$71 Cheap flight deals from Tampa (TPA) to Freeport (AUG)

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This Weekend's Flight Deals from Tampa to Freeport

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Oct 17 - Wed, Oct 21
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$371 Roundtrip, found 6 days ago
$371
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sat, Oct 17 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Oct 21, priced at $371 found 6 days ago
Fri, Oct 16 - Sat, Oct 24
SRQ
Sarasota-Bradenton Intl.
PWM
Portland Intl. Jetport
$434 Roundtrip, found 5 days ago
$434
Roundtrip
found 5 days ago
Select Delta flight, departing Fri, Oct 16 from Sarasota-Bradenton Intl. to Portland Intl. Jetport, returning Sat, Oct 24, priced at $434 found 5 days ago

Airfares from $71 One Way, $142 Round Trip from Tampa to Freeport

Prices starting at $142 for return flights and $71 for one-way flights to Freeport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Nov 8 - Tue, Nov 17
SRQ
Sarasota
PWM
Portland
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Breeze Airways flight, departing Sun, Nov 8 from Sarasota to Portland, returning Tue, Nov 17, priced at $142 just found
Sat, Dec 5 - Sat, Dec 12
TPA
Tampa
PWM
Portland
$142 Roundtrip, found 2 hours ago
$142
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa to Portland, returning Sat, Dec 12, priced at $142 found 2 hours ago
Sat, Dec 5 - Wed, Dec 9
TPA
Tampa
PWM
Portland
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Dec 5 from Tampa to Portland, returning Wed, Dec 9, priced at $147 found 2 days ago
Wed, Jan 20 - Sat, Jan 23
TPA
Tampa
PWM
Portland
$233 Roundtrip, found 4 days ago
$233
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Jan 20 from Tampa to Portland, returning Sat, Jan 23, priced at $233 found 4 days ago
Sat, Nov 7 - Sat, Nov 14
TPA
Tampa
PWM
Portland
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select United flight, departing Sat, Nov 7 from Tampa to Portland, returning Sat, Nov 14, priced at $237 found 1 day ago

Freeport economy flight packages

Price found within the past 48 hours. Click for updated prices.
Evalina Hotel
2.5-star property

Evalina Hotel

10/10 Exceptional! (13 reviews)

Nov 23 - Nov 28

5 night stay

Tampa (TPA) to Portland (PWM)

American Airlines • Non-stop roundtrip • Coach
Price was $1,631, price is now $1,376 per person
$1,376
per person
found 1 day ago
Centrally located in the Old Port, with views of the harbor, this was a last minute — therefore pricey — excellent find for a fall weekend getaway. Stylish, elegant rehab of 19th century granite industrial building. Whimsical decor notes referring to 19th century owner Evalina Fox. Nicely appointed kitchenette — though if you came to Portland for the foodie scene, you might end up just using it for breakfast, as we did. Only sour note was the disco music (coming in via the ventilation system?) from a nearby establishment audible during business hours. Well, if you pick a hotel in the middle of things, you get the noise and bustle that comes from being in the middle of things. That said, we’d come again, but shoot for a penthouse/upper floor unit farther from the street-level mania.

Reviewed on Oct 5, 2026

The Docent's Collection at 121 Middle Street
3.5-star property

The Docent's Collection at 121 Middle Street

9.6/10 Exceptional! (400 reviews)

Nov 23 - Nov 28

5 night stay

Tampa (TPA) to Portland (PWM)

American Airlines • Non-stop roundtrip • Coach
Price was $1,707, price is now $1,405 per person
$1,405
per person
found 1 day ago
The Docent’s Collection at 121 Middle Street is a very good hotel. The room is clean and roomy with all amenities provided even though we didn’t use many of the kitchen utensils or cook ware. The staff was responsive and provided fast service and gave us a big water every day. The only thing that I knocked off one star from the review is the hotel doesn’t have a service staff on premise full time. Some late request was delayed until the staff comes to the premise at 8AM. The parking is pretty expensive at $60/day but we just parked the car in the 2 nearby public parking structures for either $20/day or $38/day. It was only 5 min walk from the parking structure to the hotel.

Reviewed on Oct 11, 2026

Inn By The Sea
4.0-star property

Inn By The Sea

9.6/10 Exceptional! (333 reviews)

Nov 23 - Nov 28

5 night stay

Tampa (TPA) to Portland (PWM)

American Airlines • Non-stop roundtrip • Coach
Price was $2,012, price is now $1,661 per person
$1,661
per person
found 1 day ago

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More About Flying To Freeport from Tampa

Route Information for Flights from Tampa to Freeport

Origin Airport IATA Code
TPA
Destination Airport IATA Code
AUG
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Tampa to Freeport

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.