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 57% 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?

American Airlines, Delta, 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 4 operators available for flights from Portland Airport to Florida Keys as of May 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.

$128 Cheap Flights from Portland, Maine 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.

6:02 am - 2:11 pm

PWM

MIA

8h 09m

1 stop

7:05 am - 2:19 pm

MIA

PWM

7h 14m

1 stop

$276Delta

Wed, Jun 3 - Wed, Jun 10

6:25 am - 2:21 pm

PWM

MIA

7h 56m

1 stop

7:05 am - 2:19 pm

MIA

PWM

7h 14m

1 stop

$277Delta

Tue, Jun 9 - Mon, Jun 15

5:17 pm - 10:55 pm

PWM

MIA

5h 38m

1 stop

6:16 pm - 11:51 pm

MIA

PWM

5h 35m

1 stop

$278American Airlines

Sun, May 24 - Mon, Jun 1

5:15 am - 4:14 pm

PWM

MIA

10h 59m

2 stops

5:22 pm - 11:30 pm

MIA

PWM

6h 08m

1 stop

$282United Airlines

Sat, Jun 6 - Tue, Jun 9

2:55 pm - 11:09 pm

PWM

MIA

8h 14m

1 stop

5:48 pm - 11:37 pm

MIA

PWM

5h 49m

1 stop

$308American Airlines

Thu, Oct 22 - Tue, Oct 27

1:55 pm - 7:53 pm

PWM

EYW

5h 58m

1 stop

2:28 pm - 11:05 pm

EYW

PWM

8h 37m

1 stop

$309Delta

Wed, Jun 10 - Tue, Jun 16

6:00 am - 5:27 pm

PWM

EYW

11h 27m

2 stops

2:28 pm - 11:05 pm

EYW

PWM

8h 37m

1 stop

$314Delta

Wed, Jun 10 - Tue, Jun 16

5:01 pm - 1:16 pm

PWM

EYW

20h 15m

2 stops

12:05 pm - 9:12 am

EYW

PWM

21h 07m

1 stop

$325Multiple Airlines

Sat, Jun 6 - Thu, Jun 11

11:07 am - 11:03 pm

PWM

MIA

11h 56m

2 stops

5:05 am - 4:16 pm

MIA

PWM

11h 11m

1 stop

$327Multiple Airlines

Wed, Aug 26 - Sat, Sep 5

5:20 pm - 11:15 pm

PWM

MIA

5h 55m

1 stop

3:05 pm - 12:05 am

MIA

PWM

9h 00m

1 stop

$333Southwest

Thu, Jun 25 - Thu, Jul 2

Delta flights from Portland, Maine to Florida Keys

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

Delta

Jun 3

PWM6:02 amPortland

8h 09m

1 stop

MIA2:11 pmMiami

Jun 10

MIA7:05 amMiami

7h 14m

1 stop

PWM2:19 pmPortland

$276

Delta

Jun 9

PWM6:25 amPortland

7h 56m

1 stop

MIA2:21 pmMiami

Jun 15

MIA7:05 amMiami

7h 14m

1 stop

PWM2:19 pmPortland

$277

Delta

Jun 10

PWM1:55 pmPortland

5h 58m

1 stop

EYW7:53 pmKey West

Jun 16

EYW2:28 pmKey West

8h 37m

1 stop

PWM11:05 pmPortland

$309

American Airlines flights from Portland, Maine to Florida Keys

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

American Airlines

May 22

PWM3:05 pmPortland

8h 15m

1 stop

MIA11:20 pmMiami

May 24

MIA6:45 amMiami

5h 32m

1 stop

PWM12:17 pmPortland

$277

American Airlines

May 24

PWM5:17 pmPortland

5h 38m

1 stop

MIA10:55 pmMiami

Jun 1

MIA6:16 pmMiami

5h 35m

1 stop

PWM11:51 pmPortland

$278

American Airlines

Oct 22

PWM2:55 pmPortland

8h 14m

1 stop

MIA11:09 pmMiami

Oct 27

MIA5:48 pmMiami

5h 49m

1 stop

PWM11:37 pmPortland

$308

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

Wed 6/3

6:02 am-2:11 pm

1 stop8h 09m

Miami

Wed 6/10

7:05 am-2:19 pm

1 stop7h 14m

$276

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 6/9

6:25 am-2:21 pm

1 stop7h 56m

Miami

Mon 6/15

7:05 am-2:19 pm

1 stop7h 14m

$277

Quickest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sun 5/24

5:17 pm-10:55 pm

1 stop5h 38m

Miami

Mon 6/1

6:16 pm-11:51 pm

1 stop5h 35m

$278

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 6/6

5:15 am-4:14 pm

2 stops10h 59m

Miami

Tue 6/9

5:22 pm-11:30 pm

1 stop6h 08m

$282

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 10/22

2:55 pm-11:09 pm

1 stop8h 14m

Miami

Tue 10/27

5:48 pm-11:37 pm

1 stop5h 49m

$308

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 6/10

1:55 pm-7:53 pm

1 stop5h 58m

Key West

Tue 6/16

2:28 pm-11:05 pm

1 stop8h 37m

$309

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 6/10

6:00 am-5:27 pm

2 stops11h 27m

Key West

Tue 6/16

2:28 pm-11:05 pm

1 stop8h 37m

$314

PortlandKey West

PWM - EYW

PWMEYW

Portland

Sat 6/6

5:01 pm-1:16 pm

2 stops20h 15m

Key West

Thu 6/11

12:05 pm-9:12 am

1 stop21h 07m

$325

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 8/26

11:07 am-11:03 pm

2 stops11h 56m

Miami

Sat 9/5

5:05 am-4:16 pm

1 stop11h 11m

$327

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 6/25

5:20 pm-11:15 pm

1 stop5h 55m

Miami

Thu 7/2

3:05 pm-12:05 am

1 stop9h 00m

$333

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 May is another great option to travel to Florida Keys, with average flight prices from Portland, Maine averaging around $108.

How far in advance should I book a flight from Portland, Maine 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 $371 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 $318 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 44m
Direct flights	None

The fastest flight from Portland, Maine to Florida Keys takes 5h 44m

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

Frequently asked questions about flying from Portland, Maine 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 4 operators available for flights from Portland Airport to Florida Keys as of May 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 15.52% of the total bookings. Other popular models include Canadair (Bombardier) Regional Jet 900 with 12.06%, Embraer 175 (Enhanced Winglets) with 10.79%, and Embraer 175 with 9.93%.

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 9,701 reviews	Search United Airlines flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.9 8,446 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,661 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.