OAK - PNS

$144 Find Cheap Flights from Oakland to Pensacola

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Pensacola departing on 11/11. 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

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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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

Thu, Dec 11 - Tue, Dec 16
Southwest Logo
6:30 pm - 9:10 amOAK-PNS
12h 40m2 stops
Southwest Logo
7:20 am - 2:40 pmPNS-OAK
9h 20m2 stops
$377Southwest
Find Deal
Thu, Dec 11 - Tue, Dec 16
Southwest Logo
6:30 pm - 9:10 amOAK-PNS
12h 40m2 stops
Southwest Logo
9:55 am - 8:35 pmPNS-OAK
12h 40m1 stop
$418Southwest
Find Deal
Wed, Dec 24 - Wed, Dec 31
Delta Logo
5:53 am - 9:37 pmOAK-PNS
13h 44m2 stops
Delta Logo
5:20 pm - 11:54 amPNS-OAK
20h 34m2 stops
$610Delta
Find Deal
Tue, Dec 23 - Wed, Dec 31
Delta Logo
4:57 pm - 9:37 pmOAK-PNS
26h 40m2 stops
Delta Logo
5:20 pm - 11:54 amPNS-OAK
20h 34m2 stops
$674Delta
Find Deal
Thu, Dec 25 - Wed, Dec 31
Delta Logo
5:53 am - 9:37 pmOAK-PNS
13h 44m2 stops
Delta Logo
5:20 pm - 11:54 amPNS-OAK
20h 34m2 stops
$675Delta
Find Deal
Wed, Dec 24 - Mon, Dec 29
Delta Logo
5:53 am - 9:37 pmOAK-PNS
13h 44m2 stops
Delta Logo
7:13 pm - 11:54 amPNS-OAK
18h 41m2 stops
$710Delta
Find Deal
Mon, Dec 22 - Wed, Dec 31
Delta Logo
12:34 pm - 10:20 amOAK-PNS
19h 46m2 stops
Delta Logo
5:20 pm - 11:54 amPNS-OAK
20h 34m2 stops
$726Delta
Find Deal
Wed, Dec 24 - Tue, Dec 30
Delta Logo
5:53 am - 9:37 pmOAK-PNS
13h 44m2 stops
Delta Logo
3:55 pm - 11:54 amPNS-OAK
21h 59m2 stops
$729Delta
Find Deal
Tue, Dec 23 - Mon, Dec 29
Delta Logo
4:57 pm - 9:37 pmOAK-PNS
26h 40m2 stops
Delta Logo
11:00 am - 11:54 amPNS-OAK
26h 54m2 stops
$774Delta
Find Deal
Thu, Dec 25 - Mon, Dec 29
Delta Logo
5:53 am - 9:37 pmOAK-PNS
13h 44m2 stops
Delta Logo
7:13 pm - 11:54 amPNS-OAK
18h 41m2 stops
$775Delta
Find Deal

Everything you should know

Top airlines
Southwest
Cheapest • from $377 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
April
Cheapest • 69% price drop
March
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$377
Overall average: $466
Southwest
Thu 12/11Tue 12/16
OAK - PNS • 2 stops
Cheapest one-way
$144
Delta
Tue 11/11
OAK - PNS • 2 stops
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Pensacola!
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.

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 April, where tickets cost $142 (return) on average. On the other hand, the most expensive months are November and March, where the average cost of round-trip tickets is $1,269 and $522 respectively.

Good to know

Low seasonJanuary
Cheapest flight$144
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 13% increase in price.
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 3 days, the lowest price for a flight from Oakland to Pensacola was $144 for a one-way ticket and $377 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.

  • Which airline alliances offer flights from Oakland to Pensacola?

    SkyTeam is the only airline alliance operating flights between Oakland and Pensacola.

  • 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.
8.0
SouthwestOverall score based on 4242 reviews
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

10.0 ExcellentRobert, Sep 2025SFO - LAS
Read more Southwest reviews

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

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.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

It is southwest seat was ok. Not the most comfortable seat

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

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