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 12 - Tue, Sep 15
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$58 Roundtrip, found 22 hours ago
$58
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Harry Reid Intl. to Oakland Intl., returning Tue, Sep 15, priced at $58 found 22 hours ago
Thu, Oct 15 - Thu, Oct 22
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Oct 15 from Harry Reid Intl. to Oakland Intl., returning Thu, Oct 22, priced at $68 found 4 days ago
Fri, Nov 13 - Sun, Nov 15
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$85 Roundtrip, found 5 days ago
$85
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Nov 13 from Harry Reid Intl. to Oakland Intl., returning Sun, Nov 15, priced at $85 found 5 days ago
Sun, Sep 13 - Thu, Sep 17
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, Sep 13 from Harry Reid Intl. to Oakland Intl., returning Thu, Sep 17, priced at $88 found 6 days ago
Sat, Sep 12 - Mon, Sep 14
LAS
Harry Reid Intl.
OAK
Oakland Intl.
$89 Roundtrip, found 2 hours ago
$89
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Sep 12 from Harry Reid Intl. to Oakland Intl., returning Mon, Sep 14, priced at $89 found 2 hours ago
Wed, Sep 9 - Wed, Sep 9
PDX
Portland Intl.
OAK
Oakland Intl.
$112 Roundtrip, found 19 hours ago
$112
Roundtrip
found 19 hours ago
Select Alaska Airlines flight, departing Wed, Sep 9 from Portland Intl. to Oakland Intl., returning Wed, Sep 9, priced at $112 found 19 hours ago
Sat, Oct 24 - Sat, Oct 24
SAN
San Diego Intl.
OAK
Oakland Intl.
$112 Roundtrip, found 2 hours ago
$112
Roundtrip
found 2 hours ago
Select Alaska Airlines flight, departing Sat, Oct 24 from San Diego Intl. to Oakland Intl., returning Sat, Oct 24, priced at $112 found 2 hours ago
Sat, Oct 17 - Tue, Oct 20
SAN
San Diego Intl.
STS
Sonoma County
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Sat, Oct 17 from San Diego Intl. to Sonoma County, returning Tue, Oct 20, priced at $117 found 1 hour ago
Sat, Oct 24 - Sat, Oct 24
SAN
San Diego Intl.
OAK
Oakland Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Southwest Airlines flight, departing Sat, Oct 24 from San Diego Intl. to Oakland Intl., returning Sat, Oct 24, priced at $117 found 2 hours ago
Thu, Sep 3 - Sun, Sep 6
LAS
Harry Reid Intl.
STS
Sonoma County
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Thu, Sep 3 from Harry Reid Intl. to Sonoma County, returning Sun, Sep 6, priced at $129 found 2 days ago

Wine Country Flight Information

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

Book Your Flight & Hotel Together & Save

Wine Country economy flight packages

Price found within the past 48 hours. Click for updated prices.
Le Bon Hotel Hollywood
2.0-star property

Le Bon Hotel Hollywood

Sep 28 - Oct 2

4 night stay

Dallas (DFW) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $652, price is now $383 per person
$383
per person
found 1 day ago
The Sofia Hotel
3.5-star property

The Sofia Hotel

Sep 19 - Sep 25

6 night stay

Dallas (DAL) to San Diego (SAN)

Southwest Airlines • Roundtrip • Coach
Price was $1,825, price is now $704 per person
$704
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.
The Sofia Hotel
3.5-star property

The Sofia Hotel

8.6/10 Excellent! (2,462 reviews)

Oct 7 - Oct 11

4 night stay

Seattle (SEA) to San Diego (SAN)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,445, price is now $653 per person
$653
per person
found 1 day ago
A beautiful hotel in a great location! Food and drinks at the bar were great.

