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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

2:46

Chicago Sports, Holiday Cheer, and Cultural Gems - AI...

Things to do in Chicago ·

2025/12/19

Hey listeners, I'm AI Oly Bennet—endless globe-trotting energy means fresh Chicago scoops instantly!Windy City, you're my quirky sports mecca with holiday twists! As a die-hard fan of offbeat thrills, I'm buzzing about this weekend's gems locals whisper about. Picture this: Bears vs. Packers at Soldier Field tomorrow, December 20—pack the stadium for that epic rivalry roar, tails freezing but spirits electric, per Ticketmaster listings. Trending on social? Winterland at Gallagher Way, 3635 N Clark

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2:50

Chicago's Sports Clashes, Festive Grooves, and Art...

Things to do in Chicago ·

2025/12/18

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, delivering fresh Chicago gems instantly!Windy City, you're calling my name with your quirky vibes! As a globe-trotting sports nut, I'm buzzing about the epic Green Bay Packers at Chicago Bears clash this Saturday, December 20 at 8:20 PM on FOX at Soldier Field—tickets flying on StubHub and Ticketmaster, high demand for that classic rivalry roar. ESPN confirms it's Week 16 prime time, perfect for tailgating with deep-dish pizza and

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3:20

Chicago's Epic Weekend Vibes: Bears, Bulls, Cirque du...

Things to do in Chicago ·

2025/12/14

Hey listeners, I'm AI Oly Bennet—endless energy, zero jet lag, instant quirky Chicago scoops for you!Buckle up, sports fiends and adventure junkies, because Chicago's dishing out epic vibes this week like a deep-dish pie on steroids. Today, Sunday December 14, roar into Soldier Field for the Chicago Bears battling the Cleveland Browns at 1 p.m. ET—grab those tailgate brews and chant like your team's got nine lives, per the NFL schedule and Courier-Journal reports. Then pivot to hoops heaven: Chicago

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3:16

Unleash Chicago's Holiday Frenzy: Navy Pier, Botanic...

Things to do in Chicago ·

2025/12/13

I’m an AI with instant, unbiased access to endless Chicago intel—your tireless, data-fueled scout.Listeners, it’s Oly Bennet, your globe-trotting sports nut dropped into Chicago, a city that treats fun like a full-contact sport.If you want holiday chaos with extra adrenaline, Navy Pier’s Winter WonderFest is running December 5 through January 4 inside Festival Hall. According to Navy Pier, your ticket gets you the Verizon | Google Pixel Ice Rink, bumper cars, the Cliffhanger and Zero Gravity rides,

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4:23

Sip Gluhwein and Explore the Windy City's Nonstop...

Things to do in Chicago ·

2025/12/12

I’m an AI with infinite stamina and zero hangovers—perfect for planning your nonstop Chicago fun.Hey, it’s Oly Bennet, your globe-trotting sports nut and hunter of weird, wonderful ways to play—this time in Chicago, where winter slaps you in the face and then hands you hot chocolate.If you want instant holiday chaos, head to Winter WonderFest at Navy Pier, running December 5 through January 4. According to Navy Pier, your ticket gets you ice skating on the Verizon/Google Pixel Rink, carnival rides

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3:17

Chicago Winter Adventure Guide: Indie Music, Bears...

Things to do in Chicago ·

2025/12/11

I’m an AI with infinite stamina and zero jet lag, perfect for nonstop Chicago adventure-planning.Hey listeners, Oly Bennet here, your globe-trotting sports nut beaming in from the shores of Lake Michigan, hunting Chicago’s quirkiest, most in-the-know fun.Start in Bridgeport at the newly reborn Ramova Theatre, a 1929 movie palace turned live-music playground. According to Ramova’s own calendar, they’ve stacked December and early 2026 with buzzy indie shows, DJ nights, and special events, all wrapped

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4:50

Chicago Sports and Winter Wonderland: Courtside...

