What is the cheapest airline that flies from Caribbean to Oregon?

United Airlines, American Airlines, and Spirit Airlines are the most popular carriers operating from Caribbean to Oregon

What airlines fly to Oregon?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Oregon from Caribbean according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Oregon. Keep in mind that there are 5 different airlines that fly to Oregon on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Caribbean to Oregon?

Prices for flights from Caribbean to Oregon are refreshed on a daily basis.

How many operators does momondo search for flights from Caribbean to Oregon?

The number of operators available for flights from Caribbean to Oregon is 5 as of August 2025.

How old do you have to be to fly from Caribbean to Oregon?

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 Caribbean to Oregon.

What documentation or ID do you need to fly to Oregon?

The necessary travel and health documents for your Oregon trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$184 Cheap Flights from Caribbean to Oregon in 2025

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Find the cheapest flights from Caribbean to Oregon

Round-trip

One-way

Cheap round-trip flights

7:00 am - 10:27 pmSJU-PDX

18h 27m2 stops

7:00 am - 12:40 amPDX-SJU

13h 40m1 stop

$399Delta

Find Deal

Tue, Oct 28 - Tue, Nov 4

12:40 pm - 11:00 pmSJU-PDX

14h 20m2 stops

5:53 am - 12:05 amPDX-SJU

14h 12m2 stops

$408American Airlines

Find Deal

Thu, Jan 29 - Tue, Feb 10

3:00 pm - 9:31 amSJU-PDX

21h 31m1 stop

11:58 pm - 2:08 pmPDX-SJU

11h 10m1 stop

$412American Airlines

Find Deal

Fri, Oct 10 - Sat, Oct 18

4:50 pm - 11:29 pmSJU-PDX

10h 39m1 stop

10:55 pm - 5:15 pmPDX-SJU

14h 20m1 stop

$429American Airlines

Find Deal

Thu, Jan 29 - Tue, Feb 10

5:18 pm - 7:04 pmSJU-PDX

28h 46m3 stops

8:04 pm - 3:01 pmPDX-SJU

15h 57m2 stops

$452Spirit Airlines

Find Deal

Fri, Oct 10 - Sat, Oct 18

2:20 pm - 9:58 pmSJU-PDX

10h 38m1 stop

5:05 pm - 12:18 pmPDX-SJU

16h 13m2 stops

$454Delta

Find Deal

Fri, Aug 29 - Sat, Sep 6

11:59 am - 7:23 pmSJU-PDX

34h 24m3 stops

8:04 pm - 2:11 pmPDX-SJU

39h 07m3 stops

$469Spirit Airlines

Find Deal

Fri, Oct 3 - Mon, Oct 13

1:05 am - 8:53 amSJU-PDX

10h 48m1 stop

11:59 pm - 2:44 pmPDX-SJU

11h 45m1 stop

$484United Airlines

Find Deal

Thu, Oct 2 - Sun, Oct 12

1:05 am - 2:46 pmSJU-PDX

16h 41m2 stops

7:38 pm - 6:25 pmPDX-SJU

18h 47m3 stops

$488United Airlines

Find Deal

Mon, Oct 27 - Tue, Nov 4

3:30 pm - 9:20 amSJU-BOI

19h 50m3 stops

7:17 pm - 2:05 pmBOI-SJU

16h 48m2 stops

$3,220Alaska Airlines

Find Deal

Tue, Aug 19 - Sat, Aug 23

Delta flights from Caribbean to Oregon

Our best Delta deals on Caribbean to Oregon flight tickets

Delta

Oct 28

SJU7:00 amSan Juan Luis Munoz Marin Intl

18h 27m

2 stops

PDX10:27 pmPortland

Nov 4

PDX7:00 amPortland

13h 40m

1 stop

SJU12:40 amSan Juan Luis Munoz Marin Intl

$399

Find similar

Delta

Aug 29

SJU2:20 pmSan Juan Luis Munoz Marin Intl

10h 38m

1 stop

PDX9:58 pmPortland

Sep 6

PDX5:05 pmPortland

16h 13m

2 stops

SJU12:18 pmSan Juan Luis Munoz Marin Intl

$454

Find similar

Delta

Oct 28

SJU7:00 amSan Juan Luis Munoz Marin Intl

18h 27m

2 stops

PDX10:27 pmPortland

Nov 3

PDX12:50 amPortland

12h 35m

2 stops

SJU5:25 pmSan Juan Luis Munoz Marin Intl

$509

Find similar

United Airlines flights from Caribbean to Oregon

Our best United Airlines deals on Caribbean to Oregon flight tickets

United Airlines

Oct 2

SJU1:05 amSan Juan Luis Munoz Marin Intl

10h 48m

1 stop

PDX8:53 amPortland

Oct 12

PDX11:59 pmPortland

11h 45m

1 stop

SJU2:44 pmSan Juan Luis Munoz Marin Intl

$484

Find similar

United Airlines

Oct 27

SJU1:05 amSan Juan Luis Munoz Marin Intl

16h 41m

2 stops

PDX2:46 pmPortland

Nov 4

PDX7:38 pmPortland

18h 47m

3 stops

SJU6:25 pmSan Juan Luis Munoz Marin Intl

$488

Find similar

United Airlines

Sep 19

SJU1:05 amSan Juan Luis Munoz Marin Intl

11h 18m

1 stop

PDX9:23 amPortland

Oct 3

PDX10:17 pmPortland

12h 28m

1 stop

SJU1:45 pmSan Juan Luis Munoz Marin Intl

$489

Find similar

Fly from

Fly to

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 10/28

7:00 am-10:27 pm

2 stops18h 27m

Portland

Tue 11/4

7:00 am-12:40 am

1 stop13h 40m

$399

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 1/29

12:40 pm-11:00 pm

2 stops14h 20m

Portland

Tue 2/10

5:53 am-12:05 am

2 stops14h 12m

$408

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 10/10

3:00 pm-9:31 am

1 stop21h 31m

Portland

Sat 10/18

11:58 pm-2:08 pm

1 stop11h 10m

$412

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 1/29

4:50 pm-11:29 pm

1 stop10h 39m

Portland

Tue 2/10

10:55 pm-5:15 pm

1 stop14h 20m

$429

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 10/10

5:18 pm-7:04 pm

3 stops28h 46m

Portland

Sat 10/18

8:04 pm-3:01 pm

2 stops15h 57m

$452

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 8/29

