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Portland

$79+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MCO
May 17 — May 241
Sun 5/17
Sun 5/24
1 adult, Economy
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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 April 17, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandNew York

PWM - LGA

PWMLGA

Portland

Thu 4/30

6:00 am-7:33 am

Nonstop1h 33m

New York LaGuardia

Sun 5/3

9:59 pm-11:24 pm

Nonstop1h 25m

$157
Quickest round-trip

PortlandNew York

PWM - JFK

PWMJFK

Portland

Sat 6/6

6:00 am-7:22 am

Nonstop1h 22m

New York John F Kennedy Intl

Tue 6/9

12:15 pm-1:35 pm

Nonstop1h 20m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Wed 5/13

5:15 pm-6:42 pm

Nonstop1h 27m

New York LaGuardia

Wed 5/20

8:52 am-10:23 am

Nonstop1h 31m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Fri 5/15

6:02 am-7:30 am

Nonstop1h 28m

New York LaGuardia

Sun 5/17

8:46 am-10:17 am

Nonstop1h 31m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Sat 5/30

4:20 pm-5:47 pm

Nonstop1h 27m

New York LaGuardia

Sat 6/6

7:15 pm-8:48 pm

Nonstop1h 33m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Thu 5/21

6:02 am-7:30 am

Nonstop1h 28m

New York LaGuardia

Mon 5/25

9:50 pm-11:18 pm

Nonstop1h 28m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Thu 5/14

1:18 pm-2:44 pm

Nonstop1h 26m

New York LaGuardia

Mon 5/18

8:52 am-10:23 am

Nonstop1h 31m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Fri 6/5

6:02 am-7:30 am

Nonstop1h 28m

New York LaGuardia

Tue 6/9

9:59 pm-11:29 pm

Nonstop1h 30m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Mon 6/8

6:00 am-7:30 am

Nonstop1h 30m

New York LaGuardia

Mon 6/8

9:59 pm-11:29 pm

Nonstop1h 30m

$157

PortlandNew York

PWM - LGA

PWMLGA

Portland

Fri 5/22

6:02 am-7:30 am

Nonstop1h 28m

New York LaGuardia

Mon 5/25

9:50 pm-11:18 pm

Nonstop1h 28m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/12

Showing 1-10 of 60 resultsSorted by cheapest first
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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 April
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 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, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub 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 FlightHub the highest out of those offering flight deals from Portland, Maine. FlightHub 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 April 10, 2026.

To ensure you get the cheapest price possible for a flight from Portland, Maine, you should look to book at least 23 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, August is the cheapest month in which you can book a flight from Portland, Maine (average of $218). Flying from Portland, Maine in April will prove the most costly (average of $318). 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 April 11, 2026.

Those who are seeking the cheapest fare on flights departing from Portland, Maine would be wise to consider leaving during Wednesday evenings when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Thursday 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, JetBlue, American Airlines, Southwest, Delta. These airlines depart to the following popular destinations: Orlando.

American Airlines
American Airlines
From $117
United Airlines
United Airlines
From $107
Delta
Delta
From $102
Southwest
Southwest
From $182

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

Some of the most frequent flights departing from Portland, Maine everyday are: New York (424 flights per day), Chicago (110 flights per day), and Detroit (104 flights per day).

Washington, D.C.
Washington, D.C.
From $138
New York
New York
From $68
Chicago
Chicago
From $124
Philadelphia
Philadelphia
From $148

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
Charleston
Charleston
From $65
New York
New York
From $68
Sarasota Bradenton Intl
Sarasota Bradenton Intl
From $74

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 April 17, 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, andDelta from Portland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.1
Very good
279 reviews
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
8.0
Very good
4,328 reviews
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.9
Good
8,406 reviews
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.2
Good
2,939 reviews
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,593 reviews
Breeze Airways
8.1
Very good
279 reviews

Food

6.6

Comfort

8.2

Overall

8.1

Boarding

8.3

Crew

8.7

Entertainment

6.6

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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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 April 17, 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, Denver 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 $375 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 JetBlue have the cheapest prices from Portland, Maine. Frontier flights from Portland, Maine to Orlando ($41), Breeze Airways flights from Portland, Maine to Charleston ($67), and JetBlue flights from Portland, Maine to Atlanta Hartsfield-Jackson ($76).

  • 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 Pittsburgh starting at $207
    Fly from Portland to Columbus Airport starting at $378
    Fly from Portland to Fort Myers starting at $388
    Fly from Portland to Tampa starting at $548

  • 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 $492 so you can fly first-class even on a budget.

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

    August is currently the cheapest month to fly from Portland, Maine. At this moment in time April 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 Raleigh from $151 round trip
    Fly from Portland to New York from $152 round trip
    Fly from Portland to Orlando from $153 round trip
    Fly from Portland to Tampa from $165 round trip
    Fly from Portland to Savannah from $205 round trip

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