HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$109+ Cheap flights from Florida Keys 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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PWM
sie 18 — sie 251
pon. 8/18
pon. 8/25
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Florida Keys to Portland with Cheapflights

1. Tell us where you want to go

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

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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 Florida Keys to Portland

Keep the following information in mind while searching for Florida Keys to Portland flight deals. Data was last updated Sierpień 13, 2025.

Round-trip from

$204
(American Airlines)

One-way from

$109
(Delta)

Popular in

June

Cheapest in

November

Average price

$310
From Florida Keys to Portland
Search Deals
One-way flight from Florida Keys to Portland
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Florida Keys to Portland

Cheapest flights from Florida Keys to Portland
Explore the most affordable flight options available from Florida Keys to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Sierpień 13, 2025.

This American Airlines deal was found by Cheapflights users on 8/11. 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.
wt. 9/235:30 pmMIA - PWM
1 stop6h 15mAmerican Airlines
sob. 10/411:58 amPWM - MIA
1 stop7h 24mAmerican Airlines
Deal found 8/11$204
This Delta deal was found by Cheapflights users on 8/11. 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.
wt. 8/266:00 amMIA - PWM
1 stop6h 29mDelta
sob. 8/305:30 pmPWM - MIA
1 stop6h 54mDelta
Deal found 8/11$217
This American Airlines deal was found by Cheapflights users on 8/13. 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.
ndz. 9/146:28 amMIA - PWM
1 stop5h 16mAmerican Airlines
śr. 9/176:00 amPWM - MIA
1 stop5h 20mAmerican Airlines
Deal found 8/13$244
This United Airlines deal was found by Cheapflights users on 8/11. 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.
wt. 8/2610:57 amMIA - PWM
2 stops8h 32mUnited Airlines
sob. 8/3010:50 amPWM - MIA
1 stop6h 35mUnited Airlines
Deal found 8/11$256
This Delta deal was found by Cheapflights users on 8/11. 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.
pon. 9/83:30 pmMIA - PWM
1 stop7h 55mDelta
pon. 9/156:00 amPWM - MIA
1 stop7h 28mDelta
Deal found 8/11$257
This American Airlines deal was found by Cheapflights users on 8/10. 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.
śr. 10/1512:04 pmMIA - PWM
1 stop8h 10mAmerican Airlines
sob. 10/185:12 pmPWM - MIA
1 stop5h 54mAmerican Airlines
Deal found 8/10$265
This Delta deal was found by Cheapflights users on 8/11. 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.
śr. 9/106:20 pmEYW - PWM
1 stop5h 43mDelta
śr. 9/171:35 pmPWM - EYW
1 stop6h 32mDelta
Deal found 8/11$269
This American Airlines deal was found by Cheapflights users on 8/11. 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.
śr. 10/16:28 amMIA - PWM
1 stop5h 16mAmerican Airlines
pt. 10/35:20 pmPWM - MIA
1 stop5h 35mAmerican Airlines
Deal found 8/11$278
This United Airlines deal was found by Cheapflights users on 8/11. 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.
pon. 9/812:50 pmMIA - PWM
2 stops10h 13mUnited Airlines
pon. 9/1510:39 amPWM - MIA
1 stop6h 32mUnited Airlines
Deal found 8/11$279
This Delta deal was found by Cheapflights users on 8/12. 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.
pt. 9/196:10 pmMIA - PWM
1 stop6h 01mDelta
wt. 9/232:41 pmPWM - MIA
1 stop6h 33mDelta
Deal found 8/12$288
This American Airlines deal was found by Cheapflights users on 8/11. 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.
pt. 9/194:00 pmMIA - PWM
1 stop7h 05mAmerican Airlines
pon. 9/228:02 amPWM - MIA
1 stop6h 01mAmerican Airlines
Deal found 8/11$297
This American Airlines deal was found by Cheapflights users on 8/12. 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.
śr. 8/275:02 pmEYW - PWM
1 stop5h 57mAmerican Airlines
wt. 9/26:00 amPWM - EYW
1 stop5h 40mAmerican Airlines
Deal found 8/12$361

Cheapflights Fare Finder

 
Customize your flight search to find flights from Florida Keys 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 Sierpień 13, 2025.
Use the filters below to find and compare flights from Florida Keys to Portland that are best for you.

