$235+ 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 6/8. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — PNS
Jun 1 — Jun 81
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
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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 May 2, 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 May 2, 2026.
This Southwest deal was found by Cheapflights users on 5/1. 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 5/269:20 pm
OAK
- PNS
2 stops10h 10m
Southwest
Thu 5/284:20 pm
PNS
- OAK
2 stops9h 35m
Southwest
Deal found 5/1![Southwest logo]()
$451
This Southwest deal was found by Cheapflights users on 5/1. 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 6/1411:55 pm
OAK
- PNS
1 stop8h 05m
Southwest
Fri 6/195:15 pm
PNS
- OAK
2 stops8h 10m
Southwest
Deal found 5/1![Southwest logo]()
$494
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 7/17:30 am
OAK
- PNS
2 stops8h 35m
Southwest
Sat 7/1811:00 am
PNS
- OAK
2 stops10h 10m
Southwest
Deal found 4/28![Southwest logo]()
$495
This Southwest deal was found by Cheapflights users on 4/28. 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.
Thu 7/25:30 am
OAK
- PNS
1 stop8h 15m
Southwest
Sat 7/1811:00 am
PNS
- OAK
2 stops10h 10m
Southwest
Deal found 4/28![Southwest logo]()
$554
This Southwest deal was found by Cheapflights users on 4/27. 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.
Fri 5/2211:55 pm
OAK
- PNS
1 stop8h 30m
Southwest
Mon 5/255:35 am
PNS
- OAK
1 stop6h 45m
Southwest
Deal found 4/27![Southwest logo]()
$563
This Southwest deal was found by Cheapflights users on 5/1. 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 5/151:05 pm
OAK
- PNS
1 stop5h 55m
Southwest
Wed 5/206:15 am
PNS
- OAK
1 stop6h 55m
Southwest
Deal found 5/1![Southwest logo]()
$587
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 May 2, 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 May 2, 2026.
This Southwest deal was found by Cheapflights users on 4/28. 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.
Wed 7/17:30 am
OAK
- PNS
2 stops8h 35m
Southwest
Sat 7/1811:00 am
PNS
- OAK
2 stops10h 10m
Southwest
Deal found 4/28![Southwest logo]()
$495
This Delta deal was found by Cheapflights users on 4/28. 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 9/215:05 pm
OAK
- PNS
2 stops13h 36m
Delta
Sun 9/271:59 pm
PNS
- OAK
2 stops11h 50m
Delta
Deal found 4/28![Delta logo]()
$627
This Southwest deal was found by Cheapflights users on 5/1. 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 5/266:35 am
OAK
- PNS
1 stop7h 15m
Southwest
Thu 5/285:35 am
PNS
- OAK
1 stop6h 45m
Southwest
Deal found 5/1![Southwest logo]()
$499
This Southwest deal was found by Cheapflights users on 4/28. 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.
Thu 7/210:05 am
OAK
- PNS
2 stops9h 30m
Southwest
Sat 7/1811:00 am
PNS
- OAK
2 stops10h 10m
Southwest
Deal found 4/28![Southwest logo]()
$499
This Southwest deal was found by Cheapflights users on 5/1. 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 6/1412:40 pm
OAK
- PNS
2 stops8h 50m
Southwest
Fri 6/195:15 pm
PNS
- OAK
2 stops9h 00m
Southwest
Deal found 5/1![Southwest logo]()
$513
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/2912:28 pm
OAK
- PNS
2 stops32h 48m
Delta
Tue 6/167:00 am
PNS
- OAK
2 stops18h 54m
Delta
Deal found 4/29![Delta logo]()
$629
This Southwest deal was found by Cheapflights users on 5/1. 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 5/151:05 pm
OAK
- PNS
1 stop5h 55m
Southwest
Wed 5/206:15 am
PNS
- OAK
1 stop6h 55m
Southwest
Deal found 5/1![Southwest logo]()
$587
This Southwest deal was found by Cheapflights users on 4/27. 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.
Fri 5/2211:55 pm
OAK
- PNS
1 stop8h 30m
Southwest
Mon 5/255:35 am
PNS
- OAK
2 stops7h 55m
Southwest
Deal found 4/27![Southwest logo]()
$628
Last-minute flights from Oakland to PensacolaDiscover last-minute flight deals from Oakland to Pensacola. Data last updated May 2, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Pensacola. Data last updated May 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/1. 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 5/151:05 pm
OAK
- PNS
1 stop5h 55m
Southwest
Wed 5/206:15 am
PNS
- OAK
1 stop6h 55m
Southwest
Deal found 5/1![Southwest logo]()
$587
This Southwest deal was found by Cheapflights users on 4/27. 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.
