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Southold

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Southold Flights as Low as $88

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

Frontier Airlines
Tue, May 13 - Wed, May 14
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, May 13 from Orlando Intl. to John F. Kennedy Intl., returning Wed, May 14, priced at $88 found 2 days ago
Spirit Airlines
Tue, Apr 1 - Tue, Apr 8
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$98 Roundtrip, just found
$98
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, Apr 1 from Orlando Intl. to Newark Liberty Intl. Airport, returning Tue, Apr 8, priced at $98 just found
Frontier Airlines
Fri, May 2 - Sat, May 3
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$104 Roundtrip, found 12 hours ago
$104
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Fri, May 2 from Orlando Intl. to John F. Kennedy Intl., returning Sat, May 3, priced at $104 found 12 hours ago
Frontier Airlines
Tue, Apr 29 - Sun, May 4
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$105 Roundtrip, found 12 hours ago
$105
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Tue, Apr 29 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 4, priced at $105 found 12 hours ago
Breeze Airways
Thu, May 8 - Mon, May 12
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$106 Roundtrip, found 2 days ago
$106
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, May 8 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, May 12, priced at $106 found 2 days ago
Frontier Airlines
Thu, May 15 - Sat, May 17
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$107 Roundtrip, found 2 days ago
$107
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Thu, May 15 from Orlando Intl. to John F. Kennedy Intl., returning Sat, May 17, priced at $107 found 2 days ago
Frontier Airlines
Sat, May 10 - Sun, May 18
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, May 10 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 18, priced at $108 found 2 days ago
Spirit Airlines
Sat, May 3 - Mon, May 5
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$109 Roundtrip, found 12 hours ago
$109
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Sat, May 3 from Orlando Intl. to Newark Liberty Intl. Airport, returning Mon, May 5, priced at $109 found 12 hours ago
Breeze Airways
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$111 Roundtrip, found 12 hours ago
$111
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, May 1 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, May 4, priced at $111 found 12 hours ago
Delta
Tue, Apr 29 - Tue, May 6
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$113 Roundtrip, found 6 days ago
$113
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Apr 29 from Orlando Intl. to John F. Kennedy Intl., returning Tue, May 6, priced at $113 found 6 days ago
Frontier Airlines
Tue, Apr 1 - Tue, Apr 8
MCO
Orlando Intl.
LGA
LaGuardia
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Apr 1 from Orlando Intl. to LaGuardia, returning Tue, Apr 8, priced at $114 just found
JetBlue Airways
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Thu, May 1 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 4, priced at $119 found 12 hours ago
United
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago
Select United flight, departing Thu, May 1 from Orlando Intl. to Newark Liberty Intl. Airport, returning Sun, May 4, priced at $119 found 12 hours ago
Delta
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago
Select Delta flight, departing Thu, May 1 from Orlando Intl. to John F. Kennedy Intl., returning Sun, May 4, priced at $119 found 12 hours ago
American Airlines
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
LGA
LaGuardia
$119 Roundtrip, found 12 hours ago
$119
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Thu, May 1 from Orlando Intl. to LaGuardia, returning Sun, May 4, priced at $119 found 12 hours ago
Breeze Airways
Thu, May 1 - Sun, May 4
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 12 hours ago
$122
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, May 1 from Orlando Intl. to Stewart Intl., returning Sun, May 4, priced at $122 found 12 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 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 $88, 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 $88 right now, why wait?

Southold Flight Information
Destination airport
Newark Liberty Intl. Airport
Destination airport IATA code
EWR
Roundtrip price
$80

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 Mar 31 to Apr 1
$215
includes taxes & fees
Mar 31 - Apr 1
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! (154 reviews)
"great location and view"

Reviewed on Mar 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 $235 per night from Mar 26 to Mar 27
$235
includes taxes & fees
Mar 26 - Mar 27
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! (1,007 reviews)
"Everything was excellent, especially the beach and walking areas. The only downside was that the walls were thin so if the adjacent rooms are full you can hear everything going on next door. Other than that, very happy with everything."

Reviewed on Mar 24, 2025

Water's Edge Resort & Spa
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 $145 per night from Apr 1 to Apr 2
$145
includes taxes & fees
Apr 1 - Apr 2
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! (1,000 reviews)
"Fabulous stay! Clean room, great staff! In the middle of a sweet town! Next door to the aquarium ."

Reviewed on Mar 17, 2025

Hyatt Place Long Island East End
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 Mar 26 to Mar 27
$79
includes taxes & fees
Mar 26 - Mar 27
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! (932 reviews)
"Cozy and clean hotel. The staff were very nice. We really enjoyed our stay. There is a good breakfast/lunch restaurant across the street."

Reviewed on Mar 21, 2025

Pier Blue Inn Old Saybrook - Essex
Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
The price is $245 per night from Mar 26 to Mar 27
$245
includes taxes & fees
Mar 26 - Mar 27
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! (219 reviews)
"The staff at Baron's was extremely accomodating - from dog friednly room options to placing a crib in our room before arrival for our newborn. Every request was met swiftly and executed well. Highly recommend. Easy to walk to downtown Sag if you don't want to deal with parking, and vast array of ..."

Reviewed on Mar 17, 2025

Baron's Cove
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
The price is $88 per night from Apr 6 to Apr 7
$88
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Old Saybrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,001 reviews)
"Overall satisfied. Loved the 2 king beds in one room. We had adjoining rooms, once we opened the door there were potato chips on the floor. There was a water bottle cap on the floor in one of the rooms. Otherwise room was clean and beds were comfortable."

Reviewed on Mar 16, 2025

Quality Inn Old Saybrook - Westbrook
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 $145 per night from Mar 30 to Mar 31
$145
includes taxes & fees
Mar 30 - Mar 31
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! (918 reviews)
"Felt like home!"

Reviewed on Mar 11, 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 $340 per night from Mar 26 to Mar 27
$340
includes taxes & fees
Mar 26 - Mar 27
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! (1,004 reviews)
"We love the saybrook inn. My husband and I spent this weekend together and will be back soon"

Reviewed on Mar 23, 2025

Saybrook Point Resort & Marina
See all 4,269 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.