Chicago's To-Do List 🎃

Monday - Oct 28th

Sting - “3.0” Tour coming to Chicago! In Sting’s distinguished career, the Rock and Roll Hall of Famer has received 17 GRAMMY Awards® and sold 100 million albums worldwide from his combined work as one of the most distinctive solo artists in the world and former front man of The Police.

• Price: $105+

• Address: 50 E Ida B Wells Dr (Auditorium Theater, The Loop)

• Note: Event available Monday - Saturday Nov 2nd

Gourmet Gnocchi, Tomato Concasse’, Bacon, Sage Brown Butter with Drew! - Join this intimate cooking class and learn how to make an amazing Fall Gnocchi Dinner from start to finish!

• Price: $149+

• Address: Get in the Kitchen (3617 N. Broadway St, Wrigleyville)

• Note: Eat it all when you are done! This class is limited to only 12 people.

Halloween Week at State and Lake Chicago Tavern - State and Lake Chicago Tavern has planned a series of festive menus that will make any celebration unforgettable. From Oktoberfest and Halloween to a Thanksgiving feast, the restaurant is the perfect place to gather with loved ones.

• Price: $42/person

• Address: 201 N. State Street (State and Lake Chicago Tavern, The Loop)

• Note: Halloween Spooky Menu available October 28-November 1, 2024

Tuesday - Oct 29th

Usher - Past Present Future Tour coming to Chicago!

• Price: $95 +

• Address: United Center Chicago

• Note: Also available Thursday October 31st, starting 8:00pm

ANTHONY BONAZZO - Come join The Comedy Bar for some laughs off The Magnificent Mile!

• Price: Free Admission

• Address: 162 E Superior St (The Comedy Bar)

• Note: Seating is first come - first serve. The two-item minimum policy requires each guest to purchase a minimum of two items from the menu during their visit

Wednesday - Oct 30th

Relaxing Yoga in the Loop - Unwind with bohoSOUL for an all levels vinyasa/restorative style yoga class on Wednesdays in October!

• Price: $18

• Address: 111 N Wabash Ave

• Note: Bring your mat and your beautiful soul

Pumpkin Paint & Sip- Enjoy a night of fall fun and creativity with friends at the Pumpkin Paint & Sip event! 🎃 Pricing includes a pumpkin for you to paint and take home. Essential supplies such as paint, glitter, glitz, paint brushes, and aprons will be provided. Plus, enjoy a complimentary glass of champagne to get those creative juices flowing.

• Price: $35/person

• Address: 3505 North Clark Street (Bamboo Club)

• Note: Food & drink may be purchased during the event. For ages 21+. 6 - 8 pm.

Murder at the Masquerade Cocktail Party- Dress to impress in your best spooky or attire to match the masquerade theme. Sip on themed drinks like the “Poisoned Apple” or “Vampire’s Kiss” as you uncover clues. Guests will receive character roles upon arrival, with clues distributed throughout the night to help solve the mystery.

• Price: $35/person

• Address: 1525 North Wells Street (LG's Bar)

• Note: 2 Cocktails and Pizza will be provided.

Thursday - Oct 31st

The Haunted Voyage at Joy District - The fun is anything but dead in the water at this Halloween at Joy District! Celebrate Halloween with The Haunted Voyage at Joy District of the Dead! Each Ticket includes one complimentary drink then access to $9 mixed beverages, $7 Halloween shot, and $6 domestics.

• Price: $10

• Address: 112 West Hubbard Street (Joy District)

• Note: Must arrive by 11 PM. All sales are final. Must be 21, valid ID upon entry!

THRIFT OR TREAT: A Creepy CrawLy Thrifting Trolley - Ghosts and ghouls of every age are welcome to join a guided sustainable shopping tour of our spookiest community businesses. Explore deals to kill at circular shops in the Logan Square/Avondale areas. The tour will include unique upscale vintage stores and other splurge-worthy thrift stores!

• Price: $42+

• Address: 2846 N Milwaukee Ave

• Note: Runs from 5:30 p.m - 9 p.m. Halloween Costumes are highly encouraged!! Thrift your heart out and Trick or Treat like a badass adult this year!

Thirst Trap: A Halloween Party! - A Halloween trap party where grown folks are kids again for ONE NIGHT ONLY!Come out in your scariest or sexiest costume and tell a friend to tell a friend. This will be a party for Halloween to remember for this year!

