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    1. Local experiences
    2. /Things to do in Chicago…
    3. /Wine and Spirits
    4. /Wine Tours
    5. /Guided Winery Tour & Tasting for Two in Chicago
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    Guided Winery Tour & Tasting for Two in Chicago

    Tour and tasting for two with a tasting room reservation and wine

    4.6 stars• 314 reviews

    Duration

    1 Hour

    Includes

    Tour, tasting, 2 wine glasses

    Highlights

    Explore an urban winery on a guided tour, then taste five wines together. Afterward, relax with a reserved table in the tasting room and two glasses of wine.

    • Explore the winemaking process from grape sourcing to bottling
    • Taste five Chicago Winery wines during your guided visit
    • Follow your tour with a tasting room reservation for two
    • Enjoy two complimentary glasses of wine after the tour
    • Add an optional $50 dining credit to your booking

    What's Included

    • Guided winery tour for two
    • Tasting of five wines
    • Tasting room reservation
    • Two glasses of wine

    Things to know

    You must be 21+ and bring a valid photo ID. Tours start on time, and guests are not admitted 10 minutes after the scheduled start time.

    Cancellation Policy

    Cancel or rebook up to 48 hours before start. Within 48 hours, no refunds. You may rebook after the 48-hour window, but a $10 per person rebooking fee applies; rebook within 60 days. Full refund or credit if operator cancels.

    Product ID: DH8MVZ

    FAQs

    Bring a valid photo ID. All participants must be 21+.

    Arrive 15 minutes before your scheduled start time for check-in. Tours start promptly, and you won’t be admitted if you arrive 10 minutes after the tour start time.

    You can book this tour up to one month in advance.

    Meeting details

    739 N Clark St, Chicago, IL, United States, 60654

    Experience provided by Chicago Winery

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Date Night for Two

    $141.30

    0

    Take Home Bottle

    $29.44

    0

    Date Night + $50 Tasting Room Credit

    $200.18

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.6
    Excellent
    314 reviews•Google Maps
    249
    15
    9
    4
    21

    This winery pulls double duty as both a standout tasting destination and one of Chicago's most celebrated wedding venues, and it genuinely excels at both. The staff consistently earns praise by name, with sommeliers like Ashley leading engaging tours that leave guests walking out with a real appreciation for wine, and servers like Brandon turning first-timers into wine club members. The space itself is stunning, with city views and an intimate atmosphere that photographs beautifully. For date nights or casual visits, the wine flights paired with thoughtfully prepared food make for a memorable evening. One reviewer did flag that their food arrived cold during a tasting tour, so if you're dining during a structured event, it's worth speaking up. As a wedding venue, the feedback is overwhelmingly glowing, with guests and vendors alike calling out the attentive staff and seamless coordination as highlights of the entire experience.

    What people are saying

    Review 1 of 3
    5/5

    I did a wine tasting with Ashely and had a great time! She was very knowledgeable about wine, and I ended up walking away with a bottle of my favorite wine from the tasting. 10/10 experience

    Photo of Hadleigh Kindberg

    Hadleigh Kindberg

    August 18, 2026

    Review 1 of 1
    5/5

    I did a wine tasting with Ashely and had a great time! She was very knowledgeable about wine, and I ended up walking away with a bottle of my favorite wine from the tasting. 10/10 experience

    Photo of Hadleigh Kindberg

    Hadleigh Kindberg

    August 18, 2026

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