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$69+ Cheap flights from Orlando (ORL) to Portland, ME (PWM)

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — PWM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Orlando to Portland are usually found in January or December, booked 38 days in advance, depart on a Tuesday or Friday and return on a Monday

Cheap flight deals from Orlando to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) 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 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$183
(Southwest)

One-way from

$69
(Breeze Airways)

Popular in

April

Cheapest in

January

Average price

$297

Good round-trip deal

$197 or less

Good one-way deal

$91 or less
Provider with most accurate pricing for Orlando (ORL)-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Portland flights.
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From Orlando (ORL) to Portland
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One-way flight from Orlando (ORL) to Portland
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Portland.
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Price to beat on a one-way flight from Orlando (ORL) to Portland.
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Find flight deals from Orlando to Portland

Cheapest flights from Orlando to Portland
Explore the most affordable flight options available from Orlando to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Southwest deal was found by Cheapflights users on 10/29. 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 12/127:50 pmMCO - PWM
1 stop4h 30mSouthwest
Mon 12/153:30 pmPWM - MCO
1 stop5h 05mSouthwest
Deal found 10/29$183
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/76:00 amMCO - PWM
Nonstop3h 06mBreeze Airways
Mon 11/109:46 amPWM - MCO
Nonstop3h 34mBreeze Airways
Deal found 10/29$184
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/57:30 amMCO - PWM
Nonstop3h 06mBreeze Airways
Fri 11/149:46 amPWM - MCO
Nonstop3h 34mBreeze Airways
Deal found 10/29$186
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/127:02 pmMCO - PWM
1 stop4h 35mAmerican Airlines
Mon 12/155:17 pmPWM - MCO
2 stops6h 27mAmerican Airlines
Deal found 10/29$188
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Thu 11/136:42 amMCO - PWM
1 stop5h 04mAmerican Airlines
Mon 11/173:52 pmPWM - MCO
1 stop6h 03mAmerican Airlines
Deal found 10/29$197
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/57:02 pmMCO - PWM
1 stop4h 35mAmerican Airlines
Sun 12/77:11 amPWM - MCO
1 stop8h 15mAmerican Airlines
Deal found 10/29$200
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 11/134:27 pmMCO - PWM
1 stop6h 06mAmerican Airlines
Sun 11/165:43 amPWM - MCO
1 stop5h 04mAmerican Airlines
Deal found 10/30$204
This American Airlines deal was found by Cheapflights users on 10/29. 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 12/127:02 pmMCO - PWM
1 stop4h 35mAmerican Airlines
Sun 12/145:34 amPWM - MCO
2 stops8h 28mAmerican Airlines
Deal found 10/29$205
This Southwest deal was found by Cheapflights users on 10/29. 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 11/267:40 pmMCO - PWM
1 stop4h 25mSouthwest
Wed 12/35:30 amPWM - MCO
1 stop5h 10mSouthwest
Deal found 10/29$220
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Wed 11/126:00 amMCO - PWM
1 stop6h 13mAmerican Airlines
Mon 11/173:52 pmPWM - MCO
1 stop6h 03mAmerican Airlines
Deal found 10/30$222

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando 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 2,558,603 searches. Data last updated October 30, 2025.
Use the filters below to find and compare flights from Orlando to Portland that are best for you.

