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 $178

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

Frontier Airlines
American Airlines
American Airlines
Spirit Airlines
Bargain Flight
Spirit Airlines
Spirit Airlines
Spirit Airlines
American Airlines
Spirit Airlines
Delta
Alaska Airlines
Delta
Delta
United
United

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 January, 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 15 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 $178, 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 $178 right now, why wait?

Southold Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$88

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 Nov 18 to Nov 19
$240
includes taxes & fees
Nov 18 - Nov 19
Stay at this 3.5-star hotel in Southold. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (129 reviews)
"Our room was close to the road and very noisy. Also we found ants in the kitchenette in the middle of the night."

Reviewed on Nov 15, 2024

The Shoals Suites and Slips
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 Dec 15 to Dec 16
$88
includes taxes & fees
Dec 15 - Dec 16
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! (1,002 reviews)
"Kind staffs!"

Reviewed on Nov 12, 2024

Quality Inn Old Saybrook - Westbrook
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 Nov 18 to Nov 19
$79
includes taxes & fees
Nov 18 - Nov 19
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! (890 reviews)
"Rustic rooms, comfortable, coffee maker refrigerator microwave."

Reviewed on Nov 5, 2024

Pier Blue Inn Old Saybrook - Essex
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 $143 per night from Nov 20 to Nov 21
$143
includes taxes & fees
Nov 20 - Nov 21
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! (847 reviews)
"Everything was wonderful"

Reviewed on Nov 8, 2024

Residence Inn by Marriott New York Long Island East End
Hilton Garden Inn Riverhead
Hilton Garden Inn Riverhead
3 out of 5
2038 Old Country Rd, Riverhead, NY
The price is $125 per night from Nov 26 to Nov 27
$125
includes taxes & fees
Nov 26 - Nov 27
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! (1,001 reviews)
"Hotel was nice and clean.. close to everything. Staff was friendly.. Food options were very slim at the dining room.. ordered dinner and it was not good. But otherwise I would definitely stay there again"

Reviewed on Nov 9, 2024

Hilton Garden Inn Riverhead
Saybrook Point Resort & Marina
Saybrook Point Resort & Marina
3.5 out of 5
2 Bridge St, Old Saybrook, CT
The price is $352 per night from Nov 24 to Nov 25
$352
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this 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! (1,002 reviews)
"Saybrook Point is a great location. Fresh salt is an excellent restaurant. The pool and spa are great activities for a short pleasure stay. The room was large which is helpful when working on the trip"

Reviewed on Nov 13, 2024

Saybrook Point Resort & Marina
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2 out of 5
161 Hills Station Rd, Southampton, NY
The price is $191 per night from Nov 24 to Nov 25
$191
includes taxes & fees
Nov 24 - Nov 25
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (202 reviews)
"Easy parking , Good hospitality"

Reviewed on Nov 14, 2024

The Bentley Hotel Southampton
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 Nov 18 to Nov 19
$246
includes taxes & fees
Nov 18 - Nov 19
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)
"The view was amazing!!"

Reviewed on Nov 15, 2024

Water's Edge Resort & Spa
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.