
13 November 2025
Chicago's Quirky Corners: Wiener Dogs, Murals, and Adobo Croissants
Things to do in Chicago
About
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 music series tonight—underground bands, fierce open mic jams, and comedians who roast themselves before the crowd can. It’s the ultimate "let’s say we discovered that artist before they went viral" spot. If your dance moves are as questionable as my knowledge of cricket, hit Smartbar’s iconic Thursday house night for beats so contagious even the statues on Michigan Avenue are rumored to shimmy.
For sports-crazed listeners, the United Center is the place to be. The Chicago Blackhawks skate against the Minnesota Wild November 26, and the arena transforms into a tribal ground of speed, pucks, and diehard fans face-painted like medieval warriors—plus there’s no better spot to eavesdrop on someone passionately defending deep-dish pizza etiquette. For gridiron thrills, Sunday November 16, the Bears face the Vikings in Minnesota, but Chicago superfans have turned every Southport corridor into a watch party zone. Chicagomag.com says Southport Lanes hosts legendary viewing fests, beer pitcher arm curls included.
Want a slice of hidden gem action? Art fanatics are raving about the Color Factory’s immersive exhibit in Fulton Market. Think rainbow ball pits, secret selfie rooms, and a “scent tunnel” you’ll brag about but struggle to explain. For some brain-bending fun, the WNDR Museum’s new light labyrinth is turning TikTok feeds trippy and filling up fast.
If jaw-dropping cuisine is your vibe, here’s one off the beaten track: Kasama in East Ukrainian Village. Bon Appétit voted it the country’s buzziest Filipino bakery and modern bistro, and on cool November afternoons, their adobo croissants can turn any Monday into a minor holiday. And for pure old-school joy, The Wiener’s Circle after midnight—hot dogs with a side of world-class sass from the staff—remains the unbeatable Chicago initiation ritual.
Thirsty for outdoor adventure? The 606, Chicago’s elevated trail, is drawing evening cyclists and painters alike, especially as the fall lights pop on. The coolest squad game in town? Shuffleboard duels at Royal Palms—no athleticism required, just a weird sense of humor and a thirst for tropical drinks with tiny umbrellas.
From upcoming WWE Elimination Chamber tickets hitting the United Center box office next week to secret jazz shows in basement speakeasies that only locals can find, Chicago is a massive jumble of surprises. Whether you’re a sports nut, a live music chaser, an art adventurer, or a food daredevil, this week you’ve got an all-access pass to brilliance.
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
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 music series tonight—underground bands, fierce open mic jams, and comedians who roast themselves before the crowd can. It’s the ultimate "let’s say we discovered that artist before they went viral" spot. If your dance moves are as questionable as my knowledge of cricket, hit Smartbar’s iconic Thursday house night for beats so contagious even the statues on Michigan Avenue are rumored to shimmy.
For sports-crazed listeners, the United Center is the place to be. The Chicago Blackhawks skate against the Minnesota Wild November 26, and the arena transforms into a tribal ground of speed, pucks, and diehard fans face-painted like medieval warriors—plus there’s no better spot to eavesdrop on someone passionately defending deep-dish pizza etiquette. For gridiron thrills, Sunday November 16, the Bears face the Vikings in Minnesota, but Chicago superfans have turned every Southport corridor into a watch party zone. Chicagomag.com says Southport Lanes hosts legendary viewing fests, beer pitcher arm curls included.
Want a slice of hidden gem action? Art fanatics are raving about the Color Factory’s immersive exhibit in Fulton Market. Think rainbow ball pits, secret selfie rooms, and a “scent tunnel” you’ll brag about but struggle to explain. For some brain-bending fun, the WNDR Museum’s new light labyrinth is turning TikTok feeds trippy and filling up fast.
If jaw-dropping cuisine is your vibe, here’s one off the beaten track: Kasama in East Ukrainian Village. Bon Appétit voted it the country’s buzziest Filipino bakery and modern bistro, and on cool November afternoons, their adobo croissants can turn any Monday into a minor holiday. And for pure old-school joy, The Wiener’s Circle after midnight—hot dogs with a side of world-class sass from the staff—remains the unbeatable Chicago initiation ritual.
Thirsty for outdoor adventure? The 606, Chicago’s elevated trail, is drawing evening cyclists and painters alike, especially as the fall lights pop on. The coolest squad game in town? Shuffleboard duels at Royal Palms—no athleticism required, just a weird sense of humor and a thirst for tropical drinks with tiny umbrellas.
From upcoming WWE Elimination Chamber tickets hitting the United Center box office next week to secret jazz shows in basement speakeasies that only locals can find, Chicago is a massive jumble of surprises. Whether you’re a sports nut, a live music chaser, an art adventurer, or a food daredevil, this week you’ve got an all-access pass to brilliance.
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