5 Things to Do This Weekend: Latina Comedy Festival, Haunted Chicago River Cruises

Erica Demarest | October 5, 2023 4:05 pm

(Courtesy of City Cruises)

1. Haunt

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Get into the Halloween spirit with a Seadog Haunted River Tour. During a 75-minute cruise down the Chicago River, you’ll learn about the city’s supernatural stories and infamous figures while enjoying views of iconic architecture. Costumes are welcome.

Details: 5 p.m. Fridays, Saturdays and Sundays in October, with a Halloween tour at 5 p.m. Oct. 31 at Navy Pier, 600 E. Grand Ave. $50-55 ages 13+; $40-45 ages 3 to 12 / MAP

Looking for more events? Family Fun Fest and Naperville Oktoberfest return this weekend. Check out those and more in our 2023 Chicago Festival Guide.

2. Laugh

The Latina Comedy Festival is back for its second year with three days of performances showcasing more than 35 of the country’s top Latina comedians. A marathon show includes rapid-fire sets, while the headliner show highlights Chicago’s very own Gwen La Roka.

Details: Times, costs and locations vary Thursday to Saturday.

3. Jam

The fifth annual Indigenous Peoples Day Arts & Music Festival delivers two days of live music from Indigenous performers from the U.S., Canada and Latin America.

Details: 5:30-10 p.m. Sunday and Monday at Chop Shop, 2033 W. North Ave. $10 suggested donation / MAP

4. Sample

Enjoy adult beverages in beautiful settings at two 21+ events. For the seventh year, the Lincoln Park Wine Fest promises to transform Jonquil Park into an open-air market with wine and food pavilions. And at the Field Museum, the Chicago Beer Festival offers up samples from more than 65 breweries.

Details for Lincoln Park Wine Fest: 5-10 p.m. Friday, 11 a.m.-10 p.m. Saturday, 11 a.m.-7 p.m. Sunday at Jonquil Park, 1001 W. Wrightwood Ave. $35-98 / MAP

Details for Chicago Beer Festival: 7-11 p.m. Saturday at the Field Museum, 1400 S. DuSable Lake Shore Drive. $50-65 / MAP

5. Visit

Step inside some of the most iconic and well-preserved homes in the Pullman community during the 50th annual Historic Pullman House Tour. The weekend celebration includes live music, food and exhibits — plus, on Sunday, the chance to see antique cars.

Details: 11a.m.-5 p.m. Saturday and Sunday beginning at the Historic Pullman Exhibit Hall, 11141 S. Cottage Grove Ave. $12-27 / MAP

(Courtesy of Historic Pullman Foundation)

Events listed are subject to change. We recommend double-checking times and locations before you head out the door. Want to share your upcoming events with us for consideration in a future roundup? Send us an email.