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

As of April 2026, 20 flights take off from Portland and land in Florida Keys each week. The most common flight departure day for this route is Mon, with 20% of weekly flights taking off on this day.

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

United 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 April 2026.

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.

$86 Cheap Flights from Portland to Florida Keys in 2026

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Find the cheapest flights from Portland to Florida Keys

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

12:28 pm - 5:05 am

PDX

MIA

13h 37m

1 stop

7:00 am - 11:42 am

MIA

PDX

31h 42m

1 stop

$225Frontier

Wed, Apr 15 - Fri, Apr 24

12:35 pm - 5:33 am

PDX

MIA

13h 58m

1 stop

6:00 am - 4:46 pm

MIA

PDX

13h 46m

1 stop

$226Frontier

Fri, May 29 - Mon, Jun 1

8:46 pm - 7:00 am

PDX

MIA

31h 14m

1 stop

6:00 am - 4:46 pm

MIA

PDX

13h 46m

1 stop

$230Frontier

Fri, May 15 - Sat, May 23

8:46 pm - 7:00 am

PDX

MIA

31h 14m

1 stop

8:10 pm - 5:24 pm

MIA

PDX

24h 14m

1 stop

$236Frontier

Fri, May 15 - Thu, May 21

12:28 pm - 5:05 am

PDX

MIA

13h 37m

1 stop

3:54 pm - 11:52 am

MIA

PDX

22h 58m

2 stops

$239Multiple Airlines

Wed, Apr 15 - Tue, Apr 21

12:27 pm - 5:05 am

PDX

MIA

13h 38m

1 stop

7:00 am - 10:20 am

MIA

PDX

30h 20m

2 stops

$243Multiple Airlines

Sat, Apr 18 - Sat, Apr 25

6:00 am - 5:02 pm

PDX

EYW

8h 02m

1 stop

3:58 pm - 11:53 pm

EYW

PDX

10h 55m

1 stop

$389American Airlines

Wed, Apr 22 - Wed, Apr 29

5:45 am - 7:40 pm

PDX

EYW

10h 55m

2 stops

2:40 pm - 10:02 pm

EYW

PDX

10h 22m

1 stop

$394Delta

Wed, Apr 22 - Wed, Apr 29

7:23 am - 10:58 pm

PDX

EYW

12h 35m

2 stops

11:24 am - 9:03 pm

EYW

PDX

12h 39m

2 stops

$399American Airlines

Wed, Apr 22 - Wed, Apr 29

9:25 pm - 11:02 am

PDX

EYW

10h 37m

1 stop

6:24 pm - 11:31 pm

EYW

PDX

8h 07m

1 stop

$414Delta

Sun, Jun 7 - Mon, Jun 15

United Airlines flights from Portland to Florida Keys

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

United Airlines

Apr 10

PDX10:56 pmPortland

9h 26m

1 stop

MIA11:22 amMiami

Apr 30

MIA12:50 pmMiami

9h 48m

1 stop

PDX7:38 pmPortland

$326

United Airlines

Apr 8

PDX8:40 amPortland

10h 48m

2 stops

MIA10:28 pmMiami

Apr 18

MIA7:40 amMiami

8h 29m

1 stop

PDX1:09 pmPortland

$400

United Airlines

May 29

PDX10:52 pmPortland

11h 38m

1 stop

EYW1:30 pmKey West

Jun 6

EYW2:26 pmKey West

10h 20m

1 stop

PDX9:46 pmPortland

$439

Southwest flights from Portland to Florida Keys

Our best Southwest deals on Portland to Florida Keys flight tickets

Southwest

Apr 25

PDX7:40 pmPortland

10h 15m

2 stops

MIA8:55 amMiami

May 2

MIA7:00 amMiami

8h 35m

1 stop

PDX12:35 pmPortland

$254

Southwest

Apr 20

PDX11:55 pmPortland

9h 00m

1 stop

MIA11:55 amMiami

Apr 28

MIA3:00 pmMiami

11h 00m

2 stops

PDX11:00 pmPortland

$282

Southwest

Apr 19

PDX11:55 pmPortland

10h 15m

2 stops

MIA1:10 pmMiami

Apr 28

MIA3:00 pmMiami

11h 00m

2 stops

PDX11:00 pmPortland

$287

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 4/15

12:28 pm-5:05 am

1 stop13h 37m

Miami

Fri 4/24

7:00 am-11:42 am

1 stop31h 42m

$225

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 5/29

12:35 pm-5:33 am

1 stop13h 58m

Miami

Mon 6/1

6:00 am-4:46 pm

1 stop13h 46m

$226

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 5/15

8:46 pm-7:00 am

1 stop31h 14m

Miami

Sat 5/23

6:00 am-4:46 pm

1 stop13h 46m

$230

PortlandMiami

PDX - MIA

PDXMIA

Portland

Fri 5/15

8:46 pm-7:00 am

1 stop31h 14m

Miami

Thu 5/21

8:10 pm-5:24 pm

1 stop24h 14m

$236

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 4/15

12:28 pm-5:05 am

1 stop13h 37m

Miami

Tue 4/21

3:54 pm-11:52 am

2 stops22h 58m

$239

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 4/18

12:27 pm-5:05 am

1 stop13h 38m

Miami

Sat 4/25

7:00 am-10:20 am

2 stops30h 20m

$243

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

6:00 am-5:02 pm

1 stop8h 02m

Key West

Wed 4/29

3:58 pm-11:53 pm

1 stop10h 55m

$389

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

5:45 am-7:40 pm

2 stops10h 55m

Key West

Wed 4/29

2:40 pm-10:02 pm

1 stop10h 22m

$394

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 4/22

7:23 am-10:58 pm

2 stops12h 35m

Key West

Wed 4/29

11:24 am-9:03 pm

2 stops12h 39m

$399

Quickest round-trip

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 6/7

9:25 pm-11:02 am

1 stop10h 37m

Key West

Mon 6/15

6:24 pm-11:31 pm

1 stop8h 07m

$414

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 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 $303.

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 $544. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $677.

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 morning. momondo users have found flights departing from Portland to Florida Keys in the morning for as low as $465. 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 $645.

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 $379 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 $301 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 39m
Direct flights	Every day
Airports in Florida Keys	3 airports

The fastest flight from Portland to Florida Keys takes 5h 39m

Direct flights go from Portland to Florida Keys every day.

There are 3 airports in Florida Keys. From Portland there are direct flights to 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 April 2026.
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) (22.09% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (13.69%), Boeing 737-800 (9.21%), and Airbus A321neo (7.30%).

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 $242	Free Cancellation	Rating 7.9 8,368 reviews		Search Delta flights
American Airlines	PriceFrom $308	Free Cancellation	Rating 7.1 11,544 reviews		Search American 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.