What is the cheapest airline that flies from Portland to Key West?

United Airlines, American Airlines, and Delta are the most popular carriers operating from Portland to Key West

What airlines fly to Key West?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Key West from Portland according to our data. American Airlines is the first choice among our users, with 76% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 3 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Portland Airport to Key West Airport?

Prices for flights from Portland Airport to Key West Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Portland Airport to Key West Airport?

The number of operators available for flights from Portland Airport to Key West Airport is 3 as of October 2025.

How old do you have to be to fly from Portland Airport to Key West Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Key West Airport.

What documentation or ID do you need to fly to Key West Airport?

The travel and health documents you'll need for your trip to Key West Airport 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 Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$189 Cheap Flights from Portland to Key West in 2025/26

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Find the cheapest flights from Portland to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

11:05 pm - 1:03 pmPDX-EYW

10h 58m1 stop

2:05 pm - 9:49 pmEYW-PDX

10h 44m1 stop

$383United Airlines

Find Deal

lun., févr. 2 - sam., févr. 7

10:15 pm - 11:59 amPDX-EYW

10h 44m1 stop

4:10 pm - 11:31 pmEYW-PDX

10h 21m1 stop

$389American Airlines

Find Deal

sam., nov. 15 - mer., nov. 19

10:10 pm - 11:31 amPDX-EYW

10h 21m1 stop

7:40 am - 4:22 pmEYW-PDX

11h 42m2 stops

$394Delta

Find Deal

sam., nov. 15 - mer., nov. 19

12:35 am - 5:23 pmPDX-EYW

13h 48m2 stops

7:40 am - 4:22 pmEYW-PDX

11h 42m2 stops

$399Delta

Find Deal

ven., nov. 14 - mer., nov. 19

10:59 pm - 10:57 amPDX-EYW

8h 58m1 stop

2:43 pm - 10:09 pmEYW-PDX

10h 26m1 stop

$432American Airlines

Find Deal

mar., févr. 3 - dim., févr. 8

7:40 am - 11:56 pmPDX-EYW

13h 16m2 stops

2:43 pm - 10:09 pmEYW-PDX

10h 26m1 stop

$437American Airlines

Find Deal

mar., févr. 3 - dim., févr. 8

7:40 am - 9:47 pmPDX-EYW

11h 07m2 stops

7:15 am - 7:02 pmEYW-PDX

14h 47m2 stops

$442American Airlines

Find Deal

lun., févr. 2 - sam., févr. 7

6:00 am - 4:24 pmPDX-EYW

7h 24m1 stop

1:05 pm - 8:27 pmEYW-PDX

10h 22m1 stop

$475American Airlines

Find Deal

jeu., janv. 22 - lun., janv. 26

11:45 pm - 1:03 pmPDX-EYW

10h 18m1 stop

4:15 pm - 9:45 amEYW-PDX

20h 30m2 stops

$479United Airlines

Find Deal

lun., janv. 5 - ven., janv. 9

12:55 am - 5:13 pmPDX-EYW

13h 18m2 stops

2:35 pm - 10:25 pmEYW-PDX

10h 50m1 stop

$562Delta

Find Deal

mar., mars 31 - ven., mai 1

United Airlines flights from Portland to Key West

Our best United Airlines deals on Portland to Key West flight tickets

United Airlines

Feb 2

PDX11:05 pmPortland

10h 58m

1 stop

EYW1:03 pmKey West

Feb 7

EYW2:05 pmKey West

10h 44m

1 stop

PDX9:49 pmPortland

$383

Find similar

United Airlines

Jan 5

PDX11:45 pmPortland

10h 18m

1 stop

EYW1:03 pmKey West

Jan 9

EYW4:15 pmKey West

20h 30m

2 stops

PDX9:45 amPortland

$479

Find similar

United Airlines

Apr 2

PDX10:56 pmPortland

11h 06m

1 stop

EYW1:02 pmKey West

Apr 30

EYW4:05 pmKey West

9h 03m

1 stop

PDX10:08 pmPortland

$484

Find similar

American Airlines flights from Portland to Key West

Our best American Airlines deals on Portland to Key West flight tickets

American Airlines

Nov 15

PDX10:15 pmPortland

10h 44m

1 stop

EYW11:59 amKey West

Nov 19

EYW4:10 pmKey West

10h 21m

1 stop

PDX11:31 pmPortland

$389

Find similar

American Airlines

Feb 3

PDX10:59 pmPortland

8h 58m

1 stop

EYW10:57 amKey West

Feb 8

EYW2:43 pmKey West

10h 26m

1 stop

PDX10:09 pmPortland

$432

Find similar

American Airlines

Feb 3

PDX7:40 amPortland

13h 16m

2 stops

EYW11:56 pmKey West

Feb 8

EYW2:43 pmKey West

10h 26m

1 stop

PDX10:09 pmPortland

$437

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

lun. 2/2

11:05 pm-1:03 pm

1 stop10h 58m

Key West

sam. 2/7

2:05 pm-9:49 pm

1 stop10h 44m

$383

PortlandKey West

PDX - EYW

PDXEYW

Portland

sam. 11/15

10:15 pm-11:59 am

1 stop10h 44m

Key West

mer. 11/19

4:10 pm-11:31 pm

1 stop10h 21m

$389

PortlandKey West

PDX - EYW

PDXEYW

Portland

sam. 11/15

10:10 pm-11:31 am

1 stop10h 21m

Key West

mer. 11/19

7:40 am-4:22 pm

2 stops11h 42m

$394

PortlandKey West

PDX - EYW

PDXEYW

Portland

ven. 11/14

12:35 am-5:23 pm

2 stops13h 48m

Key West

mer. 11/19

7:40 am-4:22 pm

2 stops11h 42m

$399

PortlandKey West

PDX - EYW

PDXEYW

Portland

mar. 2/3

10:59 pm-10:57 am

1 stop8h 58m

Key West

dim. 2/8

2:43 pm-10:09 pm

1 stop10h 26m

$432

PortlandKey West

