$135+ Cheap flights from Cleveland to Portland, ME (CLE - PWM)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — PWM
Nov 25 — Dec 21
Round-trip
1 adult, Economy
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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
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Portland
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Cheapest flights from Cleveland to PortlandExplore 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 October 26, 2026.
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 October 26, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/39:59 pm -
1 stop11h 09m
Tue 11/105:09 pm -
2 stops39h 57m
Deal found 10/22![Multiple Airlines logo]()
$267
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:20 pm -
1 stop6h 11m
Sat 11/1412:45 pm -
1 stop6h 11m
Deal found 10/21![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/116:05 am -
2 stops8h 40m
Mon 11/235:10 pm -
1 stop6h 40m
Deal found 10/21![Southwest logo]()
$274
This Southwest deal was found by Cheapflights users on 10/23. 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.
Wed 12/26:05 am -
2 stops8h 40m
Sat 12/53:20 pm -
1 stop6h 20m
Deal found 10/23![Southwest logo]()
$275
This Southwest deal was found by Cheapflights users on 10/21. 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.
Sun 11/225:55 am -
1 stop4h 35m
Tue 12/13:25 pm -
1 stop6h 20m
Deal found 10/21![Southwest logo]()
$279
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/195:21 pm -
1 stop6h 00m
Thu 11/265:30 am -
1 stop4h 08m
Deal found 10/22![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 10/23. 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.
Sun 12/65:55 am -
1 stop4h 35m
Fri 12/115:10 pm -
1 stop6h 40m
Deal found 10/23![Southwest logo]()
$289
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:09 pm -
1 stop7h 10m
Tue 12/14:00 pm -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 10/309:59 pm -
1 stop11h 09m
Tue 11/105:09 pm -
2 stops39h 57m
Deal found 10/22![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sun 11/229:31 pm -
1 stop11h 37m
Wed 12/212:28 pm -
2 stops27h 31m
Deal found 10/21![Multiple Airlines logo]()
$341
Best flights from Cleveland to PortlandDiscover carefully curated flight deals from Cleveland to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
Discover carefully curated flight deals from Cleveland to Portland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 26, 2026.
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:20 pm -
1 stop6h 11m
Wed 12/26:12 am -
1 stop6h 11m
Deal found 10/21![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 10/21. 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.
Sun 11/225:55 am -
1 stop4h 35m
Tue 12/13:25 pm -
1 stop6h 20m
Deal found 10/21![Southwest logo]()
$279
This United Airlines deal was found by Cheapflights users on 10/23. 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.
Tue 11/105:21 pm -
1 stop6h 00m
Sat 11/146:00 am -
1 stop6h 51m
Deal found 10/23![United Airlines logo]()
$369
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Fri 11/69:59 pm -
1 stop11h 09m
Sat 11/76:31 pm -
2 stops19h 45m
Deal found 10/25![Multiple Airlines logo]()
$384
This Delta deal was found by Cheapflights users on 10/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:13 pm -
1 stop7h 08m
Sat 12/194:30 pm -
1 stop5h 23m
Deal found 10/23![Delta logo]()
$269
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:20 pm -
1 stop6h 11m
Tue 12/14:00 pm -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 10/22. 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 1/223:35 pm -
1 stop6h 05m
Sun 1/245:35 am -
2 stops14h 25m
Deal found 10/22![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 10/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/46:00 am -
1 stop4h 58m
Fri 1/86:00 am -
1 stop5h 43m
Deal found 10/25![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:10 am -
1 stop5h 48m
Tue 12/14:00 pm -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$384
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/235:20 pm -
1 stop6h 11m
Mon 11/302:05 pm -
1 stop7h 55m
Deal found 10/21![Delta logo]()
$386
Last-minute flights from Cleveland to PortlandDiscover last-minute flight deals from Cleveland to Portland. Data last updated October 26, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Portland. Data last updated October 26, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/22. 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.
Fri 10/309:59 pm -
1 stop11h 09m
Tue 11/105:09 pm -
2 stops39h 57m
Deal found 10/22![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/39:59 pm -
1 stop11h 09m
Tue 11/105:09 pm -
2 stops39h 57m
Deal found 10/22![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 11/39:59 pm -
1 stop11h 09m
Wed 11/45:09 pm -
2 stops15h 57m
Deal found 10/22![Multiple Airlines logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Wed 11/46:35 am -
2 stops11h 16m
Sat 12/57:12 pm -
1 stop29h 25m
Deal found 10/21![Multiple Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:20 pm -
1 stop6h 11m
Sat 11/1412:45 pm -
1 stop6h 11m
Deal found 10/21![Delta logo]()
$269
This Southwest deal was found by Cheapflights users on 10/21. 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.
Wed 11/116:05 am -
2 stops8h 40m
Mon 11/235:10 pm -
1 stop6h 40m
Deal found 10/21![Southwest logo]()
$274
This United Airlines deal was found by Cheapflights users on 10/22. 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.
