HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$139+ 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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — PWM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Cleveland 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 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 16, 2025.

Round-trip from

$277
(American Airlines)

One-way from

$139
(American Airlines)

Popular in

March

Cheapest in

January

Average price

$406
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 ($32 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:00 amCLE - PWM
1 stop10h 37mAmerican Airlines
Mon 11/175:21 pmPWM - CLE
1 stop16h 31mAmerican Airlines
Deal found 9/14$277
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1812:53 pmCLE - PWM
1 stop8h 28mAmerican Airlines
Sat 10/256:00 amPWM - CLE
1 stop4h 27mAmerican Airlines
Deal found 9/14$287
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/216:10 amCLE - PWM
2 stops9h 00mSouthwest
Thu 10/232:40 pmPWM - CLE
1 stop5h 30mSouthwest
Deal found 9/14$292
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Wed 10/158:00 pmCLE - PWM
1 stop3h 59mUnited Airlines
Sat 10/185:45 amPWM - CLE
1 stop3h 49mUnited Airlines
Deal found 9/15$302
This American Airlines deal was found by Cheapflights users on 9/14. 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 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 9/14$312
This Southwest deal was found by Cheapflights users on 9/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1812:55 pmCLE - PWM
2 stops9h 30mSouthwest
Sat 10/255:50 amPWM - CLE
2 stops11h 45mSouthwest
Deal found 9/14$313
This Expedia deal was found by Cheapflights users on 9/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2111:00 amCLE - PWM
2 stops12h 04mJetBlue
Thu 10/237:09 amPWM - CLE
2 stops8h 43mJetBlue
Deal found 9/14$314
This Southwest deal was found by Cheapflights users on 9/15. 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.
Fri 11/145:45 pmCLE - PWM
1 stop6h 35mSouthwest
Mon 11/175:30 amPWM - CLE
2 stops10h 20mSouthwest
Deal found 9/15$317
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/165:25 amCLE - PWM
1 stop7h 10mAmerican Airlines
Thu 10/237:44 amPWM - CLE
1 stop4h 33mAmerican Airlines
Deal found 9/14$321
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/1612:36 pmCLE - PWM
1 stop4h 33mAmerican Airlines
Wed 10/2212:34 pmPWM - CLE
1 stop6h 46mAmerican Airlines
Deal found 9/16$328
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/308:30 amCLE - PWM
1 stop26h 11mMultiple Airlines
Sat 10/47:37 pmPWM - CLE
2 stops42h 40mMultiple Airlines
Deal found 9/15$332

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 16, 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 10/21

4:15 pm-10:30 pm

1 stop6h 15m

Portland

Thu 10/23

2:40 pm-8:10 pm

1 stop5h 30m

$287

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-12:57 pm

1 stop6h 57m

$287

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 10/15

8:00 pm-11:59 pm

1 stop3h 59m

Portland

Sat 10/18

5:45 am-9:34 am

1 stop3h 49m

$302

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 10/18

6:10 pm-10:25 pm

1 stop4h 15m

Portland

Sat 10/25

5:50 am-5:35 pm

2 stops11h 45m

$302

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 10/24

5:09 pm-10:19 pm

1 stop5h 10m

Portland

Wed 10/29

1:27 pm-8:40 pm

1 stop7h 13m

$302

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 11/14

3:25 pm-12:20 am

2 stops8h 55m

Portland

Mon 11/17

3:30 pm-10:05 pm

1 stop6h 35m

$317

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sun 12/14

4:51 pm-10:17 pm

1 stop5h 26m

Portland

Wed 12/17

4:53 pm-11:53 pm

1 stop7h 00m

$322

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 10/22

5:30 am-1:37 pm

1 stop8h 07m

Portland

Sun 10/26

6:00 am-10:15 am

1 stop4h 15m

$332

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 3/3

6:00 pm-11:49 pm

1 stop5h 49m

Portland

Thu 3/5

6:00 am-12:15 pm

1 stop6h 15m

$332

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 10/22

6:35 am-3:10 pm

2 stops8h 35m

$144

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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 September 12, 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 16, 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 16, 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
4,242 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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
4,242 reviews

Overall

8.0

Crew

8.6

Boarding

8.1

Comfort

8.0

Food

7.0

Entertainment

7.5

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 59m. Fly via Southwest, Delta, or United 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 American Airlines and United Airlines - these airlines can fly you to your destination from $257 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, 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cleveland to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Cleveland to Boston flights
Columbus to Boston flights
Detroit to Boston flights
Cincinnati to Boston flights
Pittsburgh to Boston flights
Detroit to Portland flights
Akron to Boston flights
Cleveland to Bangor flights
Cincinnati to Portland flights
Detroit to Bangor flights
Pittsburgh to Portland flights
Cincinnati to Bangor flights
Dayton to Boston flights
Pittsburgh to Bangor flights
Akron to Portland flights
Dayton to Bangor flights
Columbus to Bangor flights
Columbus to Portland flights
Akron to Bangor flights
Dayton to Portland flights
Huntington to Boston flights
Erie to Boston flights
Detroit to Augusta flights
Detroit to Bar Harbor flights
Toledo to Boston flights
Toledo to Bangor flights
Pittsburgh to Augusta flights
Pittsburgh to Bar Harbor flights
Cleveland to Bar Harbor flights
Cleveland to Augusta flights
Cleveland to Rockland flights
Erie to Portland flights
Pittsburgh to Rockland flights
Huntington to Portland flights
Toledo to Portland flights
Detroit to Rockland flights
Columbus to Bar Harbor flights
Cincinnati to Bar Harbor flights
Cincinnati to Rockland flights

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 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$441FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$257Average$380FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$260Average$416FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$271Average$374FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.