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Galena Cellars
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The best wineries near Chicago

Whether you prefer red wine, white wine or wine slushies, you'll find something to sip at these nearby wineries.

Zach Long
Edited by
Zach Long
Written by
Samantha Nelson
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If you want to learn more about wine—preferably by drinking plenty of it—you don’t need to plan a trip to Napa Valley or Italy. The Midwest might not be as well known for wineries as the West Coast, but there are plenty of them in Illinois, Wisconsin, and Michigan that are well worth a day trip from Chicago. The best wineries near Chicago run the gamut from a place where you can picnic in the vineyard to a combination winery, distillery and art studio. Taste your way through varieties made with locally grown grapes and other fruit, paired with cheeses or more substantial fare. Many of the best wineries near Chicago offer wine clubs, so you have an excuse to keep going back to try new bottles and continue your education in the most delicious way possible.

The best wineries near Chicago

Driving time from Chicago: One hour

This Plainfield winery uses fresh-picked cherries, blackberries and peaches, plus grapes sourced from Illinois, Michigan, Missouri, New York and California to make a wide variety of wines you can taste alongside a plate of cheese or charcuterie. If you’re looking for some summer fun, chill on the patio with a wine slushie and order a s’mores tray that allows you to roast the marshmallows right at your table. The spot also regularly hosts special events such as trivia, bingo and live music.

14912 S Eastern Ave, Plainfield, IL

Driving time from Chicago: One and a half hours

Many of the varieties available at Oswego’s Fox Valley Winery are made with grapes from Illinois vineyards, making these whites and reds hyperlocal. Try them at the tasting room where you’ll also find works from local artists on display, including wood carvings and pottery. Depending on the weather, you can sip your bold Petite Sirah inside or hang out on the patio and nibble on artisan cheese while having a glass of red sangria. Expand your palette with a flight or by signing up for wine clubs focused on dry or sweet vino.

5600 U.S. Route 34, Oswego, IL

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Driving time from Chicago: Three hours

Visit the vineyard where the winery’s grapes are grown and then try the finished product in Galena Cellars’ newly renovated tasting room, where you can also snack on local cheese, sausage and crackers. You’re also welcome to bring a picnic (and even your dog) and sip a glass in the winery’s large outdoor seating space. The vineyard boasts a guest suite and guest house if you want to stay the night after you get done tasting. Every September, Galena Cellars hosts its Fall Harvest Festival, which features grape stomping, live music and horse-drawn carriage rides.

4746 N Ford Rd, Galena, IL

Driving time from Chicago: One and a half hours

There's a lot going on at this winery (and distillery, and brewery), which takes its name from the Amish round barn that serves as the centerpiece of a sprawling estate where the owners grow grapes, cherries and other fruit used to make wines you can enjoy on a deck or lawn overlooking the vineyard. Catch outdoor concerts on the weekend from May through October while snacking on loaded tater tots or a barbecue brisket sandwich from the winery’s food truck. Order one of Round Barn's beer and spirits if you’re visiting with someone who simply isn’t that into wine.

10983 Hills Rd, Baroda, MI

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Driving time from Chicago: 45 minutes

The 1912 home of Roselle’s namesake Colonel Roselle Hough has hosted Lynfred Winery since 1979 and now brings more than 100,000 visitors to the village each year to sample its 100 varieties of wine. Stop in for a glass of wine that's crafted to pair perfectly with a cheese flight. If you plan ahead, you can reserve a spot in the Founder’s Room and enjoy a flight of premium wines along with charcuterie and homemade bread, plus a taste of port. If you can’t make it to Roselle, you can also try the wines at Lynfred’s Wheeling location.

15 S Roselle Rd, Roselle, IL

Driving time from Chicago: One and a half hours

Studio Winery uses grapes from its own small vineyard and other Midwestern producers to make small batch wines and vermouth to please any palette. The distillery section of the business was added during the pandemic last year, so now you can visit the tasting room for a cocktail made with moonshine, vodka, rum, gin, brandy or whiskey. The space is also a working art and recording studio, and you’ll catch live classic rock and blues music every Saturday and Sunday night.

401 E Sheridan Springs Rd, Lake Geneva, WI

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Driving time from Chicago: 45 minutes

Broken Earth Winery grows its grapes and bottles its wines in Paso Robles, California, but you can try them at this Long Grove wine bar. Taste a variety of styles with a flight of four two-ounce pours while nibbling on cheese and charcuterie or ordering in from a local restaurant. Catch live music most Friday and Saturday nights, with entertainment ranging from jazz trios to Elton John tributes. Before you leave, hit the gift shop to pick up a bottle plus some accessories to improve your home drinking experience.

219 Robert Parker Coffin Rd, Long Grove, IL

Driving time from Chicago: Two and a half hours (Cambridge) two hours and 45 minutes (Madison)

The Cambridge Winery Event Center has become a popular destination for weddings held in their vineyard gazebo, but you don’t need an invitation to make a trip. Stop by on Wednesday nights when $29 gets you a bottle of Wisconsin red wine and two pizzas, adorned with tasty toppings like barbecue chicken and pepperoni. You can also visit Cambridge Winery’s Madison tasting room and savor a glass of the Wisconsin State Fair Gold Medal-winning ice wine alongside white chocolate bark with dried fruit. Join the wine club at either location to earn discounts and access to special events.

700 Kenseth Way, Cambridge, WI and 1001 S Whitney Way, Madison, WI

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Driving time from Chicago: One hour

The 150-year-old castle-like building housing Bishops Hill had been a brewery and the headquarters for the Joliet Catholic Diocese before a group of friends bought it with the goal of bringing a European-style winery to the Chicago suburbs. Sample nine wines for $20 or sign up for a wine and charcuterie pairing with sommelier Linda Kloss, who will teach you the basics of tasting. Once a month the bar hosts a Saturday yoga session that includes a post-class glass of wine to help you relax.

310 Bridge St, Joliet, IL

Driving time from Chicago: One hour and 15 minutes

This family-owned winery offers a mix of dry and sweet small batch wines made with grapes from California and Indiana that are fermented and bottled in Valparaiso. Visit LambStone’s tasting room for a sampling of five one-ounce pours for $8 that you can pair with a plate of cheese, fruit and nuts. You can also gather a group for trivia and toast your victory with a glass of Michigan black cherry wine or a wine slushie, with flavors like green apple and orange dreamsicle.

1555 W Lincolnway, Valparaiso, IN

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Driving time from Chicago: One and a half hours

Offering more than 35 varieties, Prairie State’s wines range from dry reds to novelties like sweet apple wine aged in bourbon barrels and white wine infused with organic ginger. Try a glass while sitting on the patio and having a bite from the kitchen, which serves shaved ham sliders with brown sugar butter or a Peri Peri chicken panini with creamy queso blanco spread. You can catch live music in the garden every other weekend through the end of fall.

222 W Main St, Genoa, IL

Driving time from Chicago: 45 minutes

Head to Long Grove for a real wine education and embark on a tour of the Valentino Vineyards where 20 varieties of grapes are grown—you’ll then have the opportunity to sample the finished product as part of a tasting and wine appreciation seminar. Reservations are required for the vineyard tour and seminar, and recommended if you want a tasting of five of their wines aged in French and American oak barrels, including red and white ports perfect for pairing with chocolate-dipped strawberries.

5175 Aptakisic Rd, Long Grove, IL

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