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$99+ 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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — PWM
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Portland are usually found in January or February, booked 60 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

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 October 22, 2025.

This United Airlines deal was found by Cheapflights users on 10/21. 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 12/94:56 pmCLE - PWM
1 stop6h 13mUnited Airlines
Tue 12/306:00 amPWM - CLE
1 stop6h 13mUnited Airlines
Deal found 10/21$255
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/97:36 pmCLE - PWM
1 stop4h 01mAmerican Airlines
Tue 12/306:41 pmPWM - CLE
1 stop4h 33mAmerican Airlines
Deal found 10/20$287
This Delta deal was found by Cheapflights users on 10/21. 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.
Mon 11/245:59 pmCLE - PWM
1 stop5h 55mDelta
Sat 11/296:00 amPWM - CLE
1 stop6h 20mDelta
Deal found 10/21$302
This Delta deal was found by Cheapflights users on 10/20. 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.
Mon 11/175:22 amCLE - PWM
1 stop6h 46mDelta
Mon 11/246:35 amPWM - CLE
1 stop4h 46mDelta
Deal found 10/20$312
This United Airlines deal was found by Cheapflights users on 10/19. 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.
Fri 10/316:00 amCLE - PWM
1 stop4h 04mUnited Airlines
Thu 11/610:45 amPWM - CLE
1 stop4h 48mUnited Airlines
Deal found 10/19$332
This American Airlines deal was found by Cheapflights users on 10/20. 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 12/306:41 pmPWM - CLE
1 stop4h 33mAmerican Airlines
Deal found 10/20$335
This Southwest deal was found by Cheapflights users on 10/21. 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.
Tue 12/911:40 amCLE - PWM
2 stops10h 35mSouthwest
Tue 12/305:30 pmPWM - CLE
1 stop6h 35mSouthwest
Deal found 10/21$336
This Southwest deal was found by Cheapflights users on 10/19. 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.
Fri 10/315:45 amCLE - PWM
1 stop6h 35mSouthwest
Thu 11/65:30 amPWM - CLE
2 stops10h 10mSouthwest
Deal found 10/19$337
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Tue 11/48:00 amCLE - PWM
1 stop26h 41mMultiple Airlines
Sat 11/811:21 amPWM - CLE
2 stops12h 36mMultiple Airlines
Deal found 10/20$360
This Delta deal was found by Cheapflights users on 10/20. 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 11/85:20 amCLE - PWM
1 stop6h 40mDelta
Tue 11/116:35 amPWM - CLE
1 stop4h 46mDelta
Deal found 10/20$362
This Kiwi.com deal was found by Cheapflights users on 10/20. 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 11/177:51 pmCLE - PWM
2 stops38h 50mMultiple Airlines
Mon 11/249:46 amPWM - CLE
1 stop13h 40mMultiple Airlines
Deal found 10/20$367

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 October 22, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$99
(Southwest)

Popular in

March

Cheapest in

January

Average price

$356
Provider with most accurate pricing for Cleveland Hopkins Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Portland flights.
Search Deals
From Cleveland Hopkins Intl to Portland
Search Deals
One-way flight from Cleveland Hopkins Intl to Portland
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 22, 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

Tue 12/9

4:56 pm-11:09 pm

1 stop6h 13m

Portland

Tue 12/30

6:00 am-12:13 pm

1 stop6h 13m

$255

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 11/24

5:59 pm-11:54 pm

1 stop5h 55m

Portland

Sat 11/29

6:00 am-12:20 pm

1 stop6h 20m

$302

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 11/17

5:22 am-12:08 pm

1 stop6h 46m

Portland

Mon 11/24

6:35 am-11:21 am

1 stop4h 46m

$312

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/31

6:00 am-10:04 am

1 stop4h 04m

Portland

Thu 11/6

10:45 am-3:33 pm

1 stop4h 48m

$332

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/31

5:45 am-12:20 pm

1 stop6h 35m

Portland

Thu 11/6

5:30 am-3:40 pm

2 stops10h 10m

$337

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 11/4

8:00 am-10:41 am

1 stop26h 41m

Portland

Sat 11/8

11:16 am-11:33 pm

1 stop12h 17m

$362

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 11/20

4:14 pm-10:54 pm

1 stop6h 40m

Portland

Sun 11/23

5:21 pm-11:59 pm

1 stop6h 38m

$367

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 11/17

7:51 pm-10:41 am

2 stops38h 50m

Portland

Mon 11/24

9:46 am-11:26 pm

1 stop13h 40m

$367

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 11/21

7:03 pm-11:05 pm

1 stop4h 02m

Portland

Sun 11/23

5:30 am-9:41 am

1 stop4h 11m

$367

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 1/2

5:59 pm-10:50 pm

1 stop4h 51m

Portland

Mon 1/5

6:30 am-11:28 am

1 stop4h 58m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/20

Showing 1-10 of 18 results
1
2

Compare providers for flights from Cleveland to Portland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Portland in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cleveland-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 17, 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, March is the cheapest month in which you can book a flight from Cleveland to Portland, Maine (average of $48). Flying from Cleveland to Portland, Maine in August is currently the most expensive (average of $87). 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 October 22, 2025.

It’s typically best to fly out from Cleveland to Portland, Maine at noon. Doing so could potentially save you 6% 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 October 22, 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
4,237 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
7.9
Good
7,981 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
8,990 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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
11,028 reviews
Southwest
8.0
Very good
4,237 reviews

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

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 5h 55m. Fly via United Airlines, Delta, or Southwest 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 American Airlines and United Airlines - these airlines can fly you to your destination from $248 and $260, respectively. Delta is priced at 43% 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, March is the cheapest month in which you can book a flight from Cleveland to Portland, Maine (average of $48). Flying from Cleveland to Portland, Maine in August is currently the most expensive (average of $87). 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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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$382FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$260Average$405FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$271Average$374FlexibilityNo cancel feeOn-time63%

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