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 $198

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

Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $198 found 4 days ago
Breeze Airways
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$204 Roundtrip, found 15 hours ago
$204
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $204 found 15 hours ago
Breeze Airways
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$204 Roundtrip, found 15 hours ago
$204
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $204 found 15 hours ago
Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $208 found 4 days ago
Delta
Tue, Sep 22 - Tue, Sep 29
BWI
Baltimore Washington Intl. Thurgood Marshall
PWM
Portland Intl. Jetport
$230 Roundtrip, found 8 hours ago
$230
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Sep 22 from Baltimore Washington Intl. Thurgood Marshall to Portland Intl. Jetport, returning Tue, Sep 29, priced at $230 found 8 hours ago
Delta
Wed, Aug 12 - Thu, Aug 20
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$237 Roundtrip, found 7 hours ago
$237
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Aug 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Thu, Aug 20, priced at $237 found 7 hours ago
JetBlue Airways
Wed, Aug 12 - Tue, Aug 18
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 7 hours ago
$242
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Aug 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Tue, Aug 18, priced at $242 found 7 hours ago
Bargain Flight
Wed, Aug 12 - Sat, Aug 29
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Aug 12 from Nashville Intl. to Portland Intl. Jetport, returning Sat, Aug 29, priced at $264 found 1 day ago
Bargain Flight
Wed, Sep 2 - Sat, Sep 19
CLT
Charlotte-Douglas Intl.
PWM
Portland Intl. Jetport
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Select Bargain Flight flight, departing Wed, Sep 2 from Charlotte-Douglas Intl. to Portland Intl. Jetport, returning Sat, Sep 19, priced at $271 found 4 days ago
Bargain Flight
Sat, Sep 19 - Tue, Sep 22
AUS
Austin-Bergstrom Intl.
PWM
Portland Intl. Jetport
$310 Roundtrip, found 23 hours ago
$310
Roundtrip
found 23 hours ago
Select Bargain Flight flight, departing Sat, Sep 19 from Austin-Bergstrom Intl. to Portland Intl. Jetport, returning Tue, Sep 22, priced at $310 found 23 hours ago
American Airlines
Wed, Aug 19 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$311 Roundtrip, found 15 hours ago
$311
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Wed, Aug 19 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $311 found 15 hours ago
Delta
Wed, Aug 19 - Sat, Aug 29
IAH
George Bush Intercontinental
PWM
Portland Intl. Jetport
$354 Roundtrip, found 6 days ago
$354
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 19 from George Bush Intercontinental to Portland Intl. Jetport, returning Sat, Aug 29, priced at $354 found 6 days ago
Bargain Flight
Mon, Aug 3 - Sat, Aug 8
OMA
Eppley Field
PWM
Portland Intl. Jetport
$1,002 Roundtrip, found 6 hours ago
$1,002
Roundtrip
found 6 hours ago
Select Bargain Flight flight, departing Mon, Aug 3 from Eppley Field to Portland Intl. Jetport, returning Sat, Aug 8, priced at $1,002 found 6 hours ago
Qatar Airways
Tue, Aug 4 - Sat, Aug 8
KIX
Kansai Intl.
PWM
Portland Intl. Jetport
$1,911 Roundtrip, found 12 hours ago
$1,911
Roundtrip
found 12 hours ago
Select Qatar Airways flight, departing Tue, Aug 4 from Kansai Intl. to Portland Intl. Jetport, returning Sat, Aug 8, priced at $1,911 found 12 hours ago
Air Canada
Fri, Jul 31 - Tue, Aug 4
KIX
Kansai Intl.
PWM
Portland Intl. Jetport
$2,310 Roundtrip, found 12 hours ago
$2,310
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Fri, Jul 31 from Kansai Intl. to Portland Intl. Jetport, returning Tue, Aug 4, priced at $2,310 found 12 hours ago
Japan Airlines
Sat, Aug 1 - Thu, Aug 6
ITM
Itami
PWM
Portland Intl. Jetport
$2,546 Roundtrip, found 12 hours ago
$2,546
Roundtrip
found 12 hours ago
Select Japan Airlines flight, departing Sat, Aug 1 from Itami to Portland Intl. Jetport, returning Thu, Aug 6, priced at $2,546 found 12 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 12 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 $198, 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 $198 right now, why wait?

Southport Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$198

Last Minute Hotel Deals in Southport

Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
Stay at this hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.6/10 Excellent! (1,011 reviews)
"Great quiet location close to Boothbay Harbor. The resort was great, wonderful amenities and lots of beautiful flowers and landscaping. You could tell it is being renovated and although they have some things to do still its being well cared for and our stay was great!"

Reviewed on Jul 27, 2026

Get rates
Ocean Gate Inn
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony Southport ME
Book a stay at this family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
Get rates
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 ...
8/10 Very Good! (1,017 reviews)
"We stayed in 2 rooms. One was in very good condition, the other was slightly run down. Both were clean. The staff members were helpful and polite. Breakfast was more than we expected. Amenities were great - both in terms of appliances and toiletries."

Reviewed on Jul 30, 2026

Get rates
Flagship Inn and Suites
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St Brunswick ME
Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (1,003 reviews)
"Comfy room with easy parking and access to town. Very much enjoyed"

Reviewed on Jul 29, 2026

Get rates
The Brunswick Hotel
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 ...
9/10 Wonderful! (1,018 reviews)
"The room was clean and the staff was nice. On the negative side there was no elevator to the second floor which made carrying the suitcases up a chore. The toilet was very low. The room air worked well but was very loud even on the low setting."

Reviewed on Jul 30, 2026

Get rates
Travelers 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 ...
8.2/10 Very Good! (1,000 reviews)
"Our plane was canceled in Portland and we decided to stay away from the city. We loved this area and visited other places that were close that we had not been to on our trip. Our room was nice and looked into the woods. The breakfast was great. The only thing was the bathroom sink was small and no ..."

Reviewed on Jul 29, 2026

Get rates
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 ...
8/10 Very Good! (1,015 reviews)
"Location is great & staff are very helpful!"

Reviewed on Jul 29, 2026

Get rates
Days Inn by Wyndham Brunswick Bath Area
Oceanfront Studio w/ Private Dock in Harpswell!

Oceanfront Studio w/ Private Dock in Harpswell!

3 out of 5
Harpswell ME
Stay at this apartment in Harpswell. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Mitchell Field and Bailey Island Bridge ...
Get rates
Oceanfront Studio w/ Private Dock in Harpswell!
See all 1,656 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.