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

American Airlines is the most popular carrier operating from Oregon 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 Oregon according to our data. American Airlines is the first choice among our users, with 66% 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 Oregon to Key West Airport?

Prices for flights from Oregon to Key West Airport were last updated today.

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

As of December 2025, there are 3 operators available to choose from for flights from Oregon to Key West Airport.

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

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Key West Airport.

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

The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$174 Cheap Flights from Oregon to Key West in 2025/26

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Find the cheapest flights from Oregon to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:00 am - 4:19 pm

BOI

EYW

7h 19m1 stop

2:40 pm - 10:36 pm

EYW

BOI

9h 56m1 stop

$329American Airlines

mar., mar. 3 - mar., mar. 10

6:00 am - 9:47 pm

PDX

EYW

12h 47m2 stops

4:37 pm - 11:46 pm

EYW

PDX

10h 09m1 stop

$334American Airlines

jue., ene. 22 - sáb., ene. 31

6:41 am - 7:20 pm

BOI

EYW

10h 39m2 stops

2:40 pm - 10:36 pm

EYW

BOI

9h 56m1 stop

$334American Airlines

mar., mar. 3 - mar., mar. 10

10:15 pm - 1:03 pm

PDX

EYW

11h 48m2 stops

6:06 am - 5:52 pm

EYW

PDX

14h 46m2 stops

$339American Airlines

jue., ene. 22 - sáb., ene. 31

6:41 am - 10:54 pm

BOI

EYW

14h 13m2 stops

2:40 pm - 11:38 pm

EYW

BOI

10h 58m2 stops

$339American Airlines

mar., mar. 3 - mar., mar. 10

10:15 pm - 1:03 pm

PDX

EYW

11h 48m2 stops

2:43 pm - 10:11 pm

EYW

PDX

10h 28m1 stop

$359American Airlines

jue., ene. 22 - lun., ene. 26

10:55 pm - 10:58 am

PDX

EYW

9h 03m1 stop

4:02 pm - 11:59 pm

EYW

PDX

10h 57m1 stop

$417American Airlines

mié., feb. 25 - mar., mar. 3

7:20 am - 9:47 pm

BOI

EYW

12h 27m2 stops

7:08 am - 7:25 pm

EYW

BOI

14h 17m2 stops

$427American Airlines

sáb., ene. 31 - mié., feb. 4

11:05 pm - 1:03 pm

PDX

EYW

10h 58m1 stop

2:25 pm - 9:49 pm

EYW

PDX

10h 24m1 stop

$429United Airlines

sáb., ene. 10 - mié., ene. 14

11:05 pm - 1:03 pm

PDX

EYW

10h 58m1 stop

6:05 pm - 1:45 pm

EYW

PDX

22h 40m2 stops

$473United Airlines

sáb., ene. 10 - mié., ene. 14

United Airlines flights from Oregon to Key West

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

United Airlines

Jan 10

PDX11:05 pmPortland

10h 58m

1 stop

EYW1:03 pmKey West

Jan 14

EYW2:25 pmKey West

10h 24m

1 stop

PDX9:49 pmPortland

$429

Find similar

United Airlines

Jan 10

PDX11:05 pmPortland

10h 58m

1 stop

EYW1:03 pmKey West

Jan 14

EYW6:05 pmKey West

18h 40m

2 stops

PDX9:45 amPortland

$473

Find similar

United Airlines

Jan 10

BOI10:15 amBoise Air Term. Gowen Fld

24h 48m

2 stops

EYW1:03 pmKey West

Jan 14

EYW4:15 pmKey West

8h 42m

1 stop

BOI10:57 pmBoise Air Term. Gowen Fld

$523

Find similar

American Airlines flights from Oregon to Key West

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

American Airlines

Mar 3

BOI7:00 amBoise Air Term. Gowen Fld

7h 19m

1 stop

EYW4:19 pmKey West

Mar 10

EYW2:40 pmKey West

9h 56m

1 stop

BOI10:36 pmBoise Air Term. Gowen Fld

$329

Find similar

American Airlines

Feb 6

PDX7:38 amPortland

13h 18m

2 stops

EYW11:56 pmKey West

Feb 11

EYW4:37 pmKey West

10h 09m

1 stop

PDX11:46 pmPortland

$334

Find similar

American Airlines

Feb 6

PDX6:00 amPortland

12h 47m

2 stops

EYW9:47 pmKey West

Feb 11

EYW12:00 pmKey West

13h 58m

2 stops

PDX10:58 pmPortland

$339

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

mar. 3/3

7:00 am-4:19 pm

1 stop7h 19m

Key West

mar. 3/10

2:40 pm-10:36 pm

1 stop9h 56m

$329

PortlandKey West

PDX - EYW

PDXEYW

Portland

jue. 1/22

6:00 am-9:47 pm

2 stops12h 47m

Key West

sáb. 1/31

4:37 pm-11:46 pm

1 stop10h 09m