PDX - EYW

PDXEYW

Portland

mar. 2/3

7:40 am-11:56 pm

2 stops13h 16m

Key West

dim. 2/8

2:43 pm-10:09 pm

1 stop10h 26m

$437

PortlandKey West

PDX - EYW

PDXEYW

Portland

lun. 2/2

7:40 am-9:47 pm

2 stops11h 07m

Key West

sam. 2/7

7:15 am-7:02 pm

2 stops14h 47m

$442

PortlandKey West

PDX - EYW

PDXEYW

Portland

jeu. 1/22

6:00 am-4:24 pm

1 stop7h 24m

Key West

lun. 1/26

1:05 pm-8:27 pm

1 stop10h 22m

$475

PortlandKey West

PDX - EYW

PDXEYW

Portland

lun. 1/5

11:45 pm-1:03 pm

1 stop10h 18m

Key West

ven. 1/9

4:15 pm-9:45 am

2 stops20h 30m

$479

PortlandKey West

PDX - EYW

PDXEYW

Portland

mar. 3/31

12:55 am-5:13 pm

2 stops13h 18m

Key West

ven. 5/1

2:35 pm-10:25 pm

1 stop10h 50m

$562

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 Key West

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 Key West?

In general, September is the cheapest month to fly from Portland to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $381. If you are unable to visit Key West during the month of September, then departing from Portland during the month January is also very affordable. Most momondo users find prices during this month for around $488.

What is the cheapest day to depart on your flight to Key West?

On average, the least expensive day to fly to Key West from Portland is on a Monday. momondo users have found tickets for Monday departures for as low as $463. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Portland to Key West for around $611.

What is the cheapest time of day to depart on your flight to Key West?

According to our data, the cheapest time of day to fly to Key West is in the evening. momondo users have found flights departing from Portland to Key West in the evening for as low as $518. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the morning, with an average ticket price of $559. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

How far in advance should I book a flight to Key West?

You are more likely to see cheaper flights to Key West from Portland when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $641 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Portland for as low as $324 on momondo.

When to book flights from Portland to Key West

Are you open to changing your travel dates? Check out the ideal times to fly from Portland to Key West according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Portland to Key West (PDX to EYW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Portland to Key West

Direct flights	None

There are no direct flights from Portland to Key West. There are no popular flight routes from Portland to Key West.

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How far is Portland to Key West by plane?
There are 2685.0 mi between Portland and Key West. Flights usually cover this in 7h 24m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Portland Airport to Key West Airport?
Prices for flights from Portland Airport to Key West Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Portland Airport to Key West Airport?
The number of operators available for flights from Portland Airport to Key West Airport is 3 as of October 2025.
How old do you have to be to fly from Portland Airport to Key West Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The travel and health documents you'll need for your trip to Key West Airport 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 Key West Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Portland to Key West?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Portland to Key West is American Airlines (76% of total bookings). The next most popular airlines are Delta (19%) and United Airlines (6%).

Best airlines flying from Portland to Key West

Compare and see reviews for airlines that fly from Portland to Key West with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $261	Free Cancellation	Rating 7.9 7,984 reviews	Search Delta flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.2 11,043 reviews	Search American Airlines flights
United Airlines	PriceFrom $347	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights

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Why use momondo?

Why should I use momondo to find a flight deal from Portland to Key West?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Key West for you.

Can I find flights from Portland to Key West with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Key West from Portland with this policy.

How can momondo help me find flights from Portland to Key West?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Portland to Key West.

I’m not ready to book a flight from Portland to Key West right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Key West from Portland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.