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Southport

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Southport Flights as Low as $203

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

Breeze Airways
Sun, Jun 1 - Wed, Jun 4
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 19 hours ago
$203
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Sun, Jun 1 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Jun 4, priced at $203 found 19 hours ago
Breeze Airways
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$205 Roundtrip, found 5 hours ago
$205
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $205 found 5 hours ago
JetBlue Airways
Mon, Jul 14 - Tue, Jul 22
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 19 hours ago
$207
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Mon, Jul 14 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Jul 22, priced at $207 found 19 hours ago
Breeze Airways
Sun, May 4 - Sun, May 11
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, May 4 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, May 11, priced at $215 found 3 days ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$223 Roundtrip, found 5 hours ago
$223
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $223 found 5 hours ago
Breeze Airways
Tue, Jul 15 - Tue, Jul 22
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$226 Roundtrip, found 6 days ago
$226
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Jul 15 from Southwest Florida Intl. to Portland Intl. Jetport, returning Tue, Jul 22, priced at $226 found 6 days ago
JetBlue Airways
Sat, Aug 23 - Mon, Aug 25
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 5 days ago
$227
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Mon, Aug 25, priced at $227 found 5 days ago
JetBlue Airways
Wed, Aug 20 - Sun, Aug 24
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, Aug 24, priced at $247 found 5 days ago
JetBlue Airways
Sat, Aug 23 - Sun, Aug 24
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$247 Roundtrip, found 5 days ago
$247
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Aug 23 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sun, Aug 24, priced at $247 found 5 days ago
United
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$252 Roundtrip, found 5 hours ago
$252
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $252 found 5 hours ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$254 Roundtrip, found 5 hours ago
$254
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $254 found 5 hours ago
JetBlue Airways
Tue, Jun 3 - Sat, Jun 7
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$259 Roundtrip, found 19 hours ago
$259
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Tue, Jun 3 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $259 found 19 hours ago
JetBlue Airways
Thu, May 29 - Sat, Jun 7
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$260 Roundtrip, found 19 hours ago
$260
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Thu, May 29 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Jun 7, priced at $260 found 19 hours ago
American Airlines
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$298 Roundtrip, found 5 hours ago
$298
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $298 found 5 hours ago
Delta
Wed, Jun 4 - Fri, Jun 6
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$300 Roundtrip, found 19 hours ago
$300
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Jun 4 from Southwest Florida Intl. to Portland Intl. Jetport, returning Fri, Jun 6, priced at $300 found 19 hours ago
United
Fri, Aug 22 - Wed, Aug 27
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$328 Roundtrip, found 5 hours ago
$328
Roundtrip
found 5 hours ago
Select United flight, departing Fri, Aug 22 from Southwest Florida Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $328 found 5 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 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 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 $203, 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 $203 right now, why wait?

Southport Flight Information
Destination airport
Portland Intl. Jetport
Destination airport IATA code
PWM
Roundtrip price
$202

Last Minute Hotel Deals in Southport

Residence Inn Bath Brunswick Area
Residence Inn Bath Brunswick Area
3 out of 5
139 Richardson St., Bath, ME
The price is $120 per night from Mar 9 to Mar 10
$120
includes taxes & fees
Mar 9 - Mar 10
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! (316 reviews)
"We stay here often and are always pleased with the staff and room."

Reviewed on Jan 19, 2025

Residence Inn Bath Brunswick Area
The Brunswick Hotel
The Brunswick Hotel
3 out of 5
4 Noble St, Brunswick, ME
The price is $261 per night from Feb 22 to Feb 23
$261
includes taxes & fees
Feb 22 - Feb 23
Stay at this 3-star business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (773 reviews)
Great place to stay in Brunswick
"Convenient location, professional, friendly staff; good breakfast,"

Reviewed on Feb 18, 2025

The Brunswick Hotel
The Federal
The Federal
2.5 out of 5
10 Water St, Brunswick, ME
The price is $147 per night from Mar 2 to Mar 3
$147
includes taxes & fees
Mar 2 - Mar 3
Stay at this hotel in Brunswick. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. ...
9.6/10 Exceptional! (443 reviews)
"The hotel was great. It would be better if breakfast was served automatically, without having to order the night before."

Reviewed on Feb 3, 2025

The Federal
Travelers Inn
Travelers Inn
2 out of 5
130 Pleasant St, Brunswick, ME
The price is $74 per night from Mar 18 to Mar 19
$74
includes taxes & fees
Mar 18 - Mar 19
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! (1,000 reviews)
"Basic accommodations. I liked that I could walk to stores and restaurants from here. My favorite was the sweet angel cafe next door. This was a busy spot. I think it would be a good place for a group of people to rent out a few rooms like for a work trip."

Reviewed on Feb 15, 2025

Travelers Inn
Fairfield Inn & Suites by Marriott Brunswick Freeport
Fairfield Inn & Suites by Marriott Brunswick Freeport
2.5 out of 5
36 Old Portland Rd, Brunswick, ME
The price is $101 per night from Mar 2 to Mar 3
$101
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (353 reviews)
"Very clean and quiet"

Reviewed on Feb 16, 2025

Fairfield Inn & Suites by Marriott Brunswick Freeport
Comfort Inn Brunswick
Comfort Inn Brunswick
2.5 out of 5
199 Pleasant St, Brunswick, ME
The price is $97 per night from Feb 23 to Feb 24
$97
includes taxes & fees
Feb 23 - Feb 24
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)
"My go to inn whenever I am in Brunswick. Clean, perfect location, staff are always excellent."

Reviewed on Feb 20, 2025

Comfort Inn Brunswick
Tugboat Inn
Tugboat Inn
3 out of 5
80 Commercial St., Boothbay Harbor, ME
Stay at this 3-star hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Absolutely loved our stay with recommend this hotel to anyone! The staff for supportive and helpful and the location was absolutely beautiful"

Reviewed on Feb 9, 2025

Get rates
Tugboat Inn
Cod Cove Inn, BW Signature Collection
Cod Cove Inn, BW Signature Collection
2.5 out of 5
22 Cross Rd, Edgecomb, ME
The price is $115 per night from Feb 27 to Feb 28
$115
includes taxes & fees
Feb 27 - Feb 28
Book a stay at this business-friendly hotel in Edgecomb. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (359 reviews)
Lovesd it
"Loved it! Great value, great view. Really nice place."

Reviewed on Feb 2, 2025

Cod Cove Inn, BW Signature Collection
See all 1,333 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.