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Cheap flights from Cleveland to Boston from $149

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 Boston departing on 11/13. 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

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Multiple Airlines Logo
8:45 am - 10:36 amCLE-PWM
25h 51m1 stop
Multiple Airlines Logo
9:46 am - 12:43 amPWM-CLE
14h 57m1 stop
$282Multiple Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
American Airlines Logo
6:01 am - 11:37 amCLE-PWM
5h 36m1 stop
American Airlines Logo
5:45 am - 10:46 amPWM-CLE
5h 01m1 stop
$287American Airlines
Find Deal
Tue, Dec 9 - Tue, Dec 30
Multiple Airlines Logo
1:46 pm - 10:36 amCLE-PWM
20h 50m1 stop
Multiple Airlines Logo
2:36 pm - 11:06 pmPWM-CLE
32h 30m2 stops
$293Multiple Airlines
Find Deal
Tue, Oct 28 - Fri, Oct 31
Delta Logo
7:15 am - 1:51 pmCLE-PWM
6h 36m1 stop
Delta Logo
6:30 am - 11:28 amPWM-CLE
4h 58m1 stop
$297Delta
Find Deal
Thu, Jan 22 - Mon, Jan 26
American Airlines Logo
6:01 am - 11:37 amCLE-PWM
5h 36m1 stop
American Airlines Logo
6:41 pm - 11:14 pmPWM-CLE
4h 33m1 stop
$322American Airlines
Find Deal
Fri, Dec 12 - Tue, Dec 30
Delta Logo
6:00 am - 10:45 amCLE-PWM
4h 45m1 stop
Delta Logo
6:35 am - 11:21 amPWM-CLE
4h 46m1 stop
$332Delta
Find Deal
Thu, Nov 13 - Sun, Nov 16
Southwest Logo
3:25 pm - 12:20 amCLE-PWM
8h 55m2 stops
Southwest Logo
5:25 pm - 12:05 amPWM-CLE
6h 40m1 stop
$337Southwest
Find Deal
Thu, Nov 13 - Sun, Nov 16
Southwest Logo
5:45 pm - 12:20 amCLE-PWM
6h 35m1 stop
Southwest Logo
11:50 am - 9:25 pmPWM-CLE
9h 35m2 stops
$352Southwest
Find Deal
Fri, Nov 7 - Mon, Nov 10
United Airlines Logo
10:37 am - 2:19 pmCLE-PWM
3h 42m1 stop
United Airlines Logo
5:30 am - 9:41 amPWM-CLE
4h 11m1 stop
$362United Airlines
Find Deal
Tue, Nov 4 - Thu, Nov 6
United Airlines Logo
10:37 am - 11:17 pmCLE-PWM
12h 40m2 stops
United Airlines Logo
5:30 am - 9:41 amPWM-CLE
4h 11m1 stop
$497United Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16

Delta flights from Cleveland to Portland, Maine

Our best Delta deals on Cleveland to Portland, Maine flight tickets
Delta
Jan 22
CLE7:15 amCleveland Hopkins Intl
6h 36m
1 stop
PWM1:51 pmPortland
Jan 26
PWM6:30 amPortland
4h 58m
1 stop
CLE11:28 amCleveland Hopkins Intl
$297
Find similar
Delta
Nov 13
CLE6:00 amCleveland Hopkins Intl
4h 45m
1 stop
PWM10:45 amPortland
Nov 16
PWM6:35 amPortland
4h 46m
1 stop
CLE11:21 amCleveland Hopkins Intl
$332
Find similar
Delta
Mar 3
CLE2:05 pmCleveland Hopkins Intl
9h 44m
2 stops
PWM11:49 pmPortland
Mar 5
PWM6:00 amPortland
6h 15m
1 stop
CLE12:15 pmCleveland Hopkins Intl
$490
Find similar

Southwest flights from Cleveland to Portland, Maine

Our best Southwest deals on Cleveland to Portland, Maine flight tickets
Southwest
Nov 13
CLE3:25 pmCleveland Hopkins Intl
8h 55m
2 stops
PWM12:20 amPortland
Nov 16
PWM5:25 pmPortland
6h 40m
1 stop
CLE12:05 amCleveland Hopkins Intl
$337
Find similar
Southwest
Nov 7
CLE5:45 pmCleveland Hopkins Intl
6h 35m
1 stop
PWM12:20 amPortland
Nov 10
PWM11:50 amPortland
9h 35m
2 stops
CLE9:25 pmCleveland Hopkins Intl
$352
Find similar
Southwest
Nov 14
CLE3:25 pmCleveland Hopkins Intl
8h 55m
2 stops
PWM12:20 amPortland
Nov 17
PWM12:45 pmPortland
10h 10m
2 stops
CLE10:55 pmCleveland Hopkins Intl
$357
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 October 16, 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

Tue 10/28

8:45 am-10:36 am

1 stop25h 51m

Portland

Fri 10/31

9:46 am-12:43 am

1 stop14h 57m

$282

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 12/9

6:01 am-11:37 am

1 stop5h 36m

Portland

Tue 12/30

5:45 am-10:46 am

1 stop5h 01m

$287

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 10/28

1:46 pm-10:36 am

1 stop20h 50m

Portland

Fri 10/31

2:36 pm-11:06 pm

2 stops32h 30m

$293

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 1/22

7:15 am-1:51 pm

1 stop6h 36m

Portland

Mon 1/26

6:30 am-11:28 am

1 stop4h 58m

$297

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 12/12

6:01 am-11:37 am

1 stop5h 36m

Portland

Tue 12/30

6:41 pm-11:14 pm

1 stop4h 33m

$322

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 11/13

6:00 am-10:45 am

1 stop4h 45m

Portland

Sun 11/16

6:35 am-11:21 am

1 stop4h 46m

$332

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 11/13

3:25 pm-12:20 am

2 stops8h 55m

Portland

Sun 11/16

5:25 pm-12:05 am

1 stop6h 40m

$337

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Fri 11/7

5:45 pm-12:20 am

1 stop6h 35m

Portland

Mon 11/10

11:50 am-9:25 pm

2 stops9h 35m

$352

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Tue 11/4

10:37 am-2:19 pm

1 stop3h 42m

Portland

Thu 11/6

5:30 am-9:41 am

1 stop4h 11m

$362

ClevelandPortland

CLE - PWM

CLEPWM

Cleveland Hopkins Intl

Thu 11/13

10:37 am-11:17 pm

2 stops12h 40m

Portland

Sun 11/16

5:30 am-9:41 am

1 stop4h 11m

$497

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 February is also cheap. Prices for this month can be found on momondo for an average of $341.

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 $382 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 October 2025, prices for Cleveland to Portland, Maine flights are approximately 9% 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

Direct flights

None
There are no direct flights from Cleveland to Portland, Maine. There are no popular flight routes from Cleveland to Portland, Maine.
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  • 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 25m.

  • 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
7,984 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
United AirlinesPriceFrom $260Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights
SouthwestPriceFrom $271Free CancellationRating
8.0
4,241 reviews
Search Southwest flights

Traveling to a place near Boston?

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

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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Sat 11/15
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