Fly from

Orlando

Fly to

Portland

Route

Depart

Return

Price

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Tue 12/2

3:10 pm-10:15 pm

1 stop7h 05m

Portland

Thu 12/11

3:30 pm-10:30 pm

1 stop7h 00m

$183

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Fri 11/14

5:40 pm-11:54 pm

1 stop6h 14m

Portland

Tue 11/18

2:30 pm-10:34 pm

1 stop8h 04m

$197

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Wed 11/5

7:30 am-10:36 am

Nonstop3h 06m

Portland

Fri 11/14

9:46 am-1:20 pm

Nonstop3h 34m

$208

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Fri 11/7

6:00 am-9:06 am

Nonstop3h 06m

Portland

Mon 11/10

9:46 am-1:20 pm

Nonstop3h 34m

$218

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Wed 11/26

5:40 pm-11:59 pm

1 stop6h 19m

Portland

Wed 12/3

6:00 am-2:34 pm

1 stop8h 34m

$227

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Wed 11/26

2:40 pm-5:37 pm

Nonstop2h 57m

Portland

Mon 12/1

5:07 pm-8:30 pm

Nonstop3h 23m

$239

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Wed 11/12

5:29 pm-11:17 pm

1 stop5h 48m

Portland

Fri 11/14

7:22 pm-12:55 am

1 stop5h 33m

$249

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Tue 11/18

12:55 pm-10:15 pm

2 stops9h 20m

Portland

Thu 11/20

5:30 am-12:00 pm

1 stop6h 30m

$250

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Wed 11/5

3:30 pm-10:15 pm

2 stops6h 45m

Portland

Fri 11/14

5:25 pm-11:10 pm

1 stop5h 45m

$257

OrlandoPortland

MCO - PWM

MCOPWM

Orlando

Thu 11/27

11:05 am-4:50 pm

1 stop5h 45m

Portland

Thu 12/4

5:30 am-1:40 pm

2 stops8h 10m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 21 results
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Compare providers for flights from Orlando 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 Orlando to Portland in October.
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
Kiwi.comPrice Accuracy3 starsTrust 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: When it comes to deals on Orlando-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Orlando-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Orlando-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams 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 Orlando-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 Orlando to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Orlando 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.

Cheapflights Insights

Everything you need to know about your flight from Orlando to Portland

How far ahead should I book a flight from Orlando to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from Orlando to Portland. Price data was last updated on October 24, 2025.

The best time to book flights from Orlando to Portland, Maine is 38 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Orlando to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Orlando to Portland, Maine (average of $44). Flying from Orlando to Portland, Maine in September is currently the most expensive (average of $85). 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.

What is the cheapest time of day to fly from ORL to PWM?

Find hourly flight availability from Orlando to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

A simple way to save on the total cost of your ticket is to fly from Orlando to Portland, Maine in the afternoon. If you’re flexible enough to do this you can expect to save up to 40% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Orlando to Portland, Maine?

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 30, 2025.
See what other customers who have flown with Breeze Airways, Southwest, and American Airlines from Orlando to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,243 reviews
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,035 reviews
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
JetBlue
7.2
Good
2,906 reviews
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Frontier
5.8
Fair
3,123 reviews
Breeze Airways
8.1
Very good
222 reviews

Overall

8.1

Boarding

8.3

Entertainment

6.6

Crew

8.7

Comfort

8.2

Food

6.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from Orlando to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Orlando?

    Portland (PWM) is the airport you will fly into if you book a flight from Orlando to Portland. You should not have trouble finding flights to Portland from Orlando; the airport handles an average of 0 inbound flights from Orlando per day. You should also have plenty of airline options to choose from since 7 airlines have flights to the Portland airport from Orlando. It is only a 2.9 mi journey from Portland (PWM) to Portland’s city center.

  • How long is the flight from Orlando to Portland, Maine?

    Southwest, Delta, and Breeze Airways can get you from Orlando to Portland, Maine in just under 3h 06m. Your travel time can differ by up to 3h 59m. Airlines will cover a distance of 1214 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Orlando to Portland, Maine round-trip?

    Frontier, at $61, was found to be the cheapest airline from Orlando to Portland, Maine.Alternate airlines to your destination round-trip include JetBlue and Breeze Airways. You may be able to fly from Orlando to Portland, Maine for 72% less than the average price by searching for these airlines.

  • What are the cheapest flights from Orlando to Portland, Maine?

    On average you can expect to pay $213 for a flight from Orlando to Portland, Maine. The cheapest flight overall is $71 while the most popular route, (Orlando - Portland) is currently priced at $142.

  • Can I find deals for flights from Orlando to Portland that include hotel bookings?

    Yes. In addition to deals on Orlando to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Orlando to Portland.

  • Can I find deals for business class flights from Orlando to Portland?

    Yes. Cheapflights offers flight deals from Orlando to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Orlando to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Orlando to Portland, Maine (average of $44). Flying from Orlando to Portland, Maine in September is currently the most expensive (average of $85). 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.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Alternative routes for Orlando to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Orlando to Portland

Discover the top 7 airlines that operate flights from Orlando 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 2,558,603 searches. Data last updated October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$61Average$137FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$129Average$320FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$140Average$204FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$173Average$296FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$206Average$344FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$208Average$366FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$218Average$364FlexibilityNo cancel feeOn-time69%

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