$92+ 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
Jul 15 — Jul 221
Round-trip
1 adult, Economy
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Find cheap flights from Clearwater to Portland with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Clearwater to Portland are usually found in January or August, booked 54 days in advance, depart on a Wednesday or Tuesday and return on a Thursday
Cheap flight deals from Clearwater to Portland
Cheapest
Best
Last-minute
One-way
Cheapest flights from Clearwater to PortlandExplore 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 June 15, 2026.
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 June 15, 2026.
This JetBlue deal was found by Cheapflights users on 6/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:20 am
TPA
- PWM
1 stop6h 01m
JetBlue
Wed 9/22:40 pm
PWM
- TPA
1 stop8h 32m
JetBlue
Deal found 6/14![JetBlue logo]()
$229
This Priceline deal was found by Cheapflights users on 6/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:39 pm
TPA
- PWM
Nonstop3h 12m
Multiple Airlines
Sun 9/206:00 am
PWM
- TPA
1 stop6h 44m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$230
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:43 pm
TPA
- PWM
Nonstop3h 15m
Multiple Airlines
Fri 9/46:00 am
PWM
- TPA
1 stop9h 00m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 6/11. 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 8/122:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Wed 8/196:38 pm
PWM
- TPA
Nonstop3h 29m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$233
This Priceline deal was found by Cheapflights users on 6/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:30 pm
TPA
- PWM
1 stop8h 22m
Multiple Airlines
Wed 9/236:31 pm
PWM
- TPA
Nonstop3h 37m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$236
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:32 pm
TPA
- PWM
1 stop6h 42m
Delta
Wed 7/226:59 pm
PWM
- TPA
1 stop5h 30m
Delta
Deal found 6/14![Delta logo]()
$237
This CheapOair deal was found by Cheapflights users on 6/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:39 pm
TPA
- PWM
Nonstop3h 12m
Multiple Airlines
Tue 9/296:00 am
PWM
- TPA
1 stop6h 44m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$238
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:14 am
TPA
- PWM
1 stop6h 59m
Delta
Wed 8/196:30 am
PWM
- TPA
1 stop7h 04m
Delta
Deal found 6/10![Delta logo]()
$239
This Breeze Airways deal was found by Cheapflights users on 6/11. 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 8/222:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Tue 8/258:00 am
PWM
- TPA
1 stop9h 31m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$240
This Breeze Airways deal was found by Cheapflights users on 6/12. 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 7/47:00 am
TPA
- PWM
1 stop9h 16m
Breeze Airways
Wed 7/85:01 pm
PWM
- TPA
1 stop6h 43m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$241
This Southwest deal was found by Cheapflights users on 6/15. 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 7/83:40 pm
TPA
- PWM
1 stop7h 20m
Southwest
Wed 7/155:30 am
PWM
- TPA
2 stops8h 45m
Southwest
Deal found 6/15![Southwest logo]()
$242
This Breeze Airways deal was found by Cheapflights users on 6/12. 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 9/22:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Wed 9/95:09 pm
PWM
- TPA
1 stop6h 35m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$245
Best flights from Clearwater to PortlandDiscover carefully curated flight deals from Clearwater to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
Discover carefully curated flight deals from Clearwater to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 15, 2026.
This Breeze Airways deal was found by Cheapflights users on 6/14. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Tue 8/258:00 am
PWM
- TPA
1 stop9h 31m
Breeze Airways
Deal found 6/14![Breeze Airways logo]()
$240
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 am
TPA
- PWM
1 stop5h 45m
United Airlines
Tue 9/155:15 am
PWM
- TPA
2 stops9h 41m
United Airlines
Deal found 6/14![United Airlines logo]()
$277
This Southwest deal was found by Cheapflights users on 6/15. 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 9/29:10 am
TPA
- PWM
2 stops8h 05m
Southwest
Wed 9/95:45 am
PWM
- TPA
2 stops9h 10m
Southwest
Deal found 6/15![Southwest logo]()
$337
This Southwest deal was found by Cheapflights users on 6/15. 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.
Mon 7/206:45 pm
TPA
- PWM
1 stop5h 25m
Southwest
Wed 7/225:30 am
PWM
- TPA
2 stops8h 45m
Southwest
Deal found 6/15![Southwest logo]()
$343
This Breeze Airways deal was found by Cheapflights users on 6/11. 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 7/182:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Sat 7/255:01 pm
PWM
- TPA
1 stop6h 43m
Breeze Airways
Deal found 6/11![Breeze Airways logo]()
$344
This United Airlines deal was found by Cheapflights users on 6/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/412:30 pm
TPA
- PWM
2 stops11h 21m
United Airlines
Tue 8/117:35 am
PWM
- TPA
1 stop7h 22m
United Airlines
Deal found 6/15![United Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 6/11. 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.
