Search Cheap Flights to
Southold

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Southold Flights as Low as $68

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

Frontier Airlines
Tue, Jul 15 - Tue, Jul 22
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Jul 15 from Orlando Intl. to John F. Kennedy Intl., returning Tue, Jul 22, priced at $68 found 1 hour ago
Spirit Airlines
Fri, Jul 11 - Sun, Jul 13
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jul 11 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Sun, Jul 13, priced at $87 just found
Frontier Airlines
Wed, Jul 23 - Wed, Jul 30
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$92 Roundtrip, just found
$92
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Jul 23 from Orlando Intl. to John F. Kennedy Intl., returning Wed, Jul 30, priced at $92 just found
Frontier Airlines
Wed, Aug 20 - Sat, Aug 23
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$98 Roundtrip, found 8 hours ago
$98
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Wed, Aug 20 from Orlando Intl. to John F. Kennedy Intl., returning Sat, Aug 23, priced at $98 found 8 hours ago
Frontier Airlines
Wed, Jul 9 - Wed, Jul 16
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$99 Roundtrip, found 10 hours ago
$99
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Jul 9 from Orlando Intl. to John F. Kennedy Intl., returning Wed, Jul 16, priced at $99 found 10 hours ago
Spirit Airlines
Sat, Jul 26 - Sat, Jul 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$115 Roundtrip, found 1 day ago
$115
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Jul 26 from Fort Lauderdale - Hollywood Intl. to LaGuardia, returning Sat, Jul 26, priced at $115 found 1 day ago
Breeze Airways
Thu, Jul 10 - Sun, Jul 13
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$116 Roundtrip, found 5 days ago
$116
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 10 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, Jul 13, priced at $116 found 5 days ago
Avelo Airlines
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$123 Roundtrip, found 2 hours ago
$123
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $123 found 2 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$126 Roundtrip, found 2 hours ago
$126
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $126 found 2 hours ago
Spirit Airlines
Tue, Oct 7 - Wed, Oct 15
MCO
Orlando Intl.
LGA
LaGuardia
$126 Roundtrip, just found
$126
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Oct 7 from Orlando Intl. to LaGuardia, returning Wed, Oct 15, priced at $126 just found
Delta
Wed, Oct 15 - Tue, Oct 21
FLL
Fort Lauderdale - Hollywood Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Oct 15 from Fort Lauderdale - Hollywood Intl. to John F. Kennedy Intl., returning Tue, Oct 21, priced at $137 found 2 days ago
Delta
Wed, Sep 3 - Sat, Sep 6
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to John F. Kennedy Intl., returning Sat, Sep 6, priced at $137 found 2 hours ago
United
Tue, Aug 12 - Sun, Aug 17
FLL
Fort Lauderdale - Hollywood Intl.
EWR
Newark Liberty Intl. Airport
$137 Roundtrip, found 2 hours ago
$137
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Aug 12 from Fort Lauderdale - Hollywood Intl. to Newark Liberty Intl. Airport, returning Sun, Aug 17, priced at $137 found 2 hours ago
JetBlue Airways
Tue, Oct 7 - Wed, Oct 15
MCO
Orlando Intl.
LGA
LaGuardia
$137 Roundtrip, just found
$137
Roundtrip
just found
Select JetBlue Airways flight, departing Tue, Oct 7 from Orlando Intl. to LaGuardia, returning Wed, Oct 15, priced at $137 just found
American Airlines
Tue, Oct 7 - Wed, Oct 15
MCO
Orlando Intl.
LGA
LaGuardia
$137 Roundtrip, just found
$137
Roundtrip
just found
Select American Airlines flight, departing Tue, Oct 7 from Orlando Intl. to LaGuardia, returning Wed, Oct 15, priced at $137 just found
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 1 day ago
$164
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $164 found 1 day 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 July, 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 $68, 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 $68 right now, why wait?

Southold Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$137

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 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! (173 reviews)
"Amazing"

Reviewed on Jun 15, 2025

Get rates
The Shoals Suites and Slips
Vine & Sand
Vine & Sand
3 out of 5
47100 New York 25, Southold, NY
Stay at this 3-star business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Croteaux Vineyards and Corey Creek ...
10/10 Exceptional! (7 reviews)
"We enjoyed an amazing wine weekend at Vine and Sand. Beautiful home and relaxing, enjoyable stay. Great location for visiting vineyards as well as the villages of Southold and Greenport."

Reviewed on Feb 17, 2025

Get rates
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. ...
7.6/10 Good! (979 reviews)
"Property was clean buy outdated."

Reviewed on Jun 23, 2025

Get rates
Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
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! (255 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on Jun 21, 2025

Get rates
Baron's Cove
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
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! (1,000 reviews)
"Fantastic as always!!"

Reviewed on Jun 24, 2025

Get rates
Saybrook Point Resort & Marina
Sound View Greenport
Sound View Greenport
4 out of 5
58775 County Rd 48, Greenport, NY
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! (531 reviews)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"

Reviewed on Jun 22, 2025

Get rates
Sound View Greenport
Hyatt Place Long Island East End
Hyatt Place Long Island East End
3 out of 5
451 East Main Street, Riverhead, NY
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)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."

Reviewed on Jun 13, 2025

Get rates
Hyatt Place Long Island East End
Sag Harbor Inn
Sag Harbor Inn
3.5 out of 5
45 West Water Street, Sag Harbor, NY
Stay at this 3.5-star business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (526 reviews)
"Great hotel. Clean and comfortable with doors opening to a terrace with pool view. Breakfast was good and staff were friendly. Walk to town"

Reviewed on Jun 10, 2025

Get rates
Sag Harbor Inn
See all 4,395 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.