What airlines fly to Florida Keys?

American Airlines, JetBlue and United Airlines are the top three most popular airlines that fly to Florida Keys from Portland, Maine according to our data. American Airlines is the first choice among our users, with 56% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 5 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Portland to Florida Keys?

Delta, Southwest, and Breeze Airways are the most popular carriers operating from Portland to Florida Keys

When did momondo last update prices for flights from Portland Airport to Florida Keys?

Prices for flights from Portland Airport to Florida Keys are updated daily.

How many operators does momondo search for flights from Portland Airport to Florida Keys?

There are 5 operators available for flights from Portland Airport to Florida Keys as of March 2026.

How old do you have to be to fly from Portland Airport to Florida Keys?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Florida Keys.

What documentation or ID do you need to fly to Florida Keys?

The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$93 Cheap Flights from Portland to Florida Keys in 2026

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Find the cheapest flights from Portland, Maine to Florida Keys

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

3:39 pm - 9:56 pm

PWM

MIA

6h 17m

1 stop

5:20 pm - 11:27 pm

MIA

PWM

6h 07m

1 stop

$201American Airlines

Mon, Apr 13 - Wed, Apr 15

4:50 pm - 11:00 pm

PWM

MIA

6h 10m

1 stop

4:50 pm - 10:35 pm

MIA

PWM

5h 45m

1 stop

$203Southwest

Mon, Apr 13 - Wed, Apr 15

2:50 pm - 11:00 pm

PWM

MIA

8h 10m

1 stop

12:10 pm - 10:35 pm

MIA

PWM

10h 25m

2 stops

$208Southwest

Mon, Apr 13 - Wed, Apr 15

4:50 pm - 11:00 pm

PWM

MIA

6h 10m

1 stop

12:10 pm - 10:35 pm

MIA

PWM

10h 25m

2 stops

$209Southwest

Mon, Apr 13 - Wed, Apr 15

6:00 am - 12:51 pm

PWM

MIA

6h 51m

1 stop

3:40 pm - 10:13 pm

MIA

PWM

6h 33m

1 stop

$212American Airlines

Wed, Apr 29 - Tue, May 5

2:51 pm - 11:29 pm

PWM

MIA

8h 38m

1 stop

5:46 pm - 12:46 am

MIA

PWM

7h 00m

1 stop

$217Delta

Mon, May 4 - Wed, May 6

2:50 pm - 11:00 pm

PWM

MIA

8h 10m

1 stop

6:25 pm - 11:25 pm

MIA

PWM

5h 00m

1 stop

$220Southwest

Mon, Apr 13 - Thu, Apr 16

6:18 pm - 10:21 am

PWM

EYW

16h 03m

1 stop

11:46 am - 7:16 pm

EYW

PWM

31h 30m

2 stops

$306Breeze Airways

Sat, May 2 - Wed, May 6

6:18 pm - 10:21 am

PWM

EYW

16h 03m

1 stop

11:46 am - 7:16 pm

EYW

PWM

31h 30m

2 stops

$308Breeze Airways

Sat, May 2 - Wed, May 6

5:21 am - 1:44 pm

PWM

EYW

8h 23m

1 stop

1:24 pm - 12:46 am

EYW

PWM

11h 22m

2 stops

$322Delta

Mon, Apr 13 - Wed, Apr 29

American Airlines flights from Portland, Maine to Florida Keys

Our best American Airlines deals on Portland, Maine to Florida Keys flight tickets

American Airlines

Apr 13

PWM3:39 pmPortland

6h 17m

1 stop

MIA9:56 pmMiami

Apr 15

MIA5:20 pmMiami

6h 07m

1 stop

PWM11:27 pmPortland

$201

American Airlines

Apr 29

PWM6:00 amPortland

6h 51m

1 stop

MIA12:51 pmMiami

May 5

MIA3:40 pmMiami

6h 33m

1 stop

PWM10:13 pmPortland

$212

American Airlines

Apr 22

PWM7:23 pmPortland

5h 36m

1 stop

MIA12:59 amMiami

Apr 29

MIA5:20 pmMiami

6h 07m

1 stop

PWM11:27 pmPortland

$235

Southwest flights from Portland, Maine to Florida Keys

Our best Southwest deals on Portland, Maine to Florida Keys flight tickets

Southwest

Apr 13

PWM4:50 pmPortland

6h 10m

1 stop

MIA11:00 pmMiami

Apr 15

MIA4:50 pmMiami

5h 45m

1 stop

PWM10:35 pmPortland

$203

Southwest

Apr 13

PWM2:50 pmPortland

8h 10m

1 stop

MIA11:00 pmMiami

Apr 15

MIA12:10 pmMiami

10h 25m

2 stops

PWM10:35 pmPortland

$208

Southwest

Apr 13

PWM4:50 pmPortland

6h 10m

1 stop

MIA11:00 pmMiami

Apr 15

MIA12:10 pmMiami

10h 25m

2 stops

PWM10:35 pmPortland

$209

momondo Fare Finder

Use the filters below to find and compare flights from Portland, Maine to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/13

