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$129+ 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 6/6. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — PWM
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
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Cheap 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 May 5, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/277:24 pm
CLE
-
PWM
2 stops23h 52m
Multiple Airlines
Mon 6/19:52 am
PWM
-
CLE
1 stop21h 56m
Multiple Airlines
Deal found 5/1$268
This Kiwi.com deal was found by Cheapflights users on 5/3. 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 8/226:30 am
CLE
-
PWM
1 stop11h 28m
Multiple Airlines
Fri 8/287:00 am
PWM
-
CLE
2 stops28h 52m
Multiple Airlines
Deal found 5/3$278
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/268:49 pm
CLE
-
PWM
2 stops19h 27m
Multiple Airlines
Sat 5/309:52 am
PWM
-
CLE
1 stop11h 00m
Multiple Airlines
Deal found 5/1$280
This Delta deal was found by Cheapflights users on 5/1. 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 8/227:15 am
CLE
-
PWM
1 stop16h 44m
Delta
Sat 8/296:30 am
PWM
-
CLE
1 stop16h 38m
Delta
Deal found 5/1$283
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Thu 5/289:57 pm
CLE
-
PWM
1 stop11h 15m
Multiple Airlines
Sat 5/309:52 am
PWM
-
CLE
1 stop11h 00m
Multiple Airlines
Deal found 5/1$284
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Thu 5/289:57 pm
CLE
-
PWM
1 stop11h 15m
Multiple Airlines
Sun 5/317:56 pm
PWM
-
CLE
2 stops24h 58m
Multiple Airlines
Deal found 5/1$286
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/221:00 pm
CLE
-
PWM
1 stop27h 16m
Multiple Airlines
Sun 5/317:56 pm
PWM
-
CLE
2 stops22h 31m
Multiple Airlines
Deal found 5/1$289
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:24 pm
CLE
-
PWM
2 stops23h 52m
Multiple Airlines
Sat 6/66:26 pm
PWM
-
CLE
1 stop30h 12m
Multiple Airlines
Deal found 4/30$290
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/268:49 pm
CLE
-
PWM
2 stops19h 27m
Multiple Airlines
Mon 6/19:52 am
PWM
-
CLE
1 stop21h 56m
Multiple Airlines
Deal found 5/1$291
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/105:15 am
CLE
-
PWM
1 stop7h 24m
American Airlines
Tue 6/161:34 pm
PWM
-
CLE
1 stop8h 54m
American Airlines
Deal found 5/4$293
This Kiwi.com deal was found by Cheapflights users on 5/1. 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.
Thu 5/289:57 pm
CLE
-
PWM
1 stop11h 15m
Multiple Airlines
Mon 6/19:52 am
PWM
-
CLE
1 stop21h 56m
Multiple Airlines
Deal found 5/1$295
This Delta deal was found by Cheapflights users on 5/1. 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 5/256:05 am
CLE
-
PWM
1 stop17h 13m
Delta
Wed 5/276:02 am
PWM
-
CLE
1 stop9h 46m
Delta
Deal found 5/1$303

Find 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 May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$268
(Kiwi.com)

One-way from

$129
(Kiwi.com)

Popular in

March

Cheapest in

December

Average price

$406
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. 13% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 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 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 May 5, 2026.
Use the filters below to find and compare flights from Cleveland to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 8/24

6:32 am-2:13 pm

1 stop7h 41m

Portland

Sun 8/30

6:05 am-11:29 am

1 stop5h 24m

$335

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 6/10

2:40 pm-11:05 pm

1 stop8h 25m

Portland

Thu 6/11

6:25 am-11:06 am

1 stop4h 41m

$353

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 6/11

1:05 pm-12:05 am

2 stops11h 00m

Portland

Tue 6/16

5:30 am-12:40 pm

2 stops7h 10m

$363

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sun 9/27

6:00 am-10:35 am

1 stop4h 35m

Portland

Thu 10/1

5:35 pm-12:10 am

1 stop6h 35m

$387

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 9/5

4:25 pm-10:33 pm

1 stop6h 08m

Portland

Sat 9/12

6:00 am-10:37 am

1 stop4h 37m

$387

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 6/25

4:45 pm-10:10 pm

1 stop5h 25m

Portland

Mon 6/29

5:35 am-12:30 pm

1 stop6h 55m

$387

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 9/5

3:15 pm-9:00 pm

1 stop5h 45m

Portland

Sat 9/12

12:20 pm-8:20 pm

1 stop8h 00m

$387
Quickest round-trip

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 7/31

7:16 pm-11:30 pm

1 stop4h 14m

Portland

Fri 8/7

6:57 pm-12:57 am

1 stop6h 00m

$387

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 6/5

4:20 pm-11:09 pm

1 stop6h 49m

Portland

Sun 6/7

6:00 am-11:33 am

1 stop5h 33m

$387

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 6/2

4:20 pm-10:35 pm

1 stop6h 15m

Portland

Thu 6/11

3:10 pm-11:00 pm

2 stops7h 50m

$388

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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?

To ensure you get the cheapest price possible for a flight from Cleveland to Portland, Maine, you should look to book at least 59 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, December 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 March is currently the most expensive (average of $493). 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.

How much does it cost to fly round-trip from Cleveland 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 5, 2026.
Read through reviews of airlines operating flights from Cleveland to Portland, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,305 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,459 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,683 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,668 reviews
Southwest
7.9
Good
4,305 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 16h 44m. Fly via Delta to get the fastest option. Cleveland and Portland, Maine are separated by a distance of 607 mi.

  • 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 Southwest and United Airlines - these airlines can fly you to your destination from $236 and $242, respectively. Delta is priced at 45% lower than the current average price of a flight leaving 3 months from now.

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

    The cheapest airlines for a one-way flight from Cleveland to Portland, Maine are American Airlines ($118), Delta ($118), and United Airlines ($140).

  • 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, December 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 March is currently the most expensive (average of $493). 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
Lewiston
Conway

Browse thousands of different options on Cheapflights for your next trip

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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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$391FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$236Average$392FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$242Average$386FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$392FlexibilityNo cancel feeOn-time71%

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