Thu 11/195:21 pm -
1 stop6h 00m
Thu 11/265:30 am -
1 stop4h 08m
Deal found 10/22![United Airlines logo]()
$281
This Southwest deal was found by Cheapflights users on 10/22. 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.
Thu 11/196:05 am -
2 stops8h 40m
Thu 11/265:15 am -
1 stop6h 50m
Deal found 10/22![Southwest logo]()
$348
This Southwest deal was found by Cheapflights users on 10/21. 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.
Sun 11/225:55 am -
1 stop4h 35m
Tue 12/13:25 pm -
1 stop6h 20m
Deal found 10/21![Southwest logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Sun 11/229:31 pm -
1 stop11h 37m
Wed 12/212:28 pm -
2 stops27h 31m
Deal found 10/21![Multiple Airlines logo]()
$341
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:09 pm -
1 stop7h 10m
Tue 12/14:00 pm -
1 stop6h 29m
Deal found 10/21![Delta logo]()
$299
One-way flights from Cleveland to PortlandSearch for one-way flight options from Cleveland to Portland. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
Search for one-way flight options from Cleveland to Portland. Find affordable one-way fares based on user searches. Data last updated October 26, 2026.
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:20 pm -
1 stop6h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$135
This Southwest deal was found by Cheapflights users on 10/23. 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 1/161:15 pm -
2 stops9h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Mon 11/99:59 pm -
2 stops18h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$145
This Southwest deal was found by Cheapflights users on 10/23. 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.
Sun 12/67:00 am -
2 stops9h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Southwest logo]()
$150
This Southwest deal was found by Cheapflights users on 10/22. 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 11/275:55 am -
1 stop4h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![Southwest logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 10/25. 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.
Thu 11/59:59 pm -
1 stop11h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/21. 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.
Wed 11/46:35 am -
2 stops11h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Multiple Airlines logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 10/23. 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.
Sat 1/165:30 am -
3 stops51h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/23![Multiple Airlines logo]()
$232
This Delta deal was found by Cheapflights users on 10/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:00 am -
1 stop7h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![Delta logo]()
$259
Find 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 October 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Delta) |
One-way from | $135 (Delta) |
Popular in | July |
Cheapest in | September |
Average price | $390 |
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 7,457,451 searches. Data last updated October 26, 2026.
Use the filters below to find and compare flights from Cleveland to Portland that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Sat 1/16
3:55 pm-10:48 pm
1 stop6h 53m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Mon 11/9
5:20 pm-11:31 pm
1 stop6h 11m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$135
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Sat 1/16
1:15 pm-10:55 pm
2 stops9h 40m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$140
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Mon 11/9
9:59 pm-4:24 pm
2 stops18h 25m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$145
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Sun 12/6
7:00 am-4:30 pm
2 stops9h 30m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$150
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Wed 11/4
6:35 am-5:51 pm
2 stops11h 16m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$222
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Sat 1/16
5:30 am-9:08 am
3 stops51h 38m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$232
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Wed 11/4
6:00 am-1:02 pm
1 stop7h 02m
Portland
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$259
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Mon 11/23
5:20 pm-11:31 pm
1 stop6h 11m
Portland
Wed 12/2
6:12 am-12:23 pm
1 stop6h 11m
$269
ClevelandPortland
CLE Cleveland Hopkins Intl - PWM Portland
CLEPWM
Cleveland Hopkins Intl
Sat 12/12
5:13 pm-12:21 am
1 stop7h 08m
Portland
Sat 12/19
4:30 pm-9:53 pm
1 stop5h 23m
$269
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Cleveland to Portland
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Portland in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Cleveland-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Portland, Maine flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Cleveland-Portland, Maine flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Portland, Maine flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
CLE-PWM
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?
To ensure you get the cheapest price possible for a flight from Cleveland to Portland, Maine, you should look to book at least 30 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, September is the cheapest month in which you can book a flight from Cleveland to Portland, Maine (average of $340). Flying from Cleveland to Portland, Maine in July is currently the most expensive (average of $572). 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.
How much does it cost to fly round-trip from Cleveland to Portland, Maine?
Airfare is below average for this route at the moment.
Cleveland to Portland, Maine flights typically cost between $336 and $440 in November.The cheapest round-trip price found within the last 5 days was $269 on Delta (Nov 10-Nov 14).
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 October 26, 2026.
Read through reviews of airlines operating flights from Cleveland to Portland, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Entertainment
7.4
Overall
7.9
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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Book flights to Portland if you plan to visit one of these locationsLewiston
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Brunswick
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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 7,457,451 searches. Data last updated October 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$193 | Average$376 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$276 | Average$382 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$298 | Average$422 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$302 | Average$503 | FlexibilityNo cancel fee | On-time63% |