Find cheap Southwest flights to Oakland
RDU — OAK
Aug 26 — Sep 21
Round-trip
1 adult, Economy
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Cheapest Southwest flights from USA to OaklandExplore the most affordable Southwest flight options available from USA to Oakland. Find the lowest fares with prices last updated on July 27, 2026.
Explore the most affordable Southwest flight options available from USA to Oakland. Find the lowest fares with prices last updated on July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:00 pm
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 8/313:45 pm
OAK
- PDX
2 stops5h 50m
Southwest
Deal found 7/26![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:10 pm
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 8/176:00 pm
OAK
- PDX
1 stop5h 15m
Southwest
Deal found 7/25![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:20 pm
PDX
- OAK
1 stop7h 45m
Southwest
Sat 8/226:10 pm
OAK
- PDX
Nonstop1h 35m
Southwest
Deal found 7/22![Southwest logo]()
$152
Best Southwest flights from USA to OaklandDiscover carefully curated Southwest flight deals from USA to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
Discover carefully curated Southwest flight deals from USA to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:50 am
PDX
- OAK
2 stops6h 25m
Southwest
Thu 10/159:25 pm
OAK
- PDX
Nonstop1h 40m
Southwest
Deal found 7/25![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am
PDX
- OAK
1 stop6h 50m
Southwest
Mon 9/2810:30 am
OAK
- PDX
2 stops8h 45m
Southwest
Deal found 7/24![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/242:10 pm
PDX
- OAK
2 stops7h 10m
Southwest
Mon 10/266:00 pm
OAK
- PDX
1 stop7h 20m
Southwest
Deal found 7/26![Southwest logo]()
$142
Direct Southwest flights from USA to OaklandExplore non-stop Southwest flight options from USA to Oakland based on user searches, and compare prices and availability for your desired travel dates. Data last updated July 27, 2026.
Explore non-stop Southwest flight options from USA to Oakland based on user searches, and compare prices and availability for your desired travel dates. Data last updated July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:00 am
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 9/148:10 pm
OAK
- PDX
Nonstop1h 40m
Southwest
Deal found 7/25![Southwest logo]()
$134
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/205:00 am
PDX
- OAK
Nonstop1h 45m
Southwest
Sun 8/238:35 am
OAK
- PDX
Nonstop1h 40m
Southwest
Deal found 7/23![Southwest logo]()
$142
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/255:15 pm
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 9/288:35 am
OAK
- PDX
Nonstop1h 40m
Southwest
Deal found 7/24![Southwest logo]()
$152
Last-minute Southwest flights from USA to OaklandDiscover last-minute Southwest flight deals from USA to Oakland. Data last updated July 27, 2026 and is based on user searches.
Discover last-minute Southwest flight deals from USA to Oakland. Data last updated July 27, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:00 pm
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 8/313:45 pm
OAK
- PDX
2 stops5h 50m
Southwest
Deal found 7/26![Southwest logo]()
$132
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:10 pm
PDX
- OAK
Nonstop1h 45m
Southwest
Mon 8/176:00 pm
OAK
- PDX
1 stop5h 15m
Southwest
Deal found 7/25![Southwest logo]()
$144
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:20 pm
PDX
- OAK
1 stop7h 45m
Southwest
Sat 8/226:10 pm
OAK
- PDX
Nonstop1h 35m
Southwest
Deal found 7/22![Southwest logo]()
$152
One-way Southwest flights to OaklandSearch for one-way Southwest flight options to Oakland. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
Search for one-way Southwest flight options to Oakland. Find affordable one-way fares based on user searches. Data last updated July 27, 2026.
This Southwest deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/204:20 pm
PDX
- OAK
1 stop7h 45m
Southwest
Deal found 7/25![Southwest logo]()
$69
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:50 am
PDX
- OAK
2 stops8h 55m
Southwest
Deal found 7/26![Southwest logo]()
$74
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/75:00 am
PDX
- OAK
Nonstop1h 45m
Southwest
Deal found 7/23![Southwest logo]()
$84
Flights to Oakland with Southwest at a glance
Find detailed information about Southwest flights from USA to Oakland. Explore the options provided by Southwest to plan your journey from USA to Oakland. Data last updated July 27, 2026.
Cheapflights Insights
Find cheap Southwest flights to Oakland
US0-OAK
PDX-OAK
How long is the flight to Oakland with Southwest?
On average, Southwest flights from the United States to Oakland take 5 hours 33 minutes. Flights to Oakland from other popular cities in the United States will vary in length. Below are a few examples of popular routes and their flight times.
Southwest weekly flight availability to Oakland
The most flights to Oakland operated by Southwest are scheduled on a Sunday (81 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (57 on average).
When is the best time to book a flight to Oakland with Southwest?
The best time to book a flight to Oakland with Southwest is 35 days before departure. On average, fares are higher if you book on the same day as departure.
When is the cheapest time to fly to Oakland with Southwest?
Users looking for the cheapest Southwest fares to Oakland should consider flying on Saturday evenings, when prices are typically cheapest. Budget-minded travellers will want to avoid Sunday afternoons, when prices are usually at their highest.
FAQs about flights to Oakland with Southwest
Reviews of Southwest
See what Cheapflights users have to say about their Southwest experience.
Overview
Reviews
Southwest
4,229 reviews
Overview
Boarding
8.1
Entertainment
7.5
Crew
8.6
Food
7.0
Comfort
8.0
Recent reviews
10.0
|Jul 2026Good
8.0
|Jun 2026One delay in a 2 layover flight=a good trip. The crew was great.
6.0
|Jun 2026The seats were super cramped and couldn’t move without hitting other passengers
8.0
|Jun 2026The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.
10.0
|Jun 2026On time and no problems
1 out of 1410
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