aiplannerchicago events & things to do this week
Feb 16-22, 2026
Exciting events and experiences happening this week in Chicago.
Weed Passport Tours: North Michigan Ave Experience
Event Information
Weed Passport Tours: Chicago 🌆🍃 Walk. Chill. Explore. Discover Chicago’s vibrant North Michigan Ave like never before — through the lens of cannabis culture, art, and relaxation. Our guided Weed Passport Tour takes you on a scenic walk through iconic stops including premium dispensaries, local art landmarks, the Chicago Riverwalk, and chill zones by the lake. ✅ Exclusive dispensary discounts ✅ Local art + culture highlights ✅ Meet fellow cannabis travelers ✅ Perfect for tourists and locals alike 🎟️ Get your Weed Passport, explore the Magnificent Mile, and unlock a new kind of high-end Chicago experience. 📍 Start Location: Cookies Chicago, 215 N Clinton St, Chicago, IL 60661 (Outside Store) (“Exact meet-up instructions sent after booking.”) 🕒 Tour Time: Approx. 1.5 hours walking 🎫 Book your tour today #WeedPassportTours #ChicagoCannabis #WeedCulture #NorthMichiganAve #420Friendly #ChicagoTours #CannabisTravel
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Classic Stadium Tour
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FREE MONDAY w/ Hannah Sandoz / Giant Pit of Glass / Bug Charmer
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Doors: 8PM / Show: 9PM / 21+RSVP DOES NOT GUARANTEE ENTRY
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The Outsiders (Chicago)
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Wheelchair and companion seating available. For more information please call (312) 977-1701 ext. 1259.
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Hamnet
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Eureka Day (Chicago)
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Wheelchair and companion seating available. For more information please call (312) 977-1701 ext. 1259.
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Grand Kyiv Ballet: Giselle
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The Emerald City 2
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Chicago’s ONLY Oz-inspired, wickedly immersive pop-up bar returns for its highly anticipated second chapter, where magic deepens and mystery reigns. This year, the City feels familiar… but bolder, darker, and just a little more daring! Step into a fully immersive emerald world filled with glowing green décor, shimmering gold accents, theatrical details, and Instagram-worthy photo moments around every turn. Sip your way through signature Emerald Elixirs, indulge in Oz Eats, and explore a space designed to be experienced — wander, pose, sip, and stay awhile. ✨ Table ReservationsReserve your table via OpenTable to secure a spot inside Emerald City, complete with signature cocktails and Oz-inspired bites. ✨ Just here for the vibes?No table? No problem. Grab a ticket and explore the City at your own pace—sip, stroll, and soak in the magic without a reservation. With reimagined elements, elevated energy, and new surprises woven throughout, Emerald City 2 invites you to follow the road back for round two — and discover what happens when the City gets a little more wicked. Same City. New chapter. Follow the road 💚✨
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Chicago Public League
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ADA seating for patrons and their companions is available for all UIC Pavilion events. Accessible seating locations will vary per event. Accessible seating is limited and is sold on a first come first served basis. There is a ticket limit of four per purchase for all ADA and companion seating. If you have questions or desire further information, please contact the Box Office at 312-413-5740.
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Loyola Ramblers Womens Basketball vs. George Mason Patriots Womens Basketball
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Bernadette: The Musical
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Aliejha, Bella Moss, Caro Granner
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George Porter JR & Runnin' Pardners
Event Information
With opening act River Eckert. Doors open at 6:30pm. All sales are final, no refunds/exchanges permitted, but tickets may be transferred through your TM Account. Garcia's is fully ADA compliant featuring wheelchair lifts and ramps between the various levels of the venue, assisted listening devices upon request, and allows official service animals. Premium Table seating is located closest to the stage offering the most intimate music experience for guests and includes table service. Reserved Table seating is located on our main floor, behind the Premium section, and also includes table service. Both Premium and Reserved table seating is cabaret style which means you may be sitting with other fans. Private Booths are available and depending on the booth seats 1 to 4, 5, or 6 guests. General Admission/Standing Room is located around the sides of the room on an elevated level for quality viewing and easy bar access.
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Freya Skye - Stars Align Tour
Event Information
No Resale Over Face Value: Freya Skye is using Ticketmaster's Face Value Exchange to help fans get tickets at the original price. Tickets can only be resold on Ticketmaster at face value. States Blocking Artist Resale Terms: New York, Illinois, Colorado, Virginia, Utah and Connecticut have state laws that prevent resale restrictions. In those states, Ticketmaster will still honor Freya Skye's terms by keeping resale prices at face value on its site.All guests, regardless of age, are required to have a ticket for entry.
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Monolink
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Three Top Happy Hour
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Enjoy $10 gin martinis, sazeracs, and whiskey sours during the Three Top Happy Hour, every Thursday from 5:30pm-7pm! RSVP DOES NOT GUARANTEE ENTRY
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Chicago Comedy Club
Event Information
Doors open at 6PM. Performance begins at 730PM. 2 item minimum per person This is a 21 AND OVER event. House of Blues Chicago is a standing room only venue, all tickets are General Admission unless otherwise stated. If you have any questions in regards to this event please call us at 312.923.2000 *All support acts are subject to change without notice.*
Accessibility Information
Accessible Tickets House of Blues Chicago has requested that all accessible seating ticket accommodations be solicited only through their representatives. Those in need of accessible seating need to first purchase a General Admission ticket, then contact the venue Box Office to reserve accommodations. The box office cannot take phone orders. You may purchase tickets online or call (800)745-3000.
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Judges Joke
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The Illinois Judges Foundation Presents:JUDGES JOKEWhere the only thing overruled is silence.Lawyers may argue. Jurors may deliberate.But for one night, judges deliver the punchlines.Join us for Judges Joke, an evening of stand-up comedy, musical surprises, and unexpected legal levityall in support of the Illinois Judges Foundation, a 501(c)(3) nonprofit advancing benevolent and educational initiatives benefiting the judiciary and the Illinois Judges Association.Ticket includes admission, food, and two drink tickets.
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Joanna Connor Blues Band/TBD
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World famous Kingston Mines features the best Blues music from two bands on two stages. Docs Kitchen offers great Ribs, Catfish, Red Beans & Rice, Wings, Burgers, Beignets, and more! Kingston Mines has returned to general seating - no reservations. The doors & kitchen open at 6:00pm on Thursday. Tickets can be purchased at the club after 6:00 PM, if not purchased online. Must be 21 to enter. Thursday: 6pm 2amAcoustic Set: 6pm to 7:30pmNorth Stage Sets: 7:30pm, 9:30pm, 11:30pmMain Stage Sets: 8:30pm, 10:30pm, 12:30am Hear Blues, Drink Booze, Talk Loud, Youre Among Friends ...Doc
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Chicago Bulls vs. Toronto Raptors
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ADA seating for patrons with wheelchairs, or hearing imparied and their companions is available for all Chicago Bulls events. Guests may purchase one accessible seat and one companion seat. If you have questions or desire further information, please contact the Box Office at (312)455-4655.
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