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Key Largo

$126+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MIA
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
1 adult, Economy
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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 May 16, 2026.

This American Airlines deal was found by Cheapflights users on 5/13. 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.
Wed 10/213:03 pm
PWM
-
MIA
1 stop7h 44m
American Airlines
Tue 10/276:45 am
MIA
-
PWM
1 stop5h 32m
American Airlines
Deal found 5/13$277
This American Airlines deal was found by Cheapflights users on 5/11. 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.
Sun 5/245:17 pm
PWM
-
MIA
1 stop5h 38m
American Airlines
Mon 6/16:16 pm
MIA
-
PWM
1 stop5h 35m
American Airlines
Deal found 5/11$278
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am
PWM
-
MIA
1 stop6h 15m
United Airlines
Sat 10/101:20 pm
MIA
-
PWM
2 stops10h 07m
United Airlines
Deal found 5/12$282
This Delta deal was found by Cheapflights users on 5/13. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/72:35 pm
PWM
-
MIA
1 stop8h 34m
Delta
Sat 11/217:00 am
MIA
-
PWM
1 stop6h 53m
Delta
Deal found 5/13$307
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 10/226:00 am
PWM
-
MIA
1 stop6h 20m
American Airlines
Tue 10/276:12 pm
MIA
-
PWM
1 stop5h 12m
American Airlines
Deal found 5/13$308
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:15 am
PWM
-
MIA
2 stops11h 01m
United Airlines
Sat 6/65:20 pm
MIA
-
PWM
1 stop6h 10m
United Airlines
Deal found 5/12$314
This Delta deal was found by Cheapflights users on 5/12. 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.
Thu 8/202:53 pm
PWM
-
MIA
1 stop8h 44m
Delta
Thu 8/277:02 am
MIA
-
PWM
1 stop17h 57m
Delta
Deal found 5/12$320
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Wed 11/1112:29 pm
PWM
-
MIA
1 stop7h 37m
American Airlines
Sun 11/156:22 am
MIA
-
PWM
1 stop5h 27m
American Airlines
Deal found 5/12$328
This Southwest deal was found by Cheapflights users on 5/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/255:20 pm
PWM
-
MIA
1 stop5h 55m
Southwest
Thu 7/23:05 pm
MIA
-
PWM
1 stop9h 00m
Southwest
Deal found 5/11$333
This Delta deal was found by Cheapflights users on 5/14. 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.
Thu 8/66:30 am
PWM
-
MIA
1 stop7h 54m
Delta
Sun 8/97:02 am
MIA
-
PWM
1 stop7h 11m
Delta
Deal found 5/14$338
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sun 6/75:58 pm
PWM
-
MIA
1 stop6h 48m
American Airlines
Sun 6/143:00 pm
MIA
-
PWM
1 stop6h 46m
American Airlines
Deal found 5/12$339
This American Airlines deal was found by Cheapflights users on 5/12. 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.
Sat 11/75:19 pm
PWM
-
MIA
2 stops7h 29m
American Airlines
Sat 11/145:50 pm
MIA
-
PWM
1 stop5h 48m
American Airlines
Deal found 5/12$344

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 May 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$277
(Delta)

One-way from

$126
(Kiwi.com)

Popular in

February

Cheapest in

September

Average price

$426
Provider with most accurate pricing for Portland-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Miami flights.
Search Deals
From Portland to Key Largo
Search Deals
One-way flight from Portland to Key Largo
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 May 16, 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

Tue 10/6

6:00 am-12:15 pm

1 stop6h 15m

Miami

Sat 10/10

1:20 pm-11:27 pm

2 stops10h 07m

$282

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 6/10

6:00 am-2:24 pm

1 stop8h 24m

Miami

Sat 6/13

7:05 am-2:19 pm

1 stop7h 14m

$308
Quickest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 10/26

10:00 am-4:33 pm

1 stop6h 33m

Miami

Mon 11/2

8:30 am-1:53 pm

1 stop5h 23m

$308

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 6/25

3:10 pm-10:05 pm

2 stops6h 55m

Miami

Thu 7/2

3:05 pm-12:05 am

1 stop9h 00m

$349

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 9/2

10:30 am-9:50 pm

2 stops11h 20m

Miami

Sat 9/26

4:00 pm-9:00 pm

1 stop5h 00m

$364

PortlandMiami

PWM - MIA

PWMMIA

Portland

Fri 6/12

2:59 pm-11:21 pm

1 stop8h 22m

Miami

Sun 6/14

3:29 pm-11:29 pm

1 stop8h 00m

$368

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 10/21

6:00 am-12:15 pm

1 stop6h 15m

Miami

Tue 10/27

12:00 pm-11:59 pm

2 stops11h 59m

$372

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 5/26

5:15 am-11:35 am

1 stop6h 20m

Miami

Sat 5/30

5:20 pm-11:30 pm

1 stop6h 10m

$418

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 7/2

1:00 pm-10:05 pm

2 stops9h 05m

Miami

Sat 7/4

5:45 am-7:10 pm

2 stops13h 25m

$421

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 5/26

1:00 pm-9:55 pm

2 stops8h 55m

Miami

Fri 5/29

6:20 am-2:10 pm

2 stops7h 50m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

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 much does it cost to fly round-trip from Portland, Maine to Key Largo?

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 May 16, 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.
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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.
Southwest
8.0
Very good
4,296 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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.
Delta
7.9
Good
8,455 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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.
United Airlines
7.4
Good
9,727 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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.
American Airlines
7.1
Good
11,662 reviews
Southwest
8.0
Very good
4,296 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Crew

8.6

Entertainment

7.5

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?

    Within the past month, 1 users have taken a look at flights from Portland to Key Largo.

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

    A quick flight from Portland, Maine to Key Largo can take about 5h 54m. Delta provides one of the quickest options available for as low as $277. 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.

See more FAQs

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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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$363FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$213Average$398FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$215Average$408FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$216Average$445FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$373FlexibilityNo cancel feeOn-time69%

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