What airlines fly to Florida Keys?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Florida Keys from Portland according to our data. American Airlines is the first choice among our users, with 73% of people opting to fly with this airline when traveling to Florida Keys. Keep in mind that there are 3 different airlines that fly to Florida Keys on a routine basis, so you have a few additional options to choose from.

How many flights depart from Portland to Florida Keys on average per week?

As of December 2025, 25 flights take off from Portland and land in Florida Keys each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

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

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

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?

The number of operators available for flights from Portland Airport to Florida Keys is 8 as of December 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 travel and health documents you'll need for your trip to Florida Keys may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Florida Keys. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$129 Cheap Flights from Portland to Florida Keys in 2025/26

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One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:30 am - 9:30 pm

PDX

MIA

12h 00m1 stop

7:55 am - 1:45 pm

MIA

PDX

8h 50m1 stop

$221Southwest

Wed, Feb 4 - Mon, Feb 9

10:45 pm - 7:19 am

PDX

MIA

5h 34mnonstop

7:55 pm - 11:46 pm

MIA

PDX

6h 51mnonstop

$227American Airlines

Sun, Dec 14 - Tue, Jan 13

2:29 pm - 5:35 am

PDX

MIA

12h 06m1 stop

6:05 am - 11:43 am

MIA

PDX

8h 38m1 stop

$232Frontier

Thu, Dec 18 - Thu, Dec 25

7:00 am - 3:39 pm

PDX

MIA

5h 39mnonstop

4:39 pm - 8:27 pm

MIA

PDX

6h 48mnonstop

$237Alaska Airlines

Sun, Jan 18 - Tue, Jan 27

5:25 pm - 6:40 am

PDX

MIA

10h 15m1 stop

7:50 am - 4:10 pm

MIA

PDX

11h 20m1 stop

$238Delta

Fri, Feb 6 - Sat, Feb 14

6:20 am - 6:35 pm

PDX

MIA

9h 15m2 stops

2:00 pm - 10:15 pm

MIA

PDX

11h 15m1 stop

$239Southwest

Mon, Feb 2 - Tue, Feb 10

6:30 am - 9:00 pm

PDX

MIA

11h 30m2 stops

7:55 am - 1:45 pm

MIA

PDX

8h 50m1 stop

$240Southwest

Wed, Feb 4 - Mon, Feb 9

11:59 am - 5:48 am

PDX

MIA

14h 49m1 stop

5:30 am - 11:18 am

MIA

PDX

32h 48m2 stops

$244Frontier

Fri, Jan 16 - Sun, Jan 25

5:25 pm - 11:25 am

PDX

EYW

15h 00m2 stops

7:10 am - 4:25 pm

EYW

PDX

12h 15m2 stops

$344Delta

Thu, Jan 22 - Mon, Jan 26

11:05 pm - 1:03 pm

PDX

EYW

10h 58m1 stop

2:25 pm - 9:49 pm

EYW

PDX

10h 24m1 stop

$359United Airlines

Sat, Jan 10 - Wed, Jan 14

American Airlines flights from Portland to Florida Keys

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

American Airlines

Dec 14

PDX10:45 pmPortland

5h 34m

MIA7:19 amMiami

Jan 13

MIA7:55 pmMiami

6h 51m

PDX11:46 pmPortland

$227

Find similar

American Airlines

Dec 14

PDX5:30 amPortland

8h 43m

1 stop

MIA5:13 pmMiami

Jan 13

MIA7:55 pmMiami

6h 51m

PDX11:46 pmPortland

$237

Find similar

American Airlines

Jan 20

PDX2:50 pmPortland

11h 10m

1 stop

MIA5:00 amMiami

Jan 26

MIA7:55 pmMiami

6h 51m

PDX11:46 pmPortland

$245

Find similar

United Airlines flights from Portland to Florida Keys

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

United Airlines

Jan 6

PDX7:45 amPortland

11h 09m

2 stops

MIA9:54 pmMiami

Jan 13

MIA6:05 amMiami

9h 36m

1 stop

PDX12:41 pmPortland

$256

Find similar

United Airlines

Jan 4

PDX11:59 pmPortland

7h 55m

1 stop

MIA10:54 amMiami

Jan 8

MIA9:05 amMiami

12h 05m

2 stops

PDX6:10 pmPortland

$262

Find similar

United Airlines

Dec 31

PDX7:45 pmPortland

8h 51m

1 stop

MIA7:36 amMiami

Jan 7

MIA2:32 pmMiami

10h 17m

1 stop

PDX9:49 pmPortland

$290

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 2/4

6:30 am-9:30 pm

1 stop12h 00m

Miami

Mon 2/9

7:55 am-1:45 pm

1 stop8h 50m

$221

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 12/14

10:45 pm-7:19 am

Nonstop5h 34m

Miami

Tue 1/13

7:55 pm-11:46 pm

Nonstop6h 51m

$227

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 12/18

2:29 pm-5:35 am

1 stop12h 06m

Miami

Thu 12/25

6:05 am-11:43 am

1 stop8h 38m

$232

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 1/18

7:00 am-3:39 pm

Nonstop5h 39m

Miami

Tue 1/27

4:39 pm-8:27 pm

Nonstop6h 48m

$237

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 2/6

5:25 pm-6:40 am

1 stop10h 15m

Miami

Sat 2/14

7:50 am-4:10 pm

1 stop11h 20m

$238

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 2/2

6:20 am-6:35 pm

2 stops9h 15m

Miami

Tue 2/10

2:00 pm-10:15 pm

1 stop11h 15m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 2/4

6:30 am-9:00 pm

2 stops11h 30m

Miami

Mon 2/9

7:55 am-1:45 pm

1 stop8h 50m

$240

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 1/16

11:59 am-5:48 am

1 stop14h 49m

Miami

Sun 1/25

5:30 am-11:18 am

2 stops32h 48m

$244

PortlandKey West

PDX - EYW

PDXEYW

Portland

Thu 1/22

5:25 pm-11:25 am

2 stops15h 00m

Key West

Mon 1/26

7:10 am-4:25 pm

2 stops12h 15m

$344

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sat 1/10

11:05 pm-1:03 pm

1 stop10h 58m

Key West

Wed 1/14

2:25 pm-9:49 pm

1 stop10h 24m

$359

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How to get the cheapest flight ticket from Portland 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

Other information

