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Southport

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Southport Flights as Low as $100

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

Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$100 Roundtrip, found 6 days ago
$100
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $100 found 6 days ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 17 hours ago
$143
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $143 found 17 hours ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $147 found 6 days ago
Breeze Airways
Sat, Sep 6 - Fri, Sep 12
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$148 Roundtrip, found 17 hours ago
$148
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Sep 12, priced at $148 found 17 hours ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $152 found 6 days ago
JetBlue Airways
Tue, Sep 16 - Sat, Sep 20
DTW
Detroit Metropolitan Wayne County
PWM
Portland Intl. Jetport
$161 Roundtrip, found 8 hours ago
$161
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Tue, Sep 16 from Detroit Metropolitan Wayne County to Portland Intl. Jetport, returning Sat, Sep 20, priced at $161 found 8 hours ago
Bargain Flight
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$172 Roundtrip, found 3 days ago
$172
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $172 found 3 days ago
American Airlines
Tue, Sep 30 - Sat, Oct 4
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$180 Roundtrip, found 3 days ago
$180
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Sat, Oct 4, priced at $180 found 3 days ago
Breeze Airways
Fri, Sep 19 - Fri, Sep 26
CHS
Charleston Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 11 hours ago
$186
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Sep 19 from Charleston Intl. to Portland Intl. Jetport, returning Fri, Sep 26, priced at $186 found 11 hours ago
Delta
Sat, Sep 27 - Tue, Sep 30
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 2 hours ago
$209
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Sep 27 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Tue, Sep 30, priced at $209 found 2 hours ago
Delta
Wed, Dec 3 - Sat, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Dec 3 from Fort Lauderdale - Hollywood Intl. to Portland Intl. Jetport, returning Sat, Dec 6, priced at $217 found 4 days ago
Delta
Tue, Sep 30 - Sat, Oct 4
MKE
General Mitchell Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 6 days ago
$237
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 30 from General Mitchell Intl. to Portland Intl. Jetport, returning Sat, Oct 4, priced at $237 found 6 days ago
Delta
Sat, Sep 6 - Sat, Sep 20
LAS
Harry Reid Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 12 hours ago
$247
Roundtrip
found 12 hours ago
Select Delta flight, departing Sat, Sep 6 from Harry Reid Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $247 found 12 hours ago
Delta
Tue, Sep 9 - Tue, Sep 16
IND
Indianapolis Intl.
PWM
Portland Intl. Jetport
$301 Roundtrip, found 17 hours ago
$301
Roundtrip
found 17 hours ago
Select Delta flight, departing Tue, Sep 9 from Indianapolis Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $301 found 17 hours ago
JetBlue Airways
Thu, Sep 25 - Thu, Oct 2
PHL
Philadelphia Intl.
PWM
Portland Intl. Jetport
$309 Roundtrip, found 12 hours ago
$309
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Thu, Sep 25 from Philadelphia Intl. to Portland Intl. Jetport, returning Thu, Oct 2, priced at $309 found 12 hours ago
Delta
Sun, Aug 17 - Mon, Aug 25
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$365 Roundtrip, found 1 day ago
$365
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 17 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Mon, Aug 25, priced at $365 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 PWM 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 August, 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 15 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 Wiscasset 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 $100, 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 $100 right now, why wait?

Southport Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$99

Last Minute Hotel Deals in Southport

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Stay at this 3-star hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.4/10 Very Good! (1,004 reviews)
"The walkway into our room was missing stones between the paver making a huge tripping hazard. The kayaks should be scheduled so others have time. One groups used them all day making it limited for others. Not enough fire pits. The pool was great! The view to the harbor is getting blocked by trees ..."

Reviewed on Aug 1, 2025

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Ocean Gate Resort
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony, Southport, ME
Stay at this 3.5-star family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (307 reviews)
"Newagen is an older property, but is maintained beautifully. It’s in a gorgeous location with a great restaurant and a delicious included breakfast. Great staff. Very clean and very comfortable. Great ocean views!! I highly recommend the beautiful Maine seaside inn in the Boothbay area."

Reviewed on Jul 25, 2025

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Newagen Seaside Inn
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
8.2/10 Very Good! (1,007 reviews)
"We had a great stay, would definitely stay here when visiting again"

Reviewed on Aug 2, 2025

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Flagship Inn and Suites
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,004 reviews)
"Easy on and off the main road going north. If you were going south, traffic was horrendous"

Reviewed on Aug 1, 2025

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Travelers Inn
Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Boothbay ...
8.6/10 Excellent! (781 reviews)
"Staff was very pleasant, food at hotel tavern was ok. View from room was nice, its a older hotel so room was well user, bed was comfortable. Plenty of shopping and restaurants in walking distance. Boothbay Botanical Gardens was a 10 minute drive and worth going to. Over all we had a nice time in ..."

Reviewed on Jul 28, 2025

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Fishermans Wharf Inn
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 out of 5
199 Pleasant St, Brunswick, ME
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,001 reviews)
Good place to stay
"Overall, it was very clean and the breakfast good. Beds were OK and I thought it’s really strange that they did not lock the back doors to the facility. They said they stopped locking them because they had 24 hour managerial staff on site. That just seemed odd to me and is one reason whythey didn’t ..."

Reviewed on Aug 2, 2025

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Comfort Inn Brunswick
Best Western Plus Brunswick Bath

Best Western Plus Brunswick Bath

2.5 out of 5
71 Gurnet Road, Brunswick, ME
Book a stay at this family-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,000 reviews)
"Floor and shower clean, good amenities and product bottles"

Reviewed on Jul 28, 2025

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Best Western Plus Brunswick Bath
Days Inn by Wyndham Brunswick Bath Area

Days Inn by Wyndham Brunswick Bath Area

2 out of 5
224 Bath Rd, Brunswick, ME
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,003 reviews)
"Really recommend staying had a great experience and would come back again."

Reviewed on Aug 1, 2025

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Days Inn by Wyndham Brunswick Bath Area
See all 1,503 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.