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 70% 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.

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

United Airlines and Delta are the most popular carriers operating from Oregon to Key West

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 August 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.

$243 Cheap Flights from Oregon to Key West in 2025

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

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

Find the cheapest flights from Oregon to Key West

Round-trip

One-way

Last minute

Cheap round-trip flights

5:53 am - 4:03 pmPDX-EYW

7h 10m1 stop

3:55 pm - 11:29 pmEYW-PDX

10h 34m1 stop

$309American Airlines

Find Deal

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

11:59 pm - 2:55 pmPDX-EYW

11h 56m2 stops

4:59 pm - 11:26 pmEYW-PDX

9h 27m1 stop

$314American Airlines

Find Deal

lun., nov. 10 - sáb., nov. 15

10:15 pm - 11:22 amPDX-EYW

10h 07m1 stop

3:55 pm - 11:16 pmEYW-PDX

10h 21m1 stop

$334American Airlines

Find Deal

mar., dic. 2 - mar., dic. 9

11:59 pm - 3:11 pmPDX-EYW

12h 12m2 stops

3:52 pm - 10:48 pmEYW-PDX

9h 56m1 stop

$339American Airlines

Find Deal

mar., dic. 2 - mar., dic. 9

6:20 am - 8:07 pmPDX-EYW

10h 47m2 stops

11:50 am - 6:58 pmEYW-PDX

10h 08m1 stop

$379Delta

Find Deal

vie., sep. 12 - vie., sep. 19

3:00 pm - 12:48 pmBOI-EYW

19h 48m2 stops

7:00 am - 12:45 pmEYW-BOI

7h 45m1 stop

$398Delta

Find Deal

sáb., ene. 24 - jue., ene. 29

6:20 am - 8:07 pmPDX-EYW

10h 47m2 stops

2:00 pm - 9:37 pmEYW-PDX

10h 37m2 stops

$438Delta

Find Deal

vie., sep. 12 - vie., sep. 19

10:40 am - 4:01 pmBOI-EYW

27h 21m2 stops

4:05 pm - 11:06 pmEYW-BOI

9h 01m1 stop

$524United Airlines

Find Deal

mié., ene. 28 - mar., feb. 3

10:40 am - 4:01 pmBOI-EYW

27h 21m2 stops

12:23 pm - 11:05 pmEYW-BOI

12h 42m2 stops

$529United Airlines

Find Deal

mié., ene. 28 - lun., feb. 2

12:29 pm - 3:06 pmBOI-EYW

24h 37m1 stop

4:05 pm - 11:06 pmEYW-BOI

9h 01m1 stop

$541United Airlines

Find Deal

sáb., ene. 24 - mar., feb. 3

United Airlines flights from Oregon to Key West

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

United Airlines

Jan 28

BOI10:40 amBoise Air Term. Gowen Fld

27h 21m

2 stops

EYW4:01 pmKey West

Feb 3

EYW4:05 pmKey West

9h 01m

1 stop

BOI11:06 pmBoise Air Term. Gowen Fld

$524

Find similar

United Airlines

Jan 28

BOI10:40 amBoise Air Term. Gowen Fld

27h 21m

2 stops

EYW4:01 pmKey West

Feb 2

EYW12:23 pmKey West

12h 42m

2 stops

BOI11:05 pmBoise Air Term. Gowen Fld

$529

Find similar

United Airlines

Jan 24

BOI12:29 pmBoise Air Term. Gowen Fld

24h 37m

1 stop

EYW3:06 pmKey West

Feb 3

EYW4:05 pmKey West

9h 01m

1 stop

BOI11:06 pmBoise Air Term. Gowen Fld

$541

Find similar

American Airlines flights from Oregon to Key West

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

American Airlines

Jan 22

PDX5:53 amPortland

7h 10m

1 stop

EYW4:03 pmKey West

Jan 26

EYW3:55 pmKey West

10h 34m

1 stop

PDX11:29 pmPortland

$309

Find similar

American Airlines

Nov 10

PDX11:59 pmPortland

11h 56m

2 stops

EYW2:55 pmKey West

Nov 15

EYW4:59 pmKey West

9h 27m

1 stop

PDX11:26 pmPortland

