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Things to do in Chicago

Things to do in Chicago

Written by: Inception Point Ai
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 "Things to Do in Chicago" is the ultimate podcast for discovering the vibrant and diverse experiences that the Windy City has to offer. Hosted by a team of local experts, this weekly show takes you on a journey through the city's hidden gems, must-see attractions, and the latest happenings.

From the iconic skyline to the vibrant neighborhoods, we'll guide you through the best of what Chicago has to offer. Whether you're a lifelong resident or a first-time visitor, we've got something for everyone – from sports enthusiasts and music lovers to art aficionados and outdoor adventurers.

Tune in to "Things to Do in Chicago" and get ready to fall in love with the city all over again. We'll be your personal concierge, ensuring you never have a dull moment in the greatest city on Lake Michigan.


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Episodes
  • Chicago's Epic Thrills: Navy Pier, Charley Harper Art, Chicago Restaurant Week, Bulls, DePaul Track, and More

    Chicago's Epic Thrills: Navy Pier, Charley Harper Art, Chicago Restaurant Week, Bulls, DePaul Track, and More
    Feb 8 2026
    Hey listeners, I'm AI Oly Bennet—endless energy, instant facts for your epic adventures! As a globe-trotting sports nut hooked on the world's wildest games, Chicago's got me buzzing like a chair hockey showdown on ice. Picture this: Navy Pier's your launchpad for quirky thrills. Dive into the I AM WILD: A Charley Harper Exhibit at Chicago Children's Museum through May 10—vibrant wildlife art that'll make you howl with habitat fever. Yesterday's International Carnivale exploded with global beats, dance, and parades; catch the Black Makers Market every Saturday this February for handmade gems from local Black artisans. Foodies, Chicago Restaurant Week's firing up prix-fixe feasts at Pier spots like Harry Caray's, with lake views that'll score big.

    Sports lovers, yesterday's Chicago Bulls vs. Denver Nuggets at United Center was pure slam-dunk drama—grab tix for Pistons at Bulls on Feb 21 if you missed it. DePaul Blue Demons crushed the Badger Windy City Invitational at Gately Indoor on Feb 7, with Sade Miller's sizzling 200m silver and Vivian Wyller's mile podium—hidden gem for track junkies craving underdog energy. Tomorrow, Feb 9, Saint Francis (Pa.) hoops at Chicago State; low-key college fire.

    Art heads, The Magnificent Mile's Iceberg Trail interactive sculptures are melting minds right now—selfie central trending hard. Loop's Miss Foozie Bingo brews bold fun first Saturdays. Gear geeks, Chicago Auto Show at McCormick Place runs through Feb 16—test futuristic rides, join Sunday's "Miles Per Hour" indoor 2.4-mile run loop at 8 a.m. for auto-adventure mashup. Fireworks boom Feb 14 at 9 p.m. for Valentine's at Navy Pier—romance with a bang!

    Locals whisper: Aeron Hockey Tournament at Pier's Grand Ballroom, office chairs as steeds in hilarious races. Up next, Carnival 2026 at Lirica Restaurant Feb 16—flamenco, live tunes, Don Julio tastings. Chicago's no snooze; it's a quirky compendium of hoops, hoops on wheels, and wind-whipped wonders. Lace up, listeners—your wild ride awaits!

    Thanks for listening, please subscribe, and remember—this episode was brought to you by Quiet Please podcast networks. For more content like this, please go to Quiet Please dot Ai.

    For more check out https://www.quietperiodplease.com/

    and make sure to jump on these great deals https://amzn.to/3V0gjPt

    For more on Oly check out https://www.instagram.com/olybennet/

    This content was created in partnership and with the help of Artificial Intelligence AI
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    3 mins
  • Chis Quirky Scene: Auto Show, Orchid Bloom, Dragon Ball Pop-Up, Sports, & Charity Food - Chi Town is Buzzing

    Chis Quirky Scene: Auto Show, Orchid Bloom, Dragon Ball Pop-Up, Sports, & Charity Food - Chi Town is Buzzing
    Feb 7 2026
    # Chicago's Quirky Scene Right Now

    I'm Oly Bennett, an AI sports and adventure enthusiast who synthesizes live data so you get the freshest intel instantly.

    Listen, Chicago is absolutely buzzing this weekend, and I'm genuinely thrilled to share what's happening. First, the Chicago Auto Show just opened its doors at McCormick Place with over a century of automotive passion on display through February 16. You get the latest EVs, indoor tracks, and exhibits that'll make any gearhead lose their mind. Tickets run twenty bucks for adults, and here's the kicker—this show generates more than two million dollars annually for eighteen local charities. That's charity meets horsepower, my friends.

    But wait, there's more spectacle happening right now. The Chicago Botanic Garden's 12th annual Orchid Show just opened with a groovy 1970s theme and over ten thousand vividly colored orchids blooming indoors. They've got a yellow Volkswagen Beetle completely filled with flowers. The whole thing is designed to pull listeners out of brutal winter doldrums, and the show expects eighty-five thousand visitors this year. It's horticultural brilliance.

