Search Cheap Flights to
Southport

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Southport Flights as Low as $197

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

JetBlue Airways
Mon, Jun 9 - Sat, Jun 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$197 Roundtrip, found 3 days ago
$197
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Sat, Jun 14, priced at $197 found 3 days ago
JetBlue Airways
Wed, Jun 4 - Sat, Jun 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$201 Roundtrip, found 3 days ago
$201
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Westchester County, returning Sat, Jun 14, priced at $201 found 3 days ago
JetBlue Airways
Mon, Jun 9 - Thu, Jun 12
RSW
Southwest Florida Intl.
HPN
Westchester County
$207 Roundtrip, found 3 days ago
$207
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Thu, Jun 12, priced at $207 found 3 days ago
JetBlue Airways
Wed, Jun 4 - Thu, Jun 12
RSW
Southwest Florida Intl.
HPN
Westchester County
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Wed, Jun 4 from Southwest Florida Intl. to Westchester County, returning Thu, Jun 12, priced at $211 found 3 days ago
JetBlue Airways
Mon, Jun 9 - Wed, Jun 11
RSW
Southwest Florida Intl.
HPN
Westchester County
$217 Roundtrip, found 3 days ago
$217
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Mon, Jun 9 from Southwest Florida Intl. to Westchester County, returning Wed, Jun 11, priced at $217 found 3 days ago
JetBlue Airways
Tue, Jun 10 - Wed, Jun 11
RSW
Southwest Florida Intl.
HPN
Westchester County
$221 Roundtrip, found 3 days ago
$221
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 10 from Southwest Florida Intl. to Westchester County, returning Wed, Jun 11, priced at $221 found 3 days ago
JetBlue Airways
Tue, Jun 10 - Thu, Jun 12
RSW
Southwest Florida Intl.
HPN
Westchester County
$232 Roundtrip, found 3 days ago
$232
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 10 from Southwest Florida Intl. to Westchester County, returning Thu, Jun 12, priced at $232 found 3 days ago
JetBlue Airways
Sun, May 11 - Fri, May 16
RSW
Southwest Florida Intl.
HPN
Westchester County
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 11 from Southwest Florida Intl. to Westchester County, returning Fri, May 16, priced at $283 found 1 day ago
JetBlue Airways
Fri, May 9 - Fri, May 16
RSW
Southwest Florida Intl.
HPN
Westchester County
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 9 from Southwest Florida Intl. to Westchester County, returning Fri, May 16, priced at $287 found 1 day ago
JetBlue Airways
Tue, May 6 - Fri, May 16
RSW
Southwest Florida Intl.
HPN
Westchester County
$364 Roundtrip, found 1 day ago
$364
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, May 6 from Southwest Florida Intl. to Westchester County, returning Fri, May 16, priced at $364 found 1 day ago
JetBlue Airways
Sun, May 11 - Wed, May 14
RSW
Southwest Florida Intl.
HPN
Westchester County
$369 Roundtrip, found 1 day ago
$369
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 11 from Southwest Florida Intl. to Westchester County, returning Wed, May 14, priced at $369 found 1 day ago
JetBlue Airways
Fri, May 9 - Tue, May 13
RSW
Southwest Florida Intl.
HPN
Westchester County
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 9 from Southwest Florida Intl. to Westchester County, returning Tue, May 13, priced at $375 found 1 day ago
Delta
Fri, May 9 - Sat, May 10
RSW
Southwest Florida Intl.
HPN
Westchester County
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 9 from Southwest Florida Intl. to Westchester County, returning Sat, May 10, priced at $395 found 1 day ago
American Airlines
Fri, May 9 - Sun, May 11
RSW
Southwest Florida Intl.
HPN
Westchester County
$395 Roundtrip, found 1 day ago
$395
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, May 9 from Southwest Florida Intl. to Westchester County, returning Sun, May 11, priced at $395 found 1 day ago
Delta
Sat, May 10 - Sun, May 18
CID
Eastern Iowa
HPN
Westchester County
$410 Roundtrip, found 1 day ago
$410
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, May 10 from Eastern Iowa to Westchester County, returning Sun, May 18, priced at $410 found 1 day ago
American Airlines
Wed, Jun 11 - Wed, Jun 25
RAP
Rapid City Regional
HPN
Westchester County
$502 Roundtrip, found 1 day ago
$502
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 11 from Rapid City Regional to Westchester County, returning Wed, Jun 25, priced at $502 found 1 day ago

