EAT
Harris Theater205 E. Randolph Drive 312-334-7777
Grab dinner from food trucks including Royal Cupcakes & Bakes, Tamale Spaceship and Giordano's; order a cocktail at the theater's bar; and catch a tribute to American music by chamber orchestra The Sphinx Virtuosi. 5:30 p.m. $5. Tickets: harristheaterchicago.org
DRINK
A Taste of Fall Beer Flight
Deuce's and the Diamond Club3505 N. Clark St. 773-644-5554
Try a flight of four seasonal brews including Southern Tier Pumking ale, Goose Island Oktoberfest marzen and Weihenstephaner Festbier marzen for $12-$16 all month long. 5 p.m.-midnight.
Wine Wednesdays
Fat Rice2957 W. Diversey Ave. 773-661-9170
The Logan Square restaurant's new weekly series offers pours of rare Portuguese wines that are usually only available by the bottle. Try a flight of two reds and a white for $20 or an ounce of madeira or port for $5. 5:30-10 p.m.
DO
Halloween Fashion Show (Free!)
El Mariachi Tequila Bar3906 N. Broadway 773-549-2932
Still trying to decide what to dress as this Halloween? Get some inspiration at Chicago Costume's seventh annual show while sipping Halloween-themed Don Julio cocktails and $5 margaritas on the Lakeview spot's heated patio. 7-10 p.m. Free.
Retail Therapy (Free!)
W Chicago Lakeshore644 N. Lake Shore Drive 312-943-9200
Chicago lifestyle blogs The Fox & She and The Golden Girl host this pop-up shop, where you can browse clothes and accessories from M Dot Design Studio for 30 percent off. DJ Junkyard Dog provides beats. 5-9 p.m. Free.
REDEYE TIP OF THE DAY
Register for the Hot Chocolate 15K/5K race on Nov. 9 at Grant Park: hotchocolate15k.com