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Southold

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Southold Flights as Low as $48

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

Frontier Airlines
Wed, Apr 2 - Tue, Apr 8
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$48 Roundtrip, found 5 days ago
$48
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Apr 2 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Apr 8, priced at $48 found 5 days ago
Spirit Airlines
Wed, Apr 2 - Tue, Apr 8
MCO
Orlando Intl.
LGA
LaGuardia
$57 Roundtrip, found 5 days ago
$57
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, Apr 2 from Orlando Intl. to LaGuardia, returning Tue, Apr 8, priced at $57 found 5 days ago
Frontier Airlines
Tue, May 6 - Tue, May 13
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$59 Roundtrip, found 3 days ago
$59
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, May 6 from Orlando Intl. to John F. Kennedy Intl., returning Tue, May 13, priced at $59 found 3 days ago
Frontier Airlines
Tue, Mar 11 - Wed, Mar 26
MCO
Orlando Intl.
LGA
LaGuardia
$62 Roundtrip, found 7 hours ago
$62
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Tue, Mar 11 from Orlando Intl. to LaGuardia, returning Wed, Mar 26, priced at $62 found 7 hours ago
Frontier Airlines
Thu, Mar 6 - Tue, Mar 11
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$68 Roundtrip, found 2 days ago
$68
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, Mar 6 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Mar 11, priced at $68 found 2 days ago
Frontier Airlines
Tue, Apr 1 - Mon, Apr 7
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 1 from Orlando Intl. to John F. Kennedy Intl., returning Mon, Apr 7, priced at $68 found 5 days ago
Spirit Airlines
Thu, Feb 27 - Mon, Mar 3
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$73 Roundtrip, found 1 day ago
$73
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Feb 27 from Charleston Intl. to Newark Liberty Intl. Airport, returning Mon, Mar 3, priced at $73 found 1 day ago
Breeze Airways
Tue, Apr 15 - Wed, Apr 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$82 Roundtrip, found 2 days ago
$82
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Apr 15 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Apr 16, priced at $82 found 2 days ago
Spirit Airlines
Fri, Mar 14 - Mon, Mar 17
CHS
Charleston Intl.
LGA
LaGuardia
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Mar 14 from Charleston Intl. to LaGuardia, returning Mon, Mar 17, priced at $87 found 3 days ago
Spirit Airlines
Thu, Mar 6 - Mon, Mar 10
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$90 Roundtrip, found 2 days ago
$90
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Mar 6 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, Mar 10, priced at $90 found 2 days ago
JetBlue Airways
Tue, Feb 25 - Tue, Feb 25
CHS
Charleston Intl.
JFK
John F. Kennedy Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Feb 25 from Charleston Intl. to John F. Kennedy Intl., returning Tue, Feb 25, priced at $96 found 3 days ago
Delta
Wed, Mar 12 - Mon, Mar 17
CHS
Charleston Intl.
LGA
LaGuardia
$97 Roundtrip, found 3 days ago
$97
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Mar 12 from Charleston Intl. to LaGuardia, returning Mon, Mar 17, priced at $97 found 3 days ago
Breeze Airways
Tue, Apr 1 - Mon, Apr 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Tue, Apr 1 from Orlando Intl. to Stewart Intl., returning Mon, Apr 7, priced at $117 found 5 days ago
American Airlines
Fri, Mar 28 - Sun, Mar 30
MCO
Orlando Intl.
LGA
LaGuardia
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Mar 28 from Orlando Intl. to LaGuardia, returning Sun, Mar 30, priced at $137 found 1 day ago
United
Thu, Aug 28 - Mon, Sep 1
CHS
Charleston Intl.
EWR
Newark Liberty Intl. Airport
$157 Roundtrip, found 2 days ago
$157
Roundtrip
found 2 days ago
Select United flight, departing Thu, Aug 28 from Charleston Intl. to Newark Liberty Intl. Airport, returning Mon, Sep 1, priced at $157 found 2 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 13 hours ago
$174
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $174 found 13 hours 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 April, 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 $48, 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 $48 right now, why wait?

Southold Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$48

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 $215 per night from Feb 23 to Feb 24
$215
includes taxes & fees
Feb 23 - Feb 24
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! (149 reviews)
"I can’t say enough great things about this place. Absolutely wonderful !"

Reviewed on Jan 4, 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 $235 per night from Feb 23 to Feb 24
$235
includes taxes & fees
Feb 23 - Feb 24
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! (1,000 reviews)
"I love this property! I stayed for one night and there was a comedian and a lot of activity in the hotel which made for a great night! My only complaint is the bed! It was probably the least comfortable bed I have ever slept in a hotel. I had a horrible night sleep as the mattress was terrible! The ..."

Reviewed on Feb 15, 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 $79 per night from Feb 23 to Feb 24
$79
includes taxes & fees
Feb 23 - Feb 24
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! (920 reviews)
"Perfect place for our short stay, super clean and comfortable!"

Reviewed on Feb 17, 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 $118 per night from Mar 16 to Mar 17
$118
includes taxes & fees
Mar 16 - Mar 17
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! (1,001 reviews)
"Great property and nice staff."

Reviewed on Feb 17, 2025

Hyatt Place Long Island East End
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 $149 per night from Feb 24 to Feb 25
$149
includes taxes & fees
Feb 24 - Feb 25
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! (909 reviews)
"Lovely breakfast and enjoyed the hot tub!"

Reviewed on Feb 13, 2025

Residence Inn by Marriott New York Long Island East End
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is $364 per night from Feb 24 to Feb 25
$364
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3.5-star spa hotel in Old Saybrook. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the restaurant and the helpful staff in ...
9.4/10 Exceptional! (1,001 reviews)
"Beautiful & excellent service. Needs regular soap."

Reviewed on Feb 17, 2025

Saybrook Point Resort & Marina
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3 out of 5
2038 Old Country Rd, Riverhead, NY
The price is $130 per night from Mar 2 to Mar 3
$130
includes taxes & fees
Mar 2 - Mar 3
Stay at this 3-star hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,002 reviews)
"The room was very nice and clean. The property was under construction."

Reviewed on Feb 18, 2025

Hilton Garden Inn Riverhead
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
The price is $194 per night from Mar 10 to Mar 11
$194
includes taxes & fees
Mar 10 - Mar 11
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! (504 reviews)
"It was difficult to find the entrance in the dark, they need lights to indicate where the lobby is."

Reviewed on Feb 17, 2025

Sound View Greenport
See all 4,243 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.