$314

Find similar

American Airlines

Dec 2

PDX10:15 pmPortland

10h 07m

1 stop

EYW11:22 amKey West

Dec 9

EYW3:55 pmKey West

10h 21m

1 stop

PDX11:16 pmPortland

$334

Find similar

Fly from

Fly to

Route

Depart

Return

Price

PortlandKey West

PDX - EYW

PDXEYW

Portland

jue. 1/22

5:53 am-4:03 pm

1 stop7h 10m

Key West

lun. 1/26

3:55 pm-11:29 pm

1 stop10h 34m

$309

PortlandKey West

PDX - EYW

PDXEYW

Portland

lun. 11/10

11:59 pm-2:55 pm

2 stops11h 56m

Key West

sáb. 11/15

4:59 pm-11:26 pm

1 stop9h 27m

$314

PortlandKey West

PDX - EYW

PDXEYW

Portland

mar. 12/2

10:15 pm-11:22 am

1 stop10h 07m

Key West

mar. 12/9

3:55 pm-11:16 pm

1 stop10h 21m

$334

PortlandKey West

PDX - EYW

PDXEYW

Portland

mar. 12/2

11:59 pm-3:11 pm

2 stops12h 12m

Key West

mar. 12/9

3:52 pm-10:48 pm

1 stop9h 56m

$339

PortlandKey West

PDX - EYW

PDXEYW

Portland

vie. 9/12

6:20 am-8:07 pm

2 stops10h 47m

Key West

vie. 9/19

11:50 am-6:58 pm

1 stop10h 08m

$379

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

sáb. 1/24

3:00 pm-12:48 pm

2 stops19h 48m

Key West

jue. 1/29

7:00 am-12:45 pm

1 stop7h 45m

$398

PortlandKey West

PDX - EYW

PDXEYW

Portland

vie. 9/12

6:20 am-8:07 pm

2 stops10h 47m

Key West

vie. 9/19

2:00 pm-9:37 pm

2 stops10h 37m

$438

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

mié. 1/28

10:40 am-4:01 pm

2 stops27h 21m

Key West

mar. 2/3

4:05 pm-11:06 pm

1 stop9h 01m

$524

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

mié. 1/28

10:40 am-4:01 pm

2 stops27h 21m

Key West

lun. 2/2

12:23 pm-11:05 pm

2 stops12h 42m

$529

BoiseKey West

BOI - EYW

BOIEYW

Boise Air Term. Gowen Fld

sáb. 1/24

12:29 pm-3:06 pm

1 stop24h 37m

Key West

mar. 2/3

4:05 pm-11:06 pm

1 stop9h 01m

$541

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 $383. If you are unable to visit Key West during the month of September, then departing from Oregon during the month January is also very affordable. Most momondo users find prices during this month for around $418.

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 $605 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 $331 on momondo.

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

You could potentially save up to 55% 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

Best Price Found	$243
Fastest flight time	6h 31m
Direct flights	None
Airports in Key West	1 airport

The best one-way flight to Key West from Oregon in the past 72 hours is $243. The best round-trip flight deal from Oregon to Key West found on momondo in the last 72 hours is $309.

The fastest flight from Oregon to Key West takes 6h 31m

There are no direct flights from Oregon to Key West. Popular non-direct routes for this connection are Boise Air Term. Gowen Fld Airport - Key West Airport and Portland Airport - Key West Airport.

There is 1 airport near Key West: Key West (EYW)

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 August 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 8.0 7,981 reviews	Search Delta flights
American Airlines	PriceFrom $268	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $317	Free Cancellation	Rating 7.4 8,925 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.