Cheap flights To Wine Country (OAK) from $29

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Cheap Flights to Wine Country from $29 One Way, $58 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Sep 6 - Mon, Sep 8
SAN
San Diego Intl.
OAK
Oakland Intl.
$58 Roundtrip, found 2 hours ago
$58
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Sep 6 from San Diego Intl. to Oakland Intl., returning Mon, Sep 8, priced at $58 found 2 hours ago
Sat, Sep 20 - Mon, Sep 22
PDX
Portland Intl.
OAK
Oakland Intl.
$78 Roundtrip, found 6 days ago
$78
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sat, Sep 20 from Portland Intl. to Oakland Intl., returning Mon, Sep 22, priced at $78 found 6 days ago
Sat, Sep 6 - Tue, Sep 9
SNA
John Wayne
OAK
Oakland Intl.
$96 Roundtrip, found 13 hours ago
$96
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Sat, Sep 6 from John Wayne to Oakland Intl., returning Tue, Sep 9, priced at $96 found 13 hours ago
Wed, Sep 10 - Wed, Nov 5
BUR
Hollywood Burbank
OAK
Oakland Intl.
$98 Roundtrip, found 17 hours ago
$98
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Wed, Sep 10 from Hollywood Burbank to Oakland Intl., returning Wed, Nov 5, priced at $98 found 17 hours ago
Sat, Sep 20 - Tue, Sep 23
PDX
Portland Intl.
OAK
Oakland Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Sat, Sep 20 from Portland Intl. to Oakland Intl., returning Tue, Sep 23, priced at $108 found 2 days ago
Sat, Sep 27 - Tue, Sep 30
LAX
Los Angeles Intl.
STS
Sonoma County
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Sat, Sep 27 from Los Angeles Intl. to Sonoma County, returning Tue, Sep 30, priced at $117 found 2 hours ago
Tue, Sep 2 - Tue, Sep 9
LAX
Los Angeles Intl.
STS
Sonoma County
$119 Roundtrip, found 14 hours ago
$119
Roundtrip
found 14 hours ago
Select Hawaiian Airlines flight, departing Tue, Sep 2 from Los Angeles Intl. to Sonoma County, returning Tue, Sep 9, priced at $119 found 14 hours ago
Wed, Sep 24 - Sat, Sep 27
PHX
Sky Harbor Intl.
OAK
Oakland Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Sep 24 from Sky Harbor Intl. to Oakland Intl., returning Sat, Sep 27, priced at $119 found 1 day ago
Wed, Aug 13 - Mon, Aug 18
LAX
Los Angeles Intl.
OAK
Oakland Intl.
$120 Roundtrip, found 4 days ago
$120
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Aug 13 from Los Angeles Intl. to Oakland Intl., returning Mon, Aug 18, priced at $120 found 4 days ago
Sat, Sep 20 - Sat, Sep 20
SEA
Seattle - Tacoma Intl.
OAK
Oakland Intl.
$133 Roundtrip, found 2 hours ago
$133
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Sat, Sep 20 from Seattle - Tacoma Intl. to Oakland Intl., returning Sat, Sep 20, priced at $133 found 2 hours ago

Wine Country Flight Information

Traveling To
Wine Country
Destination Airport IATA Code
OAK
Number of Airlines Serving
Airlines
Spirit Airlines, Alaska Airlines, Southwest Airlines, Hawaiian Airlines
Flight Price
$58
Earliest Departing Flight
Latest Departing Flight

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Wine Country economy flight packages

Price found within the past 48 hours. Click for updated prices.
Aqua Breeze Inn
2.5-star property

Aqua Breeze Inn

Sep 12 - Sep 16

4 night stay

Newark Liberty Intl. Airport (EWR) to San Jose (SJC)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort
5.0-star property

Alila Marea Beach Resort Encinitas, a Hyatt Luxury Resort

Sep 1 - Sep 6

5 night stay

Newark Liberty Intl. Airport (EWR) to San Diego (SAN)

United • Coach

San Diego (SAN) to Newark Liberty Intl. Airport (EWR)

Spirit Airlines • Coach
per person
found 19 hours ago
SIRTAJ - Beverly Hills
4.0-star property

SIRTAJ - Beverly Hills

Sep 9 - Sep 14

5 night stay

Newark Liberty Intl. Airport (EWR) to Los Angeles (LAX)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Wine Country premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Hotel San Diego Gaslamp Quarter
4.0-star property

Margaritaville Hotel San Diego Gaslamp Quarter

9/10 Wonderful! (936 reviews)

Sep 19 - Sep 26

7 night stay

Seattle (SEA) to San Diego (SAN)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 2 hours ago
Great asthetic and vibes. Beds just too small. Otherwise 5 stars.

