Five Things To Do in Chicago: Jan. 30 to Feb. 1, 2026

Don't let the cold hold you back — these weekend events are worth layering up for. See what's happening near you.

Have a good time at Begyle + Friends.
Begyle Brewing hosts a midwinter tasting party that brings together breweries, cideries, and distilleries from across the region, all under one roof. Expect pours from a wide mix of producers, live sets from Punk'd and Yacht Rockettes, and food trucks rotating throughout the event.

Date: Jan. 31
Time: 6–11 p.m.
Cost: $79
Location: Artifact Events, 4325 N. Ravenswood Ave.
More Info: eventbrite.com

Catch the Chicago International Puppet Theater Festival.
The Chicago International Puppet Festival's neighborhood tour brings puppet performances into community spaces across the city. Featuring artists from around the world, the shows range in style and storytelling, offering a close-up look at contemporary puppetry beyond the traditional stage. Each stop is designed to be accessible, intimate, and welcoming for audiences of all ages.

Date: Jan. 30–Feb. 1
Time: Various Times
Cost: Various Prices
Location: Various Locations
More Info: chicagopuppetfest.org

Try your luck at Family Bingo Night.
This Family Bingo Night offers an evening of classic bingo games designed for all ages. Families can grab cards, settle in together, and play for small prizes while enjoying snacks available during the event. 

Date: Jan. 30
Time: 5:30–7:30 p.m.
Cost: Free
Location: Franklin Park, 4320 W. 15th St.
More Info: chicagoparkdistrict.com 

Glide over to Frozen Ocean Skate.
This themed ice skating event transforms the rink into an under-the-sea setting, complete with glowing marine-inspired décor. Skaters of all abilities are welcome, with sled-assisted skating available to make the experience accessible for both children and adults.

Date: Jan. 30
Time: 6–8 p.m.
Cost: Free
Location: Mount Greenwood Park, 3721 W. 111th St.
More Info: chicagoparkdistrict.com 

Take the night off at Kids/Parents Night Out.
This Kids/Parents Night Out event gives children their own evening plans, featuring themed crafts, a family-friendly movie screening, and snacks. Activities are led by experienced staff, allowing parents a night off while kids enjoy a structured, relaxed program designed just for them.

Date: Jan. 30
Time: 5:30–8 p.m.
Cost: $55
Location: Cuddle Bunny, 2901 N. Clark St.
More Info: eventbrite.com