Midwest Wine Tours

Guided Wine Tours Beyond Chicago's Skyline

THE PERFECT GETAWAY IS CLOSER THAN YOU THINK

Escape the city for a day tour through one of Chicagoland's hidden gems: its wine scene. While you may not always think of wine in Illinois, the state boasts over 100 wineries, including dozens that are less than two hours from Chicago.

Our expertly-guided, small-group wine tours offer an all-inclusive experience so you can sit back and enjoy the best of Northern Illinois wine.

Discover the regions we currently visit:

Fox River Valley

Explore wineries throughout the scenic Fox River Valley, just west of Chicago, with tasting stops in quaint towns known for their vibrant art scenes and natural beauty.

Lake County Libation Trail

Located just north of Chicago, this official wine, beer and distillery trail features some of the best the region has to offer, including Illinois' oldest & largest family-owned winery.

Chicago Southland

Experience wine and mead in an urban setting highlighted by the region's diverse culture and close proximity to the city.

All-inclusive wine tours for every event

Whether you're planning a birthday celebration, bachelor(ette) party, group outing, or just a weekend adventure, let us handle all the planning for you. Midwest Wine Tours packages feature:

Half-day and full-day excursions to some of Chicagoland's best wineries
Transportation to all wineries, with pick-up & drop-off points accessible by Chicago transit or your desired location
Wine tastings at three to four hand-picked wineries, plus light snacks (half-day tours) or lunch (full-day tours)
A local, knowledgeable guide who will manage every step of your trip

From the first pour to the ride home, it's all about quality wine, great company, and zero stress.

Book your wine tour today

Why Tour With Us?

Midwest Wine Tours is a women-owned, boutique wine tour company based in the heart of Chicagoland, created by locals who are passionate about sharing the region they call home. Each stop on our tours is thoughtfully selected to highlight small, locally-owned wineries that take real pride in every bottle they pour. You'll meet the winemakers behind the scenes, hear their stories, and taste what makes this region so special. We intentionally keep our tours small to create a relaxed, intimate atmosphere at every stop, giving you time to connect with the winemakers, savor each sip, and actually enjoy the moment without feeling rushed. We offer customized tours for groups looking to add that extra something too--whether that's special stops, personalized touches, or just a perfectly curated day of great wine, laughter, and unforgettable memories.

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Uncork and unwind just outside of the Windy City

Don't miss this opportunity to sip bold flavors, enjoy handcrafted bites, and soak in that famous Midwest hospitality as you relax, laugh, and celebrate with your group.

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