Key Largo

$93+ Cheap flights from Portland, ME (PWM) to Key Largo, FL

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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIA
Apr 23 — Apr 301
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Cheap flight deals from Portland to Key Largo

Cheapest flights from Portland to Key Largo
Explore the most affordable flight options available from Portland to Key Largo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 24, 2026.

This American Airlines deal was found by Cheapflights users on 3/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:39 pm
PWM
-
MIA
1 stop6h 17m
American Airlines
Wed 4/155:20 pm
MIA
-
PWM
1 stop6h 07m
American Airlines
Deal found 3/23$201
This Southwest deal was found by Cheapflights users on 3/23. 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.
Mon 4/134:50 pm
PWM
-
MIA
1 stop6h 10m
Southwest
Wed 4/154:50 pm
MIA
-
PWM
1 stop5h 45m
Southwest
Deal found 3/23$203
This Southwest deal was found by Cheapflights users on 3/23. 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.
Mon 4/132:50 pm
PWM
-
MIA
1 stop8h 10m
Southwest
Thu 4/166:25 pm
MIA
-
PWM
1 stop5h 00m
Southwest
Deal found 3/23$220
This American Airlines deal was found by Cheapflights users on 3/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:23 pm
PWM
-
MIA
1 stop5h 36m
American Airlines
Wed 4/295:20 pm
MIA
-
PWM
1 stop6h 07m
American Airlines
Deal found 3/23$235
This Delta deal was found by Cheapflights users on 3/23. 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.
Wed 5/65:21 am
PWM
-
MIA
1 stop8h 51m
Delta
Fri 5/83:35 pm
MIA
-
PWM
1 stop9h 08m
Delta
Deal found 3/23$277
This American Airlines deal was found by Cheapflights users on 3/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2011:56 am
PWM
-
MIA
1 stop6h 46m
American Airlines
Sun 5/246:45 am
MIA
-
PWM
1 stop5h 32m
American Airlines
Deal found 3/23$278
This Southwest deal was found by Cheapflights users on 3/22. 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.
Sun 4/124:20 pm
PWM
-
MIA
1 stop6h 25m
Southwest
Thu 4/161:50 pm
MIA
-
PWM
2 stops9h 35m
Southwest
Deal found 3/22$282
This Southwest deal was found by Cheapflights users on 3/21. 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 4/55:30 am
PWM
-
MIA
2 stops10h 10m
Southwest
Thu 4/96:05 am
MIA
-
PWM
2 stops8h 05m
Southwest
Deal found 3/21$287
This Kiwi.com deal was found by Cheapflights users on 3/22. 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.
Wed 5/65:01 pm
PWM
-
MIA
1 stop17h 26m
Multiple Airlines
Wed 5/135:22 pm
MIA
-
PWM
2 stops25h 54m
Multiple Airlines
Deal found 3/22$292

Find flight deals from Portland to Key Largo

Keep the following information in mind while searching for Portland to Key Largo flight deals. Data was last updated March 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$201
(American Airlines)

One-way from

$93
(Southwest)

Popular in

July

Cheapest in

September

Average price

$432
Provider with most accurate pricing for Portland-Miami flight deals.
Provider most trusted by Cheapflights users for Portland-Miami flights.
From Portland to Key Largo
One-way flight from Portland to Key Largo
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in March 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Key Largo 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 March 24, 2026.
Use the filters below to find and compare flights from Portland to Key Largo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/13

2:50 pm-11:00 pm

1 stop8h 10m

Miami

Thu 4/16

6:25 pm-11:25 pm

1 stop5h 00m

$220

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 6/1

5:30 am-3:20 pm

2 stops9h 50m

Miami

Thu 6/4

6:50 pm-12:05 am

1 stop5h 15m

$282

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 5/2

9:20 am-4:16 pm

1 stop6h 56m

Miami

Wed 5/6

12:10 pm-9:19 pm

1 stop9h 09m

$308

PortlandMiami

PWM - MIA

PWMMIA

Portland

Fri 7/31

6:57 pm-12:55 am

1 stop5h 58m

Miami

Fri 8/7

8:01 am-4:01 pm

1 stop8h 00m

$338
Quickest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 5/9

9:20 am-4:16 pm

1 stop6h 56m

Miami

Wed 5/13

6:10 pm-11:59 pm

1 stop5h 49m

$367

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 4/22

3:55 pm-9:10 pm

1 stop5h 15m

Miami

Wed 4/29

12:10 pm-10:35 pm

2 stops10h 25m

$403

PortlandMiami

PWM - MIA

PWMMIA

Portland

Fri 6/5

3:10 pm-11:15 pm

1 stop8h 05m

Miami

Sun 6/14

6:20 am-5:00 pm

1 stop10h 40m

$437
Cheapest one-way

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/20

6:30 am-2:25 pm

1 stop7h 55m

$110

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 4/30

2:50 pm-11:00 pm

1 stop8h 10m

$139
Quickest one-way

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 4/9

7:23 pm-12:59 am

1 stop5h 36m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/23

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Best time to book a flight from Portland to Key Largo

Have a flexible travel schedule? Discover the best time to fly to Key Largo 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.

Cheapflights Insights

Everything you need to know about your flight from Portland to Key Largo

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Key Largo. Price data was last updated on March 13, 2026.

Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Portland, Maine to Key Largo. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Key Largo (average of $60). Flying from Portland, Maine to Key Largo in December is currently the most expensive (average of $108). 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 Key Largo

Get insights into the airlines that provide service to Key Largo. 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 Key Largo. Reviews last updated March 24, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Portland to Key Largo. 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.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Portland to Key Largo. 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 from for flights from Portland to Key Largo?

    Located just 2.9 mi from the city center, Portland is the airport most travelers will use when flying to Key Largo from Portland. Booking flights from Portland (PWM) to Key Largo should be relatively easy as there are 0 daily outbound flights to Key Largo from 5 different airlines.

  • How popular is this Portland, Maine to Key Largo flight route?

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

    A quick flight from Portland, Maine to Key Largo can take about 5h 58m. Southwest provides one of the quickest options available for as low as $338. Airlines will cover a distance of 1354 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $108 on American Airlines. Other airlines that offer cheap prices include United Airlines from $108 and Delta from $108 one-way.

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

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

  • How can I find direct flights from Portland to Key Largo?

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

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

    Yes. Cheapflights offers flight deals from Portland to Key Largo 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 Portland, Maine to Key Largo?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Key Largo (average of $60). Flying from Portland, Maine to Key Largo in December is currently the most expensive (average of $108). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Portland to Key Largo

Discover the top 5 airlines that operate flights from Portland to Key Largo. 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 March 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$336FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$200Average$314FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$215Average$398FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$436FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$372FlexibilityNo cancel feeOn-time69%

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