Search Cheap Flights toSouthold
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Southold Flights as Low as $82
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Feb 1 - Tue, Feb 4
MCO
Orlando Intl.
LGA
LaGuardia
$82 Roundtrip, found 17 hours ago
$82
Roundtrip
found 17 hours ago
Fri, Jan 31 - Wed, Feb 5
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$86 Roundtrip, found 3 days ago
$86
Roundtrip
found 3 days ago
Tue, Feb 4 - Sat, Feb 8
MCO
Orlando Intl.
LGA
LaGuardia
$91 Roundtrip, found 3 days ago
$91
Roundtrip
found 3 days ago
Wed, Feb 5 - Fri, Feb 7
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$91 Roundtrip, found 6 days ago
$91
Roundtrip
found 6 days ago
Tue, Jan 28 - Sun, Feb 2
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Wed, Feb 5 - Sun, Feb 9
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$93 Roundtrip, found 6 days ago
$93
Roundtrip
found 6 days ago
Thu, Jan 30 - Tue, Feb 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$94 Roundtrip, found 3 days ago
$94
Roundtrip
found 3 days ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$95 Roundtrip, found 14 hours ago
$95
Roundtrip
found 14 hours ago
Thu, Jan 30 - Tue, Feb 4
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Tue, Feb 4 - Tue, Feb 11
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$97 Roundtrip, found 5 days ago
$97
Roundtrip
found 5 days ago
Tue, Mar 25 - Sun, Mar 30
MCO
Orlando Intl.
SWF
Stewart Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Wed, Jan 22 - Sun, Feb 2
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$128 Roundtrip, found 12 hours ago
$128
Roundtrip
found 12 hours ago
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$137 Roundtrip, found 2 days ago
$137
Roundtrip
found 2 days ago
Thu, Feb 20 - Sun, Feb 23
MCO
Orlando Intl.
EWR
Newark Liberty Intl. Airport
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Fri, Feb 7 - Mon, Feb 10
MCO
Orlando Intl.
JFK
John F. Kennedy Intl.
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days 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 February, 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 $82, 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 $82 right now, why wait?
Destination airport | Newark Liberty Intl. Airport |
Destination airport IATA code | EWR |
Roundtrip price | $67 |
Last Minute Hotel Deals in Southold
The Shoals Suites and Slips
61600 Main Rd, Southold, NY
The price is $215 per night from Jan 21 to Jan 22
$215
includes taxes & fees
Jan 21 - Jan 22
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! (146 reviews)
"I can’t say enough great things about this place. Absolutely wonderful !"
Reviewed on Jan 4, 2025
Hyatt Place Long Island East End
451 East Main Street, Riverhead, NY
The price is $126 per night from Jan 26 to Jan 27
$126
includes taxes & fees
Jan 26 - Jan 27
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)
"Just Great!"
Reviewed on Jan 8, 2025
Quality Inn Old Saybrook - Westbrook
100 Essex Rd, Old Saybrook, CT
The price is $96 per night from Feb 16 to Feb 17
$96
includes taxes & fees
Feb 16 - Feb 17
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! (1,000 reviews)
"Friendly and helpful staff and the breakfast was good. The only issue was one of the beds in our room (212) literally fell off the frame on one side when sat on.We were tired and had already settled in, so we didn’t request a new room and made it work."
Reviewed on Jan 8, 2025
Hilton Garden Inn Riverhead
2038 Old Country Rd, Riverhead, NY
The price is $135 per night from Jan 26 to Jan 27
$135
includes taxes & fees
Jan 26 - Jan 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! (1,000 reviews)
"I had 'dinner' at the bar. Just a chicken sandwich which was not especially good. Chicken had FAR to much breading and the chicken was overcooked. I was starved. Hadn't eaten all day. I ate it and left."
Reviewed on Jan 6, 2025
Residence Inn by Marriott New York Long Island East End
2012 Old Country Road, Riverhead, NY
The price is $145 per night from Jan 22 to Jan 23
$145
includes taxes & fees
Jan 22 - Jan 23
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! (894 reviews)
"My family of five stayed here and really enjoyed our experience. The hotel was located within a quick drive of shops and restaurants. The staff were friendly. Our suite was clean, quiet, and nicely decorated. The beds were comfortable. The shower was spacious and had ample hot water and water pressure. ..."
Reviewed on Jan 9, 2025
Saybrook Point Resort & Marina
2 Bridge St, Old Saybrook, CT
The price is $364 per night from Jan 27 to Jan 28
$364
includes taxes & fees
Jan 27 - Jan 28
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! (1,002 reviews)
"Property is nice . Rooms need better amenities such as adequate coffee maker, TV was small and did not support movie rentals. Service was great, staff accomodating. Rooms a bit tired looking and baths need upgrades."
Reviewed on Jan 18, 2025
Water's Edge Resort & Spa
1525 Boston Post Road, Westbrook, CT
The price is $246 per night from Jan 21 to Jan 22
$246
includes taxes & fees
Jan 21 - Jan 22
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! (1,001 reviews)
"Well maintained, beautiful views."
Reviewed on Jan 6, 2025
Budget Host East End Hotel in Riverhead
30 Lake Avenue, Riverhead, NY
The price is $118 per night from Jan 21 to Jan 22
$118
includes taxes & fees
Jan 21 - Jan 22
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition in our reviews. ...
6.4/10 (682 reviews)
great value
"great value"
Reviewed on Jan 2, 2025
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.
Popular Flight Routes
- Atlanta to New York
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Top Southold Hotels
- Hyatt Place Long Island East End
- Quality Inn Old Saybrook - Westbrook
- Hilton Garden Inn Riverhead
- Residence Inn by Marriott New York Long Island East End
- Saybrook Point Resort & Marina
- Water's Edge Resort & Spa
- Budget Host East End Hotel in Riverhead
- Hotel Indigo East End, an IHG Hotel
- Sound View Greenport
- Pier Blue Inn Old Saybrook - Essex
- Holiday Inn Express Hotel & Suites Long Island-East End, an IHG Hotel