
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
The price is $246 per night from May 4 to May 5
$246
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
8.6/10 Excellent! (1,002 reviews)
"we had a room with a balcony that looked out to the ocean. terrific view. lovely property & staff was very friendly"

Reviewed on Apr 22, 2025

Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - Essex
2 out of 5
1430 Boston Post Rd, Old Saybrook, CT
The price is $102 per night from May 1 to May 2
$102
includes taxes & fees
May 1 - May 2
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (950 reviews)
"Convenient, great value"

Reviewed on Apr 27, 2025

Pier Blue Inn Old Saybrook - Essex
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
The price is $170 per night from May 4 to May 5
$170
includes taxes & fees
May 4 - May 5
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,003 reviews)

Reviewed on Apr 25, 2025

Hyatt Place Long Island East End
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $351 per night from May 11 to May 12
$351
includes taxes & fees
May 11 - May 12
Stay at this 4-star 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! (233 reviews)
"My fiancé and I had a lovely time."

Reviewed on Apr 26, 2025

Baron's Cove
Residence Inn by Marriott New York Long Island East End
Residence Inn by Marriott New York Long Island East End
3 out of 5
2012 Old Country Road, Riverhead, NY
The price is $153 per night from May 5 to May 6
$153
includes taxes & fees
May 5 - May 6
Stay at this 3-star business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property ...
9/10 Wonderful! (945 reviews)
"Front desk was fast and efficient."

Reviewed on Apr 26, 2025

Residence Inn by Marriott New York Long Island East End
The Harbor Front Inn
The Harbor Front Inn
3.5 out of 5
209 Front St, Greenport, NY
The price is $238 per night from May 1 to May 2
$238
includes taxes & fees
May 1 - May 2
Stay at this 3.5-star business-friendly hotel in Greenport. Enjoy free breakfast, an outdoor pool, and a 24-hour health club. Our guests praise the helpful staff ...
8.6/10 Excellent! (454 reviews)
"Great service and location"

Reviewed on Apr 27, 2025

The Harbor Front Inn
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
The price is $299 per night from May 13 to May 14
$299
includes taxes & fees
May 13 - May 14
Stay at this 4-star beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (520 reviews)
"We loved the location of our room which opened right onto the sound. Stunning sunsets!!"

Reviewed on Apr 27, 2025

Sound View Greenport
See all 4,299 properties in Southold
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.