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

United Airlines, Delta, and American Airlines 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 August 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.

$103 Cheap Flights from Portland to Florida Keys in 2026

Discover deals from 900+ travel sites with momondo.

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.

5:30 am - 5:07 pmPDX Portland-MIA Miami

8h 37m1 stop Seattle/Tacoma Intl

11:29 am - 9:03 pmMIA Miami-PDX Portland

12h 34m1 stop New York John F Kennedy Intl

$237Delta

Fri, Sep 18 - Tue, Sep 22

11:40 am - 12:52 amPDX Portland-MIA Miami

10h 12m1 stop Atlanta Hartsfield-Jackson

8:00 am - 4:13 pmMIA Miami-PDX Portland

11h 13m1 stop Los Angeles Los Angeles

$237Delta

Tue, Jan 5 - Wed, Jan 6

11:30 pm - 1:25 pmPDX Portland-MIA Miami

10h 55m1 stop Chicago Midway

4:00 pm - 11:45 pmMIA Miami-PDX Portland

10h 45m1 stop Denver Intl

$237Southwest

Tue, Sep 15 - Thu, Sep 17

11:30 pm - 1:25 pmPDX Portland-MIA Miami

10h 55m1 stop Chicago Midway

2:25 pm - 10:00 pmMIA Miami-PDX Portland

10h 35m2 stops Austin Bergstrom Las Vegas Harry Reid Intl

$242Southwest

Tue, Sep 15 - Tue, Sep 22

11:03 pm - 7:40 amPDX Portland-MIA Miami

5h 37mnonstop

8:23 pm - 11:59 pmMIA Miami-PDX Portland

6h 36mnonstop

$250American Airlines

Sat, Nov 14 - Tue, Nov 17

11:03 pm - 7:40 amPDX Portland-MIA Miami

5h 37mnonstop

8:23 pm - 11:59 pmMIA Miami-PDX Portland

6h 36mnonstop

$250American Airlines

Sat, Dec 5 - Fri, Dec 11

10:56 am - 11:52 pmPDX Portland-MIA Miami

9h 56m1 stop Newark

5:00 pm - 10:21 pmMIA Miami-PDX Portland

8h 21m1 stop Houston George Bush Intcntl

$252United Airlines

Tue, Sep 22 - Thu, Sep 24

5:30 am - 5:35 pmPDX Portland-MIA Miami

9h 05m1 stop San Francisco

3:57 pm - 10:52 pmMIA Miami-PDX Portland

9h 55m1 stop Chicago O'Hare Intl

$257United Airlines

Wed, Sep 9 - Sat, Sep 12

12:38 pm - 12:46 amPDX Portland-MIA Miami

9h 08m1 stop Denver Intl

2:37 pm - 11:36 amMIA Miami-PDX Portland

23h 59m2 stops Dallas/Fort Worth Las Vegas Harry Reid Intl

$265Frontier

Thu, Sep 10 - Wed, Sep 16

12:38 pm - 12:46 amPDX Portland-MIA Miami

9h 08m1 stop Denver Intl

5:50 am - 11:43 amMIA Miami-PDX Portland

8h 53m1 stop Denver Intl

$278Frontier

Thu, Sep 17 - Sun, Sep 20

Cheap last minute flights

Enter your travel dates to find the best prices.

