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 4 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 United Airlines 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 June 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.

$163 Cheap Flights from Portland, Maine to Florida Keys in 2026

Discover deals from 900+ travel sites with momondo.

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.

8:08 am - 1:45 pm

PWM

EYW

5h 37m

1 stop

2:31 pm - 9:57 pm

EYW

PWM

7h 26m

1 stop

$291American Airlines

Tue, Sep 1 - Sat, Sep 5

6:00 am - 5:20 pm

PWM

EYW

11h 20m

2 stops

1:31 pm - 9:31 pm

EYW

PWM

8h 00m

1 stop

$296Delta

Tue, Sep 1 - Sat, Sep 5

6:30 am - 5:20 pm

PWM

EYW

10h 50m

2 stops

1:31 pm - 12:59 am

EYW

PWM

11h 28m

2 stops

$301Delta

Tue, Sep 1 - Sat, Sep 5

6:00 am - 1:42 pm

PWM

EYW

7h 42m

1 stop

5:09 pm - 11:38 pm

EYW

PWM

6h 29m

1 stop

$326American Airlines

Fri, Oct 30 - Wed, Nov 4

1:35 pm - 7:43 pm

PWM

EYW

6h 08m

1 stop

7:00 am - 4:10 pm

EYW

PWM

9h 10m

2 stops

$331Delta

Fri, Oct 30 - Tue, Nov 3

6:30 am - 5:20 pm

PWM

EYW

10h 50m

2 stops

1:31 pm - 12:59 am

EYW

PWM

11h 28m

2 stops

$336Delta

Tue, Sep 1 - Sat, Sep 5

6:00 am - 5:20 pm

PWM

EYW

11h 20m

2 stops

7:40 am - 1:07 pm

EYW

PWM

5h 27m

1 stop

$360Delta

Thu, Aug 27 - Tue, Sep 1

5:15 am - 11:35 am

PWM

MIA

6h 20m

1 stop

12:30 pm - 11:51 pm

MIA

PWM

11h 21m

2 stops

$368United Airlines

Tue, Jul 14 - Wed, Jul 22

5:45 am - 10:55 am

PWM

MIA

5h 10m

1 stop

5:05 pm - 10:25 pm

MIA

PWM

5h 20m

1 stop

$372Southwest

Wed, Aug 19 - Mon, Aug 24

5:45 am - 3:30 pm

PWM

MIA

9h 45m

2 stops

7:00 am - 3:00 pm

MIA

PWM

8h 00m

2 stops

$383Southwest

Wed, Aug 19 - Mon, Aug 24

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United Airlines flights from Portland, Maine to Florida Keys

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

United Airlines

Jul 14

PWM5:15 amPortland

6h 20m

1 stop

MIA11:35 amMiami

Jul 22

MIA12:30 pmMiami

11h 21m

2 stops

PWM11:51 pmPortland

$368

United Airlines

Jul 8

PWM6:00 amPortland

7h 30m

1 stop

EYW1:30 pmKey West

Jul 15

EYW2:26 pmKey West

9h 25m

2 stops

PWM11:51 pmPortland

$426

United Airlines

Jul 8

PWM5:15 amPortland

10h 04m

2 stops

EYW3:19 pmKey West

Jul 15

EYW2:26 pmKey West

9h 25m

2 stops

PWM11:51 pmPortland

$431

Delta flights from Portland, Maine to Florida Keys

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

Delta

Sep 1

PWM6:00 amPortland

11h 20m

2 stops

EYW5:20 pmKey West

Sep 5

EYW1:31 pmKey West

8h 00m

1 stop

PWM9:31 pmPortland

$296

Delta

Sep 1

PWM6:30 amPortland

10h 50m

2 stops

EYW5:20 pmKey West

Sep 5

EYW1:31 pmKey West

11h 28m

2 stops

PWM12:59 amPortland

$301

Delta

Oct 30

PWM1:35 pmPortland

6h 08m

1 stop

EYW7:43 pmKey West

Nov 3

EYW7:00 amKey West

9h 10m

2 stops

PWM4:10 pmPortland

$331

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

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 9/1

8:08 am-1:45 pm

1 stop5h 37m

Key West

Sat 9/5

2:31 pm-9:57 pm

1 stop7h 26m

$291

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 9/1

6:00 am-5:20 pm

2 stops11h 20m

Key West

Sat 9/5

1:31 pm-9:31 pm

1 stop8h 00m

$296

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 9/1

6:30 am-5:20 pm

2 stops10h 50m

Key West

Sat 9/5

1:31 pm-12:59 am

2 stops11h 28m

$301

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 10/30

6:00 am-1:42 pm

1 stop7h 42m

Key West

Wed 11/4

5:09 pm-11:38 pm

1 stop6h 29m

$326

PortlandKey West

PWM - EYW

PWMEYW

Portland

Fri 10/30

1:35 pm-7:43 pm

1 stop6h 08m

Key West

Tue 11/3

7:00 am-4:10 pm

2 stops9h 10m

$331

PortlandKey West

PWM - EYW

PWMEYW

Portland

Tue 9/1

6:30 am-5:20 pm

2 stops10h 50m

Key West

Sat 9/5

1:31 pm-12:59 am

2 stops11h 28m

$336

PortlandKey West

PWM - EYW

PWMEYW

Portland

Thu 8/27

6:00 am-5:20 pm

2 stops11h 20m

Key West

Tue 9/1

7:40 am-1:07 pm

1 stop5h 27m

$360

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 7/14

5:15 am-11:35 am

1 stop6h 20m

Miami

Wed 7/22

12:30 pm-11:51 pm

2 stops11h 21m

$368

Quickest round-trip

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 8/19

5:45 am-10:55 am

1 stop5h 10m

Miami

Mon 8/24

5:05 pm-10:25 pm

1 stop5h 20m

$372

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 8/19

5:45 am-3:30 pm

2 stops9h 45m

Miami

Mon 8/24

7:00 am-3:00 pm

2 stops8h 00m

$383

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 December is another great option to travel to Florida Keys, with average flight prices from Portland, Maine averaging around $118.

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 $373 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 $327 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 10m
Direct flights	None

The fastest flight from Portland, Maine to Florida Keys takes 5h 10m

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 June 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 Boeing 737 MAX 8, making up 12.78% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 11.76%, Airbus A220-300 with 11.68%, and Canadair (Bombardier) Regional Jet 900 with 10.75%.

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 9,896 reviews	Search United Airlines flights
Delta	PriceFrom $256	Free Cancellation	Rating 7.8 8,451 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.1 11,779 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.