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Portland

$69+ Cheap flights from Clearwater, FL to Portland, ME (PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — PWM
Jan 14 — Jan 211
Wed 1/14
Wed 1/21
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Portland are usually found in February or March, booked 40 days in advance, depart on a Friday or Thursday and return on a Thursday

Cheap flight deals from Clearwater to Portland

Cheapest flights from Clearwater to Portland
Explore the most affordable flight options available from Clearwater to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:26 pmTPA - PWM
Nonstop3h 12mBreeze Airways
Mon 1/511:21 amPWM - TPA
1 stop8h 08mBreeze Airways
Deal found 12/15$359
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:26 pmTPA - PWM
Nonstop3h 12mMultiple Airlines
Mon 1/511:21 amPWM - TPA
2 stops36h 55mMultiple Airlines
Deal found 12/15$365
This Southwest deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:05 amTPA - PWM
1 stop8h 50mSouthwest
Mon 1/55:30 amPWM - TPA
2 stops11h 15mSouthwest
Deal found 12/15$375
This American Airlines deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/317:24 amTPA - PWM
2 stops9h 15mAmerican Airlines
Mon 1/55:48 amPWM - TPA
2 stops9h 01mAmerican Airlines
Deal found 12/15$385
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:26 pmTPA - PWM
Nonstop3h 12mBreeze Airways
Wed 12/316:18 pmPWM - TPA
Nonstop3h 35mBreeze Airways
Deal found 12/15$391
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:26 pmTPA - PWM
Nonstop3h 12mMultiple Airlines
Wed 12/3111:16 amPWM - TPA
3 stops32h 52mMultiple Airlines
Deal found 12/15$417
This Super.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2612:56 pmTPA - PWM
Nonstop4h 29mBreeze Airways
Sat 1/36:18 pmPWM - TPA
Nonstop3h 35mBreeze Airways
Deal found 12/14$437
This Kiwi.com deal was found by Cheapflights users on 12/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/229:03 pmTPA - PWM
2 stops37h 33mMultiple Airlines
Wed 12/316:18 pmPWM - TPA
Nonstop3h 35mMultiple Airlines
Deal found 12/15$473
This Kiwi.com deal was found by Cheapflights users on 12/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2610:53 amTPA - PWM
2 stops23h 43mMultiple Airlines
Sat 1/36:18 pmPWM - TPA
Nonstop3h 35mMultiple Airlines
Deal found 12/14$498
This Breeze Airways deal was found by Cheapflights users on 12/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/172:26 pmTPA - PWM
Nonstop3h 12mBreeze Airways
Wed 12/316:18 pmPWM - TPA
Nonstop3h 35mBreeze Airways
Deal found 12/13$518

Find flight deals from Clearwater to Portland

Keep the following information in mind while searching for Clearwater to Portland flight deals. Data was last updated December 15, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$173
(Breeze Airways)

One-way from

$69
(Super.com)

Popular in

December

Cheapest in

February

Average price

$362
Provider with most accurate pricing for Tampa-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Boston Logan Intl flights.
Search Deals
From Clearwater to Portland
Search Deals
One-way flight from Clearwater to Portland
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Clearwater to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Clearwater to Portland that are best for you.

