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Wineries with Tastings in Chicago, IL

13 of the 267 wineries, breweries, distilleries and wine bars we list in Chicago have tastings.

A winery's map listing shows the category but not whether tastings are actually open to walk-ins, require an appointment, or are only offered on certain days — that detail usually lives on the winery's own tasting-room page, not in any searchable field. Every winery here has tastings confirmed straight from the winery's own website or posted tasting menu.

  1. City Winery Chicago Riverwalk

    11 W Riverwalk, Chicago, IL 60601

    Monday: 10am - 10pm, Saturday: 10am - 10pm, Sunday: 10am - 10pm

    TastingsToursOutdoor seatingPrivate eventsDog friendly
  2. Wild Blossom Meadery & Winery

    10033 S Western Ave, Chicago, IL 60643

    TastingsToursFood servedPrivate events
  3. Chicago Winery

    739 N Clark St, Chicago, IL 60654

    TastingsToursFood servedPrivate events
  4. Figo Wine Bar

    3207 N Sheffield Ave, Chicago, IL 60657-2210

    Fri–Sat 4pm–10:30pm, Sun 4pm–9pm

    TastingsFood servedPrivate events
  5. Judson & Moore Distillery

    3057 N Rockwell St Bldg 5, Chicago, IL 60618

    TastingsToursPrivate events
  6. Park Manor 75

    600 E 75th St, Chicago, IL 60619

    TastingsFood servedPrivate events
  7. KOVAL Distillery

    4241 N Ravenswood Ave, Chicago, IL 60613

    TastingsToursPrivate events
  8. KOVAL Distillery Japan

    5121 N Ravenswood Ave, Chicago, IL 60640-5386

    TastingsToursPrivate events
  9. VIN312 Winery

    4710 N Ravenswood Ave, Chicago, IL 60640-4408

    Thu 4-9pm, Fri 5-9pm, Sat 2-10pm, Sun 2-6pm

    TastingsPrivate events
  10. Easy Does It

    2354 N Milwaukee Ave, Chicago, IL 60647

    Mon 5pm–12am, Sat 12pm–2am, Sun 12pm–12am

    TastingsFood served
  11. Le Midi Wine

    2108 W Division St, Chicago, IL 60622-2984

    Thu–Sat 2pm–11pm/21:00, Sun 1pm–7pm

    TastingsFood served
  12. Perman Wine Selections

    802 W Washington Blvd, Chicago, IL 60607

    Mon–Sat, 11 am–7 pm

    TastingsPrivate events
  13. CHAOS Brew Club

    2417 W Hubbard St, Chicago, IL 60612

    TastingsPrivate events
Call or check the website before you drive out — many tasting rooms require reservations, especially on weekends. Expect a tasting fee somewhere in the $15-40 per person range at most wineries, often waived or credited toward a bottle purchase.

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Good to know

Do I need a reservation for a wine tasting?

It depends on the winery — smaller or boutique operations often require reservations, especially on weekends and during harvest season, while larger tasting rooms may take walk-ins. Checking the winery's website or calling ahead is the safest way to avoid being turned away.

How much does a wine tasting cost?

Most tasting fees run somewhere between $15 and $40 per person for a flight of four to six pours, though some wineries waive the fee with a bottle purchase. Reserve or sit-down tastings tend to cost more than a standard bar-style tasting.