Reviewed on Mar 26, 2025

Solage, Auberge Resorts Collection
5.0-star property

Solage, Auberge Resorts Collection

9.4/10 Exceptional! (662 reviews)

Sep 4 - Sep 10

6 night stay

Chicago (ORD) to Oakland (OAK)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 1 day ago
Overall the resort and spa amenities were great. What took our experience to the next level were all the staff we encountered during our stay. From check in, restaurant service, valet, housekeeping and check out, all the staff were friendly and welcoming. One negative aspect of this resort is if you have allergies or scent sensitivity to jasmine, oleander and wax privet (ligustrum), these plants are used throughout the resort which triggered an allergy attack. Luckily, the keep allergy medication on hand at the front desk. Allergy season might make me think twice about my next visit, but other than that I’d definitely stay again.

Reviewed on Jun 21, 2023

The Sofia Hotel
3.5-star property

The Sofia Hotel

8.4/10 Very Good! (1,488 reviews)

Sep 19 - Sep 26

7 night stay

Seattle (SEA) to San Diego (SAN)

Delta • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 2 hours ago
The hotel was well staffed and the rooms where clean.

Reviewed on Apr 14, 2025

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Wine Country first class flight packages

Price found within the past 48 hours. Click for updated prices.
Fitzgerald Hotel
3.0-star property

Fitzgerald Hotel

7.8/10 Good! (415 reviews)

Sep 20 - Sep 23

3 night stay

Los Angeles (LAX) to San Francisco (SFO)

Alaska Airlines • Roundtrip • FirstClass
per person
found 1 day ago
Extremely well priced in a great area right in the heart of Union Sq/San Francisco and the room was very clean with the bedding & towels having that laundry fresh room smell. Yes, the room was quite small but perfectly manageable. If you want a bigger room in SF, be prepared to pay five times more. Staff all super friendly. And all the complaints about a free - yes FREE!! - breakfast in a 2 * hotel are baffling. What do you expect - vintage champagne, lobster and caviar? Besides, you really should be eating at one on San Francisco's countless superb eateries instead of filling up on dry muffins and cornflakes. Great hotel, 5 * all the way.

Reviewed on Dec 8, 2024

The Marker Union Square San Francisco
4.0-star property

The Marker Union Square San Francisco

8.8/10 Excellent! (1,003 reviews)

Sep 20 - Sep 23

3 night stay

Los Angeles (LAX) to San Francisco (SFO)

Alaska Airlines • Roundtrip • FirstClass
per person
found 1 day ago
Beautiful hotel, clean rooms, and great service.

Reviewed on Oct 6, 2024

Terranea Resort
5.0-star property

Terranea Resort

8.8/10 Excellent! (1,004 reviews)

Sep 11 - Sep 14

3 night stay

New York (JFK) to Los Angeles (LAX)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 22 hours ago
Words cannot express the amazing experience we had at the terranea resort and spa . From beginning to end , we had a spectacular time !!!! We were celebrating our 20 wedding anniversary and their attention to detail was exquisite . Our concierge handled all our dinner reservations and we had such an extraordinary time. The views , our upgrade to the casita ! The service , the spa and all Our fabulous dinners were unlike no other . Staff was super happy and serviceable. Everyone was attentive and knowledgeable. Cenebio from the Mar’sel restaurant was amazing . It was one of the best dining experiences we have ever had . He was so great and made us feel so special He even took a picture of us having dinner overlooking the ocean and gave it to us in a beautiful card . It was one of the most memorable dining experiences of our 20 years of marriage together. Corey from Bashi was so sweet and attentive. He also made our celebration so special . Nelson’s was also great for lunch. All the chefs we had the pleasure of dining from were 5 stars . The details in everything were incredible The turn down service , the spa masseuses. AMAZING The spa itself is the main character in this picture . It truly felt like you were part of movie set . It was simply extraordinary . The views from everywhere were unbelievable. I cannot rave enough about how beautiful it all was . The hiking trials never disappoint. If you need some respite or some time off to disengage. This is the place!