Mon 7/136:45 pm
TPA
- PWM
1 stop5h 25m
Southwest
Wed 7/155:30 am
PWM
- TPA
2 stops6h 40m
Southwest
Deal found 6/11![Southwest logo]()
$353
This Breeze Airways deal was found by Cheapflights users on 6/13. 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 7/17:00 am
TPA
- PWM
1 stop9h 16m
Breeze Airways
Sat 7/115:01 pm
PWM
- TPA
1 stop6h 43m
Breeze Airways
Deal found 6/13![Breeze Airways logo]()
$376
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sun 8/235:55 am
TPA
- PWM
2 stops9h 45m
Southwest
Thu 8/2710:30 am
PWM
- TPA
2 stops7h 45m
Southwest
Deal found 6/11![Southwest logo]()
$413
This Southwest deal was found by Cheapflights users on 6/12. 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 9/28:00 am
TPA
- PWM
2 stops9h 15m
Southwest
Fri 9/410:30 am
PWM
- TPA
2 stops7h 45m
Southwest
Deal found 6/12![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 6/11. 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.
Sat 7/1111:35 am
TPA
- PWM
2 stops9h 30m
Southwest
Sat 7/185:35 am
PWM
- TPA
2 stops10h 45m
Southwest
Deal found 6/11![Southwest logo]()
$450
Last-minute flights from Clearwater to PortlandDiscover last-minute flight deals from Clearwater to Portland. Data last updated June 15, 2026 and is based on user searches.
Discover last-minute flight deals from Clearwater to Portland. Data last updated June 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/273:05 pm
TPA
- PWM
1 stop6h 30m
Delta
Wed 7/86:00 am
PWM
- TPA
1 stop5h 29m
Delta
Deal found 6/12![Delta logo]()
$273
This Priceline deal was found by Cheapflights users on 6/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:18 am
TPA
- PWM
1 stop6h 12m
Multiple Airlines
Sat 7/45:01 pm
PWM
- TPA
1 stop6h 43m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$267
This JetBlue deal was found by Cheapflights users on 6/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:56 pm
TPA
- PWM
1 stop8h 29m
JetBlue
Thu 7/96:00 am
PWM
- TPA
1 stop9h 00m
JetBlue
Deal found 6/12![JetBlue logo]()
$268
This Priceline deal was found by Cheapflights users on 6/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:51 pm
TPA
- PWM
1 stop5h 34m
Multiple Airlines
Wed 7/86:38 pm
PWM
- TPA
Nonstop3h 29m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$236
This Breeze Airways deal was found by Cheapflights users on 6/12. 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 7/47:00 am
TPA
- PWM
1 stop9h 16m
Breeze Airways
Wed 7/85:01 pm
PWM
- TPA
1 stop6h 43m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$241
This JetBlue deal was found by Cheapflights users on 6/14. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:10 am
TPA
- PWM
1 stop7h 25m
JetBlue
Wed 7/82:40 pm
PWM
- TPA
1 stop8h 34m
JetBlue
Deal found 6/14![JetBlue logo]()
$250
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/84:32 pm
TPA
- PWM
1 stop6h 42m
Delta
Wed 7/226:59 pm
PWM
- TPA
1 stop5h 30m
Delta
Deal found 6/14![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 6/15. 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 7/83:40 pm
TPA
- PWM
1 stop7h 20m
Southwest
Wed 7/155:30 am
PWM
- TPA
2 stops8h 45m
Southwest
Deal found 6/15![Southwest logo]()
$242
One-way flights from Clearwater to PortlandSearch for one-way flight options from Clearwater to Portland. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
Search for one-way flight options from Clearwater to Portland. Find affordable one-way fares based on user searches. Data last updated June 15, 2026.
This Super.com deal was found by Cheapflights users on 6/11. 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.
Sat 8/86:51 pm
TPA
- PWM
1 stop5h 23m
JetBlue
Deal found 6/11![JetBlue logo]()
$92
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:13 am
TPA
- PWM
1 stop7h 32m
JetBlue
Deal found 6/11![JetBlue logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 6/10. 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 8/192:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Deal found 6/10![Breeze Airways logo]()
$109
This Super.com deal was found by Cheapflights users on 6/11. 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.
