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Portland

$88+ 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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — PWM
May 31 — Jun 71
Sun 5/31
Sun 6/7
1 adult, Economy
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Cheapflights Tip: The best prices from Clearwater to Portland are usually found in January or August, booked 54 days in advance, depart on a Monday or Wednesday 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 May 1, 2026.

This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:00 am
TPA
-
PWM
1 stop9h 16m
Breeze Airways
Wed 6/106:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/30$179
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 5/302:31 pm
TPA
-
PWM
Nonstop3h 15m
Breeze Airways
Wed 6/36:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/29$187
This Mytrip deal was found by Cheapflights users on 4/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/272:31 pm
TPA
-
PWM
Nonstop3h 15m
Breeze Airways
Wed 6/36:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/29$191
This Breeze Airways deal was found by Cheapflights users on 4/28. 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.
Sat 8/297:00 am
TPA
-
PWM
1 stop9h 16m
Breeze Airways
Sat 9/55:01 pm
PWM
-
TPA
1 stop6h 58m
Breeze Airways
Deal found 4/28$194
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/277:00 am
TPA
-
PWM
1 stop9h 16m
Breeze Airways
Wed 5/276:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/30$195
This Booking.com deal was found by Cheapflights users on 4/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/207:00 am
TPA
-
PWM
1 stop9h 16m
Breeze Airways
Wed 6/36:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/30$196
This Booking.com deal was found by Cheapflights users on 4/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/52:43 pm
TPA
-
PWM
Nonstop3h 15m
Breeze Airways
Wed 8/266:38 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/27$198
This Kiwi.com deal was found by Cheapflights users on 4/29. 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.
Sat 5/307:00 am
TPA
-
PWM
1 stop9h 16m
Breeze Airways
Sat 6/66:26 pm
PWM
-
TPA
Nonstop3h 29m
Breeze Airways
Deal found 4/29$202

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 May 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(Booking.com)

One-way from

$88
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$348
Provider with most accurate pricing for Tampa-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Tampa-Portland 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. 17% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 May 1, 2026.
Use the filters below to find and compare flights from Clearwater to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sat 8/29

7:00 am-4:16 pm

1 stop9h 16m

Portland

Sat 9/5

5:01 pm-11:59 pm

1 stop6h 58m

$194

TampaPortland

TPA - PWM

TPAPWM

Tampa

Tue 6/30

2:45 pm-11:00 pm

1 stop8h 15m

Portland

Sat 7/4

6:00 am-2:00 pm

1 stop8h 00m

$257

TampaPortland

TPA - PWM

TPAPWM

Tampa

Wed 6/3

7:00 am-4:16 pm

1 stop9h 16m

Portland

Wed 6/17

6:26 pm-9:55 pm

Nonstop3h 29m

$266

TampaPortland

TPA - PWM

TPAPWM

Tampa

Wed 5/20

6:02 pm-11:26 pm

1 stop5h 24m

Portland

Wed 6/3

6:00 am-1:14 pm

2 stops7h 14m

$268
Quickest round-trip

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sat 8/15

2:43 pm-5:58 pm

Nonstop3h 15m

Portland

Sat 8/22

5:01 pm-11:59 pm

1 stop6h 58m

$268

TampaPortland

TPA - PWM

TPAPWM

Tampa

Mon 6/8

6:45 pm-12:05 am

1 stop5h 20m

Portland

Wed 6/10

5:30 am-1:20 pm

1 stop7h 50m

$284

TampaPortland

TPA - PWM

TPAPWM

Tampa

Fri 5/29

6:40 am-2:10 pm

1 stop7h 30m

Portland

Mon 6/1

2:50 pm-8:15 pm

1 stop5h 25m

$304

TampaPortland

TPA - PWM

TPAPWM

Tampa

Thu 5/28

6:57 pm-11:51 pm

1 stop4h 54m

Portland

Thu 6/4

6:00 am-3:15 pm

2 stops9h 15m

$336

TampaPortland

TPA - PWM

TPAPWM

Tampa

Thu 5/28

6:57 pm-11:51 pm

1 stop4h 54m

Portland

Wed 6/3

6:00 am-3:15 pm

2 stops9h 15m

$379

TampaPortland

TPA - PWM

TPAPWM

Tampa

Sat 9/26

1:52 pm-11:27 pm

2 stops9h 35m

Portland

Tue 9/29

6:00 am-12:05 pm

1 stop6h 05m

$380

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 18 resultsSorted by cheapest first
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

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 May 1, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Clearwater to Portland, Maine as you normally would.

How much does it cost to fly round-trip from Clearwater to Portland, Maine?

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 May 1, 2026.
Read through reviews of airlines operating flights from Clearwater to Portland, such as Breeze Airways,Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
281 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
8.0
Very good
4,317 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,465 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.2
Good
2,969 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,683 reviews
Breeze Airways
8.1
Very good
281 reviews

Crew

8.7

Food

6.6

Entertainment

6.6

Boarding

8.3

Overall

8.1

Comfort

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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, Delta, and American Airlines can get you from Clearwater to Portland, Maine in just under 5h 24m. Your travel time can differ by up to 3h 52m. Airlines will cover a distance of 1277 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is Breeze Airways, with whom users have recently found tickets for as low as $69. However, be on the lookout for offers from JetBlue and American Airlines, as they are both options that can get you from Clearwater to Portland, Maine for a low price.

  • What are the most reliable airlines from Clearwater to Portland, Maine?

    The top 3 most reliable airlines when flying from Clearwater to Portland, Maine are Breeze Airways (80%), JetBlue (67%) and Southwest (67%).

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

    Looking at all options, your cheapest flight can be booked for $133. While the most popular route (Tampa - Portland) can be booked for $197 on average, our data indicates $243 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.

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
Lewiston
Conway

Browse thousands of different options on Cheapflights for your next trip

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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 May 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$119FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$84Average$223FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$88Average$284FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$110Average$275FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$150Average$385FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$182Average$396FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$198Average$367FlexibilityNo cancel feeOn-time71%

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