Cheap Flights to Southport

Fall in love at first flight with your vacation to Southport 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 Southport on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Southport, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Southport

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Southport 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 HPN airport.

What is the cheapest month to fly to Southport?

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 Southport are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southport?

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 Southport.

What airport is best to fly into Southport?

When you’re planning your trip to Southport, convenience is the name of the game. Luckily, Southport Igor I. Sikorsky Memorial Airport is nearby so you can deplane and get going on checking off everything on your Southport must-do list.

How much are flights to Southport?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southport on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $197, 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 Southport?

The trick to saving a stack of cash on your flight to Southport? 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 $197 right now, why wait?

Southport Flight Information
Destination airport
Westchester County
Destination airport IATA code
HPN
Roundtrip price
$197

Last Minute Hotel Deals in Southport

Delamar Southport
Delamar Southport
4 out of 5
275 Old Post Rd, Southport, CT
The price is $427 per night from May 11 to May 12
$427
includes taxes & fees
May 11 - May 12
Stay at this 4-star spa hotel in Southport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (412 reviews)
Dlelmar Stays
"The Delmar is always fantastic the staff is great. Breakfast is always good.and provided to all guest. Mariya the GM is always ready to help"

Reviewed on Apr 26, 2025

Delamar Southport
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
The price is $132 per night from May 25 to May 26
$132
includes taxes & fees
May 25 - May 26
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,004 reviews)
"Basic hotel good stay"

Reviewed on Apr 30, 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from May 4 to May 5
$116
includes taxes & fees
May 4 - May 5
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,592 reviews)
Pleasant stay
"Conveniently located in pretty part of Stamford"

Reviewed on May 1, 2025

Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $201 per night from May 25 to May 26
$201
includes taxes & fees
May 25 - May 26
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (871 reviews)
"Since last visiting in 2022, the property has been updated and is quite nice for the price of the rooms. You get so much for what you are paying and the staff is delightful."

Reviewed on Apr 28, 2025

Hyatt Regency Greenwich
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
The price is $100 per night from May 25 to May 26
$100
includes taxes & fees
May 25 - May 26
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.4/10 (451 reviews)
"The only thing I don’t like was people talking all night long I can’t sleep was music to 3 or 4 in that morning son was bad"

Reviewed on Apr 28, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
The Circle Hotel Fairfield
The Circle Hotel Fairfield
3 out of 5
417 Post Road, Fairfield, CT
The price is $166 per night from May 13 to May 14
$166
includes taxes & fees
May 13 - May 14
Stay at this 3-star beach hotel in Fairfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,336 reviews)
"Walls were very thin, breakfast was sparse, but the room was clean and beautiful and the property was very nice."

Reviewed on Apr 30, 2025

The Circle Hotel Fairfield
The Stamford Hotel
The Stamford Hotel
3.5 out of 5
700 East Main Street, Stamford, CT
The price is $111 per night from May 26 to May 27
$111
includes taxes & fees
May 26 - May 27
Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
7.8/10 Good! (1,021 reviews)
"Great stay!"

Reviewed on Apr 30, 2025

The Stamford Hotel
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
The price is $146 per night from May 11 to May 12
$146
includes taxes & fees
May 11 - May 12
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"Great"

Reviewed on Apr 29, 2025

Hyatt Place Milford / New Haven
See all 923 properties in Southport
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.