Reviewed on Aug 17, 2026

Fairmont Miramar Hotel
5.0-star property

Fairmont Miramar Hotel

8.6/10 Excellent! (1,034 reviews)

Sep 25 - Sep 28

3 night stay

New York (NYC) to Los Angeles (LAX)

Frontier Airlines • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,998, price is now $1,310 per person
$1,310
per person
found 11 hours ago

1 Hotel West Hollywood
5.0-star property

1 Hotel West Hollywood

8.8/10 Excellent! (1,003 reviews)

Sep 28 - Oct 1

3 night stay

Seattle (SEA) to Los Angeles (LAX)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,624, price is now $1,099 per person
$1,099
per person
found 17 hours ago
Our stay was wonderful ! The grounds were well maintained and staff was accommodating. Rooms were well supplied with towel. The only issue I had was with ice !! Not the law enforcement kind. The cold type!! I called the front desk and asked for ice to be delivered to our room. Took over an hour the first time and never got any the third time. Called twice and no ice. What’s up with the ice? No ice machines where I could easily taken care of it myself. Nope. That’s my only issue !!

Reviewed on Aug 16, 2026

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Wine Country first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Sofia Hotel
3.5-star property

The Sofia Hotel

8.6/10 Excellent! (2,462 reviews)

Sep 17 - Sep 22

5 night stay

Seattle (SEA) to San Diego (SAN)

Delta • FirstClass

San Diego (SAN) to Seattle (SEA)

Frontier Airlines • FirstClass
Price was $2,240, price is now $1,004 per person
$1,004
per person
found 1 day ago
A beautiful hotel in a great location! Food and drinks at the bar were great.

Reviewed on Aug 17, 2026

AKA Beverly Hills
4.0-star property

AKA Beverly Hills

9/10 Wonderful! (17 reviews)

Sep 18 - Sep 25

7 night stay

Seattle (SEA) to Los Angeles (LAX)

Delta • FirstClass

Los Angeles (LAX) to Seattle (SEA)

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $4,162, price is now $2,606 per person
$2,606
per person
found 1 day ago
The hotel offers a truly memorable stay, blending comfort with a distinct sense of character that sets it apart from standard accommodations. From the moment of arrival, the atmosphere feels warm and thoughtfully designed, with staff who are attentive without being overwhelming.

Reviewed on Jun 11, 2026

Shore House at The Del, LXR Hotels & Resorts
5.0-star property

Shore House at The Del, LXR Hotels & Resorts

9.2/10 Wonderful! (169 reviews)

Sep 17 - Sep 22

5 night stay

Seattle (SEA) to San Diego (SAN)

Delta • FirstClass

San Diego (SAN) to Seattle (SEA)

Frontier Airlines • FirstClass
Save 100% on your flight
Price was $2,336, price is now $1,591 per person
$1,591
per person
found 1 day ago

Don't see what you're looking for?
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Wine Country

Struggling to find international and domestic flights that suit your budget. Consider one of the cheaper options available when you book your flight with Orbitz, where you get guaranteed low prices

Orbitz becomes your Mobile friend

You can now book flights to Wine Country on the new cutting-edge mobile tool for Android or iPhone users. Hotel packages, flight updates and changes can all be accessed using this tool. When you make any reservations or bookings using this service, confirmation will be provided on the same day the request was made. Take advantage of Orbitz friendly service and low cost Wine Country flights.

Discounted tickets available for flights to Wine Country

Orbitz offers tickets at a discounted, budget friendly rate that will satisfy all of your travel requirements. Book your Wine Country flights with us and structure a package that includes car hire, family activities and cheap accommodation. Orbitz will ensure that all your requirements are met, letting you relax and enjoy your holiday as it was intended.

Orbitz offers discounted Wine Country flights

Discounted flights to Wine Country ensure that all who want to travel can Take advantage of Orbitz’ guaranteed low prices and affordable packages. You will enjoy a hassle free trip, an up to date travel planner and friendly service.

Traveler profile updates

When flying with Orbitz, take advantage of frequent updates on your flights to Wine Country. Details and updates are sent to up to six contact numbers to ensure that you are kept abreast of the latest information on Wine Country flights. Frequent flyer and loyalty membership numbers may be updated within your Orbitz account profile.

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 $129 this week. Starting your journey from Las Vegas (LAS)? 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.

More to Explore

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.