Reviewed on Oct 11, 2024

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Wine Country

If you are looking for discount prices on flights to Wine Country then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Wine Country flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Wine Country is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Wine Country flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Wine Country has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Wine Country flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Wine Country, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Wine Country flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Wine Country?
You're spoiled for choice with 20 major airlines that jet into San Luis Obispo County Regional Airport (SBP). Compare airfares and score yourself an affordable flight to Wine Country with any one of these leading carriers:

  • United Airlines - 121 flights to Wine Country per month
  • Alaska Airlines - 45 flights to Wine Country per month
  • American Airlines - 40 flights to Wine Country per month

What is the best airport to fly to in Wine Country?
Touch down at San Luis Obispo County Regional Airport (SBP), the primary gateway to Wine Country. Organizing your flight to this region doesn't get much easier than that.
How much is a flight to Wine Country?
Travelers from near and far picked up round-trip bargains ranging between $58 and $133 this week. Starting your journey from San Diego (SAN)? The best one-way prices were just $29.
How to book the cheapest flight to Wine Country?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following suggestions will help you pick up cheap flights to Wine Country — and leave you with more money in your pocket:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival form fields). Sometimes, alternative departure points offer better value for money.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to view the flight deals for alternative departure dates. Go with any suitable cheaper fare you find.
  • Select 'Show options' to filter your search results. You can pick your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • If you've worked out your travel dates, don't drag your feet booking a flight. Airfares normally become more expensive as the departure date nears.
  • Consider combining your hotels, flights and car rentals with Orbitz to make your dollar go further.
  • If practical, avoid traveling in the most popular seasons. Airfares significantly increase during school breaks, summer and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Wine Country?
Flight times differ based on where you're leaving from. But to give you a good idea of the average duration, take a peek at these top routes to Wine Country:

  • San Francisco, CA (SFO-San Francisco Intl.) to San Luis Obispo County Regional Airport (SBP) - 1 hour and 7 minutes
  • Denver, CO (DEN-Denver Intl.) to San Luis Obispo County Regional Airport (SBP) - 2 hours and 51 minutes
  • Phoenix, AZ (PHX-Sky Harbor Intl.) to San Luis Obispo County Regional Airport (SBP) - 1 hour and 44 minutes

What is the best time to book a flight to Wine Country?
Purchase your tickets to Wine Country in January. This is the perfect time of the year for bargain airfares, followed by February and August. Pick up cheap flights and enjoy your dream getaway with Orbitz.
What day of the week is the cheapest to book a flight to Wine Country?
If you're after cheap airfares to Wine Country, the best days to make a booking are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Wine Country?
Everyone enjoys saving money, so think about departing earlier in the week for cheap flights to Wine Country. Orbitz data from 2020 suggests you can grab the best prices on flights that take off on Mondays. Tuesdays are the next most affordable day, while Saturdays are the costliest. Many passengers like to travel at the weekend, so leave those Saturdays for checking in with friends.
What is the cheapest month to fly to Wine Country?
Fly during August if you don't want to put a dent in your budget. Orbitz data has found that it's generally the best month for cheap flights to Wine Country. June is when ticket prices are at their highest.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz will help you find a flexible fare. All you need to do is choose "Filter by flexible change policies" when searching for your perfect flight. We'll show you airlines that offer free cancellation and no change fees — along with our famous low prices.
What do I need for the flight to Wine Country?
There's so much to sort out for any big trip, so it's great to get some help before you set out. Here are a few tips to ensure that you're prepared for your flight:

  • Ensure that you have your travel documents and identification. For international trips, you'll need to bring your passport. When purchasing your tickets, always use the same name, birth date and gender as indicated on your current ID.
  • A well-packed carry-on bag is a must for any medium-haul flight. With at least a few hours up your sleeve, you'll need something to keep you entertained while in the air. We suggest a good book or magazine, and something to nibble on.
  • Aircraft cabins can get chilly. Even if you're traveling during the height of the Wine Country summer, make sure you take an extra warm layer with you.

How many direct flights are there to Wine Country?
Carriers such as United Airlines, American Airlines and Alaska Airlines operate 36 direct services to Wine Country every month. With loads of options at your fingertips, booking your ideal nonstop flight will be a breeze.
How do I get cheap first-class/business deals to Wine Country?
There are ways of booking first or business-class airfares to Wine Country that won't burn a hole through your budget. Bag a seat in the pointy end of the plane for less with these helpful tips:

  • Flexibility is important. By being open to a few travel dates, you'll have more chances of finding a deal on your airfares.
  • Many low-cost carriers these days have terrific business-class seating without the hefty fees.
  • Make a bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat at the front of the plane. You can also try upgrading with points earned through a loyalty program.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.