OAK - PNS

$332 Find Cheap Flights from Oakland to Pensacola - Compare and Save

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Pensacola departing on 9/15. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Pensacola

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Pensacola, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Pensacola, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$332
Southwest
Tue 9/15Sat 9/26
OAK - PNS • 2 stops
Cheapest one-way
$2,740
Delta
Mon 10/19
OAK - PNS • 2 stops
Top airlines
Cheapest • from $332 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Oakland and Pensacola. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $460 (round-trip)
Shortest trip • 5h 55m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 100% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Pensacola!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Pensacola (OAK-PNS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Pensacola that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Oakland to Pensacola

Tue, Sep 15 - Sat, Sep 26
Southwest Logo
5:30 am - 3:25 pm
OAK
-
PNS
7h 55m
2 stops
Southwest Logo
4:50 pm - 9:20 pm
PNS
-
OAK
6h 30m
1 stop
$332Southwest
Tue, Sep 15 - Sat, Sep 26
Southwest Logo
8:10 am - 6:35 pm
OAK
-
PNS
8h 25m
2 stops
Southwest Logo
12:25 pm - 8:35 pm
PNS
-
OAK
10h 10m
2 stops
$337Southwest
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
6:00 am - 4:50 pm
OAK
-
PNS
8h 50m
1 stop
Southwest Logo
5:15 pm - 11:25 pm
PNS
-
OAK
8h 10m
2 stops
$441Southwest
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
8:00 am - 6:05 pm
OAK
-
PNS
8h 05m
2 stops
Southwest Logo
5:15 pm - 11:25 pm
PNS
-
OAK
8h 10m
2 stops
$446Southwest
Tue, Jul 21 - Wed, Jul 29
Southwest Logo
9:45 am - 6:05 pm
OAK
-
PNS
6h 20m
1 stop
Southwest Logo
5:45 am - 1:50 pm
PNS
-
OAK
10h 05m
1 stop
$478Southwest
Tue, Jul 21 - Mon, Jul 27
Southwest Logo
6:00 am - 4:50 pm
OAK
-
PNS
8h 50m
1 stop
Southwest Logo
5:05 pm - 11:50 pm
PNS
-
OAK
8h 45m
1 stop
$503Southwest
Tue, Jul 21 - Mon, Jul 27
Southwest Logo
9:45 am - 6:05 pm
OAK
-
PNS
6h 20m
1 stop
Southwest Logo
5:15 pm - 12:20 am
PNS
-
OAK
9h 05m
2 stops
$508Southwest
Tue, Jul 21 - Mon, Jul 27
Southwest Logo
8:00 am - 6:05 pm
OAK
-
PNS
8h 05m
2 stops
Southwest Logo
5:15 pm - 12:20 am
PNS
-
OAK
9h 05m
2 stops
$513Southwest
Tue, Jul 21 - Sun, Jul 26
Southwest Logo
9:45 am - 6:05 pm
OAK
-
PNS
6h 20m
1 stop
Southwest Logo
11:20 am - 11:55 pm
PNS
-
OAK
14h 35m
2 stops
$536Southwest
Sat, Jul 18 - Fri, Jul 24
Southwest Logo
5:40 am - 3:15 pm
OAK
-
PNS
7h 35m
1 stop
Southwest Logo
5:05 pm - 11:50 pm
PNS
-
OAK
8h 45m
1 stop
$539Southwest
Booking Insights

KAYAK's insights & trends for Oakland to Pensacola flights

Get data-powered insights and trends into flights from Oakland to Pensacola to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Oakland, California to Pensacola?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Pensacola departing in September.

What is the cheapest month to fly from Oakland to Pensacola?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Pensacola, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Pensacola is January, where tickets cost $0 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $3,190 and $709 respectively.

Good to know

Low seasonAugust
Cheapest flight$332
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly and prices are also 42% lower on average.
Flight from Oakland to Pensacola

When to book flights from Oakland to Pensacola

Are your dates flexible? Find out the best times to travel from Oakland to Pensacola based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Oakland to Pensacola

  • What is the cheapest flight from Oakland to Pensacola?

    In the last 5 days, the lowest price for a flight from Oakland to Pensacola was $2,740 for a one-way ticket and $332 for a round-trip.

  • Do I need a passport to fly between Oakland and Pensacola?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which aircraft models fly most regularly from Oakland to Pensacola?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Oakland to Pensacola?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Pensacola.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Pensacola?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pensacola from Oakland is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Pensacola?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pensacola with an airline and back to Oakland with another airline. Booking your flights between Oakland and PNS can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Pensacola?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pensacola from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Oakland to Pensacola

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Pensacola. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Oakland to Pensacola? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4246 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
8.6Crew
7.0Food
Airline reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

10.0 ExcellentMechelle, Apr 2026
MCI - PNS
Read more Southwest reviews

The flight was okay. The pilots did an amazing job and kept us updated on the flight. The flight attendants were okay. They found time to be chatty with each other rather than focus on the guests. One of the attendants was a little less warm when asking about my bag I had on my lap that I was using during latter part of the mid- flight. Mind you, it was not the departure descent. I’m respectful to each and every attendant, it was the tone in her voice reminding me to place my carryon bag on the floor. I hope to have a better experience next time.

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

Everything you need to know for your flight from Oakland to Pensacola

Information on your arrival and departure airports