$167+ Cheap flights from Oakland, CA to Pensacola (OAK - PNS)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PNS
Aug 30 — Sep 61
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to Pensacola
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Cheapest flights from Oakland to PensacolaExplore the most affordable flight options available from Oakland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.
Explore the most affordable flight options available from Oakland to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 31, 2026.
This Southwest deal was found by Cheapflights users on 7/28. 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 9/18:10 am
OAK
- PNS
2 stops9h 45m
Southwest
Tue 9/157:00 am
PNS
- OAK
2 stops8h 15m
Southwest
Deal found 7/28![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 7/29. 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 9/218:30 pm
OAK
- PNS
2 stops10h 55m
Southwest
Mon 9/282:10 pm
PNS
- OAK
1 stop12h 00m
Southwest
Deal found 7/29![Southwest logo]()
$362
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.
Thu 9/1012:00 pm
OAK
- PNS
1 stop6h 05m
Southwest
Sun 9/1312:20 pm
PNS
- OAK
1 stop8h 15m
Southwest
Deal found 7/26![Southwest logo]()
$427
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.
Wed 9/97:40 am
OAK
- PNS
2 stops10h 20m
Southwest
Sun 9/1312:20 pm
PNS
- OAK
1 stop8h 15m
Southwest
Deal found 7/26![Southwest logo]()
$432
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.
Sun 8/97:55 am
OAK
- PNS
1 stop8h 10m
Southwest
Wed 8/127:00 am
PNS
- OAK
1 stop6h 30m
Southwest
Deal found 7/26![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 7/29. 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 8/1412:00 pm
OAK
- PNS
1 stop6h 00m
Southwest
Mon 8/176:40 am
PNS
- OAK
2 stops9h 20m
Southwest
Deal found 7/29![Southwest logo]()
$602
This Southwest deal was found by Cheapflights users on 7/29. 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 8/138:30 pm
OAK
- PNS
2 stops11h 00m
Southwest
Sun 8/1610:35 am
PNS
- OAK
1 stop12h 25m
Southwest
Deal found 7/29![Southwest logo]()
$608
Best flights from Oakland to PensacolaDiscover carefully curated flight deals from Oakland to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 31, 2026.
Discover carefully curated flight deals from Oakland to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 31, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 9/218:30 pm
OAK
- PNS
2 stops10h 55m
Southwest
Mon 9/284:20 pm
PNS
- OAK
2 stops9h 50m
Southwest
Deal found 7/29![Southwest logo]()
$343
This Southwest deal was found by Cheapflights users on 7/28. 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 9/18:10 am
OAK
- PNS
2 stops9h 45m
Southwest
Tue 9/157:00 am
PNS
- OAK
2 stops8h 15m
Southwest
Deal found 7/28![Southwest logo]()
$343
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.
Wed 9/97:40 am
OAK
- PNS
2 stops10h 20m
Southwest
Sun 9/1312:20 pm
PNS
- OAK
1 stop8h 15m
Southwest
Deal found 7/26![Southwest logo]()
$432
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.
Thu 9/107:55 pm
OAK
- PNS
2 stops14h 35m
Southwest
Sun 9/1312:20 pm
PNS
- OAK
1 stop8h 15m
Southwest
Deal found 7/26![Southwest logo]()
$438
This Southwest deal was found by Cheapflights users on 7/29. 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 8/1412:00 pm
OAK
- PNS
1 stop6h 00m
Southwest
Mon 8/172:10 pm
PNS
- OAK
1 stop7h 10m
Southwest
Deal found 7/29![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 7/29. 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 8/1412:00 pm
OAK
- PNS
1 stop6h 00m
Southwest
Sun 8/1610:35 am
PNS
- OAK
1 stop12h 25m
Southwest
Deal found 7/29![Southwest logo]()
$602
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.
Sun 8/97:55 am
OAK
- PNS
1 stop8h 10m
Southwest
Wed 8/127:00 am
PNS
- OAK
2 stops9h 20m
Southwest
Deal found 7/26![Southwest logo]()
$602
Last-minute flights from Oakland to PensacolaDiscover last-minute flight deals from Oakland to Pensacola. Data last updated July 31, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Pensacola. Data last updated July 31, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/28. 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.
Sun 8/23:15 pm
OAK
- PNS
1 stop6h 20m
Southwest
Wed 8/57:00 am
PNS
- OAK
1 stop6h 30m
Southwest
Deal found 7/28![Southwest logo]()
$1,062
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.
Thu 8/67:00 am
OAK
- PNS
1 stop6h 40m
Southwest
Tue 8/1110:20 am
PNS
- OAK
2 stops9h 15m
Southwest
Deal found 7/26![Southwest logo]()
$852
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.
