If there is one thing better than telling ghost stories to get into the spooky Halloween spirit, it's got to be seeing those stories reenacted. Free Street Theater intends to do just that with their revival of 100 Hauntings, a play based on real-life Chicago ghost stories created by an ensamble of performers, comedians, writers and community organizers. The play will run October 20 to December 2, Thursdays and Fridays at 7pm, meaning you can catch it on October 27 and 28, just a few days shy of Halloween to begin your week of fright.
Free Street Theater, 1419 W. Blackhawk St., 773-772-7248
Carmine's Friday Fright Fest
Join Chicago Woman as we host a Friday Fright Fest in partnership with Carmine's on Friday, October 28, 11pm-1am. There will be a costume contest, photo booth, and a lot of beer, wine and appetizers, all of which is included in the $50 ticket price, which can be purchased here. A portion of the proceeds will go to the 100 Club of Chicago, benefiting the families of fallen first responders of Cook and Lake Counties.
Carmine's, 1043 N. Rush St., 312-988-7676
Dia de los Muertos at Broken English Taco Pub
Seeing as the Day of the Dead is a Mexican holiday, it seems like a good idea to have a delicious taco or two in hand. In honor of Dia de los Muertos, Broken English will have face painting, food and drink specials and more, all day November 1 with all specialty cocktails at $6.66! Don't think of it as a bad omen, just accept the prices and call it good fortune by celebrating at the taco pub on Lake.
Broken English Taco Pub, 75 E. Lake St., 312-929-3601
Malice in Wonderland
Looking for a different way to spend Halloween? dana hotel and spa has just the thing with their Malice in Wonderland themed celebration, whether you want to get pampered and celebrate Mad Hatter style with a very merry unbirthday cake body polish ($112) or go in a different direction and party the night away. The adventure begins on Friday, October 28 where hotel guests and locals are invited to freestyle food + drink’s Mad Tea Party from 4 to 6pm hosted by the Evil Queen. The tea party is $40 per person.
Continuing on Saturday afternoon, Wonderland – goers enjoy themed menu and cocktail specials such as Funky Tea Sandwiches shaped like playing card suits. There will, of course, also be tea and champagne throughout the weekend. The night holds something wicked, as Vertigo Sky Lounge hosts the a psychedelic party with themed cocktails and much more at dana hotel. This is an event you don't want to miss.
Dia de los Muertos
Chicago Sinfonietta will be performing their 7th annual Dia de los Muertos concert. This performance, led by music director Mei-Ann Chen, explores themes of loss, celebration, humor and transformation. The first performance will be held at Wentz Concert Hall at North Central College on October 29th, while the second will be held at its downtown venue, the Symphony Center, on October 31. Tickets for the performance held at Symphony Center can be purchased for $18-$60.
Orchestra Hall at Symphony Center, 220 S. Michigan Ave., 312-236-3681
Lucia di Lammermoor
Join the Lyric Opera for a haunting story of love, betrayal and madness. Lucia di Lammermoor is described as a Scottish Romeo-and-Juliet-style tragedy that has a fantastic all-star cast. This show opened on October 15th and will run only until November 6th at Lyric's Civic Opera House. Tickets start at $34 so make sure not to miss out on this fantastic and exciting performance.
Lyric's Civic Opera House, 20 N. Wacker Dr., 312-827-5600
In the month of October, Seven Lions will be hosting a spooky sundae special. Instagram Sundae, created by executive pastry chef Becca Zuckerman, features delicious ingredients such as pumpkin ice cream, chocolate cookie crumbles, rice krispie treats, cinnamon caramel, and pumpkin cake. Enjoy this delicious autumnal experience with the entire family!
Seven Lions, 130 S. Michigan Ave., 312-880-0130
West Town Bakery Halloween Specials
If Halloween candy doesn't satisfy that sweet tooth, head on down to West Town Bakery & Diner for festive Halloween themed specials. They offer an array of fun treats, such as Jack O'Lantern cakes, chocolate pumpkins, dark chocolate coffins with white chocolate bones, as well as caramel apples. These festive treats will be offered through October 31.
West Town Bakery & Diner, 1916 W. Chicago Ave., 773-904-1414