Things To Do This Weekend In And Around Chicago: Oct. 5-7

Shannon Blum
October 05, 2018 - 7:41 am

CHICAGO (WBBM NEWSRADIO) – Fall is in full swing and there are plenty of fall activities happening this weekend in and around Chicago. From food and drinks, to harvest festivals, corn mazes, pumpkin patches, and more there is something for everyone this weekend.

Plus, Sunday is the Chicago Marathon. Kevin Hart will be participating trying to beat a 4-hour personal goal. Go out and cheer on the runners.

Here's a look at things to do this weekend in and around Chicago.

Bank of America Chicago Marathon

Every October, 45,000 runners hit the streets of Chicago and take a 26.2 mile tour of the city by foot. It may be too late to enter the race, but you can still line the streets and support participants as they make their way through the course. Head to neighborhoods like Pilsen, Chinatown and Lincoln Park to cheer on the runners and watch the race fly by.

Where: Grant Park

When: Sunday

Cost: Free

Bacon and Beer Classic

Kick off October with an afternoon of bacon and beer in the middle of Soldier Field at this tasting event. Guests will enjoy pork-filled dishes from the likes of the Berghoff, Connie's Pizza, City BBQ and more local eateries. You'll be able to wash down all of that bacon with samples of more than 100 different beers from Pipeworks, Pollyanna, Sketchbook and more breweries.

Where: Soldier Field, 1410 S. Museum Campus Dr.  

When: Saturday, 2-5 p.m.

Cost: $59-79

Taste of Clark Street

Clark Street restaurants from Devon to Touhy Avenues are offering samples of their signature dishes, with attendees encouraged to explore the diverse Rogers Park neighborhood along the route. Taste of Clark Street will also feature live music, family friendly activities and free pedicabs to transport people along the route.

Where: Clark Sreet and Touhy Avenue, Rogers Park

When: Sunday, 2-6 p.m.

Cost: $15-30

West Town Food Truck Social

The popular Food Truck Social brand is marrying up with the West Town Art Walk for the third year to create a one-of-a-kind neighborhood wide food and art festival. Sample dishes from mobile eateries such as 5411 Empanadas, Da Lobsta, Pink Taco and Whadda Jerk. A $20 sampler ticket gets you six sample-sized portions from any of the trucks in attendance—a good way to narrow down your new favorite food truck.

Where: Eckhart Park, 1330 W. Chicago Ave.

When: Friday, 4-10 p.m.; Saturday, 11 a.m.-10 p.m.

Cost: Free, $20 sampler ticket

Lincoln Square-Ravenswood Apple Fest

Kick off autumn with hot apple cider, freshly baked apple pie and a variety of other apple-based goods at this annual Lincoln Square festival where Giddings Plaza transforms into an urban apple orchard. Let your kids loose in the Kid Zone while sipping hard cider then keep the apple love going and take home your own bushel.

Where: Lincoln Ave between Lawrence & Eastwood (CTA Western Brown Line Stop)

When: Saturday, 9 a.m.-8 p.m.; Sunday 9 a.m.-6 p.m.

Cost: $5 suggested donation


Dovetail Brewery and Begyle Brewing team up for another outdoor bash in their shared parking lot, stocked with live music, food trucks and plenty of beer. DönerMen, Three Legged Tacos, The Empanada Bike, Paulina Meat Market and more local eateries will be serving dishes through the two-day fest, accompanied by a selection of beer from each of the breweries. Plus, kids can enjoy activities from organized by the Lillstreet Art Center and the Old Town School of Folk Music. Proceeds from the event benefit The Friendship Center, Friendship Pet Food Pantry and CHIRP Radio.

Where: Begyle Brewing Company, 1800 W. Cuyler Ave.

When: Saturday & Sunday, 11 a.m.

Cost: $5 suggested donation

Pilsen Community Books First Annual Fair

Pilsen Community Books presents a three-day celebration of literature, music and art at the Co-Prosperity Sphere in Bridgeport, welcoming special guests and musicians to the venue. Attendees can browse a selection of more than 7,500 used books, available for $4 each or 3 for $10. On Friday and Saturday evening, live music will fill the space, featuring sets from acts like Operator Music Band, Wavy ID, Small Places and more. Plus, there will also be artwork on display from a variety of artist as well as a limited edition show poster available for purchase.

Where: Co-Prosperity Sphere, 3219 S. Morgan St.

When: Friday, 5-midnight; Saturday, noon-midnight; Sunday, noon-4 p.m.

Cost: Free

Jack's Pumpkin Nights – Opening Weekend

Want to run through a corn maze without making a trip to the suburbs? Jack's Pumpkin Nights, a new Halloween-themed pop-up experience, brings the seasonal outdoor fun to a two-acre lot near Goose Island. Guests can enjoy pumpkin carving, carnival games and nightly live performances from sword swallowers and fire dancers. Plus, there's a bar inside of the corn maze stocked with beer and cider.

Where: Jack’s Pumpkin Pop-Up, 1467 N. Elston Ave., Goose Island

When: Oct. 4-Nov. 4, times vary

Cost: $20-50

St. Charles Scarecrow Fest

See more than 100 hand-made scarecrows on display and enjoy arts & crafts, music, food and much more.

Where: Downtown St. Charles, 2 E. Main St.

When: Friday & Saturday, 10 a.m.-9 p.m.; Sunday, 10 a.m.-5 p.m.

Cost: Free

Woodstock Ale Fest

The 5th annual Woodstock Ale Fest is a celebration of local craft beer and features over 60 unique beers from 30 craft breweries all within 100 miles of Woodstock! Once inside, you can play games and win custom prizes, enjoy food from local vendors and food trucks, and of course sample great beer.

Where: The Historic Downtown Woodstock Square, 112 N. Benton St.   

When: Saturday, 1 p.m.

Cost: $40

Rob Grabowski-USA TODAY Sports

Chicago Blackhawks v. Toronto Maple Leafs

Watch the Chicago Blackhawks hit the ice to play the Toronto Maple Leafs on October 7 at the United Center!

Where: United Center, 1901 W. Madison St.

When: Sunday, 6 p.m.

Cost: Varies