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Southold

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Southold Flights as Low as $149

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

Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$149 Roundtrip, found 6 hours ago
$149
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $149 found 6 hours ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 22
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$159 Roundtrip, found 5 hours ago
$159
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Sep 22, priced at $159 found 5 hours ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$161 Roundtrip, found 8 hours ago
$161
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Tue, Sep 29, priced at $161 found 8 hours ago
Avelo Airlines
Fri, Aug 28 - Mon, Aug 31
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$170 Roundtrip, found 6 days ago
$170
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Mon, Aug 31, priced at $170 found 6 days ago
Frontier Airlines
Sat, Sep 5 - Sat, Sep 19
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$179 Roundtrip, found 21 hours ago
$179
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sat, Sep 5 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sat, Sep 19, priced at $179 found 21 hours ago
Frontier Airlines
Tue, Oct 6 - Fri, Oct 9
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$184 Roundtrip, just found
$184
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 6 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Fri, Oct 9, priced at $184 just found
Avelo Airlines
Fri, Aug 28 - Sun, Aug 30
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$187 Roundtrip, found 6 days ago
$187
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Fri, Aug 28 from Hartsfield-Jackson Atlanta Intl. to Tweed - New Haven Regional, returning Sun, Aug 30, priced at $187 found 6 days ago
Bargain Flight
Wed, Sep 2 - Sun, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$189 Roundtrip, found 10 hours ago
$189
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Wed, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sun, Sep 20, priced at $189 found 10 hours ago
Frontier Airlines
Tue, Sep 1 - Wed, Sep 9
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$191 Roundtrip, found 3 hours ago
$191
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Sep 1 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Wed, Sep 9, priced at $191 found 3 hours ago
Frontier Airlines
Tue, Oct 6 - Fri, Oct 9
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$194 Roundtrip, just found
$194
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Oct 6 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Fri, Oct 9, priced at $194 just found
Frontier Airlines
Wed, Sep 9 - Tue, Sep 15
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Sep 9 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Tue, Sep 15, priced at $195 found 1 day ago
Frontier Airlines
Wed, Sep 2 - Sun, Sep 20
ATL
Hartsfield-Jackson Atlanta Intl.
EWR
Newark Liberty Intl. Airport
$196 Roundtrip, found 10 hours ago
$196
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, Sep 2 from Hartsfield-Jackson Atlanta Intl. to Newark Liberty Intl. Airport, returning Sun, Sep 20, priced at $196 found 10 hours ago
Southwest Airlines
Wed, Sep 16 - Tue, Sep 22
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$212 Roundtrip, found 13 hours ago
$212
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Sep 22, priced at $212 found 13 hours ago
Delta
Wed, Sep 16 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$247 Roundtrip, found 9 hours ago
$247
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Tue, Sep 29, priced at $247 found 9 hours ago
JetBlue Airways
Wed, Sep 16 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
JFK
John F. Kennedy Intl.
$247 Roundtrip, found 9 hours ago
$247
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to John F. Kennedy Intl., returning Tue, Sep 29, priced at $247 found 9 hours ago
American Airlines
Wed, Sep 16 - Tue, Sep 22
ATL
Hartsfield-Jackson Atlanta Intl.
LGA
LaGuardia
$247 Roundtrip, found 13 hours ago
$247
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to LaGuardia, returning Tue, Sep 22, priced at $247 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 August, 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 $149, 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 $149 right now, why wait?

Southold Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$100

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! (318 reviews)
"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. ..."

Reviewed on Aug 14, 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. ...
Get rates
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 ...
Get rates
Sound View Greenport
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! (1,007 reviews)
"Great staff Multiple food and drink options"

Reviewed on Aug 12, 2026

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Water's Edge Resort & Spa
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 ...
7.2/10 Good! (1,000 reviews)
"We had two seperate incidents during our stay, Fist the water went off, and then the electricity went off."

Reviewed on Aug 12, 2026

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The Atlantic Hotel
Hampton's Vacation Inn

Hampton's Vacation Inn

2.5 out of 5
177 West Montauk Highway Hampton Bays NY
Stay at this guesthouse in Hampton Bays. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Regal UA Hampton Bays and Good Ground Park are ...
9/10 Wonderful! (376 reviews)
"Very large and clean room. They have a nice size pool. There was even a fire pit on the lawn area."

Reviewed on Aug 13, 2026

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Hampton's Vacation Inn
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
See all 4,362 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.