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Cheap flights from Cleveland to Portland from $129

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 10/15. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Delta Logo
6:15 pm - 12:11 amCLE-PWM
5h 56m1 stop
Delta Logo
6:00 am - 10:09 amPWM-CLE
4h 09m1 stop
$257Delta
Find Deal
Wed, Sep 17 - Wed, Sep 24
Southwest Logo
11:35 am - 10:25 pmCLE-PWM
10h 50m2 stops
Southwest Logo
5:50 am - 11:00 amPWM-CLE
5h 10m1 stop
$262Southwest
Find Deal
Tue, Sep 16 - Tue, Sep 23
Delta Logo
6:42 pm - 12:34 amCLE-PWM
5h 52m1 stop
Delta Logo
6:35 am - 11:46 amPWM-CLE
5h 11m1 stop
$266Delta
Find Deal
Sat, Sep 27 - Tue, Sep 30
Delta Logo
6:00 am - 10:48 amCLE-PWM
4h 48m1 stop
Delta Logo
11:34 am - 6:32 pmPWM-CLE
6h 58m1 stop
$272Delta
Find Deal
Sat, Sep 6 - Tue, Sep 16
American Airlines Logo
12:36 pm - 5:09 pmCLE-PWM
4h 33m1 stop
American Airlines Logo
7:00 am - 11:51 amPWM-CLE
4h 51m1 stop
$310American Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
United Airlines Logo
7:09 pm - 11:03 pmCLE-PWM
3h 54m1 stop
United Airlines Logo
4:11 pm - 9:43 pmPWM-CLE
5h 32m1 stop
$327United Airlines
Find Deal
Fri, Sep 5 - Sat, Sep 6
American Airlines Logo
8:03 pm - 11:45 pmCLE-PWM
3h 42m1 stop
American Airlines Logo
6:00 am - 12:24 pmPWM-CLE
6h 24m1 stop
$331American Airlines
Find Deal
Fri, Sep 26 - Mon, Sep 29
JetBlue Logo
8:00 am - 10:02 pmCLE-PWM
14h 02m2 stops
JetBlue Logo
7:09 am - 3:18 pmPWM-CLE
8h 09m2 stops
$340JetBlue
Find Deal
Sat, Oct 18 - Wed, Oct 22
JetBlue Logo
7:00 am - 10:07 pmCLE-PWM
15h 07m2 stops
JetBlue Logo
7:09 am - 9:04 pmPWM-CLE
13h 55m2 stops
$381JetBlue
Find Deal
Sun, Sep 28 - Fri, Oct 3
United Airlines Logo
12:10 pm - 6:23 pmCLE-PWM
6h 13m1 stop
United Airlines Logo
6:00 am - 10:23 amPWM-CLE
4h 23m1 stop
$391United Airlines
Find Deal
Mon, Sep 29 - Sun, Oct 5

Delta flights from Cleveland to Portland, Maine

Our best Delta deals on Cleveland to Portland, Maine flight tickets
Delta
Sep 17
CLE6:15 pmCleveland Hopkins Intl
5h 56m
1 stop
PWM12:11 amPortland
Sep 24
PWM6:00 amPortland
4h 09m
1 stop
CLE10:09 amCleveland Hopkins Intl
$257
Find similar
Delta
Sep 27
CLE6:42 pmCleveland Hopkins Intl
5h 52m
1 stop
PWM12:34 amPortland
Sep 30
PWM6:35 amPortland
5h 11m
1 stop
CLE11:46 amCleveland Hopkins Intl
$266
Find similar
Delta
Sep 6
CLE6:00 amCleveland Hopkins Intl
4h 48m
1 stop
PWM10:48 amPortland
Sep 16
PWM11:34 amPortland
6h 58m
1 stop
CLE6:32 pmCleveland Hopkins Intl
$272
Find similar

