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Cheap flights from Portland to Florida Keys from $108

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 2/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland to Florida Keys

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 5:56 pm
PDX
-
MIA
8h 56m
1 stop
Delta Logo
7:50 am - 4:10 pm
MIA
-
PDX
11h 20m
1 stop
$215Delta
Tue, Feb 24 - Tue, Mar 3
Delta Logo
9:45 pm - 9:26 am
PDX
-
MIA
8h 41m
1 stop
Delta Logo
7:50 am - 4:10 pm
MIA
-
PDX
11h 20m
1 stop
$216Delta
Tue, Feb 10 - Sat, Feb 14
American Airlines Logo
6:35 am - 8:08 pm
PDX
-
MIA
10h 33m
1 stop
American Airlines Logo
5:14 pm - 12:17 am
MIA
-
PDX
10h 03m
1 stop
$217American Airlines
Sat, Feb 28 - Tue, Mar 3
American Airlines Logo
9:44 pm - 8:35 am
PDX
-
MIA
7h 51m
1 stop
American Airlines Logo
5:00 am - 11:07 am
MIA
-
PDX
9h 07m
1 stop
$219American Airlines
Sun, Feb 15 - Tue, Feb 24
Southwest Logo
10:00 am - 12:20 am
PDX
-
MIA
11h 20m
1 stop
Southwest Logo
7:45 am - 7:05 pm
MIA
-
PDX
14h 20m
1 stop
$226Southwest
Sat, Feb 21 - Sat, Feb 28
Hawaiian Airlines Logo
7:00 am - 3:44 pm
PDX
-
MIA
5h 44mnonstop
Hawaiian Airlines Logo
4:44 pm - 8:44 pm
MIA
-
PDX
7h 00mnonstop
$227Hawaiian Airlines
Tue, Feb 17 - Thu, Feb 26
American Airlines Logo
11:01 pm - 7:34 am
PDX
-
MIA
5h 33mnonstop
American Airlines Logo
7:55 pm - 11:46 pm
MIA
-
PDX
6h 51mnonstop
$235American Airlines
Sat, Jan 31 - Tue, Feb 10
American Airlines Logo
11:01 pm - 7:34 am
PDX
-
MIA
5h 33mnonstop
American Airlines Logo
8:05 pm - 11:50 pm
MIA
-
PDX
6h 45mnonstop
$236American Airlines
Sat, Feb 7 - Sat, Feb 14
Alaska Airlines Logo
7:00 am - 3:44 pm
PDX
-
MIA
5h 44mnonstop
Alaska Airlines Logo
4:44 pm - 8:35 pm
MIA
-
PDX
6h 51mnonstop
$237Alaska Airlines
Wed, Apr 8 - Wed, Apr 15
United Airlines Logo
11:05 pm - 1:18 pm
PDX
-
EYW
11h 13m
1 stop
United Airlines Logo
12:22 pm - 6:56 pm
EYW
-
PDX
9h 34m
1 stop
$413United Airlines
Tue, Feb 3 - Sat, Feb 7

Southwest flights from Portland to Florida Keys

Our best Southwest deals on Portland to Florida Keys flight tickets
Southwest
Feb 21
PDX10:00 amPortland
11h 20m
1 stop
MIA12:20 amMiami
Feb 28
MIA7:45 amMiami
14h 20m
1 stop
PDX7:05 pmPortland
$226
Southwest
Mar 3
PDX5:05 amPortland
10h 30m
2 stops
MIA6:35 pmMiami
Mar 10
MIA6:30 amMiami
9h 20m
1 stop
PDX12:50 pmPortland
$260
Southwest
Feb 21
PDX10:00 amPortland
11h 20m
1 stop
MIA12:20 amMiami
Feb 28
MIA11:55 amMiami
13h 35m
2 stops
PDX10:30 pmPortland
$261

United Airlines flights from Portland to Florida Keys

Our best United Airlines deals on Portland to Florida Keys flight tickets
United Airlines
Feb 5
PDX7:00 amPortland
8h 25m
1 stop
MIA6:25 pmMiami
Feb 9
MIA6:20 amMiami
8h 58m
1 stop
PDX12:18 pmPortland
$272
United Airlines
Feb 3
PDX5:00 amPortland
7h 48m
1 stop
MIA3:48 pmMiami
Feb 18
MIA8:45 amMiami
12h 06m
2 stops
PDX5:51 pmPortland
$278
United Airlines
Feb 5
PDX7:45 amPortland
11h 09m
2 stops
MIA9:54 pmMiami
Feb 12
MIA6:15 amMiami
9h 07m
1 stop
PDX12:22 pmPortland
$281

momondo Fare Finder

 
Customize your flight search to find flights from Portland to Florida Keys that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 21, 2026.
Use the filters below to find and compare flights from Portland to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 2/24

6:00 am-5:56 pm

1 stop8h 56m

Miami

Tue 3/3

7:50 am-4:10 pm

1 stop11h 20m

$215

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 2/10

9:45 pm-9:26 am

1 stop8h 41m

Miami

Sat 2/14

7:50 am-4:10 pm

1 stop11h 20m

$216

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 2/28

6:35 am-8:08 pm

1 stop10h 33m

Miami

Tue 3/3

5:14 pm-12:17 am

1 stop10h 03m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sun 2/15

9:44 pm-8:35 am

1 stop7h 51m

Miami

Tue 2/24

5:00 am-11:07 am

1 stop9h 07m

$219

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 2/21

10:00 am-12:20 am

1 stop11h 20m

Miami

Sat 2/28

7:45 am-7:05 pm

1 stop14h 20m

$226

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 2/17

7:00 am-3:44 pm

Nonstop5h 44m

Miami

Thu 2/26

4:44 pm-8:44 pm

Nonstop7h 00m

$227

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 1/31

11:01 pm-7:34 am

Nonstop5h 33m

Miami

Tue 2/10

7:55 pm-11:46 pm

Nonstop6h 51m

$235

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 2/7

11:01 pm-7:34 am

Nonstop5h 33m

Miami

Sat 2/14

8:05 pm-11:50 pm

Nonstop6h 45m

$236

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 4/8

7:00 am-3:44 pm

Nonstop5h 44m

Miami

Wed 4/15

4:44 pm-8:35 pm

Nonstop6h 51m

$237

PortlandKey West

PDX - EYW

PDXEYW

Portland

Tue 2/3

11:05 pm-1:18 pm

1 stop11h 13m

Key West

Sat 2/7

12:22 pm-6:56 pm

1 stop9h 34m

$413

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 $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 Monday when prices can be found for as low as $538. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $691.

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 $440. 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 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 $385 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 $310 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

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

  • 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?

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
DeltaPriceFrom $242Free CancellationRating
7.9
8,088 reviews
Search Delta flights
American AirlinesPriceFrom $308Free CancellationRating
7.2
11,174 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.

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Find better results for your trip to Florida Keys

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