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Flight Deals from San Jose to Oregon from $398

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Top Deals on flights from San Jose to Portland

San Jose, CR (SJO) - Portland, US (PDX)

Alaska Airlines Logo
Alaska Airlines

May 20

SJO
11h 40m
LAX

May 20

PDX
Alaska Airlines Logo
Alaska Airlines

May 28

PDX
9h 40m
LAX

May 28

SJO

as low as

$447

San Jose, CR (SJO) - Portland, US (PDX)

Aeromexico Logo
Aeromexico

May 6

SJO
21h 37m
MEX
LAX

May 7

PDX
Aeromexico Logo
Aeromexico

May 13

PDX
15h 36m
SEA
MEX

May 13

SJO

as low as

$724

San Jose, CR (SJO) - Portland, US (PDX)

Air Canada Logo
Air Canada

Nov 1

SJO
26h 50m
YYZ
YVR

Nov 2

PDX
Air Canada Logo
Air Canada

Nov 30

PDX
26h 5m
YVR
YUL

Dec 1

SJO

as low as

$768

San Jose, CR (SJO) - Portland, US (PDX)

Alaska Airlines Logo
Alaska Airlines

May 20

SJO
11h 40m
LAX

May 20

PDX
Alaska Airlines Logo
Alaska Airlines

May 27

PDX
28h 53m
LAX

May 28

SJO

as low as

$776

Top Deals on flights from San Jose to Eugene

San Jose, CR (SJO) - Eugene, US (EUG)

United Airlines Logo
United Airlines

May 14

SJO
15h 14m
SFO

May 14

EUG
United Airlines Logo
United Airlines

May 24

EUG
16h 16m
SFO

May 25

SJO

as low as

$398

San Jose, CR (SJO) - Eugene, US (EUG)

Alaska Airlines Logo
Alaska Airlines

May 14

SJO
15h 38m
LAX
PDX

May 14

EUG
Alaska Airlines Logo
Alaska Airlines

May 24

EUG
26h 34m
SEA
LAX

May 25

SJO

as low as

$486

San Jose, CR (SJO) - Eugene, US (EUG)

AVIANCA Logo
AVIANCA

Apr 28

SJO
27h 18m
SAL
LAX

Apr 29

EUG
Alaska Airlines Logo
Alaska Airlines

May 28

EUG
14h 40m
LAX
SAL

May 28

SJO

as low as

$871

Top Deals on flights from San Jose to Medford

San Jose, CR (SJO) - Medford, US (MFR)

United Airlines Logo
United Airlines

Oct 26

SJO
9h 10m
SFO
MFR

Oct 26

MFR
United Airlines Logo
United Airlines

Nov 2

MFR
13h 58m
SFO
SJO

Nov 3

SJO

as low as

$398

San Jose, CR (SJO) - Medford, US (MFR)

United Airlines Logo
United Airlines

Oct 26

SJO
22h 14m
IAH
SFO
MFR

Oct 27

MFR
United Airlines Logo
United Airlines

Nov 2

MFR
18h 41m
SFO
IAH
SJO

Nov 3

SJO

as low as

$402

San Jose, CR (SJO) - Medford, US (MFR)

United Airlines Logo
United Airlines

Oct 26

SJO
22h 14m
IAH
SFO
MFR

Oct 27

MFR
United Airlines Logo
United Airlines

Nov 2

MFR
13h 58m
SFO
SJO

Nov 3

SJO

as low as

$402

San Jose, CR (SJO) - Medford, US (MFR)

United Airlines Logo
United Airlines

Oct 26

SJO
9h 10m
SFO
MFR

Oct 26

MFR
United Airlines Logo
United Airlines

Nov 2

MFR
16h 51m
SFO
IAH
SJO

Nov 3

SJO

as low as

$514

San Jose, CR (SJO) - Medford, US (MFR)

