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Cheap flights from Cleveland to Portland from $161

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to Portland departing on 4/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Cleveland to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:33 am - 11:50 pm
CLE
-
PWM
13h 17m
1 stop
American Airlines Logo
6:00 am - 3:34 pm
PWM
-
CLE
9h 34m
1 stop
$275American Airlines
Wed, Feb 25 - Wed, Mar 4
American Airlines Logo
5:22 am - 12:41 pm
CLE
-
PWM
7h 19m
1 stop
American Airlines Logo
1:31 pm - 10:22 pm
PWM
-
CLE
8h 51m
1 stop
$303American Airlines
Wed, Jul 8 - Mon, Jul 13
Delta Logo
7:05 am - 12:46 am
CLE
-
PWM
17h 41m
1 stop
Delta Logo
2:51 pm - 11:55 am
PWM
-
CLE
21h 04m
1 stop
$313Delta
Thu, Apr 16 - Sun, Apr 26
Delta Logo
2:00 pm - 8:03 pm
CLE
-
PWM
6h 03m
1 stop
Delta Logo
2:51 pm - 11:55 am
PWM
-
CLE
21h 04m
1 stop
$317Delta
Sat, Apr 18 - Sun, Apr 26
Southwest Logo
5:30 am - 11:15 am
CLE
-
PWM
5h 45m
1 stop
Southwest Logo
5:35 am - 12:10 pm
PWM
-
CLE
6h 35m
1 stop
$321Southwest
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
5:22 am - 12:41 pm
CLE
-
PWM
7h 19m
1 stop
American Airlines Logo
2:39 pm - 10:22 pm
PWM
-
CLE
7h 43m
1 stop
$323American Airlines
Wed, Jun 10 - Tue, Jun 16
Delta Logo
12:35 pm - 12:18 am
CLE
-
PWM
11h 43m
1 stop
Delta Logo
5:31 am - 1:22 pm
PWM
-
CLE
7h 51m
1 stop
$331Delta
Fri, Feb 27 - Sat, Feb 28
Southwest Logo
5:30 am - 11:15 am
CLE
-
PWM
5h 45m
1 stop
Southwest Logo
5:35 am - 5:15 pm
PWM
-
CLE
11h 40m
2 stops
$332Southwest
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
5:22 am - 12:41 pm
CLE
-
PWM
7h 19m
1 stop
American Airlines Logo
1:31 pm - 10:22 pm
PWM
-
CLE
8h 51m
1 stop
$333American Airlines
Mon, Jun 15 - Thu, Jun 18
Southwest Logo
5:35 am - 12:10 pm
CLE
-
PWM
6h 35m
1 stop
Southwest Logo
12:45 pm - 10:10 pm
PWM
-
CLE
9h 25m
2 stops
$337Southwest
Wed, Feb 25 - Wed, Mar 4

Southwest flights from Cleveland to Portland, Maine

Our best Southwest deals on Cleveland to Portland, Maine flight tickets
Southwest
Feb 26
CLE5:30 amCleveland Hopkins Intl
5h 45m
1 stop
PWM11:15 amPortland
Mar 2
PWM5:35 amPortland
6h 35m
1 stop
CLE12:10 pmCleveland Hopkins Intl
$321
Southwest
Feb 26
CLE5:30 amCleveland Hopkins Intl
5h 45m
1 stop
PWM11:15 amPortland
Mar 2
PWM5:35 amPortland
11h 40m
2 stops
CLE5:15 pmCleveland Hopkins Intl
$332
Southwest
Feb 25
CLE5:35 amCleveland Hopkins Intl
6h 35m
1 stop
PWM12:10 pmPortland
Mar 4
PWM12:45 pmPortland
9h 25m
2 stops
CLE10:10 pmCleveland Hopkins Intl
$337

