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

American Airlines, Delta, and Southwest are the most popular carriers operating from Portland to Florida Keys

What airlines fly to Florida Keys?

American Airlines, JetBlue and Delta 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.

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 July 2025.

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.

$100 Cheap Flights from Portland to Florida Keys in 2025

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Find the cheapest flights from Portland, Maine to Florida Keys

Round-trip

One-way

Last minute

Cheap round-trip flights

8:00 am - 2:50 pmPWM-MIA

6h 50m1 stop

5:30 pm - 11:45 pmMIA-PWM

6h 15m1 stop

$207American Airlines

Find Deal

Sat, Aug 30 - Fri, Sep 5

2:48 pm - 11:17 pmPWM-MIA

8h 29m1 stop

8:20 am - 4:17 pmMIA-PWM

7h 57m1 stop

$217American Airlines

Find Deal

Thu, Aug 28 - Sat, Sep 6

6:00 am - 11:19 amPWM-MIA

5h 19m1 stop

4:01 pm - 11:45 pmMIA-PWM

7h 44m1 stop

$248American Airlines

Find Deal

Sat, Aug 30 - Thu, Sep 4

10:35 am - 6:10 pmPWM-MIA

7h 35m1 stop

11:35 am - 11:20 pmMIA-PWM

11h 45m1 stop

$253Southwest

Find Deal

Thu, Aug 28 - Thu, Sep 4

10:00 am - 7:44 pmPWM-EYW

9h 44m2 stops

4:15 pm - 12:14 amEYW-PWM

7h 59m1 stop

$274Delta

Find Deal

Wed, Nov 19 - Wed, Dec 24

5:50 am - 10:55 amPWM-MIA

5h 05m1 stop

5:05 pm - 10:25 pmMIA-PWM

5h 20m1 stop

$275Southwest

Find Deal

Mon, Sep 8 - Wed, Sep 10

5:30 am - 4:45 pmPWM-MIA

11h 15m2 stops

5:51 pm - 11:17 pmMIA-PWM

5h 26m1 stop

$281United Airlines

Find Deal

Sun, Nov 9 - Sat, Nov 15

1:35 pm - 7:44 pmPWM-EYW

6h 09m1 stop

4:15 pm - 12:14 amEYW-PWM

7h 59m1 stop

$294Delta

Find Deal

Wed, Nov 19 - Wed, Dec 24

6:00 am - 2:11 pmPWM-MIA

8h 11m1 stop

8:30 am - 9:59 pmMIA-PWM

13h 29m2 stops

$360United Airlines

Find Deal

Thu, Aug 28 - Sat, Sep 6

6:05 pm - 10:37 pmPWM-MIA

28h 32m2 stops

10:23 am - 11:34 amMIA-PWM

25h 11m3 stops

$463

Find Deal

Fri, Aug 22 - Sun, Aug 24

American Airlines flights from Portland, Maine to Florida Keys

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

American Airlines

Aug 30

PWM8:00 amPortland

6h 50m

1 stop

MIA2:50 pmMiami

Sep 5

MIA5:30 pmMiami

6h 15m

1 stop

PWM11:45 pmPortland

$207

Find similar

American Airlines

Aug 28

PWM2:48 pmPortland

8h 29m

1 stop

MIA11:17 pmMiami

Sep 6

MIA8:20 amMiami

7h 57m

1 stop

PWM4:17 pmPortland

$217

Find similar

American Airlines

Aug 30

PWM6:00 amPortland

5h 19m

1 stop

MIA11:19 amMiami

Sep 4

MIA4:01 pmMiami

7h 44m

1 stop

PWM11:45 pmPortland

$248

Find similar

United Airlines flights from Portland, Maine to Florida Keys

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

United Airlines

Nov 9

PWM5:30 amPortland

11h 15m

2 stops

MIA4:45 pmMiami

Nov 15

MIA5:51 pmMiami

5h 26m

1 stop

PWM11:17 pmPortland

$281

Find similar

United Airlines

Aug 28

PWM6:00 amPortland

8h 11m

1 stop

MIA2:11 pmMiami

Sep 6

MIA8:30 amMiami

13h 29m

2 stops

PWM9:59 pmPortland

$360

Find similar

United Airlines

Sep 12

PWM10:39 amPortland

8h 32m

1 stop

MIA7:11 pmMiami

Sep 16

MIA2:55 pmMiami

8h 08m

1 stop

PWM11:03 pmPortland

$368

Find similar

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

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 8/30

8:00 am-2:50 pm

1 stop6h 50m

Miami

Fri 9/5

5:30 pm-11:45 pm

1 stop6h 15m

$207

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 8/28

2:48 pm-11:17 pm

1 stop8h 29m

Miami

Sat 9/6

8:20 am-4:17 pm

1 stop7h 57m

$217

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 8/30

6:00 am-11:19 am

1 stop5h 19m

Miami

Thu 9/4

4:01 pm-11:45 pm

1 stop7h 44m

$248

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 8/28

10:35 am-6:10 pm

1 stop7h 35m

Miami

Thu 9/4

11:35 am-11:20 pm

1 stop11h 45m

$253

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 11/19

10:00 am-7:44 pm

2 stops9h 44m

Key West

Wed 12/24

4:15 pm-12:14 am

1 stop7h 59m

$274

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 9/8

5:50 am-10:55 am

1 stop5h 05m

Miami

Wed 9/10

5:05 pm-10:25 pm

1 stop5h 20m

$275

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sun 11/9

5:30 am-4:45 pm

2 stops11h 15m

Miami

Sat 11/15

5:51 pm-11:17 pm

1 stop5h 26m

$281

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 11/19

1:35 pm-7:44 pm

1 stop6h 09m

Key West

Wed 12/24

4:15 pm-12:14 am

1 stop7h 59m

$294

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 8/28

6:00 am-2:11 pm

1 stop8h 11m

Miami

Sat 9/6

8:30 am-9:59 pm

2 stops13h 29m

$360

PortlandMiami

PWM - MIA

PWMMIA

Portland

Fri 8/22

6:05 pm-10:37 pm

2 stops28h 32m

Miami

Sun 8/24

10:23 am-11:34 am

3 stops25h 11m

$463

