958 W Belmont | (773) 388-1574
Pick your poison over at Cheesie’s Pub & Grub, will it be Frankenstein, The Mummy or Dracula’s Kiss? Beware… these shots aren’t for scaredy cats!
3216 N Sheffield | (773) 348-3250
Trader Todd’s takes tropical… to terrifying! Cozy up with a warm drink while dreaming of warmer weather. We suggest The Walking Todd (This “zombie” features Don Q Crystal, Trader Vic dark rum, apricot liqueur, lime juice, orange juice, and a Don Q 151 float), A Hot Toddie (Warm apple cider, Tullamore Dew Cider Cask, peach simple syrup), Or a classic spiked cocoa.
3906 N Broadway | (773) 549-2932
This cocktail from El Mariachi Tequila Bar is sure to lift your spirits! Try the Ancho Reyes Pumpkin Margarita for a seasonal twist on the classic.
3485 N Clark | (773) 755-3980
Looking to trade out your go-to fruity summer cocktail for a new fall fave? Try the Crapple Crisp from Stretch Bar & Grill made with Crown Apple, Ginger Beer and a splash of Cranberry. 🍂🍏🥃
1114 W Belmont | (773) 929-1100
Treat yourself with something sweet and spooky from Bittersweet Pastry Shop! They have something for every fall-lover, and they’re all dangerously delicious.
1027 W Addison Ste A113 | (773) 977-7065
3657 N Clark | (773) 666-5490
Jeni’s Splendid Ice Creams has been brewing up new ways to make use of pumpkin spice for years now, and Pumpkin Cake Roll is the next bone-chillingly great concoction. What’s not to love in a dessert that’s nutty and creamy with lots of warm spices?
613 W Briar | (773) 857-1588
These pumpkin spice cinnamon rolls have real pumpkin in the dough and butter, pumpkin spice brown sugar in the filling, and pumpkin spice in the vanilla frosting, and did we mention they’re vegan?! Enjoy one with a hot apple cider (and don’t forget to say hi to Patches the scarecrow)!
3300 N Broadway | (773) 883-4764
2800 N Clark | (773) 868-0173
Stan’s never disappoints with all your favorite flavors of the season, made with the highest quality, real ingredients including apple pie filling and pumpkin puree. This donut lineup includes Apple Cider Cake, Fall Glazed, Pumpkin Old Fashioned, Apple Pie Le Stan, Pumpkin Gluten-less, and Pumpkin Vegan. Wash them down with an autumn drink, choose from Chaider, Pumpkin Spice Latte, Pumpkin Pie Frappe, Caramel Apple Butter Latte, and Pear Tea Lemonade.
2804 N Clark | (888) 576-7267
These goodie bags from Wells Street Popcorn are perfect for trick or treaters, or for snacking on (or hiding behind) during a scary movie!
426 W Diversey | (773) 904-8292
When life gives you pumpkins, you carve them and make Pumpkin Spice Lattes. And when you come pick one up from Klein Bakery, be sure to take a photo with the scarecrow and tag or DM it to them for a chance to win one of 2 $25 Klein’s gift cards!
3053 N Sheffield | (773) 360-8900
Get a free three month supply of daily contacts when you purchase a one year supply. Now that’s a scary good deal!
3208 N Sheffield | (773) 770-3510
Barangaroos is known for their savory pies, but did you know about their sweet fall shakes?
3505 N Clark | (833) 466-3758
Creep it real at Nightmare on Clark St at Deuces MLB! Trick or Treat yourself to photo ops and spooky themed cocktails, no reservations or tickets required.
3530 N Clark | (773) 789-8864
Join HVAC Pub for Rock and Roll Cosween! Come dressed as your favorite rockstar to enter the costume contest!! Tickets are available now at https://wamitickets.com/e/30/rock-n-roll-cosween
3700 N Halsted | (773) 525-1111
Witch, please. Spend all of October 31st spookin’ it up at Kit Kat Lounge and Supper Club with divalicious brunch, live performances all night, and TWO costume contests with cash prizes!
2833 N Sheffield | (773) 665-5660
Take a trip to the Upside Down and get a photo with your favorite Stranger Things characters and scenes. Explore the spooky 80’s vibes and try something unique off of the themed menu!
3617 N Broadway | (773) 754-7877
Get in the spirit (& into the kitchen) at this super fun Halloween Costume & Comedy Cooking Party! Explore cooking with pumpkin with these amazing Pumpkin Tapas! There will also be a comedy show in between courses, and even a complimentary pumpkin-based cocktail! Costumes encouraged but not required.
3164 N Broadway | (773) 362-4999
A costume contest that involves wine? This isn’t a Halloween prank. All you have to do is purchase a bottle from BottlesUp!, take a photo of yourself in costume with your bottle, and send it over to firstname.lastname@example.org. Photo entries will then be posted to a Facebook photo album. The person/photo with the most “votes” by November 7th will receive a three-month membership to the BU Wine Club!
3258 N Sheffield Ave | (773) 281-4989
It’s time for Sheffield’s annual pumpkin carving event! Come by the patio October 27th, 28th and 29th to pick & carve a Halloween Pumpkin and enjoy a Sponsored drink for only $10! Make your reservation now as seating is limited.
3349 N Halsted | (773) 477-9189
Celebrate Halloween Weekend at Sidetrack. Join us Saturday, October 31, for Halloween Costume Contests and Spooky Drag Performances! Come in Costume – WITH A FACE MASK – and enter to win for FUN PRIZES. Sidetrack will have Socially Distanced Outside (and window/door adjacent) Table Service, with no more than 6 people per table. Cover on Halloween is a $5 Suggested Donated with proceeds going to our friends at Affinity Community Services in Celebration of their 25th Anniversary. Sidetrack is open 1-11pm Saturdays.
2954 N Sheffield | (773) 360-8686
During the month of October, dig your teeth into DMK’s “bloody burger” (grass fed beef tartare, egg, garlic aioli, salt + vinegar chips on Tuscan bread) and their special “all treats no tricks” shake!
3252 N Broadway | (773) 534-5810
The Nettelhorst School is holding a Pumpkin Carving Contest! Drop off your masterpiece on Wednesday, Oct 28th and see them all on display during the Light the Night event on the 29th. All funds raised will go to feeding/caring for the Nettelhorst Chickens!
3230 N Clark | (773) 857-1037
Trying to figure out how to safely celebrate Halloween at home? Have no fear, Bonus Round Cafe has a whole spooky section full of great games in stock to create an eerie evening of fun with a couple friends!
3251 N Broadway | (773) 883-9119
Join a book club at Unabridged Bookstore and read something extra creepy this month, or pick up a new book to give you nightmares before bed.
2958 N Clark | (773) 244-6431
2939 N Broadway | (773) 248-1960
We believe that everyone needs more Halloween decor! Foursided has some cute and creepy knick-knacks for all around your home.
2858 N Clark | (872) 206-8284
Wear a costume all day with one of these cute jack-o-lantern masks from The Colette Collection! Keep everyone safe while being a little extra spooky this Halloween season!
2936 N Clark | (773) 658-9663
New cookies and howliday toys are in stock at Bark by the Park: Dog and Cat BOOtique! These goodies are the perfect incentive to teach your pets trick or treat.