Thu 8/136:51 pm
TPA
- PWM
1 stop5h 23m
JetBlue
Deal found 6/11![JetBlue logo]()
$112
This United Airlines deal was found by Cheapflights users on 6/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:50 am
TPA
- PWM
1 stop6h 41m
United Airlines
Deal found 6/12![United Airlines logo]()
$114
This JetBlue deal was found by Cheapflights users on 6/11. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:13 am
TPA
- PWM
1 stop6h 17m
JetBlue
Deal found 6/11![JetBlue logo]()
$115
This Delta deal was found by Cheapflights users on 6/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/74:32 pm
TPA
- PWM
1 stop6h 42m
Delta
Deal found 6/15![Delta logo]()
$119
This Super.com deal was found by Cheapflights users on 6/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/82:43 pm
TPA
- PWM
Nonstop3h 15m
Breeze Airways
Deal found 6/15![Breeze Airways logo]()
$138
This Breeze Airways deal was found by Cheapflights users on 6/12. 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 7/117:00 am
TPA
- PWM
1 stop9h 16m
Breeze Airways
Deal found 6/12![Breeze Airways logo]()
$141
This Delta deal was found by Cheapflights users on 6/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:50 pm
TPA
- PWM
1 stop6h 09m
Delta
Deal found 6/12![Delta logo]()
$145
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 June 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (JetBlue) |
One-way from | $92 (Super.com) |
Popular in | March |
Cheapest in | January |
Average price | $329 |
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 June 15, 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
Cheapest round-trip
TampaPortland
TPA - PWM
TPAPWM
Tampa
Sat 8/22
2:43 pm-5:58 pm
Nonstop3h 15m
Portland
Tue 8/25
8:00 am-5:31 pm
1 stop9h 31m
$240
TampaPortland
TPA - PWM
TPAPWM
Tampa
Wed 9/9
8:10 am-1:55 pm
1 stop5h 45m
Portland
Tue 9/15
5:15 am-2:56 pm
2 stops9h 41m
$277
TampaPortland
TPA - PWM
TPAPWM
Tampa
Wed 9/2
9:10 am-5:15 pm
2 stops8h 05m
Portland
Wed 9/9
5:45 am-2:55 pm
2 stops9h 10m
$337
TampaPortland
TPA - PWM
TPAPWM
Tampa
Mon 7/20
6:45 pm-12:10 am
1 stop5h 25m
Portland
Wed 7/22
5:30 am-2:15 pm
2 stops8h 45m
$343
Quickest round-trip
TampaPortland
TPA - PWM
TPAPWM
Tampa
Sat 7/18
2:43 pm-5:58 pm
Nonstop3h 15m
Portland
Sat 7/25
5:01 pm-11:44 pm
1 stop6h 43m
$344
TampaPortland
TPA - PWM
TPAPWM
Tampa
Mon 7/13
6:45 pm-12:10 am
1 stop5h 25m
Portland
Wed 7/15
5:30 am-12:10 pm
2 stops6h 40m
$353
TampaPortland
TPA - PWM
TPAPWM
Tampa
Wed 7/1
7:00 am-4:16 pm
1 stop9h 16m
Portland
Sat 7/11
5:01 pm-11:44 pm
1 stop6h 43m
$376
TampaPortland
TPA - PWM
TPAPWM
Tampa
Tue 8/4
12:30 pm-11:51 pm
2 stops11h 21m
Portland
Tue 8/11
7:35 am-2:57 pm
1 stop7h 22m
$377
TampaPortland
TPA - PWM
TPAPWM
Tampa
Sun 8/23
5:55 am-3:40 pm
2 stops9h 45m
Portland
Thu 8/27
10:30 am-6:15 pm
2 stops7h 45m
$413
TampaPortland
TPA - PWM
TPAPWM
Tampa
Wed 9/2
8:00 am-5:15 pm
2 stops9h 15m
Portland
Fri 9/4
10:30 am-6:15 pm
2 stops7h 45m
$446
Showing 1-10 of 23 resultsSorted by cheapest first
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.
TPA-PWM
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
CL9-PWM
TPA-PWM
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 June 15, 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 June 15, 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.
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Crew
8.8
Entertainment
6.6
Food
6.7
Overall
8.2
Comfort
8.2
Boarding
8.3
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
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.
Traveling to a place near Portland?
Book flights to Portland if you plan to visit one of these locationsNorth Conway
Brunswick
Lewiston
Conway
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Clearwater and Portland flights
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Clearwater to Portland flights
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Top 6 airlines flying from Clearwater to Portland
Discover the top 6 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 June 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$84 | Average$232 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$102 | Average$288 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$110 | Average$281 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$150 | Average$437 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$182 | Average$443 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$199 | Average$374 | FlexibilityNo cancel fee | On-time71% |