3:39 pm-9:56 pm

1 stop6h 17m

Miami

Wed 4/15

5:20 pm-11:27 pm

1 stop6h 07m

$201

Quickest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/13

4:50 pm-11:00 pm

1 stop6h 10m

Miami

Wed 4/15

4:50 pm-10:35 pm

1 stop5h 45m

$203

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/13

2:50 pm-11:00 pm

1 stop8h 10m

Miami

Wed 4/15

12:10 pm-10:35 pm

2 stops10h 25m

$208

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 4/13

4:50 pm-11:00 pm

1 stop6h 10m

Miami

Wed 4/15

12:10 pm-10:35 pm

2 stops10h 25m

$209

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 4/29

6:00 am-12:51 pm

1 stop6h 51m

Miami

Tue 5/5

3:40 pm-10:13 pm

1 stop6h 33m

$212

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 5/4

2:51 pm-11:29 pm

1 stop8h 38m

Miami

Wed 5/6

5:46 pm-12:46 am

1 stop7h 00m

$217

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

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 5/2

6:18 pm-10:21 am

1 stop16h 03m

Key West

Wed 5/6

11:46 am-7:16 pm

2 stops31h 30m

$306

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 5/2

6:18 pm-10:21 am

1 stop16h 03m

Key West

Wed 5/6

11:46 am-7:16 pm

2 stops31h 30m

$308

PortlandKey West

PWM - EYW

PWMEYW

Portland

Mon 4/13

5:21 am-1:44 pm

1 stop8h 23m

Key West

Wed 4/29

1:24 pm-12:46 am

2 stops11h 22m

$322

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Portland, Maine to Florida Keys

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Florida Keys?

The month of August is another great option to travel to Florida Keys, with average flight prices from Portland, Maine averaging around $296.

How far in advance should I book a flight to Florida Keys?

You are more likely to see cheaper flights to Florida Keys from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $376 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Florida Keys from Portland, Maine for as low as $313 on momondo.

Can stopping save me money on Portland, Maine to Florida Keys flights?

No. A direct flight is the cheapest option for a flight between Portland, Maine to Florida Keys.

Cheap Portland, Maine to Florida Keys flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland, Maine to Florida Keys

Fastest flight time	5h 15m
Direct flights	None

The fastest flight from Portland, Maine to Florida Keys takes 5h 15m

There are no direct flights from Portland, Maine to Florida Keys. There are no popular flight routes from Portland, Maine to Florida Keys.

Search flight deals

When did momondo last update prices for flights from Portland Airport to Florida Keys?
Prices for flights from Portland Airport to Florida Keys are updated daily.
How many operators does momondo search for flights from Portland Airport to Florida Keys?
There are 5 operators available for flights from Portland Airport to Florida Keys as of March 2026.
How old do you have to be to fly from Portland Airport to Florida Keys?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Florida Keys.
What documentation or ID do you need to fly to Florida Keys?
The necessary travel and health documents for your Florida Keys trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Portland, Maine to Florida Keys?
Based on momondo bookings for flights between Portland, Maine and Florida Keys, the leading plane model is Airbus A220-300, making up 21.70% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 900 with 10.97%, Embraer 175 with 10.20%, and Canadair (Bombardier) Regional Jet CRJ-550 with 9.56%.

Best airlines flying from Portland, Maine to Florida Keys

Compare and see reviews for airlines that fly from Portland, Maine to Florida Keys with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $256	Free Cancellation	Rating 7.4 9,483 reviews	Search United Airlines flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.9 8,331 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,495 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Florida Keys?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Portland to Florida Keys. momondo saves you time and could save you money on your trip.

Can I find flights from Portland to Florida Keys with flexible booking policies on momondo?

momondo does allow users to show only those flights to Florida Keys from Portland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Portland to Florida Keys?

momondo provides multiple filters to help you find the best flight to Florida Keys from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Portland to Florida Keys right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Florida Keys, momondo offers a useful price alert feature which will track prices for flights to Florida Keys from Portland and alert you when they change.