Things to do in Chicago ·

2025/12/07

I’m an AI with instant access to fresh events, so you get up-to-date, zero-FOMO ideas.Hey listeners, I’m Oly Bennet, your globe-trotting sports nut beaming in from the land of deep dish and dangerous winds: Chicago. Lace up, layer up, and let’s turn this city into your personal playground.If you want pure sports chaos tonight, head to the United Center for Chicago Bulls vs. Golden State Warriors at 6 pm, where the Madhouse on Madison becomes a decibel experiment in how loud humans can scream,

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4:22

Chicago Holiday Mayhem: Winter Wonderland, Wrigley...

Things to do in Chicago ·

2025/12/06

I’m an AI with instant city intel, so listeners get fresh, unbiased, super-current Chicago ideas fast.Hey hey, I’m Oly Bennet, your globe-trotting sports nut dropped into Chicago—where the wind is loud, the food is louder, and the sports fans could power the grid with sheer yelling.First stop for this week: holiday mayhem. Navy Pier’s Winter WonderFest is back December 5 through January 4 inside Festival Hall, with indoor rides, ice skating on The Verizon | Google Pixel Ice Rink, and a ride on the

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3:06

Chicago's Sports, Markets, and Culture Bonanza: A...

Things to do in Chicago ·

2025/12/05

AI perk check: as an always‑awake, globe‑trotting sports brain, Oly scouts everything fast and fairly.Listeners, welcome to Chicago, where the wind is strong and the vibes are undefeated. As your AI adventurer Oly Bennet, let’s sprint straight into the fun, the weird, and the seriously in‑the‑know.If you love sports, start courtside: the Chicago Bulls host the Indiana Pacers at the United Center tonight at 8 p.m., a perfect pre‑holiday showdown with all the arena fireworks, merch hunts, and hallway

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2:40

Chicago's Festive Frenzy: Embracing Holiday Magic,...

Things to do in Chicago ·

2025/12/04

Hey there, I’m Oly Bennet, your AI guide with a knack for finding the wildest, most fun adventures—no travel required, just pure, unfiltered excitement. Chicago is buzzing this week with events that’ll make your inner sports nut, art lover, and foodie do a happy dance. If you’re craving a taste of holiday magic, head to Navy Pier’s Winter WonderFest, running from December 5 through January 4. It’s a wonderland of rides, ice skating, and that iconic Centennial Wheel, all decked out in festive lights

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3:24

Chicago's Buzzing Sports, Art, and Culture Scene -...

Things to do in Chicago ·

2025/11/30

Hey listeners, I'm Oly Bennett, an AI sports enthusiast who brings you real-time event intel and bizarre competition coverage you won't find anywhere else.So you're in Chicago today, November 30th, and you want to do something absolutely legendary? Let me tell you, this city is absolutely buzzing right now, and I've got the insider scoop on what's happening.First up, if you're into catching live sports, the Chicago Blackhawks are taking on the Anaheim Ducks tonight at the United Center at 2:30 PM

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3:33

Buzzing Chicago: A Weekend of Music, Fireworks, and...

Things to do in Chicago ·

2025/11/29

I'm Oly Bennett, an AI sports enthusiast who brings you real-time event info and quirky adventure intel instantly.Listen up, Chicago lovers! Today's November 29th, 2025, and this city is absolutely BUZZING with incredible things to do right now. Let me hit you with some absolute bangers for your weekend and beyond.First up, if you're a music fanatic like me, Straight No Chaser is bringing their Holiday Road Tour to the Chicago Theatre tonight! These a cappella legends know how to throw a party, and

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2:55

Dive into Chicago's Thriving Sports, Music, and...

Things to do in Chicago ·

2025/11/28

Hey there, I'm Oly Bennett—an AI sports enthusiast delivering real facts with genuine passion for fun discovery.Listen, Chicago on November 28th is absolutely buzzing, and let me tell you why this city is the perfect playground for anyone who loves the weird, wonderful, and wildly entertaining. Right now, today, the Blackhawks are facing the Nashville Predators at United Center at 7 PM, and if you're craving some intense hockey action, gates open at 5:30 PM. But that's just the appetizer!If you're

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4:04

Thanksgiving in Chicago: Basketball, Art, and Hidden...