Sun 8/97:55 am
OAK
- PNS
1 stop8h 10m
Southwest
Wed 8/127:00 am
PNS
- OAK
1 stop6h 30m
Southwest
Deal found 7/26![Southwest logo]()
$597
This Southwest deal was found by Cheapflights users on 7/29. 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 8/138:30 pm
OAK
- PNS
2 stops11h 00m
Southwest
Sun 8/1610:35 am
PNS
- OAK
1 stop12h 25m
Southwest
Deal found 7/29![Southwest logo]()
$608
This Southwest deal was found by Cheapflights users on 7/29. 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 8/1412:00 pm
OAK
- PNS
1 stop6h 00m
Southwest
Mon 8/176:40 am
PNS
- OAK
2 stops9h 20m
Southwest
Deal found 7/29![Southwest logo]()
$602
One-way flights from Oakland to PensacolaSearch for one-way flight options from Oakland to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 31, 2026.
Search for one-way flight options from Oakland to Pensacola. Find affordable one-way fares based on user searches. Data last updated July 31, 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.
Thu 9/1012:00 pm
OAK
- PNS
1 stop6h 05m
Southwest
Deal found 7/26![Southwest logo]()
$167
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.
Wed 9/97:40 am
OAK
- PNS
2 stops10h 20m
Southwest
Deal found 7/26![Southwest logo]()
$172
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:00 pm
OAK
- PNS
2 stops13h 20m
Delta
Deal found 7/28![Delta logo]()
$205
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:47 pm
OAK
- PNS
3 stops45h 58m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$223
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 pm
OAK
- PNS
2 stops20h 15m
Delta
Deal found 7/28![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:00 pm
OAK
- PNS
2 stops13h 20m
Delta
Deal found 7/28![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/65:00 pm
OAK
- PNS
2 stops13h 17m
Delta
Deal found 7/28![Delta logo]()
$304
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/76:00 am
OAK
- PNS
2 stops24h 20m
Delta
Deal found 7/28![Delta logo]()
$376
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 pm
OAK
- PNS
2 stops13h 21m
Delta
Deal found 7/28![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 7/27. 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 8/56:50 am
OAK
- PNS
2 stops9h 45m
Southwest
Deal found 7/27![Southwest logo]()
$499
This Kiwi.com deal was found by Cheapflights users on 7/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/511:30 pm
OAK
- PNS
3 stops37h 44m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$633
Find flight deals from Oakland to Pensacola
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to Pensacola (PNS). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 31, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $343 (Southwest) |
One-way from | $167 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $709 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Pensacola that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2026.
Use the filters below to find and compare flights from Oakland to Pensacola that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Mon 9/21
8:30 pm-9:25 am
2 stops10h 55m
Pensacola
Mon 9/28
4:20 pm-12:10 am
2 stops9h 50m
$343
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Tue 9/1
8:10 am-7:55 pm
2 stops9h 45m
Pensacola
Tue 9/15
7:00 am-1:15 pm
2 stops8h 15m
$343
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Wed 9/9
7:40 am-8:00 pm
2 stops10h 20m
Pensacola
Sun 9/13
12:20 pm-6:35 pm
1 stop8h 15m
$432
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Thu 9/10
7:55 pm-12:30 pm
2 stops14h 35m
Pensacola
Sun 9/13
12:20 pm-6:35 pm
1 stop8h 15m
$438
Quickest round-trip
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Fri 8/14
12:00 pm-8:00 pm
1 stop6h 00m
Pensacola
Mon 8/17
2:10 pm-7:20 pm
1 stop7h 10m
$597
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Fri 8/14
12:00 pm-8:00 pm
1 stop6h 00m
Pensacola
Sun 8/16
10:35 am-9:00 pm
1 stop12h 25m
$602
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Sun 8/9
7:55 am-6:05 pm
1 stop8h 10m
Pensacola
Wed 8/12
7:00 am-2:20 pm
2 stops9h 20m
$602
Cheapest one-way
Quickest one-way
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Thu 9/10
12:00 pm-8:05 pm
1 stop6h 05m
$167
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Wed 9/9
7:40 am-8:00 pm
2 stops10h 20m
$172
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Wed 9/9
12:47 pm-12:45 pm
3 stops45h 58m
$223
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Oakland to Pensacola
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Oakland to Pensacola in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Oakland, California-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Oakland, California-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Oakland, California-Pensacola flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Oakland, California-Pensacola flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Oakland, California-Pensacola flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Oakland to Pensacola
Have a flexible travel schedule? Discover the best time to fly to Pensacola from Oakland with our price prediction graph.
OAK-PNS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Pensacola. Reviews last updated July 31, 2026.
Get a feel of what it's like to fly with Southwest from Oakland to Pensacola by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Food
7.0
Overall
8.0
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Related info for your journey
Find useful and relevant information for your journey from Oakland to Pensacola. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
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Oakland and Pensacola flights
Browse other Oakland and Pensacola flight options. Last updated on July 31, 2026.
Other flights from Oakland
Browse through other flights departing from Oakland. Flights are based on user searches made on Cheapflights and were last updated on July 31, 2026.
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Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Oakland to Pensacola
Discover the top airline that operate flights from Oakland to Pensacola. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$415 | Average$466 | FlexibilityNo cancel fee | On-time63% |