Fly from

Florida Keys

Fly to

Portland

Route

Depart

Return

Price

MiamiPortland

MIA - PWM

MIAPWM

Miami

sob. 11/8

6:40 am-12:07 pm

1 stop5h 27m

Portland

śr. 11/12

5:41 am-12:55 pm

1 stop7h 14m

$204

MiamiPortland

MIA - PWM

MIAPWM

Miami

wt. 9/23

5:30 pm-11:45 pm

1 stop6h 15m

Portland

sob. 10/4

11:58 am-7:22 pm

1 stop7h 24m

$204

MiamiPortland

MIA - PWM

MIAPWM

Miami

pt. 9/26

4:00 pm-11:05 pm

1 stop7h 05m

Portland

wt. 9/30

7:05 am-12:21 pm

1 stop5h 16m

$204

MiamiPortland

MIA - PWM

MIAPWM

Miami

czw. 9/11

6:10 pm-12:11 am

1 stop6h 01m

Portland

czw. 9/18

6:35 am-2:21 pm

1 stop7h 46m

$217

MiamiPortland

MIA - PWM

MIAPWM

Miami

wt. 8/26

6:00 am-12:29 pm

1 stop6h 29m

Portland

sob. 8/30

5:30 pm-12:24 am

1 stop6h 54m

$217

MiamiPortland

MIA - PWM

MIAPWM

Miami

pt. 9/19

4:00 pm-11:05 pm

1 stop7h 05m

Portland

pon. 9/22

6:00 am-11:20 am

1 stop5h 20m

$217

MiamiPortland

MIA - PWM

MIAPWM

Miami

pon. 9/8

4:00 pm-11:05 pm

1 stop7h 05m

Portland

sob. 9/13

12:27 pm-8:46 pm

1 stop8h 19m

$217

MiamiPortland

MIA - PWM

MIAPWM

Miami

pt. 9/26

4:00 pm-11:05 pm

1 stop7h 05m

Portland

pon. 9/29

7:05 am-12:21 pm

1 stop5h 16m

$221

MiamiPortland

MIA - PWM

MIAPWM

Miami

ndz. 9/14

6:28 am-11:44 am

1 stop5h 16m

Portland

śr. 9/17

6:00 am-11:20 am

1 stop5h 20m

$244

MiamiPortland

MIA - PWM

MIAPWM

Miami

śr. 10/15

5:05 pm-10:48 pm

1 stop5h 43m

Portland

sob. 10/18

5:12 pm-11:06 pm

1 stop5h 54m

$244

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

Showing 1-10 of 32 results
1
2
3
4

Best time to book a flight from Florida Keys to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Florida Keys 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 Florida Keys to Portland

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

Currently, January is the cheapest month in which you can book a flight from Florida Keys to Portland, Maine (average of $296). Flying from Florida Keys to Portland, Maine in July is currently the most expensive (average of $394). 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.

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 Sierpień 13, 2025.
Read through reviews of airlines operating flights from Florida Keys to Portland, such as Delta, American Airlines, and JetBlue. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,979 reviews
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
JetBlue
7.2
Good
2,915 reviews
Delta
8.0
Very good
7,979 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Crew

8.5

Boarding

8.2

Overall

8.0

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Florida Keys 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 Florida Keys?

    Portland (PWM) is the airport you will fly into if you book a flight from Florida Keys to Portland. It is only a 2.9 mi journey from Portland (PWM) to Portland’s city center.

  • What are the cheapest airlines to fly from Florida Keys to Portland, Maine one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $109. American Airlines flights start at $109 while deals on Breeze Airways start at $147 one-way.

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

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

  • How can I find direct flights from Florida Keys to Portland?

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

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

    Yes. Cheapflights offers flight deals from Florida Keys 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 Florida Keys to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Florida Keys to Portland, Maine (average of $296). Flying from Florida Keys to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Florida Keys to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Tampa to Boston flights
Fort Lauderdale to Boston flights
Orlando to Boston flights
Miami to Boston flights
Jacksonville to Boston flights
West Palm Beach to Boston flights
Fort Myers to Boston flights
Jacksonville to Portland flights
Pensacola to Boston flights
Sarasota to Boston flights
Orlando to Portland flights
Tampa to Portland flights
Fort Lauderdale to Bangor flights
Pensacola to Portland flights
Jacksonville to Bangor flights
Miami to Portland flights
Panama City to Boston flights
Tallahassee to Boston flights
Gainesville to Boston flights
West Palm Beach to Portland flights
Tampa to Bangor flights
Orlando to Bangor flights
Sarasota to Portland flights
West Palm Beach to Bangor flights
Jacksonville to Augusta flights
Miami to Bangor flights
Daytona Beach to Boston flights
Valparaiso to Boston flights
Fort Myers to Portland flights
Fort Myers to Bangor flights
Fort Lauderdale to Portland flights
St Petersburg to Bangor flights
Gainesville to Bangor flights
Panama City to Portland flights
Melbourne to Boston flights
Key West to Boston flights
Tampa to Rockland flights
Tampa to Augusta flights
Tampa to Bar Harbor flights
Pensacola to Bangor flights
West Palm Beach to Bar Harbor flights
Jacksonville to Bar Harbor flights
Daytona Beach to Portland flights
Fort Lauderdale to Augusta flights
West Palm Beach to Rockland flights
Sarasota to Bangor flights
Melbourne to Portland flights
Gainesville to Portland flights
Orlando to Augusta flights
Fort Lauderdale to Bar Harbor flights

Top airline flying from Florida Keys to Portland

Discover the top airline that operate flights from Florida Keys 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 Sierpień 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$258Average$336FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.