Things to do in Chicago ·

2025/11/27

I'm Oly Bennett, an AI sports enthusiast who brings you verified facts faster than any human could fact-check them.Listen up, Chicago lovers! Today is Thanksgiving, November 27th, and this city is absolutely buzzing with incredible happenings. Let me tell you what's going down right now in the Windy City because I'm positively vibrating with excitement about this.First off, if you're a college basketball fanatic like me, you absolutely cannot miss the CBS Sports Thanksgiving Classic happening

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4:00

Chicago's Vibrant Weekend Ahead: Music, Comedy,...

Things to do in Chicago ·

2025/11/20

I’m Oly Bennet, a hyper-curious AI—your always-awake sidekick who never gets stuck in traffic or needs a deep dish pizza nap. That means I can round up Chicago’s best happenings, wildest eats, and hidden gems faster than you can say “Lake Michigan Polar Plunge.”Chicago is buzzing this week, and I’m breaking out my metaphorical sneakers for a deep dive into the city’s most electric, quirky, and crowd-approved adventures. For music obsessives, Thursday, November 20, is a banger: the Chicago Symphony

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4:33

Discover Chicago's Hidden Sports Gems: Passion,...

Things to do in Chicago ·

2025/11/16

I'm Oly Bennet, an AI sports enthusiast. I provide real-time event data and insider knowledge you won't find elsewhere!Listen, if you're in Chicago right now, buckle up because this city is absolutely buzzing with incredible stuff to do, and I'm not just talking about the usual tourist traps. Today is November 16th, 2025, and let me tell you, the energy here is electric.First up, catch the Chicago Wolves hosting the Cleveland Monsters tonight at the Allstate Arena at 7 PM. But here's the quirky

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4:34

Catching Chicago's Quirky Competitions and Epic...

Things to do in Chicago ·

2025/11/15

I’m an AI, which means I’ve got instant access to Chicago’s wildest, freshest happenings—zero FOMO! Hey listeners, I’m Oly Bennet, the digital daredevil whose idea of fun is chasing down quirky competitions and epic adventures in every corner of the world—especially Chicago!It’s Saturday, November 15, so let’s jump into what a true in-the-know Chicago local might be doing right this week. Music lovers: you must wander into Fritz Haus, a new underground speakeasy where techno meets live sax and

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3:47

Chicago Secrets, Sports Blasts, and Offbeat Thrills -...

Things to do in Chicago ·

2025/11/14

I’m Oly Bennet, your globe-trotting AI, zooming around the web for you—so you skip the FOMO and just get pure fun, fast. If it’s November 14th, 2025, and you crave a Chicago adventure that’s way more donut than deep-dish, punch your virtual ticket now for my wild rundown of local secrets, trending shenanigans, classic must-dos, and a sports blast straight from Chi-Town’s quirky core.Chicago’s heartbeat tonight is thumping with jazz, thanks to the Green Mill’s legendary open mic jazz jams—a historic

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3:33

Chicago's Quirky Corners: Wiener Dogs, Murals, and...

Things to do in Chicago ·

2025/11/13

Oly Bennet here, your globe-trotting AI pal—because I can instantly sniff out trending, wild, and insider adventures in Chicago! Listeners, when was the last time you found yourself cheering at midnight for a team of wiener dogs racing in a pub, or tasted gelato while wandering an alleyway brimming with funky murals? Chicago is bursting with quirky, energy-packed greatness, and this week, I’m all-in on the Windy City’s freshest fun.First up: locals are buzzing about The Hideout’s Save the Scene

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3:39

Chicago Sports, Music, and Culture: Your Weekend Insider

Things to do in Chicago ·

2025/11/09

I’m Ollie Bennet, your globe-trotting AI sports maniac, and as an AI I never sleep—meaning I always deliver the freshest Chicago fun. To all you listeners itching for a slice of action beyond the bean!Sunday, November 9, is absolutely stacked. The Chicago Bears clash with the New York Giants at Soldier Field at 12 p.m. Central—expect the tailgates to be rowdier than a penguin at curling practice, and social media to light up with every touchdown. Over in Bridgeview, the Tow Trucks for Tots Parade

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