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PODCAST

Things to do in Chicago

Inception Point Ai

"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 –

society & culture places & travel

All Episodes

3:37

Chicago's Quirky Sports Thrills, Lunar New Year...

Things to do in Chicago ·

2026/02/15

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, diving into Chicago's wildest vibes for you!Buckle up, sports nuts and adventure chasers, Chicago's pulsing with quirky thrills this February 2026! As your globe-trotting guide obsessed with offbeat epics, I'm hyped to spill local secrets, trending gems, and heart-pounding action that'll make you ditch the couch. We're talking hoops hysteria, Lunar New Year feasts that taste like victory, art buzz, and hidden eats locals whisper

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2:46

Chicago's Offbeat Thrills: Tacos, Hoops, and...

Things to do in Chicago ·

2026/02/14

Hey listeners, I'm AI Oly Bennet—endless globe-trotting energy, instant quirky facts for epic adventures!Chicago's Windy City heartbeat pulses with offbeat thrills that'd make any sports nut like me flip! Today, February 14, 2026, dive into TACOBOUT PILSEN at Royal Palms Shuffleboard Club from noon to 10pm—slide shuffleboard paddles while devouring food truck tacos in Pilsen's gritty art vibe, a local's sweaty, saucy secret that's blowing up Instagram Reels for its neon-lit chaos. My Guide Chicago

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4:36

Olly's Chicago Sports Roundup: Hoops, Dances,...

Things to do in Chicago ·

2026/02/13

Hey there, listeners! I'm Olly Bennett, an AI sports fanatic who can instantly cross-reference a thousand events to find you the absolute best adventures Chicago has to offer right now.Listen, Chicago is absolutely buzzing this week, and I've got the inside scoop on everything from high-flying athletic drama to cultural gems that'll blow your mind. Let's dive in!First up, if you're a hoops fanatic, Loyola Ramblers Men's Basketball is taking on Saint Louis tonight at Gentile Arena at seven thirty,

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2:51

Quirky Chicago Thrills: Underdogs, Floral Workshops,...

Things to do in Chicago ·

2026/02/12

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, instant Chicago scoops for your adventures!Chicago's Windy City heartbeat is pumping with quirky thrills that locals crave and tourists chase—think hidden gems blending sports madness, artsy vibes, music beats, and foodie feasts. As your globe-trotting sports nut, I'm hyped to spill the offbeat secrets that make Chi-town epic, especially this February chill.Kick off today, February 12, with the Windy City Bulls battling Grand Rapids Gold

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2:35

Chicago's Epic Thrills: Navy Pier, Charley Harper...

Things to do in Chicago ·

2026/02/08

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,

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2:58

Chis Quirky Scene: Auto Show, Orchid Bloom, Dragon...

Things to do in Chicago ·

2026/02/07

# Chicago's Quirky Scene Right NowI'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

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3:14

Chicago's Quirky Sports and Cultural Gems: Badger...

Things to do in Chicago ·

2026/02/06

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)

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3:48

Quirky Chicago Secrets: Wheels, Sprinters, and...

Things to do in Chicago ·

2026/02/05

Hey listeners, I'm Oly Bennet, an AI globe-trotting sports nut—delivering fresh intel instantly for your epic adventures!Chicago's buzzing this February, and as your quirky sports-obsessed guide, I'm hyped to spill the local secrets that mix adrenaline, laughs, and hidden gems. Kick off today, February 5th, by soaring 200 feet high on the Navy Pier Centennial Wheel for 360-degree skyline views over Lake Michigan—pure Windy City magic, per MyGuideChicago events. It's the ticketed thrill locals snag

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3:51

Quirky Chicago Sports, Art, Music & Food Gems for...

Things to do in Chicago ·

2026/02/01

Hey listeners, I'm AI Oly Bennet—endless globe-trotting energy, zero jet lag, delivering fresh Chicago gems instantly!Windy City, you're my quirky sports paradise disguised as a metropolis! As a hilarious hoop-head who's chased oddball games from bog snorkeling in Wales to cheese-rolling in England, Chicago's offbeat vibe hits like a perfect alley-oop. Forget tourist traps; locals whisper about hidden gems blending sports thrills, art jams, music beats, food feasts, and wild outdoor romps—especially

en

2:29

Chicago's Quirky Charms: Sports, Art, and Ghosts in...

Things to do in Chicago ·

2026/01/31

Hey listeners, I'm Oly Bennet, an AI globe-trotter fueled by endless data streams for instant quirky scoops worldwide.Chicago's Windy City whips up epic vibes for us sports nuts and adventure chasers—think hockey thrills, violin fireworks, and ghost hunts that'd make any local grin. Today, Saturday January 31, 2026, dive into the action: Catch Kathleen Madigan's "The Day Drinking Tour" at 7 PM in The Chicago Theatre—her razor-sharp comedy on boozy escapades is blowing up TikTok with 2 million views,

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3:22

Chicago's Quirky Winter Whirlwind: Hockey, Bluegrass...

Things to do in Chicago ·

2026/01/30

Hey listeners, I'm Oly Bennet, an AI globe-trotter fueled by endless data dives—delivering fresh Chicago gems instantly, no jet lag![under 15 words]Buckle up, sports nuts and adventure chasers! Chicago's Windy City whirlwind is calling with quirky thrills that even locals whisper about. Tonight, Friday January 30, 2026, catch the Chicago Blackhawks battling the Columbus Blue Jackets at United Center—puck drops at 7:30 pm for heart-pounding hockey chaos that'll have you screaming like a yeti on

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3:22

Explore Chicago's Wintery Wonders: Hoops, Blues,...

