Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Chicago…
    3. /Wine and Spirits
    4. /Wine Tours
    5. /Behind-the-Scenes Winery Tour & 5-Wine Tasting in Chicago
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 1
    Product image 2
    Gallery image 1
    Gallery image 2

    Behind-the-Scenes Winery Tour & 5-Wine Tasting in Chicago

    Discover the journey from fresh grapes to wine during Chicago's harvest season

    4.6 stars• 314 reviews

    Duration

    1 hr

    Includes

    Guided tour, 5-wine tasting

    Highlights

    Step inside Chicago Winery for a guided harvest-season experience led by Wine Educators. As fresh grapes arrive from vineyards across the country, take in the energy and aromas of a working urban winery.

    • Follow the winemaking process from grape sourcing to bottling
    • Explore the production space and barrel room for a behind-the-scenes look at winemaking
    • Discover how harvest influences each vintage

    What's Included

    • Tasting of five wines selected by the winemaker and wine educators

    Important details

    • Ages 21+ only
    • Bring a valid photo ID for check-in
    • Arrive 15 minutes before your scheduled start for check-in. Tours start promptly, and you won't be admitted more than 10 minutes after the start time

    Cancellation Policy

    Cancel or rebook up to 48 hours before start. Within 48 hours, cancellations are nonrefundable; rebooking costs $10 per person, not included in the listed price. Rebook within 60 days of the original date. Operator cancellations require at least 48 hours' notice and include a full refund or credit. You may transfer your booking at any time.

    Product ID: HRFWPS

    Meeting details

    Chicago Winery, 739 N Clark St, Chicago, IL 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

    Adult

    $53.10

    All participants must be 21+ and produce a valid picture ID upon arrival

    0

    Take Home Bottle

    $29.50

    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

    Nearby activities

    Drive an 18' Pontoon on the Chicago River
    Boat RentalsUp to 6

    Drive an 18' Pontoon on the Chicago River

    Cruise the Chicago River for 2 hours on a private, self-drive pontoon

    4.6 • 122 reviews
    $173
    Explore Cosley Zoo In Wheaton
    Zoo Tours

    Explore Cosley Zoo In Wheaton

    Meet Farm Animals and Native Wildlife Across Five Acres

    4.4 • 720 reviews
    $13/ person
    3-Hour Chicago River Architectural Kayaking Tour
    Kayaking Tours

    3-Hour Chicago River Architectural Kayaking Tour

    Paddle the Chicago River and learn downtown architecture in 3 hours

    4.7 • 487 reviews
    $82/ kayak
    Private 47' Yacht Charter in Chicago
    Yacht Charters

    Private 47' Yacht Charter in Chicago

    Cruise Chicago by private 47 ft yacht with space for up to 12 guests

    4.6 • 122 reviews
    $1,696
    Chicago 1-Hour Paddleboard Rental
    Paddleboarding

    Chicago 1-Hour Paddleboard Rental

    Paddle Chicago's lakefront with skyline views and basic instruction

    4.2 • 193 reviews
    $17/ paddleboard
    Donut & Art Walking Tour in Wynwood, Miami
    Dessert Tours

    Donut & Art Walking Tour in Wynwood, Miami

    Taste international dough-based treats while exploring Wynwood’s art district

    5.0 • 1.4K reviews
    $69/ person