Small Business Saturday, World Cup Watch Parties And Holiday Fun

CHICAGO — There’s plenty to do across the city this weekend, including World Cup watch parties, music festivals and local markets.

Here’s a roundup of 15 things to do in Chicago this weekend:

Holly Jolly Trolley Rides

Starts 11 a.m. Saturday

Various locations

There will be Holly Jolly Trolleys in neighborhoods across the city for Small Business Saturday, including in Ravenswood and Bucktown.

Friday 5-10 p.m.

Rizzo’s Bar & Inn, 3658 N. Clark St.

This Santa party bus is making its way to the city this weekend and through December. The five-hour experience includes a chili and mac and cheese buffet, a bus tour and admission to Lincoln Park ZooLights and Christkindlmarket. Tickets for this BYOB bus ride start at $49 and are available online. Riders must be at least 21 years old and have a valid ID.

4pm-1am Friday-Monday

Lucky Strike, 322 E. Illinois St.

This Thanksgiving weekend, take to the bowling lane. If you bowl a turkey—three strikes in a row—Lucky Strike will donate $50 to the Greater Chicago Food Depository.

10 am-2 pm Saturday

The Common Cup, 1501 W. Morse Ave.

Kick off holiday shopping season and support local businesses this weekend for #SmallBizSat. There will be a welcome station 10 am-2 pm with free crepes, coffee and cocoa, live music, a selfie station, tote bags and a list of businesses offering day-long specials.


Various locations in Lincoln Square

Shop small at businesses offering special discounts and enjoy festivities throughout the day, including photos with Santa and holiday tunes by Victorian Carolers. You can also wrap up the day with the Lincoln Square Ravenswood Chamber of Commerce’s tree lighting at 5:30 pm

10 am-5 pm Saturday

Absolutely Anything Essential, 3521 S. King Drive

There will be more than 20 artists, designers, small business owners, vendors and essential service providers at Bronzeville’s largest Small Business Saturday event. You can “make and take” your own handmade gifts or shop locally made apparel, jewelry and accessories, tasty treats and more.

Credit: Quinn Myers/Block Club Chicago
Midwest Coast Brewing, 2137 W. Walnut St. on April 29, 2022

Noon-5 pm Friday

Various locations in the Chicago Brewing District

Shop from 35 local makers this Black Friday with a drink in hand. There will be a variety of handmade goods, including jewelry, home decor, prints, soap, paintings, candles and more. Admission is free.

Friday 6-7 p.m.

Millennium Park, 201 E. Randolph St.

Celebrate the holidays and sing along with local music groups, including the Oakdale Christian Academy Choir and Windy City Gay Chorus and Treble Quire. If you can’t make it this weekend, there will be sing-alongs Fridays through Dec. 16.

10 am-4 pm Friday-Sunday

National Museum of Mexican Art, 1852 W. 19th St.

This holiday market features handmade Mexican keepsakes, including ornaments, nativity scenes, T-shirts, jewelry and more. Museum Members will receive a 30 percent discount on all merchandise.

Credit: Provided
This will be the city’s third annual Albanian Independence Parade.

Albanian Independence Day Parade

12:30 p.m.-2:30 p.m. Sunday

900 S. Columbus Drive

You can celebrate Albanian Independence Day with the Albanian-American community at this parade.

World Cup Watch Parties At A Pub

1 p.m. Friday and 1 p.m. Saturday

Broken English Taco Pub, 75 E. Lake St., 2576 N. Lincoln Ave and 1400 N. Wells St.

You can tune into USA vs. England and Mexico vs. Argentina games alongside fellow Chicagoans and enjoy $40 marg pitchers.

1 p.m. Friday

Gallagher Way, 3635 N. Clark St.

You can also tune into the USA vs. England match at Gallagher Way. Afterwards, you can stop by Christkindlmarket Wrigleyville for international food and drink.

Credit: Provided
You can take photos with Santa every weekend from November 25 through December 18.

3-8 pm Friday and 11 am-5 pm Saturday-Sunday

Gallagher Way, 3635 N. Clark St.

Santa is making his way Lakeview this weekend. He’ll be there for photos Friday-Sunday through Dec. 18.

Doors open 5 p.m. Friday-Sunday

Friday-Saturday at Thalia Hall, 1807 S. Allport St.

Sunday at Empty Bottle, 1035 N. Western Ave.

Catch performances by Psyche, Blu Anxxiety, Boy Harsher, Black Plague and more this weekend. There will also be a photobooth, interactive exhibits, vendors and more. Tickets cost $41-$176 are available online.

Friday 7-11 p.m.

SPIN, 344 N. State St.

Watch paint fly and canvases go from “blank to beautiful” at this live art battle. All artwork created during the event will be available for buy via silent auction. Doors open at 7 pm, and painting starts at 8 pm You can register to compete here. Tickets for spectators are $22 online and $25 at the door. You must have a valid ID with you to enter.

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