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Cheap flights from Portland to Florida Keys from $63

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 11/15. 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.
Frontier Logo
12:52 pm - 12:29 pmPDX-MIA
20h 37m2 stops
Frontier Logo
6:00 am - 11:56 amMIA-PDX
8h 56m1 stop
$202Frontier
Find Deal
Tue, Oct 28 - Fri, Oct 31
Frontier Logo
12:52 pm - 6:19 amPDX-MIA
14h 27m1 stop
Frontier Logo
8:00 am - 11:56 amMIA-PDX
30h 56m2 stops
$208Frontier
Find Deal
Sat, Nov 8 - Mon, Nov 17
Delta Logo
5:30 am - 4:50 pmPDX-MIA
8h 20m1 stop
Delta Logo
2:11 pm - 7:35 pmMIA-PDX
8h 24m1 stop
$217Delta
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Tue, Dec 2 - Wed, Dec 10
Delta Logo
5:30 am - 4:54 pmPDX-MIA
8h 24m1 stop
Delta Logo
6:05 pm - 12:14 amMIA-PDX
9h 09m1 stop
$218Delta
Find Deal
Mon, Nov 3 - Tue, Nov 11
Alaska Airlines Logo
6:00 am - 4:55 pmPDX-MIA
7h 55m1 stop
Alaska Airlines Logo
4:45 pm - 8:23 pmMIA-PDX
6h 38mnonstop
$227Alaska Airlines
Find Deal
Tue, Mar 3 - Tue, Mar 17
United Airlines Logo
11:59 pm - 11:55 amPDX-MIA
8h 56m1 stop
United Airlines Logo
6:20 am - 12:18 pmMIA-PDX
8h 58m1 stop
$233United Airlines
Find Deal
Thu, Jan 8 - Mon, Jan 12
Alaska Airlines Logo
7:15 am - 3:57 pmPDX-MIA
5h 42mnonstop
Alaska Airlines Logo
5:00 pm - 8:50 pmMIA-PDX
6h 50mnonstop
$234Alaska Airlines
Find Deal
Wed, Nov 26 - Wed, Dec 3
United Airlines Logo
7:45 am - 9:54 pmPDX-MIA
11h 09m2 stops
United Airlines Logo
6:20 am - 12:18 pmMIA-PDX
8h 58m1 stop
$238United Airlines
Find Deal
Thu, Jan 22 - Fri, Jan 30
American Airlines Logo
10:59 pm - 7:32 amPDX-MIA
5h 33mnonstop
American Airlines Logo
10:40 am - 6:51 pmMIA-PDX
11h 11m1 stop
$277American Airlines
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Tue, Jan 20 - Mon, Jan 26
American Airlines Logo
5:30 am - 4:07 pmPDX-EYW
7h 37m1 stop
American Airlines Logo
4:10 pm - 11:52 pmEYW-PDX
10h 42m1 stop
$389American Airlines
Find Deal
Wed, Dec 10 - Tue, Dec 16

Frontier flights from Portland to Florida Keys

Our best Frontier deals on Portland to Florida Keys flight tickets
Frontier
Oct 28
PDX12:52 pmPortland
20h 37m
2 stops
MIA12:29 pmMiami
Oct 31
MIA6:00 amMiami
8h 56m
1 stop
PDX11:56 amPortland
$202
Find similar
Frontier
Nov 8
PDX12:52 pmPortland
14h 27m
1 stop
MIA6:19 amMiami
Nov 17
MIA8:00 amMiami
30h 56m
2 stops
PDX11:56 amPortland
$208
Find similar
Frontier
Nov 8
PDX12:52 pmPortland
14h 27m
1 stop
MIA6:19 amMiami
Nov 13
MIA6:00 amMiami
30h 18m
2 stops
PDX9:18 amPortland
$220
Find similar

Hawaiian Airlines flights from Portland to Florida Keys

Our best Hawaiian Airlines deals on Portland to Florida Keys flight tickets
Hawaiian Airlines
Nov 24
PDX7:15 amPortland
5h 42m
MIA3:57 pmMiami
Dec 2
MIA5:00 pmMiami
6h 50m
PDX8:50 pmPortland
$209
Find similar
Hawaiian Airlines
Nov 26
PDX7:15 amPortland
5h 42m
MIA3:57 pmMiami
Dec 3
MIA5:00 pmMiami
6h 50m
PDX8:50 pmPortland
$228
Find similar
Hawaiian Airlines
Mar 10
PDX7:00 amPortland
5h 42m
MIA3:42 pmMiami
Mar 11
MIA4:45 pmMiami
6h 38m
PDX8:23 pmPortland
$237
Find similar

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 October 14, 2025.
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 10/28

12:52 pm-12:29 pm

2 stops20h 37m

Miami

Fri 10/31

6:00 am-11:56 am

1 stop8h 56m

$202

PortlandMiami

PDX - MIA

PDXMIA

Portland

Sat 11/8

12:52 pm-6:19 am

1 stop14h 27m

Miami

Mon 11/17

8:00 am-11:56 am

2 stops30h 56m

$208

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 12/2

5:30 am-4:50 pm

1 stop8h 20m

Miami

Wed 12/10

2:11 pm-7:35 pm

1 stop8h 24m

$217

PortlandMiami

PDX - MIA

PDXMIA

Portland

Mon 11/3

5:30 am-4:54 pm

1 stop8h 24m

Miami

Tue 11/11

6:05 pm-12:14 am

1 stop9h 09m

$218

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 3/3

6:00 am-4:55 pm

1 stop7h 55m

Miami

Tue 3/17

4:45 pm-8:23 pm

Nonstop6h 38m

$227

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 1/8

11:59 pm-11:55 am

1 stop8h 56m

Miami

Mon 1/12

6:20 am-12:18 pm

1 stop8h 58m

$233

PortlandMiami

PDX - MIA

PDXMIA

Portland

Wed 11/26

7:15 am-3:57 pm

Nonstop5h 42m

Miami

Wed 12/3

5:00 pm-8:50 pm

Nonstop6h 50m

$234

PortlandMiami

PDX - MIA

PDXMIA

Portland

Thu 1/22

7:45 am-9:54 pm

2 stops11h 09m

Miami

Fri 1/30

6:20 am-12:18 pm

1 stop8h 58m

$238

PortlandMiami

PDX - MIA

PDXMIA

Portland

Tue 1/20

10:59 pm-7:32 am

Nonstop5h 33m

Miami

Mon 1/26

10:40 am-6:51 pm

1 stop11h 11m

$277

PortlandKey West

PDX - EYW

PDXEYW

Portland

Wed 12/10

5:30 am-4:07 pm

1 stop7h 37m

Key West

Tue 12/16

4:10 pm-11:52 pm

1 stop10h 42m

$389

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 $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 Tuesday when prices can be found for as low as $562. The most expensive day to fly to Florida Keys is Saturday, with ticket prices averaging around $705.

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 $665.

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 $396 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 $332 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 29m

Direct flights

Every day

Airports in Florida Keys

1 airport
The fastest flight from Portland to Florida Keys takes 5h 29m
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?

  • 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 $261Free CancellationRating
7.9
7,975 reviews
Search Delta flights
American AirlinesPriceFrom $288Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights
United AirlinesPriceFrom $347Free CancellationRating
7.4
8,976 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.

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