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 averaging around $302.

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

The cheapest day to depart from Portland to Florida Keys is on a Wednesday when prices can be found for as low as $548. The most expensive day to fly to Florida Keys is Friday, with ticket prices averaging around $711.

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 in the afternoon. momondo users have found flights departing from Portland to Florida Keys in the afternoon for as low as $247. 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 evening are often more expensive with an average ticket price of $656.

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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Florida Keys for around $391 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 for as low as $336 on momondo.

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

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

Cheap Portland to Florida Keys flight deals and tips

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

Fastest flight time	5h 33m
Direct flights	Every day
Airports in Florida Keys	1 airport

The fastest flight from Portland to Florida Keys takes 5h 33m

Direct flights go from Portland to Florida Keys every day.

There is 1 airport near Florida Keys: 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?
The number of operators available for flights from Portland Airport to Florida Keys is 8 as of December 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 travel and health documents you'll need for your trip to Florida Keys may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Florida Keys. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Portland to Florida Keys?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Portland to Florida Keys is Boeing 737-800 Passenger/BBJ2 (winglets) (17.66% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (11.98%), Boeing 737 MAX 9 (8.90%), and Boeing 737-900 Passenger/BBJ3 (winglets) (8.35%).

Best airlines flying from Portland to Florida Keys

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $261	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights
American Airlines	PriceFrom $308	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
United Airlines	PriceFrom $333	Free Cancellation	Rating 7.4 9,066 reviews	Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Florida Keys from Portland.

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

All flight searches from Portland to Florida Keys on momondo can be filtered to show those which offer flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Florida Keys from Portland.

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

Yes. momondo can track prices for Portland to Florida Keys flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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.

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Find better results for your trip to Florida Keys

Popular cities in Florida Keys

Flights to New Yorkfrom $48

Flights to Los Angelesfrom $40

Flights to Miamifrom $47

Flights to Chicagofrom $47

Flights to Orlandofrom $41

Flights to San Franciscofrom $49

Flights to Las Vegasfrom $40

Flights to Washington, D.C.from $41

Flights to Bostonfrom $57

Flights to Atlantafrom $49

Flights to Dallasfrom $51

Flights to Seattlefrom $56

Cheap flights from Portland to Florida Keys from $128

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 to Florida Keys departing on 2/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

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Trusted and free

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Price Alerts

Find the cheapest flights from Portland to Florida Keys

Cheap round-trip flights

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American Airlines flights from Portland to Florida Keys

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

United Airlines flights from Portland to Florida Keys

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

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

See travel insights to Florida Keys from

How to get the cheapest flight ticket from Portland 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 averaging around $302.

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

The cheapest day to depart from Portland to Florida Keys is on a Wednesday when prices can be found for as low as $548. The most expensive day to fly to Florida Keys is Friday, with ticket prices averaging around $711.

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 to Florida Keys flights?

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

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

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

What airlines fly to Florida Keys?

How many flights depart from Portland to Florida Keys on average per week?

As of December 2025, 25 flights take off from Portland and land in Florida Keys each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

Cheap Portland to Florida Keys flight deals and tips

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

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 to Florida Keys?

Best airlines flying from Portland to Florida Keys

Compare and see reviews for airlines that fly from Portland 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