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Portland

$36+ Cheap flights from Portland, ME

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MCO
Feb 3 — Feb 101
Tue 2/3
Tue 2/10
1 adult, Economy
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What to know about flights from Portland

Discover essential information about flights departing from Portland, including flight schedules, destinations, airlines operating at the Portland airport, and any specific guidelines or requirements for travelers. Please note that the information is based on the most recent updates available. Data last updated January 4, 2026.

Cheapest one-way flight

$83

Cheapest round-trip flight

$111

Cheapest airline

American Airlines

Most popular destination

Newark (EWR)

Good round-trip deal

$44 or less

Good one-way deal

$66 or less
The cheapest one-way flight from Portland is currently to Orlando.
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The cheapest round-trip flight from Portland is currently to Charleston.
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On average, American Airlines currently has the cheapest one-way flight from Portland (avg. price of $307).
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Newark (EWR) is currently the most popular flight destination from Portland (average round-trip price of $181).
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Price to beat on a round-trip flight from Portland.
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Price to beat on a one-way flight from Portland.
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Find flights from Portland

Cheapest flights from Portland
Explore the most affordable flight options available from Portland. Find the lowest fares based on data from user searches, with prices last updated on January 4, 2026.

This Booking.com deal was found by Cheapflights users on 1/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/2411:02 amPWM - MCO
Nonstop3h 34mBreeze Airways
Sat 1/317:15 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/3$136
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 1/269:47 amPWM - MCO
Nonstop3h 34mBreeze Airways
Sat 2/77:10 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/3$138
This Kiwi.com deal was found by Cheapflights users on 1/2. 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 2/25:06 pmPWM - TPA
1 stop4h 51mBreeze Airways
Sat 2/72:26 pmTPA - PWM
Nonstop3h 12mBreeze Airways
Deal found 1/2$139
This Super.com deal was found by Cheapflights users on 1/4. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2111:02 amPWM - MCO
Nonstop3h 34mBreeze Airways
Fri 1/236:00 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/4$142
This Super.com deal was found by Cheapflights users on 1/2. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/265:06 pmPWM - TPA
Nonstop4h 51mBreeze Airways
Wed 2/42:26 pmTPA - PWM
Nonstop3h 12mBreeze Airways
Deal found 1/2$142
This Kiwi.com deal was found by Cheapflights users on 1/2. 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 1/269:47 amPWM - MCO
Nonstop3h 34mBreeze Airways
Wed 1/287:15 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/2$143
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 1/269:47 amPWM - MCO
Nonstop3h 34mBreeze Airways
Fri 2/67:15 amMCO - PWM
1 stop9h 11mBreeze Airways
Deal found 1/3$144
This Booking.com deal was found by Cheapflights users on 1/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/29:47 amPWM - MCO
Nonstop3h 34mBreeze Airways
Mon 2/96:00 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/2$146
This Kiwi.com deal was found by Cheapflights users on 1/2. 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 1/2411:02 amPWM - MCO
Nonstop3h 34mBreeze Airways
Fri 1/306:00 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/2$147
This United Airlines deal was found by Cheapflights users on 1/1. 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.
Fri 1/303:12 pmPWM - EWR
Nonstop1h 48mUnited Airlines
Sun 2/17:30 amEWR - PWM
Nonstop1h 31mUnited Airlines
Deal found 1/1$147
This Kiwi.com deal was found by Cheapflights users on 1/2. 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 2/29:47 amPWM - MCO
Nonstop3h 34mBreeze Airways
Sat 2/77:10 amMCO - PWM
Nonstop3h 07mBreeze Airways
Deal found 1/2$148
This American Airlines deal was found by Cheapflights users on 1/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/105:10 pmPWM - LGA
Nonstop1h 36mAmerican Airlines
Sat 4/119:25 amLGA - PWM
Nonstop1h 29mAmerican Airlines
Deal found 1/1$148

Find flights from Portland within your budget

 
Find flights departing from Portland that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on January 4, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