American Airlines Logo
American Airlines

Oct 26

SJO
33h 55m
DFW
PHX
MFR

Oct 27

MFR
American Airlines Logo
American Airlines

Nov 2

MFR
31h 2m
PHX
CLT
SJO

Nov 3

SJO

as low as

$518

San Jose, CR (SJO) - Medford, US (MFR)

American Airlines Logo
American Airlines

Oct 26

SJO
34h 55m
DFW
PHX

Oct 27

MFR
American Airlines Logo
American Airlines

Nov 2

MFR
29h 2m
PHX
CLT

Nov 3

SJO

as low as

$518

San Jose, CR (SJO) - Medford, US (MFR)

Alaska Airlines Logo
Alaska Airlines

Oct 26

SJO
16h 55m
LAX
MFR

Oct 26

MFR
Alaska Airlines Logo
Alaska Airlines

Nov 2

MFR
17h 52m
LAX
SJO

Nov 2

SJO

as low as

$545

San Jose, CR (SJO) - Medford, US (MFR)

Alaska Airlines Logo
Alaska Airlines

Oct 26

SJO
12h 59m
LAX
PDX
MFR

Oct 26

MFR
Alaska Airlines Logo
Alaska Airlines

Nov 2

MFR
15h 12m
PDX
LAX
SJO

Nov 2

SJO

as low as

$550

San Jose, CR (SJO) - Medford, US (MFR)

Alaska Airlines Logo
Alaska Airlines

Oct 26

SJO
16h 55m
LAX
MFR

Oct 26

MFR
Alaska Airlines Logo
Alaska Airlines

Nov 2

MFR
15h 12m
PDX
LAX
SJO

Nov 2

SJO

as low as

$550

San Jose, CR (SJO) - Medford, US (MFR)

Aeromexico Logo
Aeromexico

Apr 27

SJO
35h
MEX
SEA

Apr 28

MFR
Aeromexico Logo
Aeromexico

May 25

MFR
16h 26m
SEA
MEX

May 25

SJO

as low as

$687

San Jose, CR (SJO) - Medford, US (MFR)

COPA Airlines Logo
COPA Airlines

Oct 26

SJO
25h 33m
PTY
SFO

Oct 27

MFR
United Airlines Logo
United Airlines

Nov 2

MFR
17h 19m
SFO
PTY

Nov 3

SJO

as low as

$1416

San Jose, CR (SJO) - Medford, US (MFR)

COPA Airlines Logo
COPA Airlines

Oct 26

SJO
24h 33m
PTY
SFO
MFR

Oct 27

MFR
COPA Airlines Logo
COPA Airlines

Nov 2

MFR
19h 19m
SFO
PTY
SJO

Nov 3

SJO

as low as

$1458

Top Deals on flights from San Jose to North Bend

San Jose, CR (SJO) - North Bend, US (OTH)

United Airlines Logo
United Airlines

May 21

SJO
24h 58m
IAH
DEN

May 22

OTH
United Airlines Logo
United Airlines

May 28

OTH
16h 11m
SFO

May 29

SJO

as low as

$592

Good to Know

Essential information to help you plan your flight from San Jose to Oregon

Cheapest Flight

$398

The lowest price we found in the last two weeks, departing Oct 26 and returning Nov 3

Airline UA2 stops ‧ 9h 10m ‧ economy

Fastest Flights

$398

The fastest flight that we found in the last two weeks, departing Oct 26 and returning Nov 3

Airline UA2 stops ‧ 9h 10m ‧ economy

Cheapest Flight Round-trip

$398

Cheapest price found in the last 14 days, departing Oct 26 and returning Nov 3

Airline UA2 stops ‧ 9h 10m ‧ economy

Cheapest Layover airport

$398

The cheapest layover airport to Eugene is currently $398

Airline UA1 stop ‧ 15h 14m ‧ economy

Best Arrival airport

$398

The best arrival airport to Eugene is currently $398

Airline UA1 stop ‧ 15h 14m ‧ economy

Best Departure airport

$398

The best departure airport to Eugene is currently $398

Airline UA1 stop ‧ 15h 14m ‧ economy

Cheapest Airline

$398

The cheapest airline to Eugene is currently $398

Airline UA1 stop ‧ 15h 14m ‧ economy

Frequently Asked Questions

Which cities in Oregon can I fly to directly or with one stop from San José?

