$29 Cheap Flights to Wine Country, CA

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How much is the cheapest flight to Wine Country?

Prices were available within the past 7 days and start at $29 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Spirit Airlines
Hawaiian Airlines
Delta
American Airlines

Alternative airports

Prices were available within the past 7 days. Prices and availability are subject to change.

Tips to find the cheapest flights to Wine Country

The cheapest day to fly

Get started finding a cheap flight to Wine Country on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

July is the cheapest month to fly to Wine Country. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Wine Country. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Wine Country, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Wine Country

The lowest price for round-trip flights to Wine Country in 2025 starts from from $57, while one-way tickets start from from $29. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Wine Country. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Wine Country

Southwest Airlines, Spirit Airlines, Alaska Airlines, Delta, Hawaiian Airlines, American Airlines are just some of the airlines that can typically offer cheap tickets to Wine Country. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Wine Country and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Wine Country, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Wine Country. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Wine Country plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Wine Country

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Wine Country.

Stopover savings

The cheapest tickets to Wine Country are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Wine Country. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Wine Country for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Wine Country. Simply download the free Expedia app to your smart device and activate Wine Country flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Wine Country. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to Wine Country?
Flights to Wine Country are generally the least expensive in August *. You could land a good deal for fares during this month if you keep your eyes peeled. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Wine Country?
Score cheap flights to Wine Country from San Francisco, Las Vegas and New York. These cities typically offer the best fares to this much-loved destination. But remember that seasonality, demand and stopovers will also have an influence on rates, so remain flexible and book when prices are right.
Which US cities fly direct to Wine Country?
Choose from 75 US cities that have direct flights to Wine Country. When you book on Expedia, click on the "Direct flights only" box to compare nonstop options. Fly to Wine Country from any of these major cities:

  • San Francisco
  • Las Vegas
  • New York
  • Dallas
  • Chicago

How to find a cheap flight to Wine Country?
To get cheap flights to Wine Country, book well in advance or travel during the off-peak months of December and January. Want an insider tip? Leave on a Thursday and save around 16% on average compared to traveling on a Sunday.* Set a price alert on the Expedia app and we'll update you as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Wine Country?
Although booking in advance is generally the easiest way to save money, don't panic if your Wine Country trip is last minute. It's still possible to find cheap flights to Wine Country, especially if your plans have a little wiggle room. Try switching up your travel dates, looking at different ticket options or departing from an alternative airport.
How far in advance should I book a flight to Wine Country?
For some of the best deals on domestic journeys, book your flight to Wine Country 28 days ahead of your travel dates. For international flights, search for your ticket between two and four months in advance. This improves your chances of securing your preferred departure times and seats.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Wine Country?
Generally, you can find cheap flights to Wine Country on a Sunday. You'll save around 8% on average compared to those who book on a Friday, which is typically the most expensive day to buy tickets.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Wine Country?
Heading to Wine Country is as simple as deciding between two top carriers. Reserve your seat with either of the following:

  • Alaska Airlines - 277 flights to Wine Country each month, including 178 flights to Oakland Intl. Airport (OAK) per month.
  • Spirit Airlines - 242 flights to Wine Country each month, including 242 flights to Oakland Intl. Airport (OAK) per month.

Can I save money by booking a Wine Country trip package?
You could possibly save hundreds of dollars if you lock in a Wine Country flight and hotel package deal on Expedia. And you'll save time and hassle by having all your travel plans in the same place. Try bundling flights and accommodations with add-ons like tours and car rentals for your own customized Wine Country getaway.
Can I change or cancel my flight to Wine Country?
It's often possible to cancel or change your flight to Wine Country. Many airlines let you cancel your flight for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer you a credit toward a future trip in place of a direct refund. To get affordable flights to Wine Country with flexible change policies, select the "Changes included" or "No cancel fee" filters when you search. Looking for more information? Go to our Customer Service Portal.
Flights to Wine Country information
Destination airport
Oakland Intl.
Destination airport IATA code
OAK
Destination city name
Oakland
Roundtrip price
$57

Trending flights to Wine Country

Prices were available within the past 7 days and start at $29 for one-way flights and $57 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines

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*Available to One Key members.