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 $298.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Portland, Maine to Florida Keys is on a Wednesday when prices can be found for as low as $379. The most expensive day to fly to Florida Keys is Monday, with ticket prices averaging around $544.

What is the cheapest time of day to depart on your flight to Florida Keys?

According to our data, the cheapest time of day to fly to Florida Keys is at noon. momondo users have found flights departing from Portland, Maine to Florida Keys at noon for as low as $438. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the morning are often more expensive with an average ticket price of $486.

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 $424 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 $312 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

Best Price Found	$100
Fastest flight time	5h 05m
Direct flights	None
Airports in Florida Keys	2 airports

The best one-way flight to Florida Keys from Portland, Maine in the past 72 hours is $100. The best round-trip flight deal from Portland, Maine to Florida Keys found on momondo in the last 72 hours is $207.

The fastest flight from Portland, Maine to Florida Keys takes 5h 05m

There are no direct flights from Portland, Maine to Florida Keys. Popular non-direct routes for this connection are Portland Airport - Miami Airport and Portland Airport - Key West Airport.

There are 2 airports near Florida Keys: Key West (EYW), Miami (MIA)

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 July 2025.
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 Embraer 175, making up 14.01% of the total bookings. Other popular models include Airbus A220-300 with 12.35%, Embraer 175 (Enhanced Winglets) with 12.05%, and Canadair (Bombardier) Regional Jet 900 with 9.46%.

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
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
Delta	PriceFrom $293	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
United Airlines	PriceFrom $372	Free Cancellation	Rating 7.4 8,900 reviews	Search United 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.

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

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Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Flights to New Yorkfrom $39

Flights to Los Angelesfrom $37

Flights to Miamifrom $58

Flights to Chicagofrom $59

Flights to Orlandofrom $54

Flights to Las Vegasfrom $35

Flights to San Franciscofrom $49

Flights to Washington, D.C.from $49

Flights to Bostonfrom $77

Flights to Atlantafrom $29

Flights to Dallasfrom $55

Flights to Seattlefrom $93

Cheap flights from Portland, Maine to Florida Keys from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Florida Keys departing on 8/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Portland, Maine to Florida Keys

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

American Airlines flights from Portland, Maine to Florida Keys

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

United Airlines flights from Portland, Maine to Florida Keys

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

momondo Fare Finder

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

See travel insights to Florida Keys from

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

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 $298.

What is the cheapest day to depart on your flight to Florida Keys?

The cheapest day to depart from Portland, Maine to Florida Keys is on a Wednesday when prices can be found for as low as $379. The most expensive day to fly to Florida Keys is Monday, with ticket prices averaging around $544.

What is the cheapest time of day to depart on your flight to Florida Keys?

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

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.

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

American Airlines, Delta, and Southwest are the most popular carriers operating from Portland to Florida Keys

What airlines fly 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

Best Price Found

Fastest flight time

Direct flights

Airports in Florida Keys

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

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

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

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

What is the most popular plane model from Portland, Maine to Florida Keys?

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

Why use momondo?

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

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

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

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

An easier way to manage your Florida Keys trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Popular flights according to clicks in the last 7 days on momondo