Fly from

Clearwater

Fly to

Portland

Route

Depart

Return

Price

TampaPortland

TPA - PWM

TPAPWM

Tampa

Fri 1/9

11:52 am-4:26 pm

1 stop4h 34m

Portland

Mon 1/12

5:06 pm-9:57 pm

1 stop4h 51m

$221

TampaPortland

TPA - PWM

TPAPWM

Tampa

Mon 1/19

9:47 pm-10:22 am

2 stops36h 35m

Portland

Mon 1/26

5:06 pm-9:57 pm

1 stop4h 51m

$227

TampaPortland

TPA - PWM

TPAPWM

Tampa

Fri 1/9

5:35 am-10:22 am

2 stops28h 47m

Portland

Mon 1/12

5:06 pm-9:57 pm

1 stop4h 51m

$237

TampaPortland

TPA - PWM

TPAPWM

Tampa

Wed 1/21

2:26 pm-5:38 pm

Nonstop3h 12m

Portland

Fri 1/30

5:06 pm-7:40 am

2 stops38h 34m

$264

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sat 3/7

2:26 pm-5:38 pm

Nonstop3h 12m

Portland

Sat 3/14

6:18 pm-9:55 pm

Nonstop3h 37m

$268

TampaPortland

TPA - PWM

TPAPWM

Tampa

Thu 1/8

3:55 pm-10:27 pm

1 stop6h 32m

Portland

Tue 1/13

6:00 am-1:16 pm

1 stop7h 16m

$269

TampaPortland

TPA - PWM

TPAPWM

Tampa

Thu 1/8

3:08 pm-10:54 pm

2 stops7h 46m

Portland

Tue 1/13

3:58 pm-9:56 pm

1 stop5h 58m

$274

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sun 1/11

9:30 am-3:15 pm

1 stop5h 45m

Portland

Thu 1/15

5:35 am-12:50 pm

2 stops7h 15m

$282

TampaPortland

TPA - PWM

TPAPWM

Tampa

Mon 1/5

12:56 pm-5:25 pm

1 stop4h 29m

Portland

Fri 1/9

5:06 pm-9:57 pm

1 stop4h 51m

$334

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sat 1/10

2:26 pm-5:38 pm

Nonstop3h 12m

$69

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/14

Showing 1-10 of 19 results
1
2

Best time to book a flight from Clearwater to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Clearwater with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Clearwater to Portland

How far ahead should I book a flight from Clearwater to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from Clearwater to Portland. Price data was last updated on December 12, 2025.

The price you pay for your flight from Clearwater to Portland, Maine may vary depending on when you book. For the best chance of a lower fare, look to book 40 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Clearwater to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Clearwater to Portland, Maine (average of $34). Flying from Clearwater to Portland, Maine in July is currently the most expensive (average of $79). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CL9 to PWM?

Find hourly flight availability from Clearwater to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 15, 2025.

When flying from Clearwater to Portland, Maine, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 42% versus a flight in the evening.

What is the cheapest day to fly from Clearwater to Portland, Maine?

Use this chart to determine the cheapest time to fly round-trip from Clearwater to Portland. Price data was last updated on December 13, 2025.

Travelers seeking maximum savings on their Clearwater to Portland, Maine flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated December 15, 2025.
Read through reviews of airlines operating flights from Clearwater to Portland, such as Breeze Airways, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
248 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
7.9
Good
4,250 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,008 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,051 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.8
Fair
3,080 reviews
Breeze Airways
8.2
Very good
248 reviews

Food

6.7

Comfort

8.2

Boarding

8.4

Overall

8.2

Entertainment

6.7

Crew

8.8

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

Related info for your journey

Find useful and relevant information for your journey from Clearwater to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Clearwater?

    For a flight from Clearwater to Portland, you will be flying into Portland. Portland (PWM) is just 2.9 mi from the center of the city. Portland is the only Portland airport and it handles 0 inbound flights from Clearwater per day. 7 airlines have flights to Portland from Clearwater on a regular basis.

  • How long is the flight from Clearwater to Portland, Maine?

    Breeze Airways can get you from Clearwater to Portland, Maine in just under 4h 34m. Your travel time can differ by up to . Airlines will cover a distance of 1277 mi.

  • What are the cheapest airlines to fly from Clearwater to Portland, Maine one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $29. However, be on the lookout for offers from Breeze Airways and JetBlue, as they are both options that can get you from Clearwater to Portland, Maine for a low price.

  • What are the cheapest flights from Clearwater to Portland, Maine?

    Looking at all options, your cheapest flight can be booked for $67. While the most popular route (Tampa - Portland) can be booked for $173 on average, our data indicates $153 when flying from Clearwater to Portland, Maine.

  • Can I find deals for flights from Clearwater to Portland that include hotel bookings?

    Yes. In addition to deals on Clearwater to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Clearwater to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Clearwater to Portland.

  • Can I find deals for business class flights from Clearwater to Portland?

    Yes. Cheapflights offers flight deals from Clearwater to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Clearwater to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Clearwater to Portland, Maine (average of $34). Flying from Clearwater to Portland, Maine in July is currently the most expensive (average of $79). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Alternative routes for Clearwater to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Clearwater to Portland

Discover the top 7 airlines that operate flights from Clearwater to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$51Average$122FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$84Average$245FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$107Average$198FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$115Average$295FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$182Average$373FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$199Average$388FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$385FlexibilityNo cancel feeOn-time69%

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