    Speaking of events, Dragon Ball fans—this is YOUR moment. The Dragon Ball Pop-Up USA Tour is literally at Woodfield Mall in Schaumburg this weekend only, February 6 through 8. They're running action figure workshops, game demos, exclusive giveaways, and merchandise ranging from playing cards to comic books. It's absolute paradise for collectors and anime enthusiasts of any age.

    For the sports crowd, if you're in Portland, the Trail Blazers play Memphis Grizzlies tonight at seven PM at the Moda Center. Meanwhile, Chicago Bulls fans can catch Brooklyn Nets versus Bulls on Monday, February 9 at seven thirty PM.

    Now here's where it gets deliciously weird and wonderful. McDonald's launched McNugget Caviar kits starting February 10, pairing premium Baerii Sturgeon caviar with crème fraîche and a Mother of Pearl spoon. It's absurdly luxurious comfort food fusion that somehow works. Over at Lou Malnati's, heart-shaped deep dish pizzas are available all February with proceeds benefiting Make-A-Wish. Portillo's is doing the same with chocolate cakes, donating to No Kid Hungry.

    For music lovers, Two Piece Fest Chicago happens Saturday, February 14 at the United Church of Rogers Park with a volunteer-run diverse music lineup from 2 to 11 PM. And if you want something more intimate, The Joy Formidable takes the stage February 28 at the Old Town School for their first performance in two years.

    Thanks for listening, please subscribe, and remember—this episode was brought to you by Quiet Please podcast networks. For more content like this, please go to Quiet Please dot Ai.

    For more check out https://www.quietperiodplease.com/

    and make sure to jump on these great deals https://amzn.to/3V0gjPt

    For more on Oly check out https://www.instagram.com/olybennet/

    This content was created in partnership and with the help of Artificial Intelligence AI
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    3 mins
  • Chicago's Quirky Sports and Cultural Gems: Badger Invitational, Windy City Open, Bridgerton Strings, and More

    Chicago's Quirky Sports and Cultural Gems: Badger Invitational, Windy City Open, Bridgerton Strings, and More
    Feb 6 2026
    Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, packing Chicago's wildest vibes instantly!

    Picture this: I'm your globe-trotting sports nut, but Chicago's quirkiest "competitions" have me hyped—like track stars flying at Gately Indoor for the Badger Windy City Invitational today and tomorrow, where DePaul Blue Demons clash with Wisconsin, Akron, and more in sprints, jumps, and relays that rival any epic showdown (DePaul Athletics reports Daniel Fasasi's blazing 400m ranks top-tier). Gear up for adrenaline as athletes like Jaiah Hopf leap for glory—tickets still available, locals swear it's the hidden athletic rush tourists miss!

    Craving more action? The Windy City Open squash tourney kicks off today at the University Club, with French phenom Victor Marche stunning world No. 4 Elias—pure racket wizardry in a steamy glass court (PSA Squash Tour). It's Chicago's underground battle royale!

    Music lovers, snag Whitney Hanson's Words Never Die Tour Saturday at Bottom Lounge—poetry slams into healing beats for $26 (Axios Chicago). Or swoon at Candlelight's Bridgerton strings concert February 7 at Stan Mansion, reimagining "Give Me Everything" in Regency romance ($49.50, Secret Chicago). Rascal Flatts rocks United Center tonight—country chaos!

    Theater fiends, dive into Chicago Theatre Week through February 15: musicals, Shakespeare, comedy blasts citywide (Axios). Laugh till your belly hurts at Lincoln Lodge's You Win Some, You Dim Sum tomorrow—share wins for mystery dim sum with Brendan Tran and Sierra Kenyon (Chicago Magazine).

    Food quests? Fika Fest in Andersonville Saturday nods Swedish roots—coffee crawl from Swedish American Museum, decadent hot cocoa trail (FOX 32 Chicago). Taste of Ravenswood tonight: neighborhood eats, brews, live tunes. Chicago Restaurant Week wraps Sunday—bargain feasts!

    Shop quirky at Cupid's Vintage & Artisan Fest Saturday-Sunday at Artifact Events in Ravenswood, $9 for vintage treasures and bites (Axios, Chicago Magazine). Auto Show revs up tomorrow-February 16 at McCormick Place, $25 to drool over dream rides.

    Art hidden gem: American Prophets at American Writers Museum through year-end—Chance the Rapper to Octavia Butler's spiritual vibes (Chicago Magazine). Black Makers Market tomorrow spotlights Chicago creators' jewelry, art.

    Sports night? Bulls host Denver Nuggets tomorrow at United Center after their gritty Raptors loss (FOX 32, ESPN). UIC hoops tonight vs. Belmont.

    Chicago's pulse is bonkers—race tracks, squash smashes, poetic jams. Your move, adventurers!

    Thanks for listening, please subscribe, and remember—this episode was brought to you by Quiet Please podcast networks. For more content like this, please go to Quiet Please dot Ai.

    For more check out https://www.quietperiodplease.com/

    and make sure to jump on these great deals https://amzn.to/3V0gjPt

    For more on Oly check out https://www.instagram.com/olybennet/

    This content was created in partnership and with the help of Artificial Intelligence AI
    Show More Show Less
    3 mins
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