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

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

What airlines fly to Portland, Maine?

American Airlines, JetBlue and Delta are the top three most popular airlines that fly to Portland, Maine from Florida Keys according to our data. American Airlines is the first choice among our users, with 67% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 3 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Florida Keys to Portland Airport were last updated today.

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

The number of operators available for flights from Florida Keys to Portland Airport is 3 as of December 2025.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida Keys to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The necessary travel and health documents for your Portland Airport 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.

$109 Cheap Flights from Florida Keys to Portland in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

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

Trusted and free

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

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Florida Keys to Boston

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 am - 2:55 pm

MIA

PWM

7h 40m1 stop

12:45 pm - 9:00 pm

PWM

MIA

8h 15m1 stop

$217Southwest

Thu, Jan 8 - Wed, Jan 14

6:40 am - 12:08 pm

MIA

PWM

5h 28m1 stop

12:40 pm - 9:10 pm

PWM

MIA

8h 30m2 stops

$222American Airlines

Sat, Jan 10 - Mon, Jan 12

7:00 am - 12:30 pm

MIA

PWM

5h 30m1 stop

12:20 pm - 10:03 pm

PWM

MIA

9h 43m1 stop

$234Delta

Sat, Jan 17 - Tue, Jan 20

6:26 am - 12:06 pm

MIA

PWM

5h 40m1 stop

12:46 pm - 8:04 pm

PWM

MIA

7h 18m1 stop

$269American Airlines

Tue, Jan 6 - Sat, Jan 10

6:34 pm - 11:51 pm

MIA

PWM

5h 17m1 stop

7:07 am - 3:26 pm

PWM

MIA

8h 19m1 stop

$278American Airlines

Fri, Feb 13 - Sun, Feb 22

7:15 am - 2:55 pm

MIA

PWM

7h 40m1 stop

5:45 am - 8:05 pm

PWM

MIA

14h 20m2 stops

$279Southwest

Thu, Jan 8 - Wed, Jan 14

8:35 am - 4:38 pm

MIA

PWM

8h 03m2 stops

12:40 pm - 9:10 pm

PWM

MIA

8h 30m2 stops

$290American Airlines

Sat, Jan 10 - Mon, Jan 12

5:40 pm - 11:30 pm

MIA

PWM

5h 50m1 stop

3:42 pm - 11:59 pm

PWM

MIA

8h 17m1 stop

$368United Airlines

Wed, Jan 21 - Sun, Jan 25

6:05 pm - 6:54 pm

EYW

PWM

24h 49m1 stop

3:12 pm - 4:22 pm

PWM

EYW

25h 10m2 stops

$552United Airlines

Fri, Jan 23 - Mon, Jan 26

1:06 pm - 10:17 am

EYW

PWM

21h 11m1 stop

6:18 pm - 10:21 am

PWM

EYW

16h 03m1 stop

$638Breeze Airways

Fri, Feb 20 - Sat, Feb 28

American Airlines flights from Florida Keys to Portland, Maine

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

American Airlines

Jan 10

MIA6:40 amMiami

5h 28m

1 stop

PWM12:08 pmPortland

Jan 12

PWM12:40 pmPortland

8h 30m

2 stops

MIA9:10 pmMiami

$222

Find similar

American Airlines

Jan 6

MIA6:26 amMiami

5h 40m

1 stop

PWM12:06 pmPortland

Jan 10

PWM12:46 pmPortland

7h 18m

1 stop

MIA8:04 pmMiami

$269

Find similar

American Airlines

Feb 13

MIA6:34 pmMiami

5h 17m

1 stop

PWM11:51 pmPortland

Feb 22

PWM7:07 amPortland

8h 19m

1 stop

MIA3:26 pmMiami

$278

Find similar

Delta flights from Florida Keys to Portland, Maine

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

Delta

Jan 17

MIA7:00 amMiami

5h 30m

1 stop

PWM12:30 pmPortland

Jan 20

PWM12:20 pmPortland

9h 43m

1 stop

MIA10:03 pmMiami

$234

Find similar

Delta

Dec 28

EYW4:25 pmKey West

6h 18m

1 stop

PWM10:43 pmPortland

Dec 31

PWM7:00 amPortland

6h 37m

1 stop

EYW1:37 pmKey West

$402

Find similar

Delta

Jan 16

MIA5:35 pmMiami

6h 45m

1 stop

PWM12:20 amPortland

Jan 19

PWM12:20 pmPortland

9h 43m

1 stop

MIA10:03 pmMiami

$439

Find similar

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

MiamiPortland

MIA - PWM

MIAPWM

Miami

Thu 1/8

7:15 am-2:55 pm

1 stop7h 40m

Portland

Wed 1/14

12:45 pm-9:00 pm

1 stop8h 15m

$217

MiamiPortland

MIA - PWM

MIAPWM

Miami

Sat 1/10

6:40 am-12:08 pm

1 stop5h 28m

Portland

Mon 1/12

12:40 pm-9:10 pm

2 stops8h 30m

$222

MiamiPortland

MIA - PWM

MIAPWM

Miami

Sat 1/17

7:00 am-12:30 pm

1 stop5h 30m

Portland

Tue 1/20

12:20 pm-10:03 pm

1 stop9h 43m

$234

MiamiPortland

MIA - PWM

MIAPWM

Miami

Tue 1/6

6:26 am-12:06 pm

1 stop5h 40m

Portland

Sat 1/10

12:46 pm-8:04 pm

1 stop7h 18m