American Airlines flights from Cleveland to Portland, Maine

Our best American Airlines deals on Cleveland to Portland, Maine flight tickets
American Airlines
Feb 25
CLE10:33 amCleveland Hopkins Intl
13h 17m
1 stop
PWM11:50 pmPortland
Mar 4
PWM6:00 amPortland
9h 34m
1 stop
CLE3:34 pmCleveland Hopkins Intl
$275
American Airlines
Jul 8
CLE5:22 amCleveland Hopkins Intl
7h 19m
1 stop
PWM12:41 pmPortland
Jul 13
PWM1:31 pmPortland
8h 51m
1 stop
CLE10:22 pmCleveland Hopkins Intl
$303
American Airlines
Jun 10
CLE5:22 amCleveland Hopkins Intl
7h 19m
1 stop
PWM12:41 pmPortland
Jun 16
PWM2:39 pmPortland
7h 43m
1 stop
CLE10:22 pmCleveland Hopkins Intl
$323

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to Portland, Maine 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, momondo users made 832,500 searches. Data last updated January 29, 2026.
Use the filters below to find and compare flights from Cleveland to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 2/25

10:33 am-11:50 pm

1 stop13h 17m

Portland

Wed 3/4

6:00 am-3:34 pm

1 stop9h 34m

$275

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 7/8

5:22 am-12:41 pm

1 stop7h 19m

Portland

Mon 7/13

1:31 pm-10:22 pm

1 stop8h 51m

$303

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 4/16

7:05 am-12:46 am

1 stop17h 41m

Portland

Sun 4/26

2:51 pm-11:55 am

1 stop21h 04m

$313

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 4/18

2:00 pm-8:03 pm

1 stop6h 03m

Portland

Sun 4/26

2:51 pm-11:55 am

1 stop21h 04m

$317

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 2/26

5:30 am-11:15 am

1 stop5h 45m

Portland

Mon 3/2

5:35 am-12:10 pm

1 stop6h 35m

$321

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 6/10

5:22 am-12:41 pm

1 stop7h 19m

Portland

Tue 6/16

2:39 pm-10:22 pm

1 stop7h 43m

$323

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 2/27

12:35 pm-12:18 am

1 stop11h 43m

Portland

Sat 2/28

5:31 am-1:22 pm

1 stop7h 51m

$331

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 2/26

5:30 am-11:15 am

1 stop5h 45m

Portland

Mon 3/2

5:35 am-5:15 pm

2 stops11h 40m

$332

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 6/15

5:22 am-12:41 pm

1 stop7h 19m

Portland

Thu 6/18

1:31 pm-10:22 pm

1 stop8h 51m

$333

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Wed 2/25

5:35 am-12:10 pm

1 stop6h 35m

Portland

Wed 3/4

12:45 pm-10:10 pm

2 stops9h 25m

$337

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Cleveland to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Cleveland is in December. Flight prices, which tend to average around $296, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of December, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $340.

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $378 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Cleveland for as low as $303 on momondo.

How have Cleveland to Portland, Maine flight prices changed over time?

As of January 2026, prices for Cleveland to Portland, Maine flights are approximately 101% more expensive when compared to flights at the same time last year.

When to book flights from Cleveland to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Cleveland to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Cleveland to Portland, Maine (CLE to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Portland, Maine

Fastest flight time

3h 55m

Direct flights

None
The fastest flight from Cleveland to Portland, Maine takes 3h 55m
There are no direct flights from Cleveland to Portland, Maine. There are no popular flight routes from Cleveland to Portland, Maine.
Search flight deals

  • How far is Cleveland Hopkins Intl to Portland by plane?

    The straight-line distance from Cleveland Hopkins Intl to Portland is 599.8 mi. In terms of flight time, this usually takes a little over 3h 55m.

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Portland Airport?

    Prices for flights from Cleveland Hopkins Intl Airport to Portland Airport were last updated today.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Portland Airport?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Portland Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Cleveland to Portland, Maine?

Best airlines flying from Cleveland to Portland, Maine

Compare and see reviews for airlines that fly from Cleveland to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $216Free CancellationRating
7.9
8,128 reviews
Search Delta flights
United AirlinesPriceFrom $242Free CancellationRating
7.4
9,215 reviews
Search United Airlines flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,205 reviews
Search American Airlines flights
SouthwestPriceFrom $256Free CancellationRating
8.0
4,267 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Portland?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Cleveland to Portland for you.

Can I find flights from Cleveland to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Cleveland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Cleveland to Portland?

momondo helps you find the best flight between Cleveland and Portland by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Cleveland to Portland right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Portland from Cleveland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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