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

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

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

As of May 2026, 6 flights take off from Portland and land in Florida Keys each week. The most common flight departure day for this route is Mon, with 17% of weekly flights taking off on this day.

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 May 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.

$127 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.

12:35 pm - 5:33 am

PDX

MIA

13h 58m

1 stop

6:30 am - 4:46 pm

MIA

PDX

13h 16m

1 stop

$260Frontier

Mon, Jun 1 - Fri, Jun 5

7:00 pm - 5:45 am

PDX

MIA

7h 45m

1 stop

6:30 am - 11:42 am

MIA

PDX

8h 12m

1 stop

$264Delta

Mon, Jun 1 - Wed, Jun 10

11:55 pm - 11:55 am

PDX

MIA

9h 00m

1 stop

3:05 pm - 12:05 am

MIA

PDX

12h 00m

2 stops

$269Southwest

Mon, Jun 1 - Tue, Jul 7

5:16 pm - 5:51 am

PDX

MIA

9h 35m

1 stop

6:00 am - 4:53 pm

MIA

PDX

13h 53m

1 stop

$270Frontier

Tue, Jul 28 - Fri, Aug 7

7:40 am - 6:41 pm

PDX

MIA

8h 01m

1 stop

8:19 pm - 11:51 pm

MIA

PDX

6h 32mnonstop

$274American Airlines

Tue, Nov 3 - Tue, Nov 10

5:30 am - 4:48 pm

PDX

MIA

8h 18m

1 stop

6:30 am - 11:42 am

MIA

PDX

8h 12m

1 stop

$278Delta

Sat, Jun 6 - Thu, Jun 11

11:30 pm - 2:25 pm

PDX

MIA

11h 55m

2 stops

4:30 pm - 10:35 pm

MIA

PDX

9h 05m

1 stop

$289Southwest

Tue, Jul 21 - Tue, Jul 28

10:56 pm - 1:02 pm

PDX

EYW

11h 06m

1 stop

4:05 pm - 10:18 pm

EYW

PDX

9h 13m

1 stop

$390United Airlines

Sun, Nov 1 - Sat, Nov 7

5:49 am - 6:49 pm

PDX

EYW

10h 00m

1 stop

4:44 pm - 11:59 pm

EYW

PDX

10h 15m

1 stop

$404American Airlines

Wed, Jun 10 - Wed, Jun 17

10:52 pm - 1:30 pm

PDX

EYW

11h 38m

1 stop

2:26 pm - 9:42 pm

EYW

PDX

10h 16m

1 stop

$463United Airlines

Tue, Jun 9 - Tue, Jun 16

Frontier flights from Portland to Florida Keys

Our best Frontier deals on Portland to Florida Keys flight tickets

Frontier

Jun 1

PDX12:35 pmPortland

13h 58m

1 stop

MIA5:33 amMiami

Jun 5

MIA6:30 amMiami

13h 16m

1 stop

PDX4:46 pmPortland

$260

Frontier

Jul 28

PDX5:16 pmPortland

9h 35m

1 stop

MIA5:51 amMiami

Aug 8

MIA6:00 amMiami

13h 53m

1 stop

PDX4:53 pmPortland

$270

Frontier

May 29

PDX12:35 pmPortland

13h 58m

1 stop

MIA5:33 amMiami

Jun 7

MIA6:30 amMiami

13h 16m

1 stop

PDX4:46 pmPortland

$280

American Airlines flights from Portland to Florida Keys

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

American Airlines

Jul 2

PDX12:35 pmPortland

9h 17m

1 stop

MIA12:52 amMiami

Jul 6

MIA4:45 pmMiami

9h 45m

1 stop

PDX11:30 pmPortland

$351

American Airlines

Jun 26

PDX12:34 pmPortland

9h 15m

1 stop

MIA12:49 amMiami

Jul 3

MIA4:45 pmMiami

9h 45m

1 stop

PDX11:30 pmPortland

$352

American Airlines

Jul 9

PDX12:35 pmPortland

9h 17m

1 stop

MIA12:52 amMiami

Jul 12

MIA5:30 pmMiami

10h 25m

1 stop

PDX12:55 amPortland

$357

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 6/1

12:35 pm-5:33 am

1 stop13h 58m

Miami

Fri 6/5

6:30 am-4:46 pm

1 stop13h 16m

$260

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 6/1

7:00 pm-5:45 am

1 stop7h 45m

Miami

Wed 6/10

6:30 am-11:42 am

1 stop8h 12m

$264

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 6/1

11:55 pm-11:55 am

1 stop9h 00m

Miami

Tue 7/7

3:05 pm-12:05 am

2 stops12h 00m

$269

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 7/28

5:16 pm-5:51 am

1 stop9h 35m

Miami

Fri 8/7

6:00 am-4:53 pm

1 stop13h 53m

$270

Quickest round-trip

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 11/3

7:40 am-6:41 pm

1 stop8h 01m

Miami

Tue 11/10

8:19 pm-11:51 pm

Nonstop6h 32m

$274

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 6/6

5:30 am-4:48 pm

1 stop8h 18m

Miami

Thu 6/11

6:30 am-11:42 am

1 stop8h 12m

$278

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 7/21

11:30 pm-2:25 pm

2 stops11h 55m

Miami

Tue 7/28

4:30 pm-10:35 pm

1 stop9h 05m

$289

PortlandKey West

PDX - EYW

PDXEYW

Portland

Sun 11/1

10:56 pm-1:02 pm

1 stop11h 06m

Key West

Sat 11/7

4:05 pm-10:18 pm

1 stop9h 13m

$390

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 6/10

5:49 am-6:49 pm

1 stop10h 00m

Key West

Wed 6/17

4:44 pm-11:59 pm

1 stop10h 15m

$404

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 6/9

10:52 pm-1:30 pm

1 stop11h 38m

Key West

Tue 6/16

2:26 pm-9:42 pm

1 stop10h 16m

$463

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 June is another great option to travel to Florida Keys, with average flight prices from Portland averaging around $108.

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 $541. The most expensive day to fly to Florida Keys is Friday, with ticket prices averaging around $682.

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 $468. 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 $644.

How far in advance should I book a flight from Portland 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 $303 on momondo.

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 36m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Florida Keys	3 airports

The fastest flight from Portland to Florida Keys takes 5h 36m

Direct flights go from Portland to Florida Keys on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.

There are 3 airports in Florida Keys. From Portland there are direct flights to Miami (MIA).

Search flight deals

Frequently asked questions about flying 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 May 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) (20.83% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (13.57%), Boeing 737-800 (8.93%), and Airbus A321neo (8.64%).

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 8,455 reviews		Search Delta flights
American Airlines	PriceFrom $339	Free Cancellation	Rating 7.1 11,662 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.