CHEESIE’S – Monster Shots

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!


TRADER TODD’S – Cozy Cocktails

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.


EL MARIACHI – Ancho Reyes Pumpkin Margarita

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. 


STRETCH BAR & GRILL – Creepy Crapple

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. 🍂🍏🥃


BITTERSWEET – Halloween Treats

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

We’re starting to see a pumpkin trend here… but if loving it is wrong, then we don’t want to be right! Not a pumpkin lover? Do-Rite Donuts & Chicken has Apple Cider Donuts that are awesome to the core.



JENI’S – Pumpkin Ice Cream

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?



FANCY PLANTS – Pumpkin Spice Cinnamon Rolls

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)!


STANS DONUTS – Gluten-less & Vegan Options

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! 



KLEIN’S BAKERY – Pumpkin Spice Latte

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! 



VISION BOUTIQUE – Spooktacular Deals

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?


DEUCE’S – Nightmare on Clark St.

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.


HVAC PUB – Rock & Roll Cosween

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





KIT KAT LOUNGE – Halloween at Kit Kat

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! 


GET IN THE KITCHEN – Costumes, Comedy & Cooking

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.


BOTTLESUP! – Costume Contest

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 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.



SIDETRACK – Costume Contest & Drag Performances

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.


DMK BURGER BAR – Bloody Burger & All Treats No Tricks Shake

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!



LVECC & STORYTOWN IMPROV – Children’s Halloween Improv Show


Join us virtually on Halloween from 1-2 PM for a safe and spOoOoky Halloween event with Storytown Improv featuring magic by John Sturk! 🕸 🎃 ✨ Tune in LIVE at 1 PM to join the fun. It’s sure to be a fang-tastic time! 🧛🏻 Costumes highly encouraged 👻 🎩






NETTELHORST SCHOOL – Pumpkin Carving Contest

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!




BONUS ROUND – Halloween Games

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. 



FOURSIDED – Cute n’ Spooky Decor

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.