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

American Airlines, Southwest, and Delta 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 61% 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 July 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.

$100 Cheap Flights from Florida Keys to Portland in 2025

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Find the cheapest flights from Florida Keys to Portland

Round-trip

One-way

Last minute

Cheap round-trip flights

6:05 am - 12:20 pmMIA-PWM

6h 15m1 stop

5:45 am - 10:55 amPWM-MIA

5h 10m1 stop

$199Southwest

Find Deal

Sat, Sep 13 - Sat, Sep 20

11:45 am - 11:20 pmMIA-PWM

11h 35m2 stops

5:50 am - 10:55 amPWM-MIA

5h 05m1 stop

$204Southwest

Find Deal

Thu, Sep 4 - Mon, Sep 8

8:20 am - 4:17 pmMIA-PWM

7h 57m1 stop

7:05 am - 12:21 pmPWM-MIA

5h 16m1 stop

$208American Airlines

Find Deal

Fri, Sep 19 - Mon, Sep 22

8:50 am - 3:15 pmMIA-PWM

6h 25m1 stop

6:00 am - 11:19 amPWM-MIA

5h 19m1 stop

$213American Airlines

Find Deal

Fri, Sep 26 - Tue, Sep 30

3:29 pm - 11:29 pmMIA-PWM

8h 00m1 stop

6:59 pm - 12:47 amPWM-MIA

5h 48m1 stop

$222Delta

Find Deal

Tue, Jul 29 - Tue, Aug 5

5:35 pm - 11:29 pmMIA-PWM

5h 54m1 stop

6:54 pm - 12:55 amPWM-MIA

6h 01m1 stop

$227Delta

Find Deal

Tue, Jul 29 - Thu, Jul 31

5:28 pm - 10:59 pmMIA-PWM

5h 31m1 stop

3:53 pm - 10:08 pmPWM-MIA

6h 15m1 stop

$248American Airlines

Find Deal

Mon, Aug 18 - Wed, Aug 27

5:18 am - 11:44 amMIA-PWM

6h 26m2 stops

8:40 am - 4:26 pmPWM-MIA

7h 46m1 stop

$253American Airlines

Find Deal

Tue, Sep 23 - Sat, Oct 4

12:20 pm - 10:01 pmMIA-PWM

9h 41m1 stop

5:35 am - 4:41 pmPWM-MIA

11h 06m2 stops

$302United Airlines

Find Deal

Tue, Jul 29 - Wed, Jul 30

5:44 pm - 11:14 pmMIA-PWM

5h 30m1 stop

6:14 am - 3:10 pmPWM-MIA

8h 56m1 stop

$309United Airlines

Find Deal

Fri, Aug 15 - Fri, Aug 22

Southwest flights from Florida Keys to Portland, Maine

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

Southwest

Sep 13

MIA6:05 amMiami

6h 15m

1 stop

PWM12:20 pmPortland

Sep 20

PWM5:45 amPortland

5h 10m

1 stop

MIA10:55 amMiami

$199

Find similar

Southwest

Sep 4

MIA11:45 amMiami

11h 35m

2 stops

PWM11:20 pmPortland

Sep 8

PWM5:50 amPortland

5h 05m

1 stop

MIA10:55 amMiami

$204

Find similar

Southwest

Aug 18

MIA6:05 amMiami

8h 40m

1 stop

PWM2:45 pmPortland

Aug 27

PWM5:50 amPortland

10h 30m

2 stops

MIA4:20 pmMiami

$280

Find similar

American Airlines flights from Florida Keys to Portland, Maine

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

American Airlines

Sep 19

MIA8:20 amMiami

7h 57m

1 stop

PWM4:17 pmPortland

Sep 22

PWM7:05 amPortland

5h 16m

1 stop

MIA12:21 pmMiami

$208

Find similar

American Airlines

Sep 26

MIA8:50 amMiami

6h 25m

1 stop

PWM3:15 pmPortland

Sep 30

PWM6:00 amPortland

5h 19m

1 stop

MIA11:19 amMiami

$213

Find similar

American Airlines

Aug 18

MIA5:28 pmMiami

5h 31m

1 stop

PWM10:59 pmPortland

Aug 27

PWM3:53 pmPortland

6h 15m

1 stop

MIA10:08 pmMiami

$248

Find similar

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 September. Flight prices, which tend to average around $282, 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 September, 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

Best Price Found	$100
Fastest flight time	5h 17m
Direct flights	None
Airports in Portland, Maine	1 airport

The best one-way flight to Portland, Maine from Florida Keys in the past 72 hours is $100. The best round-trip flight deal from Florida Keys to Portland, Maine found on momondo in the last 72 hours is $199.

The fastest flight from Florida Keys to Portland, Maine takes 5h 17m

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

There is 1 airport near Portland, Maine: Portland (PWM)

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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 July 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 (14.01% of total bookings). The next most popular plane models are Embraer 175 (Enhanced Winglets) (13.35%), Airbus A220-300 (10.49%), and Canadair (Bombardier) Regional Jet 900 (9.43%).

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 $258	Free Cancellation	Rating 7.2 10,000 reviews		Search American Airlines flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Bartlett

Lewiston

Gorham

Brunswick

Auburn

Intervale

Windham

Bath

Falmouth

Oxford

Tamworth

Georgetown

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.