12:20 pm - 4:52 amPDX Portland-MIA Miami

13h 32m1 stop Denver Intl

6:00 am - 5:11 pmMIA Miami-PDX Portland

14h 11m1 stop Denver Intl

$393Frontier

Fri, Aug 21 - Sat, Aug 29

5:49 pm - 6:30 amPDX Portland-MIA Miami

9h 41m1 stop Las Vegas Harry Reid Intl

6:00 am - 5:11 pmMIA Miami-PDX Portland

14h 11m1 stop Denver Intl

$414Frontier

Mon, Aug 17 - Fri, Aug 28

6:15 am - 8:45 pmPDX Portland-MIA Miami

11h 30m2 stops Chicago Midway Nashville Intl

6:45 am - 3:00 pmMIA Miami-PDX Portland

11h 15m2 stops Houston Hobby Denver Intl

$762Southwest

Mon, Aug 17 - Wed, Aug 26

6:05 am - 9:55 pmPDX Portland-MIA Miami

12h 50m2 stops Denver Intl Houston Hobby

7:00 am - 2:00 pmMIA Miami-PDX Portland

10h 00m2 stops Orlando Denver Intl

$794Southwest

Fri, Aug 21 - Sat, Aug 29

5:00 am - 5:17 pmPDX Portland-MIA Miami

9h 17m1 stop Seattle/Tacoma Intl

6:22 pm - 6:18 amMIA Miami-PDX Portland

14h 56m2 stops Seattle/Tacoma Intl Eugene

$822Alaska Airlines

Mon, Aug 17 - Wed, Aug 26

6:19 am - 5:17 pmPDX Portland-MIA Miami

7h 58m1 stop Seattle/Tacoma Intl

6:22 pm - 6:18 amMIA Miami-PDX Portland

14h 56m2 stops Seattle/Tacoma Intl Eugene

$822Alaska Airlines

Mon, Aug 17 - Fri, Aug 28

5:00 am - 10:34 pmPDX Portland-MIA Miami

14h 34m2 stops Denver Intl Houston George Bush Intcntl

4:58 pm - 10:45 pmMIA Miami-PDX Portland

8h 47m1 stop San Francisco

$841United Airlines

Mon, Aug 17 - Fri, Aug 28

7:00 am - 7:26 pmPDX Portland-MIA Miami

9h 26m1 stop San Francisco

11:30 am - 10:45 pmMIA Miami-PDX Portland

14h 15m2 stops Houston George Bush Intcntl San Francisco

$841United Airlines

Mon, Aug 17 - Wed, Aug 26

10:55 pm - 9:28 amPDX Portland-MIA Miami

7h 33m1 stop Atlanta Hartsfield-Jackson

7:15 am - 12:10 pmMIA Miami-PDX Portland

7h 55m1 stop Salt Lake City

$902Delta

Mon, Aug 17 - Mon, Aug 24

12:35 am - 1:32 pmPDX Portland-MIA Miami

9h 57m1 stop Minneapolis St Paul

6:40 am - 1:38 pmMIA Miami-PDX Portland

9h 58m1 stop Minneapolis St Paul

$1,433Delta

Mon, Aug 17 - Sat, Sep 5

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Southwest flights from Portland to Florida Keys

Our best Southwest deals on Portland to Florida Keys flight tickets

Southwest

Sep 15

PDX11:30 pmPortland

10h 55m

1 stop

MIA1:25 pmMiami

Sep 22

MIA2:25 pmMiami

10h 35m

2 stops

PDX10:00 pmPortland

$242

Southwest

Sep 15

PDX11:30 pmPortland

11h 05m

2 stops

MIA1:35 pmMiami

Sep 22

MIA2:25 pmMiami

10h 35m

2 stops

PDX10:00 pmPortland

$247

Southwest

Sep 5

PDX9:45 amPortland

7h 15m

1 stop

MIA8:00 pmMiami

Sep 11

MIA4:00 pmMiami

10h 45m

1 stop

PDX11:45 pmPortland

$307

American Airlines flights from Portland to Florida Keys

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

American Airlines

Nov 14

PDX11:03 pmPortland

5h 37m

MIA7:40 amMiami

Nov 17

MIA8:23 pmMiami

6h 36m

PDX11:59 pmPortland

$250

American Airlines

Nov 1

PDX11:03 pmPortland

5h 37m

MIA7:40 amMiami

Nov 5

MIA8:23 pmMiami

6h 36m

PDX11:59 pmPortland

$272

American Airlines

Oct 30

PDX6:09 pmPortland

7h 59m

1 stop

MIA5:08 amMiami

Nov 12

MIA8:23 pmMiami

6h 36m

PDX11:59 pmPortland

$297

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Fri 9/18

5:30 am-5:07 pm

1 stop8h 37m

Miami

Tue 9/22

11:29 am-9:03 pm

1 stop12h 34m

$237

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Tue 1/5

11:40 am-12:52 am

1 stop10h 12m

Miami

Wed 1/6

8:00 am-4:13 pm

1 stop11h 13m

$237

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Tue 9/15

11:30 pm-1:25 pm

1 stop10h 55m

Miami

Thu 9/17

4:00 pm-11:45 pm

1 stop10h 45m

$237

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Tue 9/15

11:30 pm-1:25 pm

1 stop10h 55m

Miami

Tue 9/22

2:25 pm-10:00 pm

2 stops10h 35m

$242

Quickest round-trip

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Sat 11/14

11:03 pm-7:40 am

Nonstop5h 37m

Miami

Tue 11/17

8:23 pm-11:59 pm

Nonstop6h 36m

$250

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Sat 12/5

11:03 pm-7:40 am

Nonstop5h 37m

Miami

Fri 12/11

8:23 pm-11:59 pm

Nonstop6h 36m

$250

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Tue 9/22

10:56 am-11:52 pm

1 stop9h 56m

Miami

Thu 9/24

5:00 pm-10:21 pm

1 stop8h 21m

$252

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Wed 9/9

5:30 am-5:35 pm

1 stop9h 05m

Miami

Sat 9/12

3:57 pm-10:52 pm

1 stop9h 55m

$257

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Thu 9/10

12:38 pm-12:46 am

1 stop9h 08m

Miami

Wed 9/16

2:37 pm-11:36 am

2 stops23h 59m

$265

PortlandMiami

PDX Portland - MIA Miami

PDXMIA

Portland

Thu 9/17

12:38 pm-12:46 am

1 stop9h 08m

Miami

Sun 9/20

5:50 am-11:43 am

1 stop8h 53m

$278

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

What is the cheapest month to fly to Florida Keys?

The month of October is another great option to travel to Florida Keys, with average flight prices from Portland averaging around $314.

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 $553. The most expensive day to fly to Florida Keys is Friday, with ticket prices averaging around $686.

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 $482. 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 $648.

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 $374 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 $300 on momondo.

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

You could potentially save up to 23% on your flight if you consider stops on a Portland to Florida Keys flight.

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

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 August 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) (21.47% of total bookings). The next most popular plane models are Boeing 737 MAX 8 (11.89%), Airbus A321neo (8.47%), and Airbus A321-100/200 (8.25%).

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
American Airlines	PriceFrom $339	Free Cancellation	Rating 7.1 11,950 reviews		Search American Airlines flights
Delta	PriceFrom $388	Free Cancellation	Rating 7.8 8,502 reviews		Search Delta 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.