Think your homemade pie is tops? Enter it in Bang Bang's pie contest… (Lenny Gilmore/RedEye )
The Glunz Tavern 1202 N. Wells St. 312-642-3000
Feeling breakfasty? Stop by this Old Town tavern (11 a.m.-3 p.m.) for traditional selections including a berry or smoked bacon waffle ($7); or skip straight to lunch (11 a.m.-5 p.m.) for sandwiches such as a pork belly BLT on sourdough ($12) or European-style fare including bratwurst and Thuringer sausages with sauerkraut and parsley potato ($14). Saturday-Sunday.
Andersonville Dessert Crawl
PH Productions 1515 W. Berwyn Ave. 773-728-2995
It's all treats and no tricks at this neighborhood walk where you pick up your passport and head out for sweets at 13 stops on one of two routes—Candy Corn (Big Jones, M Henry and more) or Caramel Apple (Vincent, First Slice Pie Cafe and others). 2-5 p.m. Sunday. $20-$25. Routes and tickets: andersonville.org.
Amateur Apple Pie Contest
Bang Bang Pie Shop 2051 N. California Ave. 773-276-8888
Sample pies from 60-100 home bakers—or enter your own culinary masterpiece—outdoors under tents in the restaurant's side yard—at this benefit for the Chicago Rarities Orchard Project where a judging panel including restaurateur Ina Pinkney determines the top three entries and your vote helps award the audience choice prize. 3-5:30 p.m. Sunday. No cover; $5 to compete or taste. Register: bangbangpie.com.
The Castle 632 N. Dearborn St. 312-266-1944
The massive River North club gets tricked out with animatronic monsters and cryogenic fog for a two-night bash featuring five costume contests—two on Friday with $500 cash prizes; three Saturday with $1,000 cash prizes—plus sets by the Tranzit 017 DJs (Friday), DJ Kalendr and DJ Nawed Khan (Saturday) and others in multiple rooms across the 50,000 square-foot club. 7 p.m.-4 a.m. Friday; 7 p.m.-5 a.m. Saturday. $15 per night. Tickets: castlechicago.com.
Chicago Avenue Bar Crawl
Various locations 773-645-4949
Take a walk on the wild side with $3 Jameson shots and $4 select craft pints and three costume contests for $100 prizes starting at High Dive (1938 W. Chicago Ave., 9-10:30 p.m.); then moving to Cleos (1935 W. Chicago Ave., 10:30 p.m.-midnight); and ending at Roots Handmade Pizza (1924 W. Chicago Ave., 12:30-3 a.m.) 9 p.m.-3 a.m. Saturday. No cover.
Chicago Lakeside Festival
South Lake Shore Drive at 87th Street
Be among the first to take advantage of the new two-mile LSD extension—which opens access to the former U.S. Steel property—during an all-day festival featuring live music and DJ sets, visual art, farmer's market, food and beer vendors, a 5K run-walk ($39 includes sweatshirt) and cycling event ($100 per team). 9 a.m.-5 p.m. Saturday. No cover. Schedule and event registration: chicagolakesidefest.com.
Music Box Theatre 3733 N. Southport Ave. 773-871-6604
Create your own fright night with mix-and-match demonic, comedic and sci-fi horror flicks including a 45th anniversary restored print screening of "Rosemary's Baby" (6 p.m. Friday-Sunday); midnight showings of the classic Halloween flick, "The Rocky Horror Picture Show" (Friday-Saturday) and a 60th anniversary presentation of the 1953 "War of the Worlds" film paired with the legendary 1939 Orson Welles broadcast (1 p.m. Sunday). $10-$12. Tickets: musicboxtheatre.com.
Anna Scholz Trunk Show
Vive la Femme 2048 N. Damen Ave. 773-772-7429
Browse curve-embracing fall and holiday fashions from the plus-size designer label—whose clients include Adele, Queen Latifah, Beth Ditto and Jill Scott—at this trunk show which also includes light refreshments (5-7 p.m.). 11 a.m.-7 p.m. Friday. No cover.
REDEYE TIP OF THE DAY
Get your costume—and party schedule—together with our tips: redeyechicago.com/halloween
Julia Borcherts is a RedEye special contributor.