• Price: $20+

• Address: 5311 South Lake Park Avenue (The Promontory)

• Note: Performers for the night include Yls & Mile High

PEOPLE UNDER THE STAIRS: A HALLOWEEN PARTY - Get ready for a spooky night filled with thrilling music, wicked costumes, and eerie decorations. Join us for a hauntingly good time as we dance the night away under the stairs.

• Price: Free (w/ costume) until 11:30pm. $20+ after 11:30 pm

• Address: 1612 W. DIVISION (The Hidden Gem)

• Note: Performers for the night include Yls & Mile High

Friday - Nov 1st

FRIDAYZ - Afrobeats, Amapiano, Dancehall- An electrifying night of music and dance at Masada! Groove to the hottest tunes in Afrobeats, Amapiano, Dancehall, and RnB. This venue promises an amazing atmosphere and top-notch sound system that will keep you on your feet all night long.

• Price: $20+

• Address: 2206 North California Avenue (Masada, Bucktown)

• Note: With RSVP, Ladies get in FREE until 11 PM, and guys discounted.

Dia De Muertos @ Navy Pier - Come celebrate Dia De Los Muertos at Navy Pier's very own Bar Sol! Join a night filled with vibrant decorations, traditional music, and delicious Mexican cuisine. This in-person event is the perfect way to honor and remember loved ones who have passed. Don't miss out on this cultural celebration!

• Price: $25+ (general admisison)

• Address: 700 East Grand Avenue (Bar Sol)

• Note: Complimentary face painting by Chicago Caritas [8pm-11pm] First come first serve. Dressing up is highly encouraged!

Saturday - Nov 2nd

Halloweekend Booze Cruise Aboard a 4-Story Luxury Yacht - This cruise takes place aboard the largest yacht in Chicago, boasting stunning panoramic views from its four decks, including an open-air rooftop. You'll enjoy unmatched views of Chicago's iconic landmarks from Lake Michigan.

• Price: $50+/person

• Address: 600 East Grand Avenue (Odyssey Lake Michigan)

• Note: Ticket include a free moonlight buffet, live DJ, dancing, giveaways and the best views of Chicago! Take advantage of Chicago's best asset!

PILSEN CATRINA TROLLEY BAR CRAWL - A vibrant celebration of culture, cocktails, and community at the Pilsen Catrina Crawl! This will bring you the ultimate bar crawl through one of Chicago's most iconic neighborhoods, where you'll get to experience your favorite Pilsen bars like never before.

• Price: $50+ for early bird special, $75+ for Tacos & Tequila Tour, $90+ for couples

• Address: Check in at Simone's Bar (960 West 18th Street)

• Note: This event is 21+ only. Trolleys to transport you between bars—no need to walk! Come dressed to impress and prepare for an unforgettable afternoon of fun, culture, and cocktails!

Riot! at the Disco: A Pop Punk Party - Inspired by the music of: Green Day, Blink-182, The Ramones, Descendents, Fall Out Boy, Buzzcocks, Generation X, Paramore, Misfits, NOFX, and many more.

• Price: $15

• Address: 2100 W. Belmont (Beat Kitchen)

• Note: Doors open 9pm // 21+

Espresso Martini Fest - Hubbard Inn creates the perfect backdrop for a night of indulgence. Sip on exquisite Espresso Martinis expertly crafted by our talented bartenders. Whether you're a coffee lover or a cocktail enthusiast, this festival is the place to be!

• Price: $50+

• Address: 110 West Hubbard Street (Hubbard Inn)

• Note: Tickets include 15 espresso martini tastings. Buy tickets early to receive free tickets and/or deeply discounted tickets to future events. Also enter the photo contest to win tickets tot tasting festivals, cocktail cruises on Lake Michigan and more!

Sunday - Nov 3rd

SkyRise Chicago - Join the 16th Annual SkyRise Chicago as we climb together to Advance Human Ability. Climb 105 flights in person or participate virtually by walking, running, stepping or cycling. Experience a new and improved Willis Tower and Skydeck experience!

• Price: Registration fee $50, Fundraising minimum $200

• Address: 233 S. Wacker Drive (Willis Tower)

• Note: All climbers and hand-cyclists must register and meet the fundraising minimum to receive their packet and be able to participate in the climb. Race site opens at 6:30 a.m.

