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Southold

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Southold Flights as Low as $90

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

Allegiant Air
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$90 Roundtrip, found 7 hours ago
$90
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Sep 6, priced at $90 found 7 hours ago
Allegiant Air
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 2 days ago
$95
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Sep 6, priced at $95 found 2 days ago
Delta
Tue, Sep 22 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$179 Roundtrip, found 5 hours ago
$179
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Sat, Oct 10, priced at $179 found 5 hours ago
JetBlue Airways
Tue, Sep 22 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$179 Roundtrip, found 5 hours ago
$179
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Sat, Oct 10, priced at $179 found 5 hours ago
Frontier Airlines
Tue, Sep 15 - Mon, Oct 5
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$181 Roundtrip, found 9 hours ago
$181
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Mon, Oct 5, priced at $181 found 9 hours ago
American Airlines
Sat, Sep 5 - Tue, Sep 8
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$182 Roundtrip, found 2 days ago
$182
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Sep 5 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Tue, Sep 8, priced at $182 found 2 days ago
Delta
Tue, Sep 1 - Tue, Sep 22
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$182 Roundtrip, found 9 hours ago
$182
Roundtrip
found 9 hours ago
Select Delta flight, departing Tue, Sep 1 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Tue, Sep 22, priced at $182 found 9 hours ago
Delta
Tue, Sep 22 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$189 Roundtrip, found 5 hours ago
$189
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Sat, Oct 10, priced at $189 found 5 hours ago
JetBlue Airways
Tue, Sep 22 - Tue, Oct 6
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 6, priced at $189 found 1 day ago
Frontier Airlines
Tue, Sep 15 - Fri, Oct 2
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$191 Roundtrip, found 9 hours ago
$191
Roundtrip
found 9 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Fri, Oct 2, priced at $191 found 9 hours ago
JetBlue Airways
Wed, Aug 26 - Wed, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$194 Roundtrip, found 3 days ago
$194
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Aug 26 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Wed, Aug 26, priced at $194 found 3 days ago
United
Tue, Aug 25 - Wed, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select United flight, departing Tue, Aug 25 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Wed, Aug 26, priced at $197 found 4 days ago
American Airlines
Tue, Sep 22 - Tue, Oct 6
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$199 Roundtrip, found 12 hours ago
$199
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Tue, Oct 6, priced at $199 found 12 hours ago
United
Tue, Sep 22 - Tue, Oct 6
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$199 Roundtrip, found 1 day ago
$199
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 22 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Tue, Oct 6, priced at $199 found 1 day ago
Breeze Airways
Fri, Oct 2 - Sat, Oct 10
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$519 Roundtrip, found 2 days ago
$519
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Oct 2 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sat, Oct 10, priced at $519 found 2 days ago
Alaska Airlines
Wed, Nov 25 - Sun, Nov 29
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$1,724 Roundtrip, found 4 days ago
$1,724
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Wed, Nov 25 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Sun, Nov 29, priced at $1,724 found 4 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 September, 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 $90, 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 $90 right now, why wait?

Southold Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$108

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
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (310 reviews)
"We stayed at the Shoals for 3 nights. Something I didn't realize was that there are no rooms directly facing the water - all rooms look out to the parking lot. The property and rooms were very clean and very well maintained, however many things were lacking. 1.) MAJOR concern: We asked for a pack ..."

Reviewed on Jul 30, 2026

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The Shoals Suites and Slips
Vine & Sand

Vine & Sand

3 out of 5
47100 New York 25 Southold NY
Book a stay at this business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mattebella Vineyards and Croteaux ...
9.8/10 Exceptional! (20 reviews)
"The hosts were very friendly and welcoming. They were always available when we had questions or needed anything. We enjoyed the fresh pastries and fresh fruit the 1st morning. They were very accommodating and had breakfast out early when we had to leave extra early for our event our 1st day."

Reviewed on Jun 24, 2026

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Vine & Sand
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
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. ...
8/10 Very Good! (1,004 reviews)
"Not the most updated place. It was good for one one night."

Reviewed on Jul 30, 2026

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Pier Blue Inn Old Saybrook - Essex
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
Book a stay at this 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! (672 reviews)
"My family and I recently stayed at the Sound View Hotel and had a wonderful experience all thanks to their front desk staffer named Adrianne. While our trip was off to a rough start regarding the initial room we were assigned, the moment I voiced my complaints to Adrianne she stepped in and went ..."

Reviewed on Jul 29, 2026

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Sound View Greenport
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
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 ...
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The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,009 reviews)
"My husband and I chose this resort for a quiet and relaxing time away and the resort did not disappoint. The grounds are beautiful and meticulously maintained, including the beach and pool area. The room was spacious and very clean as was the whole resort. We got massages at the spa and it was amazing. ..."

Reviewed on Jul 30, 2026

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Water's Edge Resort & Spa
The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
Book a stay at this beach hotel in Shelter Island Heights. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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The Pridwin Hotel
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
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 (844 reviews)
"The place was very nice. The staff was friendly and very helpful. The rooms were clean and the bed was comfortable."

Reviewed on Jul 30, 2026

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Budget Host East End
See all 4,379 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.