Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Portland, Maine to Florida Keys from $109

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 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Portland, Maine to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
3:55 pm - 10:25 pmPWM-MIA
6h 30m1 stop
Southwest Logo
6:30 am - 12:25 pmMIA-PWM
5h 55m1 stop
$217Southwest
Find Deal
Sun, Feb 1 - Fri, Feb 6
American Airlines Logo
7:02 am - 3:22 pmPWM-MIA
8h 20m1 stop
American Airlines Logo
9:30 am - 4:25 pmMIA-PWM
6h 55m2 stops
$222American Airlines
Find Deal
Wed, Dec 3 - Sat, Dec 6
United Airlines Logo
6:00 am - 11:37 amPWM-MIA
5h 37m1 stop
United Airlines Logo
6:05 am - 1:36 pmMIA-PWM
7h 31m1 stop
$227United Airlines
Find Deal
Mon, Nov 24 - Fri, Nov 28
United Airlines Logo
5:30 am - 2:37 pmPWM-MIA
9h 07m2 stops
United Airlines Logo
7:15 am - 1:36 pmMIA-PWM
6h 21m1 stop
$232United Airlines
Find Deal
Mon, Nov 24 - Fri, Nov 28
United Airlines Logo
3:20 pm - 11:59 pmPWM-MIA
8h 39m1 stop
United Airlines Logo
12:23 pm - 9:50 pmMIA-PWM
9h 27m1 stop
$237United Airlines
Find Deal
Wed, Nov 19 - Wed, Nov 26
United Airlines Logo
3:12 pm - 10:20 pmPWM-MIA
7h 08m1 stop
United Airlines Logo
1:45 pm - 11:30 pmMIA-PWM
9h 45m2 stops
$242United Airlines
Find Deal
Thu, Jan 29 - Tue, Feb 3
Delta Logo
5:30 am - 2:39 pmPWM-MIA
9h 09m1 stop
Delta Logo
7:00 am - 1:51 pmMIA-PWM
6h 51m1 stop
$248Delta
Find Deal
Tue, Mar 24 - Thu, Mar 26
American Airlines Logo
6:00 am - 1:19 pmPWM-MIA
7h 19m1 stop
American Airlines Logo
3:27 pm - 9:37 pmMIA-PWM
6h 10m1 stop
$258American Airlines
Find Deal
Sun, Nov 23 - Wed, Dec 3
Delta Logo
5:30 am - 1:48 pmPWM-EYW
8h 18m1 stop
Delta Logo
7:10 am - 5:16 pmEYW-PWM
10h 06m2 stops
$264Delta
Find Deal
Wed, Jan 14 - Wed, Jan 21
Southwest Logo
12:40 pm - 8:45 pmPWM-MIA
8h 05m1 stop
Southwest Logo
7:10 am - 2:55 pmMIA-PWM
7h 45m1 stop
$290Southwest
Find Deal
Sat, Nov 15 - Wed, Nov 19

Southwest flights from Portland, Maine to Florida Keys

Our best Southwest deals on Portland, Maine to Florida Keys flight tickets
Southwest
Feb 1
PWM3:55 pmPortland
6h 30m
1 stop
MIA10:25 pmMiami
Feb 6
MIA6:30 amMiami
5h 55m
1 stop
PWM12:25 pmPortland
$217
Find similar
Southwest
Nov 15
PWM12:40 pmPortland
8h 05m
1 stop
MIA8:45 pmMiami
Nov 19
MIA7:10 amMiami
7h 45m
1 stop
PWM2:55 pmPortland
$290
Find similar
Southwest
Nov 15
PWM5:40 amPortland
10h 50m
2 stops
MIA4:30 pmMiami
Nov 19
MIA7:10 amMiami
7h 45m
1 stop
PWM2:55 pmPortland
$295
Find similar

American Airlines flights from Portland, Maine to Florida Keys

Our best American Airlines deals on Portland, Maine to Florida Keys flight tickets
American Airlines
Dec 3
PWM7:02 amPortland
8h 20m
1 stop
MIA3:22 pmMiami
Dec 6
MIA9:30 amMiami
6h 55m
2 stops
PWM4:25 pmPortland
$222
Find similar
American Airlines
Nov 23
PWM6:00 amPortland
7h 19m
1 stop
MIA1:19 pmMiami
Dec 3
MIA3:27 pmMiami
6h 10m
1 stop
PWM9:37 pmPortland
$258
Find similar
American Airlines
Feb 1
PWM12:40 pmPortland
8h 30m
2 stops
MIA9:10 pmMiami
Feb 12
MIA6:36 amMiami
5h 36m
1 stop
PWM12:12 pmPortland
$263
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Florida Keys 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, momondo users made 832,500 searches. Data last updated November 4, 2025.
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

Sun 2/1

3:55 pm-10:25 pm

1 stop6h 30m

Miami

Fri 2/6

6:30 am-12:25 pm

1 stop5h 55m

$217

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 12/3

7:02 am-3:22 pm

1 stop8h 20m

Miami

Sat 12/6

9:30 am-4:25 pm

2 stops6h 55m

$222

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 11/24

6:00 am-11:37 am

1 stop5h 37m

Miami

Fri 11/28

6:05 am-1:36 pm

1 stop7h 31m

$227

PortlandMiami

PWM - MIA

PWMMIA

Portland

Mon 11/24

5:30 am-2:37 pm

2 stops9h 07m

Miami

Fri 11/28

7:15 am-1:36 pm

1 stop6h 21m

$232

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 11/19

3:20 pm-11:59 pm

1 stop8h 39m

Miami

Wed 11/26

12:23 pm-9:50 pm

1 stop9h 27m

$237

PortlandMiami

PWM - MIA

PWMMIA

Portland

Thu 1/29

3:12 pm-10:20 pm

1 stop7h 08m

Miami

Tue 2/3

1:45 pm-11:30 pm

2 stops9h 45m

$242

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 3/24

5:30 am-2:39 pm

1 stop9h 09m

Miami

Thu 3/26

7:00 am-1:51 pm

1 stop6h 51m

$248

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sun 11/23

6:00 am-1:19 pm

1 stop7h 19m

Miami

Wed 12/3

3:27 pm-9:37 pm

1 stop6h 10m

$258

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 1/14

5:30 am-1:48 pm

1 stop8h 18m

Key West

Wed 1/21

7:10 am-5:16 pm

2 stops10h 06m

$264

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 11/15

12:40 pm-8:45 pm

1 stop8h 05m

Miami

Wed 11/19

7:10 am-2:55 pm

1 stop7h 45m

$290

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $296.

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 $398 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 $314 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

Direct flights

None
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?

  • 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?

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 AirlinesPriceFrom $268Free CancellationRating
7.2
11,040 reviews
Search American Airlines flights
DeltaPriceFrom $293Free CancellationRating
7.9
8,003 reviews
Search Delta flights
United AirlinesPriceFrom $373Free CancellationRating
7.4
9,002 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
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Thu 12/4
Thu 12/11
By creating a price alert you accept our terms of use and privacy policy.

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
Flights to New Yorkfrom $49
Flights to Los Angelesfrom $49
Flights to Miamifrom $49
Flights to Chicagofrom $54
Flights to Orlandofrom $47
Flights to Las Vegasfrom $49
Flights to San Franciscofrom $54
Flights to Washington, D.C.from $54
Flights to Bostonfrom $40
Flights to Atlantafrom $40
Flights to Dallasfrom $49
Flights to Seattlefrom $68