PortlandNewark

PWM - EWR

PWMEWR

Portland

Fri 1/30

7:27 pm-9:14 pm

Nonstop1h 47m

Newark

Sun 2/1

9:58 pm-11:30 pm

Nonstop1h 32m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Thu 2/12

6:00 am-7:44 am

Nonstop1h 44m

Newark

Mon 2/16

9:58 pm-11:20 pm

Nonstop1h 22m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Mon 2/2

7:27 pm-9:14 pm

Nonstop1h 47m

Newark

Mon 2/9

9:58 pm-11:30 pm

Nonstop1h 32m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Fri 2/6

6:00 am-7:46 am

Nonstop1h 46m

Newark

Mon 2/9

7:30 am-9:01 am

Nonstop1h 31m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Fri 2/13

6:00 am-7:44 am

Nonstop1h 44m

Newark

Sat 2/14

9:58 pm-11:20 pm

Nonstop1h 22m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Fri 2/6

7:27 pm-9:14 pm

Nonstop1h 47m

Newark

Sun 2/8

9:58 pm-11:30 pm

Nonstop1h 32m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Sat 1/24

3:05 pm-4:51 pm

Nonstop1h 46m

Newark

Sun 1/25

7:30 am-9:01 am

Nonstop1h 31m

$147

PortlandNewark

PWM - EWR

PWMEWR

Portland

Sat 5/23

9:10 am-10:54 am

Nonstop1h 44m

Newark

Sun 5/31

8:00 pm-9:27 pm

Nonstop1h 27m

$147

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Fri 1/30

9:47 am-1:21 pm

Nonstop3h 34m

Orlando

Sat 2/7

7:10 am-10:17 am

Nonstop3h 07m

$153

PortlandOrlando

PWM - MCO

PWMMCO

Portland

Fri 1/23

11:29 am-11:07 pm

1 stop11h 38m

Orlando

Mon 1/26

6:00 am-9:07 am

Nonstop3h 07m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Showing 1-10 of 60 results
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Compare providers for flights from 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 Portland in January
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Portland, Maine, eDreams has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as eDreams about >95% of the time. This is based on searches for flights from Portland, Maine made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate eDreams the highest out of those offering flight deals from Portland, Maine. eDreams has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Portland, Maine. This info is gathered from Cheapflights searches over the past month.

Best time to book a flight from Portland

Have a flexible travel schedule? Discover the best time to fly from Portland with our price prediction graph.
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.

Travel insights for flights from Portland

Get recent, data-driven insights about flights from Portland including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from Portland to Orlando. Price data was last updated on January 2, 2026.

To ensure you get the cheapest price possible for a flight from Portland, Maine, you should look to book at least 27 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 Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Portland, Maine (average of $43). Flying from Portland, Maine in September will prove the most costly (average of $105). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Portland, Maine?

Use this chart to determine the cheapest time to fly round-trip from Portland to Orlando. Price data was last updated on January 3, 2026.

Those who are seeking the cheapest fare on flights departing from Portland, Maine would be wise to consider leaving during Friday at noon when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Sunday afternoons when fares are usually the most expensive.

Which airlines fly from Portland, Maine?

For flights departing from Portland, Maine check dates and pricing for the following: Breeze Airways, Frontier, JetBlue, American Airlines, Southwest. These airlines depart to the following popular destinations: Orlando.

American Airlines
American Airlines
From $117
United Airlines
United Airlines
From $108
Delta
Delta
From $108
Southwest
Southwest
From $168

What are popular destinations to fly to from Portland, Maine?

Some of the most frequent flights departing from Portland, Maine everyday are: New York (97 flights per day), Washington, D.C. (88 flights per day), and Chicago (44 flights per day).

Washington, D.C.
Washington, D.C.
From $100
New York
New York
From $88
Charlotte Douglas
Charlotte Douglas
From $138
Orlando
Orlando
From $83

What is the cheapest place to fly to from Portland, Maine?

The cheapest city to fly to from Portland, Maine is Tweed-New Haven, with prices starting at $43. Explore other affordable destinations below.

Tweed-New Haven
Tweed-New Haven
From $43
Norfolk
Norfolk
From $59
Charleston
Charleston
From $64
Raleigh-Durham
Raleigh-Durham
From $73

Airline reviews for flights from Portland

Read reviews and ratings of airlines operating flights from Portland. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Portland travel. Please note that the reviews are sourced from user searches and were last updated on January 4, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
See what other customers who have flown with Breeze Airways, Southwest, and American Airlines from Portland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
8.0
Very good
4,250 reviews
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,079 reviews
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,900 reviews
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.7
Fair
3,063 reviews
Breeze Airways
8.2
Very good
255 reviews

Entertainment

6.7

Boarding

8.3

Overall

8.2

Crew

8.8

Comfort

8.2

Food

6.7

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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Related info for your journey

Access useful and relevant information related to your journey from Portland. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated January 4, 2026.

  • What are the most popular destinations to fly to from Portland, Maine?

    This month, the top selected destinations from Portland, Maine are Orlando Airport, Orlando, New York. Throughout the year, Orlando Airport, New York, Orlando are some of the top choices made by users flying from Portland, Maine.

  • What is the cheapest flight from Portland, Maine to anywhere?

    Users have flown out of Portland, Maine for as low as $43 to New Haven (prices may vary depending on the airline and departure time). On average, users have booked flights for $424 to fly from Portland, Maine.

  • What are the cheapest airlines flying from Portland, Maine to anywhere?

    Over the past few days, we've found that Frontier, Breeze Airways, and Allegiant Air have the cheapest prices from Portland, Maine. Frontier flights from Portland, Maine to Denver Intl ($58), Breeze Airways flights from Portland, Maine to Charleston ($62), and Allegiant Air flights from Portland, Maine to Orlando ($77).

  • What is the cheapest premium economy flight from Portland, Maine?

    Options for some of the cheapest premium economy flights from Portland, Maine we have found on Cheapflights are as follows:
    Fly from Portland to Orlando Airport starting at $138
    Fly from Portland to Pittsburgh starting at $158
    Fly from Portland to Columbus Airport starting at $167
    Fly from Portland to Raleigh starting at $288

  • What is the cheapest first class flight from Portland, Maine?

    If you’re looking for a cheap first-class flight from Portland, Maine, consider New York. Prices start at $468 so you can fly first-class even on a budget.

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

    January is currently the cheapest month to fly from Portland, Maine. At this moment in time September is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Portland, Maine?

    Check out the cheapest flights from Portland, Maine to embark to:
    Fly from Portland to Tampa from $112 round trip
    Fly from Portland to Orlando from $142 round trip
    Fly from Portland to New York from $147 round trip
    Fly from Portland to Sarasota from $158 round trip
    Fly from Portland to Minneapolis from $168 round trip

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