$139 Cheap Flights from Cleveland (CLE) to Portland (PWM)

View $139 flight on Tue, Oct 28, 2025Opens in a new window

Popular airlines from Cleveland Hopkins International Airport (CLE) to Portland Intl. Jetport Airport (PWM)

Cheap Flights from Cleveland to Portland (CLE-PWM)

Prices were available within the past 7 days and start at $139 for one-way flights and $221 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Mon, Nov 24 - Tue, Dec 2
CLE
Cleveland
PWM
Portland
$221 Roundtrip, found 6 days ago
$221
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Nov 24 from Cleveland to Portland, returning Tue, Dec 2, priced at $221 found 6 days ago
Southwest Airlines
Wed, Oct 22 - Tue, Oct 28
CLE
Cleveland
PWM
Portland
$277 Roundtrip, found 4 days ago
$277
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Cleveland to Portland, returning Tue, Oct 28, priced at $277 found 4 days ago
American Airlines
Tue, Oct 14 - Wed, Oct 15
CLE
Cleveland
PWM
Portland
$277 Roundtrip, found 2 hours ago
$277
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Oct 14 from Cleveland to Portland, returning Wed, Oct 15, priced at $277 found 2 hours ago
United
Tue, Oct 14 - Wed, Oct 15
CLE
Cleveland
PWM
Portland
$277 Roundtrip, found 2 hours ago
$277
Roundtrip
found 2 hours ago
Select United flight, departing Tue, Oct 14 from Cleveland to Portland, returning Wed, Oct 15, priced at $277 found 2 hours ago
American Airlines
Wed, Oct 22 - Tue, Oct 28
CLE
Cleveland
PWM
Portland
$285 Roundtrip, found 4 days ago
$285
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 22 from Cleveland to Portland, returning Tue, Oct 28, priced at $285 found 4 days ago
United
Sat, Oct 25 - Tue, Oct 28
CLE
Cleveland
PWM
Portland
$287 Roundtrip, found 17 hours ago
$287
Roundtrip
found 17 hours ago
Select United flight, departing Sat, Oct 25 from Cleveland to Portland, returning Tue, Oct 28, priced at $287 found 17 hours ago
Delta
Mon, Oct 13 - Wed, Oct 15
CLE
Cleveland
PWM
Portland
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Oct 13 from Cleveland to Portland, returning Wed, Oct 15, priced at $289 found 1 day ago
United
Wed, Oct 22 - Sat, Oct 25
CLE
Cleveland
PWM
Portland
$289 Roundtrip, found 1 day ago
$289
Roundtrip
found 1 day ago
Select United flight, departing Wed, Oct 22 from Cleveland to Portland, returning Sat, Oct 25, priced at $289 found 1 day ago
Delta
Mon, Oct 20 - Wed, Oct 22
CLE
Cleveland
PWM
Portland
$291 Roundtrip, found 2 hours ago
$291
Roundtrip
found 2 hours ago
Select Delta flight, departing Mon, Oct 20 from Cleveland to Portland, returning Wed, Oct 22, priced at $291 found 2 hours ago
JetBlue Airways
Wed, Oct 22 - Sat, Oct 25
CLE
Cleveland
PWM
Portland
$311 Roundtrip, found 1 day ago
$311
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Cleveland to Portland, returning Sat, Oct 25, priced at $311 found 1 day ago

Find the cheapest month to fly from Cleveland (CLE) to Portland (PWM)

December is typically the cheapest month to fly

From $128 - $483 per traveler.

Frequently asked questions

How much does a flight from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) cost?
Grab a cheap one-way flight from $139 or cheap return flight from $221 from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM)?
The cheapest month to fly from CLE to PWM is November, when demand is low. Off-peak season is usually when airlines offer better prices between these airports.
What is the cheapest airline that flies from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM)?
To find the cheapest airline flying from CLE to PWM, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and cabin class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM)?
Nonstop flights from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and click on either "1 Stop" or "2+ Stops."
What day of the week has the most flights from CLE to PWM?
Generally you'll find the greatest selection of flight options on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from CLE to PWM?
Consider booking with Delta Air Lines if you'd like to go straight from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) without any delays. This airline has the best track record for punctuality, with an on-time performance of 100%. Want to be notified if anything changes? You can check your flight status using the Expedia App.
What is the best time to fly from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM)?
To avoid possible delays on the Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) route, fly before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM) last-minute?
Booking your plane ticket from CLE to PWM shortly before your trip is generally more expensive. But if there's some wiggle room with your schedule, you could score a cheap last-minute fare.
Is it cheaper to book a CLE to PWM flight and hotel package?
Compared with arranging hotels and flights separately, booking a CLE to PWM flight and hotel package with Expedia could lead to significant savings. Better still, having everything in one place will take the stress out of planning your trip. Just pick your flights and choose from our extensive range of hotels, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from Hopkins Intl. Airport (CLE) to Portland Intl. Jetport Airport (PWM)?
It's generally possible to reschedule or cancel your CLE to PWM flight. However, for bookings made more than 24 hours ago, additional charges may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Hopkins Intl.
Destination airport
Portland Intl. Jetport
Airlines serving
American Airlines, Delta, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$220
Distance
606 mi

Book with confidence

Book with confidence

Cleveland to Portland Flights

The cheapest times to fly from Cleveland to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Cleveland to Portland are during the month of November. You can find some of the cheapest flights from Cleveland to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cleveland to Portland

Sunday is one of the best days to book for cheap flights from Cleveland to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Cleveland to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Cleveland to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $139 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Cleveland to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Cleveland to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Cleveland to Portland Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.