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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 4 days ago
$100
Roundtrip
found 4 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 4 days ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$143 Roundtrip, found 1 day ago
$143
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $143 found 1 day ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 4 days ago
$147
Roundtrip
found 4 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 4 days ago
United
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 23 hours ago
Delta
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select Delta flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 23 hours ago
American Airlines
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $221 found 23 hours ago
JetBlue Airways
Fri, Oct 3 - Tue, Oct 7
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 23 hours ago
$221
Roundtrip
found 23 hours ago
Select JetBlue Airways flight, departing Fri, Oct 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $221 found 23 hours ago
Delta
Tue, Sep 30 - Sat, Oct 4
MKE
General Mitchell Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 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 4 days ago
Delta
Sat, Aug 16 - Wed, Aug 20
MSY
Louis Armstrong New Orleans Intl.
PWM
Portland Intl. Jetport
$256 Roundtrip, found 9 hours ago
$256
Roundtrip
found 9 hours ago
Select Delta flight, departing Sat, Aug 16 from Louis Armstrong New Orleans Intl. to Portland Intl. Jetport, returning Wed, Aug 20, priced at $256 found 9 hours ago
JetBlue Airways
Tue, Oct 14 - Fri, Oct 17
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$270 Roundtrip, found 21 hours ago
$270
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Denver Intl. to Portland Intl. Jetport, returning Fri, Oct 17, priced at $270 found 21 hours ago
Delta
Sun, Aug 17 - Tue, Aug 26
CHA
Chattanooga Metropolitan
PWM
Portland Intl. Jetport
$277 Roundtrip, found 12 hours ago
$277
Roundtrip
found 12 hours ago
Select Delta flight, departing Sun, Aug 17 from Chattanooga Metropolitan to Portland Intl. Jetport, returning Tue, Aug 26, priced at $277 found 12 hours ago
Delta
Tue, Oct 7 - Sat, Oct 11
AUS
Austin-Bergstrom Intl.
PWM
Portland Intl. Jetport
$297 Roundtrip, found 10 hours ago
$297
Roundtrip
found 10 hours ago
Select Delta flight, departing Tue, Oct 7 from Austin-Bergstrom Intl. to Portland Intl. Jetport, returning Sat, Oct 11, priced at $297 found 10 hours ago
Delta
Sun, Aug 17 - Tue, Aug 26
BHM
Birmingham Intl.
PWM
Portland Intl. Jetport
$377 Roundtrip, found 9 hours ago
$377
Roundtrip
found 9 hours ago
Select Delta flight, departing Sun, Aug 17 from Birmingham Intl. to Portland Intl. Jetport, returning Tue, Aug 26, priced at $377 found 9 hours ago
Sun Country Airlines
Sun, Oct 5 - Sat, Oct 11
DFW
Dallas-Fort Worth Intl.
PWM
Portland Intl. Jetport
$382 Roundtrip, found 10 hours ago
$382
Roundtrip
found 10 hours ago
Select Sun Country Airlines flight, departing Sun, Oct 5 from Dallas-Fort Worth Intl. to Portland Intl. Jetport, returning Sat, Oct 11, priced at $382 found 10 hours ago
American Airlines
Sun, Oct 5 - Sat, Oct 11
GGG
East Texas Regional
PWM
Portland Intl. Jetport
$406 Roundtrip, found 10 hours ago
$406
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sun, Oct 5 from East Texas Regional to Portland Intl. Jetport, returning Sat, Oct 11, priced at $406 found 10 hours ago
Delta
Sun, Oct 5 - Sat, Oct 11
DAL
Love Field
PWM
Portland Intl. Jetport
$579 Roundtrip, found 10 hours ago
$579
Roundtrip
found 10 hours ago
Select Delta flight, departing Sun, Oct 5 from Love Field to Portland Intl. Jetport, returning Sat, Oct 11, priced at $579 found 10 hours 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 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 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
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
Residence Inn Bath Brunswick Area

Residence Inn Bath Brunswick Area

3 out of 5
139 Richardson St., Bath, ME
Book a stay at this business-friendly hotel in Bath. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the property ...
9.4/10 Exceptional! (352 reviews)
"Young lady at check-in was excellent."

Reviewed on Jul 28, 2025

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Residence Inn Bath Brunswick Area
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! (1,002 reviews)
"This property needs updating but is in a convenient location and has a pretty good breakfast. Bedspreads were old and thin but when we asked for blankets we got big, thick comforters that we liked a lot."

Reviewed on Aug 1, 2025

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Flagship Inn and Suites
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! (780 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
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
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! (1,000 reviews)
"price"

Reviewed on Jul 28, 2025

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Comfort Inn Brunswick
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.