A Halloween Happenings Guide to Chicago

Boys and girls of every age, wouldn't you like to see something strange? Spooky season returns this year with scary soirees, wicked liquids, and beastly bashes. From themed masquerade costume parties to kid-friendly events, a variety of restaurants and bars throughout Chicagoland will offer festive Halloween happenings for all.

Remedy in Bucktown gets into the spirit early this season with a free pumpkin carving night on Wednesday, October 23, with the first session beginning at 7 p.m. and a second at 11 p.m. In addition to providing the pumpkins and carving tools (while supplies last), the decorated bar will offer $8 Miller High Life bottles paired with an Evan Williams shot all night and a half-price everything happy hour from 4 p.m. to 7 p.m.

Fall Cocktails at The Owl, Credit Ivy Tac

Those looking for some Hallow’s eve fun can revel in free live music and deadly drink specials in the Lincoln Park and Logan Square neighborhoods. Beginning at 9 p.m. on Wednesday, October 30, aliveOne will host The TomCat Trumpet live band for a Halloween-themed evening of engaging and spooky performances in their “secret” back room. Further west of the city, late night bar The Owl will slash prices on beer and cocktails for their half-price everything happy hour from 6 p.m. to 8 p.m., and supply $5 Hopewell First Lager for live performances from Staring Problem as BLACK SABBATH, The Bombats as THE MOTORBATS (Motorhead Tribute), and Nightfreak as KISS.

The music and specials don’t stop there; aliveOne and The Owl continue the frightful fun just in time for Halloween. On Thursday, October 31, patrons of aliveOne can enjoy a half-price everything happy hour from 5 p.m. to 7 p.m., and a costume dance party from 9 p.m. to 1 p.m. The live music will be provided by aliveOne's resident band, Bonzo Squad, in the back room with a special guest performance from Catherine Poulos of Nasty Snacks. The Owl will offer their signature half-price happy hour from 6 p.m. to 8 p.m. and live performances from Gramps the Vamp, NITE HOST, and Ovef Ow ("Bee-52s").

Hubbard Inn's New Cocktail

Venturing closer to the city, River North provides no shortage of hot spots for party-goers looking for festive celebrations. Hubbard Inn will commemorate their grand reopening after months of renovations with a Halloween Masquerade party on the brand new, lavish third floor. The evening will feature an open bar from 9 p.m. until 12 a.m. and surprise performances that embrace the Halloween spirit. Tickets start at $30. Only a few steps away, Joy District is throwing it back to the 80s with a summer camp slasher-themed bash. Guests are encouraged to dress the theme as they enjoy drinks, summer camp-inspired decor and performances throughout the night. Tickets start at $20.

If you’re trying to stay away from the bustling city and chaotic costumed-adorned crowds but still enjoy the holiday, make your way up north to Onward in Rogers Park for a spooky Halloween Night Bash in the bar area from 8 p.m. to close. The gnarly night will include games, raffles, bites from Executive Chef Patrick Russ and a cash bar with seasonal specials.