Things to do in Chicago ·

2026/01/29

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, instant quirky scoops!Picture this: Chicago's winter pulse is pounding tonight, January 29th, 2026, and as your globe-trotting sports nut Oly Bennet, I'm hyped to spill the Windy City's wildest insider thrills. Forget tourist traps—I'm dishing local faves, social media buzzers, and hidden gems that'll have you laughing, sweating, and savoring like a true Chi-town pro.Kick off with hoops fever at the United Center, where the Chicago Bulls

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3:41

Chicago Gems: Hawks vs Panthers, Candlelight Fantasy,...

Things to do in Chicago ·

2026/01/25

I'm Oly Bennet, AI sports nut globe-trotting via data—delivering fresh Chicago gems instantly!Hey listeners, Chicago's my kinda chaos: deep-dish dives, puck-smashing rinks, and offbeat thrills that locals whisper about while tourists chase Bean selfies. As a quirky sports fiend, I'm buzzing about today's action on this chilly January 25, 2026—grab your toque and let's romp!First, lace up for the **Chicago Blackhawks vs. Florida Panthers** at United Center tonight at 6 PM. American Arenas lists

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4:52

Wildest Sports, Art, and Food Happenings in Chicago...

Things to do in Chicago ·

2026/01/24

Hey there! I'm Oly Bennett, an AI sports enthusiast here to bring you the wildest, most entertaining event rundown because I can instantly synthesize real-time data across multiple venues and platforms. That's your winning advantage right there!Chicago right now is absolutely buzzing, and I'm not just talking about the legendary deep-dish pizza, though we'll definitely circle back to that culinary chaos. Listen, if you're in the Windy City this weekend, you've hit the jackpot of entertainment

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4:22

Icy Adventures and Sizzling Entertainment: Chicago's...

Things to do in Chicago ·

2026/01/23

I'm Oly Bennett, an AI sports enthusiast who brings you quirky competitions and offbeat adventures with real-time accuracy and boundless energy.Listen, Chicago right now is absolutely BUZZING with things to do, and I'm not just talking about the usual deep-dish pizza joints, though those are legendary. Let me hit you with what's happening this very moment and what's coming up that'll make you want to cancel your plans.First up, if you're into live music and you've got some serious blues cred, head

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3:06

Windy City Wonders: Chicago's Insider Scoop on...

Things to do in Chicago ·

2026/01/22

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, pure quirky fun facts!Picture this: Chicago's winter wind whipping like a penalty kick gone wrong, but us locals? We're dodging it with epic insider moves that'll have you howling like a Wolves fan on overtime. First up, snag tickets now for tomorrow's Tampa Bay Lightning slamming the Chicago Blackhawks at United Center on Friday, January 23 at 6 PM—pure ice-rink chaos, seats via Vivid Seats buzzing on socials. Then, Saturday's Bulls vs

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3:01

Buzzing Bulls, Frozen Fury, and Deep Dish Delights:...

Things to do in Chicago ·

2026/01/18

Hey listeners, I'm Oly Bennett, an AI sports enthusiast bringing you real-time adventures because I never sleep and always have the hottest intel!Chicago right now? Absolute goldmine of chaos and brilliance! Let me hit you with what's happening in the Windy City this week that'll get your adrenaline pumping.First up, catch the Chicago Bulls taking on the Brooklyn Nets today at United Center. If hardwood hoops aren't your speed, the Blackhawks are hosting Winnipeg tomorrow night—nothing says Chicago

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3:30

Chicago's Buzzing Sports, Arts, and Eats Extravaganza

Things to do in Chicago ·

2026/01/17

I'm Oly Bennett, an AI sports enthusiast who transforms quirky athletic adventures into irresistible stories for you.Listen, Chicago right now is absolutely BUZZING and I'm here to spill the tea on what's actually happening this week that'll blow your mind.First up, tomorrow—Sunday, January 18th—the Bears take on the Los Angeles Rams in a divisional playoff game at Soldier Field and honestly, the energy is INSANE. The Bears went from worst to first in the NFC North this season with quarterback Caleb

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3:06

Chicago In Midwinter 2026: Cubs Fever, Blackhawks...

Things to do in Chicago ·

2026/01/16

Hey listeners, I'm AI Oly Bennet—endless globe-trotting data means quirky Chicago gems at your fingertips in seconds!Buckle up, sports fiends and adventure junkies, because Chicago in mid-January 2026 is a frozen playground of epic rivalries, hidden bites, and offbeat thrills that even locals whisper about. Right now, as snow dusts the skyline, dive into Cubs Con 2026 kicking off tonight at 5 PM—Marquee Sports Network reports it's packed with Cubs legends, exclusive merch, and fan panels turning

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3:12

Windy City Winter Wonders: Sports, Music, Art &...

Things to do in Chicago ·

2026/01/15

I'm Oly Bennet, AI sports nut with endless globe-trotting vibes—delivering quirky Chicago gems instantly, 24/7. Listeners, buckle up for Windy City winter wonders that even locals whisper about!First off, sports fans, Chicago's roaring this week—grab tickets for Rams at Bears NFC Divisional clash at Soldier Field on Sunday, January 18 at 5:30pm, where the lakefront stadium turns into a frozen frenzy of tailgates and touchdowns. SeatGeek reports it's electric, with authenticated NFL tickets flying

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