$269

MiamiPortland

MIA - PWM

MIAPWM

Miami

Fri 2/13

6:34 pm-11:51 pm

1 stop5h 17m

Portland

Sun 2/22

7:07 am-3:26 pm

1 stop8h 19m

$278

MiamiPortland

MIA - PWM

MIAPWM

Miami

Thu 1/8

7:15 am-2:55 pm

1 stop7h 40m

Portland

Wed 1/14

5:45 am-8:05 pm

2 stops14h 20m

$279

MiamiPortland

MIA - PWM

MIAPWM

Miami

Sat 1/10

8:35 am-4:38 pm

2 stops8h 03m

Portland

Mon 1/12

12:40 pm-9:10 pm

2 stops8h 30m

$290

MiamiPortland

MIA - PWM

MIAPWM

Miami

Wed 1/21

5:40 pm-11:30 pm

1 stop5h 50m

Portland

Sun 1/25

3:42 pm-11:59 pm

1 stop8h 17m

$368

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 1/23

6:05 pm-6:54 pm

1 stop24h 49m

Portland

Mon 1/26

3:12 pm-4:22 pm

2 stops25h 10m

$552

Key WestPortland

EYW - PWM

EYWPWM

Key West

Fri 2/20

1:06 pm-10:17 am

1 stop21h 11m

Portland

Sat 2/28

6:18 pm-10:21 am

1 stop16h 03m

$638

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 Florida Keys to Portland, Maine

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 Portland, Maine?

The cheapest month to fly to Portland, Maine from Florida Keys is in January. Flight prices, which tend to average around $277, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of January, then flying in February is also cheap. Prices for this month can be found on momondo for an average of $286.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Florida Keys is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $327. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Florida Keys because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $501.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the afternoon is the cheapest time of day to fly from Florida Keys to Portland, Maine when you can find flight prices for as low as $377. Flying to Portland, Maine in the afternoon is an ideal time because this is during off-peak travel hours. Try not to purchase tickets at noon because they tend to be around $677. Of course, these prices can vary depending on the time of year and what airport you fly to.

Can stopping save me money on Florida Keys to Portland, Maine flights?

No. A direct flight is the cheapest option for a flight between Florida Keys to Portland, Maine.

Cheap Florida Keys to Portland, Maine flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Florida Keys to Portland, Maine

Fastest flight time	6h 05m
Direct flights	None

The fastest flight from Florida Keys to Portland, Maine takes 6h 05m

There are no direct flights from Florida Keys to Portland, Maine. There are no popular flight routes from Florida Keys to Portland, Maine.

Search flight deals

When did momondo last update prices for flights from Florida Keys to Portland Airport?
Prices for flights from Florida Keys to Portland Airport were last updated today.
How many operators does momondo search for flights from Florida Keys to Portland Airport?
The number of operators available for flights from Florida Keys to Portland Airport is 3 as of December 2025.
How old do you have to be to fly from Florida Keys to Portland Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Florida Keys to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport 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 Florida Keys to Portland, Maine?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Florida Keys to Portland, Maine is Embraer 175 (Enhanced Winglets) (15.05% of total bookings). The next most popular plane models are Embraer 175 (10.52%), Canadair (Bombardier) Regional Jet CRJ-550 (10.33%), and Canadair (Bombardier) Regional Jet 900 (9.92%).

Best airlines flying from Florida Keys to Portland, Maine

Compare and see reviews for airlines that fly from Florida Keys to Portland, Maine with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 11,054 reviews		Search American Airlines flights
Delta	PriceFrom $274	Free Cancellation	Rating 7.9 8,013 reviews		Search Delta flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Brunswick

Bartlett

Gorham

Auburn

Windham

Intervale

Oxford

Bath

Georgetown

Falmouth

Tamworth

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Florida Keys to Portland for you.

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

Flights from Florida Keys to Portland with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Florida Keys to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Florida Keys and alert you when they change.