Southwest flights from Cleveland to Portland, Maine

Our best Southwest deals on Cleveland to Portland, Maine flight tickets
Southwest
Sep 16
CLE11:35 amCleveland Hopkins Intl
10h 50m
2 stops
PWM10:25 pmPortland
Sep 23
PWM5:50 amPortland
5h 10m
1 stop
CLE11:00 amCleveland Hopkins Intl
$262
Find similar
Southwest
Sep 16
CLE1:35 pmCleveland Hopkins Intl
8h 50m
2 stops
PWM10:25 pmPortland
Sep 23
PWM9:05 amPortland
8h 40m
2 stops
CLE5:45 pmCleveland Hopkins Intl
$312
Find similar
Southwest
Oct 18
CLE6:10 pmCleveland Hopkins Intl
4h 15m
1 stop
PWM10:25 pmPortland
Oct 22
PWM7:40 amPortland
8h 30m
2 stops
CLE4:10 pmCleveland Hopkins Intl
$316
Find similar

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 August 18, 2025.
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 9/17

6:15 pm-12:11 am

1 stop5h 56m

Portland

Wed 9/24

6:00 am-10:09 am

1 stop4h 09m

$257

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 9/16

11:35 am-10:25 pm

2 stops10h 50m

Portland

Tue 9/23

5:50 am-11:00 am

1 stop5h 10m

$262

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 9/27

6:42 pm-12:34 am

1 stop5h 52m

Portland

Tue 9/30

6:35 am-11:46 am

1 stop5h 11m

$266

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 9/6

6:00 am-10:48 am

1 stop4h 48m

Portland

Tue 9/16

11:34 am-6:32 pm

1 stop6h 58m

$272

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 10/16

12:36 pm-5:09 pm

1 stop4h 33m

Portland

Thu 10/23

7:00 am-11:51 am

1 stop4h 51m

$310

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 9/5

7:09 pm-11:03 pm

1 stop3h 54m

Portland

Sat 9/6

4:11 pm-9:43 pm

1 stop5h 32m

$327

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 9/26

8:03 pm-11:45 pm

1 stop3h 42m

Portland

Mon 9/29

6:00 am-12:24 pm

1 stop6h 24m

$331

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sat 10/18

8:00 am-10:02 pm

2 stops14h 02m

Portland

Wed 10/22

7:09 am-3:18 pm

2 stops8h 09m

$340

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Sun 9/28

7:00 am-10:07 pm

2 stops15h 07m

Portland

Fri 10/3

7:09 am-9:04 pm

2 stops13h 55m

$381

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Mon 9/29

12:10 pm-6:23 pm

1 stop6h 13m

Portland

Sun 10/5

6:00 am-10:23 am

1 stop4h 23m

$391

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 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 January. Flight prices, which tend to average around $316, 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 January, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $346.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Cleveland is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $342. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Cleveland because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $409.

What is the cheapest time of day to depart on your flight to Portland, Maine?

At noon is the cheapest time of day to fly from Cleveland to Portland, Maine when you can find flight prices for as low as $353. Flying to Portland, Maine at noon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $376. Of course, these prices can vary depending on the time of year and what airport you fly to.

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 $379 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 $305 on momondo.

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

As of August 2025, prices for Cleveland to Portland, Maine flights are approximately 15% cheaper 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

Best Price Found

$129

Fastest flight time

3h 42m

Direct flights

None

Airports in Portland, Maine

1 airport
The best one-way flight to Portland, Maine from Cleveland in the past 72 hours is $129. The best round-trip flight deal from Cleveland to Portland, Maine found on momondo in the last 72 hours is $257.
The fastest flight from Cleveland to Portland, Maine takes 3h 42m
There are no direct flights from Cleveland to Portland, Maine. Popular non-direct route for this connection is Cleveland Hopkins Intl Airport - Portland Airport.
There is 1 airport near Portland, Maine: Portland (PWM)
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 42m.

  • 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
8.0
7,981 reviews
Search Delta flights
American AirlinesPriceFrom $258Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $286Free CancellationRating
7.4
8,925 reviews
Search United Airlines flights
SouthwestPriceFrom $312Free CancellationRating
8.0
4,246 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
Bartlett
Gorham
Brunswick
Auburn
Intervale
Windham
Bath
Falmouth
Georgetown
Oxford
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.

An easier way to manage your Portland, Maine trip

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