The Second City’s Improv Brunch - Join The Second City for some hair of the dog comedy during this totally improvised experience from the city's finest. We're serving up all-you-can-stomach laughter! Food and mimosas are available to order separately.

• Price: $35+

• Address: 1616 N Wells St (Second City)

• Note: 80 min run time | 15 min intermission | Seating 30 min prior to show

Food Deals:

Canal Street Eatery - This West Loop restaurant is offering all-you-can-eat pizzas, pastas and salads for $15

• The deal is available on Fridays during lunch or dinner, between 11am and 8pm, from now through December 27. Full table participation is also required and the offer is good for dine-in service only. If you’ve got some little ones, you’ll save even more as kids under the age of 12 eat free with a paying adult.

• There are no restrictions on what you can order, so there’s never been a better time to try some of Canal Street Eatery’s signature dishes, like the linguini carbonara, casarecce bolognese and truffle pizza (wild mushrooms, onion jam). Aside from a couple of salads, all of the offerings are individually priced at more than $15!

Storyville Happy Hour

• Mondays + Industry Night: 15% of cocktails all day + $5 Mojtos, Margaritas, Modelo, and $10 Frozen Margaritas. Not applicable with other specials or offers. 30% off all food items for all industry members w/ proof of current hospitality industry employment!

• Tuesday - Friday, 4pm - 6pm: Draft Beer, Well Drinks, Draft Cocktails, Frozen Drinks, and Seltzers, all $6. Sweet or Savory Beignets $1 each, Fried Okra $6, Fat Tuesday Fries $8 (half order), Fried Cod and Fries $9, Chicken Wings and Fries $8, Chicken Po-Boy and Fries $8, $8 Burgers with Fries (Tuesdays only)

Gilt Bar - Available everyday until 5:30 pm

• Sliders $6.99, Single Wood Fired Bone Marrow $8.99, Onion Rings $7.99 and more!

• Table wine $6, Draft Beer $6, Highballs (roku gin, toki whisky, or corazón blanco tequila ) $7, Teeny Martinis (espresso martini, dirty vodka martini) $7, Old Fashioned (wild turkey rye) $8

All Month

Never Trust The Living Pop-up - This free to attend pop-up event, now in its second year, will feature a focus on cocktails within a Halloween-themed setting, with Halloween décor throughout the interior and the outdoor patio.

• Price: Varies

• Location: The Dandy Crown (River West)

• Note: Through November 2nd, open daily

Hershey Super Sweet Adventure - Enjoy story-based, family friendly activities like navigating a TWIZZLERS maze, testing your sense of smell with JOLLY RANCHER candy scents, “stuffing” giant REESE'S Peanut Butter Cups, and bringing your custom HERSHEY’S KISSES foil wrappers to life. 

• Price: $24+

• Location: 835 Michigan Ave, Chicago, IL. 60611 (Water Tower Place)

• Note: Children 2 and under visit free when accompanied by a ticketed parent or guardian. Closed Monday/Tuesday. Now through Dec 31.

Frankenstein's Mad Scientist Cocktail Lab - Frankenstein's might look like an ordinary bar from the outside, but step through the doors and you’ll find a laboratory of concoctions and curiosities — and your drink is the next experiment

• Price: $9+

• Location: 110 W Hubbard St (River North)

• Note: 90 minute reservation includes an interactive cocktail/mocktail &  Spooky Photo Ops. Additional drinks + tarot card reading available for purchase. Now through November 2nd.

Harry Potter and the Child Broadway Show - Broadway’s Spellbinding Sensation Harry Potter and the Child has arrived in Chicago on its first-ever North American Tour. Join the next adventure and experience the wizarding world like never before at this record-breaking, Tony Award-winning hit, hailed as “one of the most defining pop culture events of the decade” (Forbes). 

• Price: $45+

• Location: James M. Nederlander Theatre (Loop)

• Note: Show is 2 hours and 50 minutes

Free Museum Days:

Field Museum: Wednesday, October 30th

Shedd Aquarium: Tuesday, October 29th 5 p.m - 9 p.m.

Adler Planetarium: Wednesday, October 30th from 4:00 p.m - 10:00 p.m

Museum of Contemporary Art: Tuesday, October 29th

Any events you want to share? Just reply to this email!

See you next Sunday!

Sofia