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$87+ Cheap flights from Cleveland to Portland, ME (CLE - 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 11/12. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — PWM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Portland are usually found in January or April, booked 61 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Cleveland to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Portland (PWM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 11, 2025.

Round-trip from

$191
(Southwest)

One-way from

$87
(Southwest)

Popular in

March

Cheapest in

January

Average price

$346
From Cleveland Hopkins Intl to Portland
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One-way flight from Cleveland Hopkins Intl to Portland
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Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Cleveland to Portland

Cheapest flights from Cleveland to Portland
Explore the most affordable flight options available from Cleveland to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/412:14 pmCLE - PWM
1 stop6h 24mUnited Airlines
Wed 10/86:00 amPWM - CLE
1 stop4h 23mUnited Airlines
Deal found 9/10$209
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/14:30 pmCLE - PWM
1 stop7h 41mDelta
Sat 10/46:00 amPWM - CLE
1 stop6h 52mDelta
Deal found 9/11$217
This Delta deal was found by Cheapflights users on 9/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/167:13 amCLE - PWM
1 stop6h 45mDelta
Thu 10/236:00 amPWM - CLE
1 stop5h 43mDelta
Deal found 9/11$225
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/38:03 pmCLE - PWM
1 stop3h 42mAmerican Airlines
Wed 10/86:00 amPWM - CLE
1 stop6h 31mAmerican Airlines
Deal found 9/10$230
This Delta deal was found by Cheapflights users on 9/9. 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.
Fri 10/37:14 pmCLE - PWM
1 stop3h 49mDelta
Wed 10/86:00 amPWM - CLE
1 stop6h 57mDelta
Deal found 9/9$234
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/244:14 pmCLE - PWM
1 stop6h 34mAmerican Airlines
Mon 10/275:59 pmPWM - CLE
1 stop6h 26mAmerican Airlines
Deal found 9/9$238
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/57:00 amCLE - PWM
1 stop7h 00mDelta
Wed 10/85:42 amPWM - CLE
1 stop6h 31mDelta
Deal found 9/10$246
This Delta deal was found by Cheapflights users on 9/10. 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.
Sun 10/126:00 amCLE - PWM
1 stop4h 49mDelta
Thu 10/166:50 amPWM - CLE
1 stop4h 31mDelta
Deal found 9/10$250
This American Airlines deal was found by Cheapflights users on 9/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/126:01 amCLE - PWM
1 stop5h 36mAmerican Airlines
Tue 12/307:17 amPWM - CLE
1 stop5h 34mAmerican Airlines
Deal found 9/10$251
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/116:45 pmCLE - PWM
1 stop4h 35mUnited Airlines
Sat 10/185:45 amPWM - CLE
1 stop3h 49mUnited Airlines
Deal found 9/9$267
This American Airlines deal was found by Cheapflights users on 9/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/912:20 pmCLE - PWM
1 stop4h 08mAmerican Airlines
Tue 12/305:39 amPWM - CLE
1 stop5h 00mAmerican Airlines
Deal found 9/11$272

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland 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 September 11, 2025.
Use the filters below to find and compare flights from Cleveland to Portland that are best for you.

Fly from

Cleveland

Fly to

Portland

Route

Depart

Return

Price

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 10/16

7:13 am-1:58 pm

1 stop6h 45m

Portland

Thu 10/23

5:42 am-12:13 pm

1 stop6h 31m

$225

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/3

8:03 pm-11:45 pm

1 stop3h 42m

Portland

Wed 10/8

6:00 am-12:31 pm

1 stop6h 31m

$230

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 10/2

6:08 pm-12:11 am

1 stop6h 03m

Portland

Tue 10/7

6:50 am-11:21 am

1 stop4h 31m

$230

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/3

4:30 pm-12:11 am

1 stop7h 41m

Portland

Tue 10/7

6:50 am-11:21 am

1 stop4h 31m

$234

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/24

7:50 pm-11:51 pm

1 stop4h 01m

Portland

Mon 10/27

5:59 pm-12:25 am

1 stop6h 26m

$238

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sun 10/5

7:00 am-2:00 pm

1 stop7h 00m

Portland

Wed 10/8

5:42 am-12:13 pm

1 stop6h 31m

$246

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 10/1

4:30 pm-12:11 am

1 stop7h 41m

Portland

Sat 10/4

6:00 am-12:52 pm

1 stop6h 52m

$297

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 10/20

7:13 am-1:58 pm

1 stop6h 45m

Portland

Wed 10/22

6:00 am-11:31 am

1 stop5h 31m

$299

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/3

6:42 pm-12:34 am

1 stop5h 52m

Portland

Wed 10/8

6:00 am-11:31 am

1 stop5h 31m

$299

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 10/20

6:55 pm-11:13 pm

1 stop4h 18m

Portland

Wed 10/22

3:45 pm-9:04 pm

1 stop5h 19m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 18 results
1
2

Best time to book a flight from Cleveland to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Cleveland 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 Cleveland to Portland

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

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Portland. Price data was last updated on August 29, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Portland, Maine, you should look to book at least 60 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, January is the cheapest month in which you can book a flight from Cleveland to Portland, Maine (average of $296). Flying from Cleveland to Portland, Maine in July is currently the most expensive (average of $394). 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 CLE to PWM?

Find hourly flight availability from Cleveland 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 September 11, 2025.

It’s typically best to fly out from Cleveland to Portland, Maine at noon. Doing so could potentially save you 7% on the flight price compared to flying in the morning, which is usually more expensive.

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 September 11, 2025.
Read through reviews of airlines operating flights from Cleveland to Portland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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

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

    There are many flights that can get you from Cleveland to Portland, Maine in 3h 42m. Fly via Delta or American Airlines to get the fastest option. Cleveland and Portland, Maine are separated by a distance of 607 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Cleveland to Portland, Maine round-trip?

    Currently priced at $216, Delta will fly you from Cleveland to Portland, Maine and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and American Airlines - these airlines can fly you to your destination from $242 and $258, respectively. Delta is priced at 42% lower than the current average price of a flight leaving 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland 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 Cleveland to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Cleveland to Portland, Maine (average of $296). Flying from Cleveland to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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Top 4 airlines flying from Cleveland to Portland

Discover the top 4 airlines that operate flights from Cleveland 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$441FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$242Average$405FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$258Average$380FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$283Average$381FlexibilityNo cancel feeOn-time63%

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