Few and North Shore Holiday Gala
Fountainhead 1970 W. Montrose Ave. 773-697-8204
Meet the distillery owners over appetizers and a four-course dinner with craft cocktail pairings featuring butternut squash- and maple mousse-stuffed doughnut holes with a barrel-aged Sazerac cocktail, ginger lemon chicken scallopini with cranberry-lemon gin punch and more. 6 p.m. $42.06. RSVP required: brownpapertickets.com.
Holiday Rock & Roll
Sofitel Chicago Water Tower 20 E. Chestnut St. 312-324-4074
Sweeten your Tuesday with slices of Buche de Noel cake from 15 chefs including Acadia's Thomas Raquel and Nightwood's Sarah Mispagel and vote for your favorite at this benefit for Share Our Strength which includes cocktails, savory bites and live music from Rod Tuffcurls and the Bench Press. 6-8 p.m. $40. Tickets: holidayrockandroll.eventbrite.com.
Bah Humbug! A Sour Christmas
Jerry's 1938 W. Division St. 773-235-1006
Pucker up for 13 holiday and sour beers ($5.50-$9.50 each)—including Deschutes Jubelale, The Bruery Tart of Darkness and Jolly Pumpkin Noel de Calabaza—served with dark seasonal films and an appearance from Sour Santa. 6 p.m.-2 a.m. No cover. Advance RSVP required for optional Noel de Calabaza vertical flight ($28.50): jerrysjpnoelvertical.eventbrite.com
"Hunger Games" Trivia
Bull & Bear 431 N. Wells St. 312-527-5973
Reserve a table for one of two sessions where your knowledge of the popular series could net you a $200 cash prize. Calm your nerves with $5 Catching Fire Rumchata-Fireball shots and stave off your own hunger with snacks including Nightlock Cobbler with ginger-blueberry compote and shortbread cookies ($8). 6 and 8:30 p.m. No cover. RSVP: bullbearbar.com/trivia
The Second City That Never Sleeps: 24 Hour
The Second City e.t.c. 1608 N. Wells St. 312-337-3992
Join Fred Armisen ("Portlandia," "SNL"), Bonnie Prince Billy, Bob Mould (Husker Du) and others at this insomniac's paradise featuring 24 straight hours of music and improv comedy which also includes live-streamed appearances from St. Vincent, Jeff Tweedy and more. Proceeds benefit Letters to Santa. 6 p.m. Tuesday-6 p.m. Wednesday. $20. Schedule: facebook.com/secondcity24hour
REDEYE TIP OF THE DAY
Donate an unwrapped toy at Laugh Factory (3175 N. Broadway) through Dec. 22 and receive four tickets to an upcoming show.