2:20 pm-9:58 pm

1 stop10h 38m

Portland

Sat 9/6

5:05 pm-12:18 pm

2 stops16h 13m

$454

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 10/3

11:59 am-7:23 pm

3 stops34h 24m

Portland

Mon 10/13

8:04 pm-2:11 pm

3 stops39h 07m

$469

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 10/2

1:05 am-8:53 am

1 stop10h 48m

Portland

Sun 10/12

11:59 pm-2:44 pm

1 stop11h 45m

$484

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 10/27

1:05 am-2:46 pm

2 stops16h 41m

Portland

Tue 11/4

7:38 pm-6:25 pm

3 stops18h 47m

$488

San JuanBoise

SJU - BOI

SJUBOI

San Juan Luis Munoz Marin Intl

Tue 8/19

3:30 pm-9:20 am

3 stops19h 50m

Boise Air Term. Gowen Fld

Sat 8/23

7:17 pm-2:05 pm

2 stops16h 48m

$3,220

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 Caribbean to Oregon

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 Oregon?

The month of February is, on average, the cheapest month to fly to Oregon from Caribbean, with most prices found around $386. The month of October is another great option to travel to Oregon, with average flight prices from Caribbean averaging around $421.

What is the cheapest day to depart on your flight to Oregon?

On average, the least expensive day to fly to Oregon from Caribbean is on a Thursday. momondo users have found tickets for Thursday departures for as low as $477. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Saturday, with ticket prices averaging around $595.

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

According to our data, the cheapest time of day to fly to Oregon is in the evening. momondo users have found flights departing from Caribbean to Oregon in the evening for as low as $430. 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 Oregon are more costly in the morning, with an average ticket price of $537. 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 Oregon?

You are more likely to see cheaper flights to Oregon from Caribbean when booking weeks ahead of your departure date. In general, you can expect to find flights to Oregon for around $520 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oregon from Caribbean for as low as $411 on momondo.

Can stopping save me money on Caribbean to Oregon flights?

You could potentially save up to 14% on your flight if you consider stops on a Caribbean to Oregon flight.

Cheap Caribbean to Oregon flight deals and tips

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

Best Price Found	$184
Fastest flight time	9h 24m
Direct flights	None
Airports in Oregon	2 airports

The best one-way flight to Oregon from Caribbean in the past 72 hours is $184. The best round-trip flight deal from Caribbean to Oregon found on momondo in the last 72 hours is $399.

The fastest flight from Caribbean to Oregon takes 9h 24m

There are no direct flights from Caribbean to Oregon. Popular non-direct routes for this connection are San Juan Luis Munoz Marin Intl Airport - Portland Airport, Montego Bay Sangster Intl Airport - Portland Airport and San Juan Luis Munoz Marin Intl Airport - Boise Air Term. Gowen Fld Airport.

There are 2 airports near Oregon: Portland (PDX), Boise Air Term. Gowen Fld (BOI)

Search flight deals

When did momondo last update prices for flights from Caribbean to Oregon?
Prices for flights from Caribbean to Oregon are refreshed on a daily basis.
How many operators does momondo search for flights from Caribbean to Oregon?
The number of operators available for flights from Caribbean to Oregon is 5 as of August 2025.
How old do you have to be to fly from Caribbean to Oregon?
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 Caribbean to Oregon.
What documentation or ID do you need to fly to Oregon?
The necessary travel and health documents for your Oregon trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Caribbean to Oregon

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

Airline	Rating	Free Cancellation	Price
JetBlue	PriceFrom $232	Free Cancellation	Rating 7.2 2,915 reviews	Search JetBlue flights
Delta	PriceFrom $290	Free Cancellation	Rating 8.0 7,985 reviews	Search Delta flights
American Airlines	PriceFrom $349	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $406	Free Cancellation	Rating 7.4 8,917 reviews	Search United Airlines flights
Southwest	PriceFrom $424	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights

Why use momondo?

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

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 Oregon from Caribbean.

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

All flight searches from Caribbean to Oregon on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Caribbean to Oregon?

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 Oregon from Caribbean.

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

Price alerts on flights to Oregon from Caribbean are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.