$334

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

mar. 3/3

6:41 am-7:20 pm

2 stops10h 39m

Key West

mar. 3/10

2:40 pm-10:36 pm

1 stop9h 56m

$334

PortlandKey West

PDX - EYW

PDXEYW

Portland

jue. 1/22

10:15 pm-1:03 pm

2 stops11h 48m

Key West

sáb. 1/31

6:06 am-5:52 pm

2 stops14h 46m

$339

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

mar. 3/3

6:41 am-10:54 pm

2 stops14h 13m

Key West

mar. 3/10

2:40 pm-11:38 pm

2 stops10h 58m

$339

PortlandKey West

PDX - EYW

PDXEYW

Portland

jue. 1/22

10:15 pm-1:03 pm

2 stops11h 48m

Key West

lun. 1/26

2:43 pm-10:11 pm

1 stop10h 28m

$359

PortlandKey West

PDX - EYW

PDXEYW

Portland

mié. 2/25

10:55 pm-10:58 am

1 stop9h 03m

Key West

mar. 3/3

4:02 pm-11:59 pm

1 stop10h 57m

$417

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

sáb. 1/31

7:20 am-9:47 pm

2 stops12h 27m

Key West

mié. 2/4

7:08 am-7:25 pm

2 stops14h 17m

$427

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb. 1/10

11:05 pm-1:03 pm

1 stop10h 58m

Key West

mié. 1/14

2:25 pm-9:49 pm

1 stop10h 24m

$429

PortlandKey West

PDX - EYW

PDXEYW

Portland

sáb. 1/10

11:05 pm-1:03 pm

1 stop10h 58m

Key West

mié. 1/14

6:05 pm-1:45 pm

2 stops22h 40m

$473

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 Oregon 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 Oregon 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 Oregon during the month November is also very affordable. Most momondo users find prices during this month for around $508.

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 Oregon 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 Oregon 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 Oregon 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 Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $640 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Oregon for as low as $324 on momondo.

Can stopping save me money on Oregon to Key West flights?

You could potentially save up to 50% on your flight if you consider stops on a Oregon to Key West flight.

Cheap Oregon to Key West flight deals and tips

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

Fastest flight time	8h 27m
Direct flights	None

The fastest flight from Oregon to Key West takes 8h 27m

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

Search flight deals

When did momondo last update prices for flights from Oregon to Key West Airport?
Prices for flights from Oregon to Key West Airport were last updated today.
How many operators does momondo search for flights from Oregon to Key West Airport?
As of December 2025, there are 3 operators available to choose from for flights from Oregon to Key West Airport.
How old do you have to be to fly from Oregon to Key West Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Oregon to Key West Airport.
What documentation or ID do you need to fly to Key West Airport?
The travel and health documents required for your trip to Key West Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Key West Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Oregon to Key West

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

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $261	Free Cancellation	Rating 7.9 8,008 reviews	Search Delta flights
American Airlines	PriceFrom $308	Free Cancellation	Rating 7.2 11,051 reviews	Search American Airlines flights
United Airlines	PriceFrom $333	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights

Big Pine Key

Little Torch Key

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Oregon to Key West. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Oregon to Key West flights to just show those with flexible booking policies.

How can momondo help me find flights from Oregon 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 Oregon to Key West.

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

Yes momondo offers price alerts on flights to Key West from Oregon. 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.