OAK - VPS

$254 Find Cheap Flights from Oakland to Valparaiso

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 Valparaiso departing on 6/6. 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 Valparaiso

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

Cheapest round-trip
$537
Southwest
Sat 6/6Sat 6/13
OAK - VPS • 1 stop
Cheapest one-way
$653
Delta
Sun 3/1
OAK - VPS • 2 stops
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We hope you love your trip to Valparaiso!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Valparaiso (OAK-VPS)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Valparaiso 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 Valparaiso

Sat, Jun 6 - Sat, Jun 13
Southwest Logo
5:45 am - 2:35 pm
OAK
-
VPS
6h 50m
1 stop
Southwest Logo
2:00 pm - 9:55 pm
VPS
-
OAK
9h 55m
2 stops
$537Southwest
Sat, Jun 6 - Fri, Jun 12
Southwest Logo
5:45 am - 2:35 pm
OAK
-
VPS
6h 50m
1 stop
Southwest Logo
4:35 pm - 12:50 am
VPS
-
OAK
10h 15m
2 stops
$541Southwest
Sat, Jun 6 - Sat, Jun 13
Southwest Logo
5:45 am - 5:55 pm
OAK
-
VPS
10h 10m
2 stops
Southwest Logo
2:00 pm - 9:55 pm
VPS
-
OAK
9h 55m
2 stops
$542Southwest
Sat, Jun 6 - Fri, Jun 12
Southwest Logo
5:45 am - 5:55 pm
OAK
-
VPS
10h 10m
2 stops
Southwest Logo
4:35 pm - 12:50 am
VPS
-
OAK
10h 15m
2 stops
$546Southwest
Sat, Jun 6 - Sat, Jun 13
Southwest Logo
5:45 am - 2:35 pm
OAK
-
VPS
6h 50m
1 stop
Southwest Logo
2:00 pm - 7:25 pm
VPS
-
OAK
7h 25m
1 stop
$555Southwest
Booking Insights

KAYAK's insights & trends for Oakland to Valparaiso flights

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

What is the most popular layover airport when flying from Oakland to Valparaiso?

Percentage of 1-stop round-trip flights from Oakland to Valparaiso chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Atlanta (ATL) is the top choice – 80% of KAYAK users who clicked on 1-stop flights from Oakland to Valparaiso picked an itinerary connecting there.

What is the cheapest layover airport when flying from Oakland to Valparaiso?

Average round-trip price for 1-stop flights from Oakland to Valparaiso clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Atlanta (ATL) offer the most affordable fares, with an average round-trip price of $423.

Which layover airport offers the shortest total travel time from Oakland to Valparaiso?

Shortest average total travel time for 1-stop one-way flights from Oakland to Valparaiso via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Dallas (DAL) for the shortest journey. The average one-way travel time for flights connecting there is 6h 10m.

Which layover airport has the quickest connection when flying from Oakland to Valparaiso?

Average layover duration at different layover airports for 1-stop one-way flights from Oakland to Valparaiso, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Dallas (DAL) often has the shortest layovers from Oakland to Valparaiso, with an average of 0h 55m.

Find deals

Good to know

Cheapest flight$537
Flight from Oakland to Valparaiso

When to book flights from Oakland to Valparaiso

Are your dates flexible? Find out the best times to travel from Oakland to Valparaiso 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 Valparaiso

  • What is the cheapest flight from Oakland to Valparaiso?

    In the last 3 days, the lowest price for a flight from Oakland to Valparaiso was $254 for a one-way ticket and $537 for a round-trip.

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

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

  • Which airports will I be using when flying from Oakland to Valparaiso?

    When flying out of Oakland you will be using Oakland. You will be landing at Valparaiso, also known as Valparaiso Destin-Ft Walton Beach.

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

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

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

    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 Valparaiso.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Valparaiso 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 Valparaiso?

    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 Valparaiso with an airline and back to Oakland with another airline. Booking your flights between Oakland and VPS 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 Valparaiso?

    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 Valparaiso 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 Valparaiso

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Valparaiso. 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 Valparaiso? 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 4268 reviews
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
8.6Crew
Airline reviews

Great flight but super high price. Glad it was a business trip and not personal

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on 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.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

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.

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

Information on your arrival and departure airports

Oakland (OAK)
Valparaiso (VPS)