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 7/21. 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.
Delta Logo
5:31 am - 2:13 pm
PWM
-
MIA
8h 42m
1 stop
Delta Logo
5:36 pm - 12:18 am
MIA
-
PWM
6h 42m
1 stop
$217Delta
Sun, Feb 22 - Thu, Feb 26
United Airlines Logo
6:04 am - 1:08 pm
PWM
-
MIA
7h 04m
1 stop
United Airlines Logo
12:24 pm - 9:40 pm
MIA
-
PWM
9h 16m
1 stop
$250United Airlines
Sat, Apr 25 - Wed, Apr 29
American Airlines Logo
11:59 am - 7:54 pm
PWM
-
MIA
7h 55m
1 stop
American Airlines Logo
5:20 pm - 11:22 pm
MIA
-
PWM
6h 02m
1 stop
$254American Airlines
Sun, Apr 5 - Wed, Apr 8
American Airlines Logo
6:00 am - 11:32 am
PWM
-
EYW
5h 32m
1 stop
American Airlines Logo
5:19 pm - 11:55 pm
EYW
-
PWM
6h 36m
1 stop
$257American Airlines
Wed, Mar 4 - Tue, Mar 17
American Airlines Logo
7:23 pm - 12:59 am
PWM
-
MIA
5h 36m
1 stop
American Airlines Logo
5:20 pm - 11:22 pm
MIA
-
PWM
6h 02m
1 stop
$265American Airlines
Wed, Apr 15 - Mon, Apr 20
Southwest Logo
3:30 pm - 9:00 pm
PWM
-
MIA
5h 30m
1 stop
Southwest Logo
5:55 am - 11:15 am
MIA
-
PWM
5h 20m
1 stop
$268Southwest
Wed, Feb 25 - Thu, Feb 26
Southwest Logo
5:30 am - 2:10 pm
PWM
-
MIA
8h 40m
1 stop
Southwest Logo
1:40 pm - 11:50 pm
MIA
-
PWM
10h 10m
2 stops
$273Southwest
Sun, Feb 22 - Thu, Feb 26
American Airlines Logo
6:00 am - 11:32 am
PWM
-
EYW
5h 32m
1 stop
American Airlines Logo
5:04 pm - 10:59 pm
EYW
-
PWM
5h 55m
1 stop
$273American Airlines
Wed, Mar 4 - Wed, Mar 11
United Airlines Logo
6:04 am - 2:57 pm
PWM
-
MIA
8h 53m
1 stop
United Airlines Logo
7:01 am - 1:25 pm
MIA
-
PWM
6h 24m
1 stop
$278United Airlines
Tue, Apr 7 - Tue, Apr 14
American Airlines Logo
6:00 am - 11:32 am
PWM
-
EYW
5h 32m
1 stop
American Airlines Logo
3:56 pm - 11:55 pm
EYW
-
PWM
7h 59m
2 stops
$278American Airlines
Wed, Mar 4 - Wed, Mar 11

United Airlines flights from Portland, Maine to Florida Keys

Our best United Airlines deals on Portland, Maine to Florida Keys flight tickets
United Airlines
Apr 25
PWM6:04 amPortland
7h 04m
1 stop
MIA1:08 pmMiami
Apr 29
MIA12:24 pmMiami
9h 16m
1 stop
PWM9:40 pmPortland
$250
United Airlines
Apr 7
PWM6:04 amPortland
8h 53m
1 stop
MIA2:57 pmMiami
Apr 14
MIA7:01 amMiami
6h 24m
1 stop
PWM1:25 pmPortland
$278
United Airlines
Mar 17
PWM11:30 amPortland
10h 54m
2 stops
MIA10:24 pmMiami
Mar 24
MIA7:00 amMiami
6h 57m
1 stop
PWM1:57 pmPortland
$289

Southwest flights from Portland, Maine to Florida Keys

Our best Southwest deals on Portland, Maine to Florida Keys flight tickets
Southwest
Feb 22
PWM5:30 amPortland
8h 40m
1 stop
MIA2:10 pmMiami
Feb 26
MIA1:40 pmMiami
10h 10m
2 stops
PWM11:50 pmPortland
$273
Southwest
Apr 24
PWM4:50 pmPortland
6h 10m
1 stop
MIA11:00 pmMiami
Apr 29
MIA7:20 amMiami
8h 00m
1 stop
PWM3:20 pmPortland
$284
Southwest
Mar 5
PWM2:50 pmPortland
8h 10m
1 stop
MIA11:00 pmMiami
Mar 12
MIA6:40 pmMiami
5h 25m
1 stop
PWM12:05 amPortland
$288

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 February 6, 2026.
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 2/22

5:31 am-2:13 pm

1 stop8h 42m

Miami

Thu 2/26

5:36 pm-12:18 am

1 stop6h 42m

$217

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sat 4/25

6:04 am-1:08 pm

1 stop7h 04m

Miami

Wed 4/29

12:24 pm-9:40 pm

1 stop9h 16m

$250

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sun 4/5

11:59 am-7:54 pm

1 stop7h 55m

Miami

Wed 4/8

5:20 pm-11:22 pm

1 stop6h 02m

$254

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/4

6:00 am-11:32 am

1 stop5h 32m

Key West

Tue 3/17

5:19 pm-11:55 pm

1 stop6h 36m

$257

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 4/15

7:23 pm-12:59 am

1 stop5h 36m

Miami

Mon 4/20

5:20 pm-11:22 pm

1 stop6h 02m

$265

PortlandMiami

PWM - MIA

PWMMIA

Portland

Wed 2/25

3:30 pm-9:00 pm

1 stop5h 30m

Miami

Thu 2/26

5:55 am-11:15 am

1 stop5h 20m

$268

PortlandMiami

PWM - MIA

PWMMIA

Portland

Sun 2/22

5:30 am-2:10 pm

1 stop8h 40m

Miami

Thu 2/26

1:40 pm-11:50 pm

2 stops10h 10m

$273

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/4

6:00 am-11:32 am

1 stop5h 32m

Key West

Wed 3/11

5:04 pm-10:59 pm

1 stop5h 55m

$273

PortlandMiami

PWM - MIA

PWMMIA

Portland

Tue 4/7

6:04 am-2:57 pm

1 stop8h 53m

Miami

Tue 4/14

7:01 am-1:25 pm

1 stop6h 24m

$278

PortlandKey West

PWM - EYW

PWMEYW

Portland

Wed 3/4

6:00 am-11:32 am

1 stop5h 32m

Key West

Wed 3/11

3:56 pm-11:55 pm

2 stops7h 59m

$278

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 May is another great option to travel to Florida Keys, with average flight prices from Portland, Maine averaging around $287.

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 $378 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 $322 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 30m

Direct flights

None
The fastest flight from Portland, Maine to Florida Keys takes 5h 30m
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
United AirlinesPriceFrom $256Free CancellationRating
7.4
9,244 reviews
Search United Airlines flights
DeltaPriceFrom $256Free CancellationRating
7.9
8,159 reviews
Search Delta flights
American AirlinesPriceFrom $268Free CancellationRating
7.2
11,246 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.

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
Sun 3/8
Sun 3/15
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 $27
Flights to Chicagofrom $50
Flights to Orlandofrom $27
Flights to San Franciscofrom $68
Flights to Las Vegasfrom $48
Flights to Washington, D.C.from $56
Flights to Bostonfrom $50
Flights to Atlantafrom $49
Flights to Dallasfrom $50
Flights to Seattlefrom $65