Fri 5/2211:55 pm
OAK
- PNS
1 stop8h 30m
Southwest
Mon 5/255:35 am
PNS
- OAK
1 stop6h 45m
Southwest
Deal found 4/27![Southwest logo]()
$563
This Southwest deal was found by Cheapflights users on 5/1. 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 5/269:20 pm
OAK
- PNS
2 stops10h 10m
Southwest
Thu 5/284:20 pm
PNS
- OAK
2 stops9h 35m
Southwest
Deal found 5/1![Southwest logo]()
$451
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:00 am
OAK
- PNS
2 stops15h 16m
Delta
Tue 6/168:00 am
PNS
- OAK
2 stops17h 54m
Delta
Deal found 4/29![Delta logo]()
$618
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/35:05 pm
OAK
- PNS
2 stops28h 25m
Delta
Tue 6/167:00 am
PNS
- OAK
2 stops18h 54m
Delta
Deal found 4/29![Delta logo]()
$609
This Southwest deal was found by Cheapflights users on 5/1. 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 6/1411:55 pm
OAK
- PNS
1 stop8h 05m
Southwest
Fri 6/195:15 pm
PNS
- OAK
2 stops8h 10m
Southwest
Deal found 5/1![Southwest logo]()
$494
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 May 2, 2026.
Search for one-way flight options from Oakland to Pensacola. Find affordable one-way fares based on user searches. Data last updated May 2, 2026.
This Southwest deal was found by Cheapflights users on 4/29. 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 6/85:00 am
OAK
- PNS
2 stops8h 45m
Southwest
Deal found 4/29![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 4/29. 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 6/1511:55 pm
OAK
- PNS
1 stop13h 10m
Southwest
Deal found 4/29![Southwest logo]()
$239
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/305:55 pm
OAK
- PNS
2 stops12h 39m
Delta
Deal found 4/27![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2612:28 pm
OAK
- PNS
2 stops30h 31m
Delta
Deal found 4/29![Delta logo]()
$307
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/285:05 pm
OAK
- PNS
2 stops24h 57m
Delta
Deal found 4/29![Delta logo]()
$358
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
OAK
- PNS
2 stops10h 31m
Delta
Deal found 4/27![Delta logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:13 pm
OAK
- PNS
3 stops35h 05m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$627
This Delta deal was found by Cheapflights users on 4/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:00 am
OAK
- PNS
2 stops9h 06m
Delta
Deal found 4/27![Delta logo]()
$995
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 May 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $451 (Southwest) |
One-way from | $235 (Southwest) |
Popular in | December |
Cheapest in | August |
Average price | $492 |
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 May 2, 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
Wed 7/1
7:30 am-6:05 pm
2 stops8h 35m
Pensacola
Sat 7/18
11:00 am-7:10 pm
2 stops10h 10m
$495
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Tue 5/26
6:35 am-3:50 pm
1 stop7h 15m
Pensacola
Thu 5/28
5:35 am-10:20 am
1 stop6h 45m
$499
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Thu 7/2
10:05 am-9:35 pm
2 stops9h 30m
Pensacola
Sat 7/18
11:00 am-7:10 pm
2 stops10h 10m
$499
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Sun 6/14
12:40 pm-11:30 pm
2 stops8h 50m
Pensacola
Fri 6/19
5:15 pm-12:15 am
2 stops9h 00m
$513
Quickest round-trip
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Fri 5/15
1:05 pm-9:00 pm
1 stop5h 55m
Pensacola
Wed 5/20
6:15 am-11:10 am
1 stop6h 55m
$587
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Mon 9/21
5:05 pm-8:41 am
2 stops13h 36m
Pensacola
Sun 9/27
1:59 pm-11:49 pm
2 stops11h 50m
$627
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Fri 5/22
11:55 pm-10:25 am
1 stop8h 30m
Pensacola
Mon 5/25
5:35 am-11:30 am
2 stops7h 55m
$628
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Fri 5/29
12:28 pm-11:16 pm
2 stops32h 48m
Pensacola
Tue 6/16
7:00 am-11:54 pm
2 stops18h 54m
$629
Cheapest one-way
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Mon 6/15
11:55 pm-3:05 pm
1 stop13h 10m
$239
OaklandPensacola
OAK - PNS
OAKPNS
Oakland
Sat 5/30
5:55 pm-8:34 am
2 stops12h 39m
$299
Showing 1-10 of 15 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 May.
| 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 May 2, 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.
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Comfort
8.0
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
Perdido Key
Warrington
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Oakland and Pensacola flights
Browse other Oakland and Pensacola flight options. Last updated on May 2, 2026.
Other flights from Oakland
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Popular flight searches
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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 May 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$412 | Average$462 | FlexibilityNo cancel fee | On-time63% |