From San José, you can fly directly to Portland International Airport for the largest city in Oregon. Other cities like Eugene or Medford typically require a one-stop flight through hubs such as Dallas, Denver, or Los Angeles. Travelers heading to northern Oregon, including Portland, prefer direct flights, while those visiting southern or smaller cities often connect through major hubs.

How long is the flight from San José to Oregon?

Flights from San José to Portland typically take around 7 to 8 hours including a layover, as direct flights are uncommon. Non-stop flights to Portland are usually about 7 hours, while those to Eugene or other Oregon airports tend to be slightly longer or involve a stop, making total travel time around 7 to 9 hours.

Are there direct flights from San José to Oregon?

There are usually no direct flights from San José to Oregon. Most travelers connect through hubs like Dallas, Houston, or Los Angeles, with total travel times generally around 7 to 10 hours including layovers.

Which airlines fly from San José to Oregon?

San José to Oregon is served mainly by Alaska, Delta, American and United with non-stops to Portland, plus one-stop options via hubs like Dallas or Atlanta.

When is the cheapest time to fly from San José to Oregon?

Flights from San José to Oregon tend to be less expensive in the shoulder seasons of late spring and early fall, avoiding peak summer and winter holidays. Booking midweek flights during daytime hours can also help secure lower fares.

How far in advance should I book flights from San José to Oregon?

For flights from San José to Oregon, booking 4 to 8 weeks in advance generally secures better prices, with earlier reservations needed for peak summer and holiday periods.

What are the most popular areas to visit in Oregon and how does that affect where I should fly?

In Oregon, Portland is the main gateway for urban culture and food scene via Portland International Airport. The Oregon Coast, including cities like Newport and Cannon Beach, is popular for scenic beaches accessible from Portland or Eugene airports. The Willamette Valley, known for wineries, is best reached through Portland or Salem airports.

Do I need a passport or visa to travel from San José to Oregon?

Since San José is in Costa Rica and Oregon is in the U.S., U.S. citizens need a valid U.S. passport to re-enter the United States. Costa Rican citizens require a valid passport and may need a visa or electronic travel authorization depending on their nationality and travel purpose.

Which airports in Oregon are best to fly into from San José?

In Oregon, Portland International Airport is the largest and offers the most flights from San José, making it ideal for accessing major cities and connecting to national flights. Eugene and Medford airports are smaller but serve regional destinations and are convenient for southern Oregon and outdoor activities.

Are overnight or red eye flights available from San José to Oregon?

Red eye flights from San José to Oregon are uncommon; most flights depart during daytime hours, with typical departure in the morning or early afternoon and arrival in the late afternoon or evening.

What is the baggage allowance on flights from San José to Oregon?

Baggage allowances on San José to Oregon flights vary by airline and fare type. Basic economy fares may exclude checked bags or charge extra, while standard economy tickets typically include one checked bag and a carry-on. Premium cabins offer more baggage allowance. Always check with your airline for specific rules.

What cabin and seat options are typical from San José to Oregon?

Flights from San José to Oregon typically offer Economy with the possibility of extra legroom seats and occasionally a Business class, but lie-flat seats are rare on this short to medium-haul route.

Are same day changes or standby possible on this route from San José to Oregon?

Same day changes or standby options from San José to Oregon depend on the airline and fare class, with flexible and premium fares offering the best flexibility and lowest fares being more restricted.

What time of day is usually cheapest for flights from San José to Oregon?

Flights from San José to Oregon tend to be less expensive in the late morning and early afternoon, especially on weekdays, though prices can vary based on the season and demand.

Flights to Oregon