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Playpen Chicago hosts spectacular events with its partners in the boating, culinary and entertainment fields.

Your Chicago plan for October 16 to 25 🎉 Tonight World Fashion Festival (worldfashionfest) closes at Bar Sol on Navy Pier. sipandguzzlenyc pours 46 floors up at the Four Seasons, Open House Chicago opens 200+ buildings for free, and Gordo x Metro go back to back at taochicago on Saturday. The Chicago International Film Festival runs all week, fifty chefs cook at the Celebrity Chef Ball and thealston_chicago sets twenty seats for white truffles on Friday the 23rd, and lilyachty plays radiuschicago for Red Bull Setlist on Saturday the 24th.

Check out the full article on ChiVibe.com (link in bio).
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Video: carbonchicago, cottonbro studio via Pexels (stock runway), monellomedia, sipandguzzlenyc, chiarchitecture, taochicago, Chicago International Film Festival, edeninchicago, anthonymartorina, thealston_chicago, chicagopescetarian, redbullusa, radiuschicago. Music: "Citrus" by Phello.
#Chicago #ChicagoEvents #ChicagoNightlife

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It's not goodbye, it's see you next Summer! 😢

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One night of Alba white truffles. 🤍 On Friday, October 23, thealston_chicago serves five courses built around white truffles, with wine paired to every plate, for a room of twenty. Chef jennertomaska cooks with wood fire and French technique: Duck à la Presse carved tableside, aged steaks off the open flame, caviar service, and a Champagne bar for a nightcap after dinner.

Check out the full article on ChiVibe.com (link in bio).
Follow ChiVibeChicago for more.

Video: thealston_chicago realsergelato chicagopescetarian. Music: "Luxe" by Johannes Bornlöf.
#ChicagoFood #WhiteTruffle #ChicagoDining

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Every table is a chef's table. 🍽️ Celebrity Chef Ball returns Friday, October 23 at The Geraghty: 50+ Chicago chefs in 13 pods, each cooking its own six-course menu and plating it right at your table. Led by Mirra's Rishi Kumar and Zubair Mohajir, with chefs from North Pond, Topolobampo and Atsumeru. Every ticket helps mealsonwheelschicago feed homebound seniors.

Check out the full article on ChiVibe.com (link in bio).
Follow ChiVibeChicago for more.

Video: mealsonwheelschicago edeninchicago anthonymartorina chefandysuarez foodsprung. Photo: Meals on Wheels Chicago, dearmargaretchi (past Chef Balls). Music: "floral" by dreem.
#CelebrityChefBall #ChicagoFood #ChicagoEvents

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North America's No. 1 bar is coming to Chicago.

Sip & Guzzle, named No. 1 on North America's 50 Best Bars 2026, takes over the Mile High Cocktail Club, the candlelit speakeasy on the 46th floor of the Four Seasons Hotel Chicago. The menu brings three Sips (Drunk Grandma's Apple Pie, Dirty Mango, Tomato Tree) and three Guzzles (Mint 75, Rum & Cola, Miami Vice Negroni). Order one from each side.

Opens Thursday, October 15. Thursday to Sunday, 5 to 10 PM, through March 14. $85 covers two cocktails.

Check out the full article on ChiVibe.com (link in bio).
Follow ChiVibeChicago for more.

sipandguzzlenyc fschicago
Video: sipandguzzlenyc, monellomedia, fschicago. Photo: Mile High Cocktail Club (OpenTable), fschicago, sipandguzzlenyc.
Music: Celebration (Instrumental Version) by Lvly, Epidemic Sound.

#ChicagoBars #ChicagoCocktails #GoldCoast

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Sungold tomato "tofu," a Corn Cloud that can't decide if it's sweet or savory, and an Enoki Cannoli to open the night. smythchicago in the West Loop is North America's No. 1 restaurant, with three Michelin stars, a new head chef in Conor Dalton, and one Chef's Menu from November 5.

Check out the full article on ChiVibe.com (link in bio).
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Video: smythchicago. Photo: williams_emily. Music: Bellini, West & Zander (Epidemic Sound).
#chicagofood #smyth #westloop

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Cheese-filled luna pasta in a copper pot, with a pitcher of smoked chicken brodo to add as you like. allwellchi is the Oriole team's West Loop spot, and it just made the 2027 Jean Banchet Awards finalists for Best New Restaurant.

Five courses in the dining room, then a bar that cooks till midnight: short rib sandwiches, fried lake perch, canelé sundae and cocktails by Maxx Kleiner.

Check out the full article on ChiVibe.com (link in bio).
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📍 All Well, 111 N. Carpenter St., West Loop
Video and photos: allwellchi. Music: Tequila Supper, Magnus Ringblom Quartet (Epidemic Sound).
#ChicagoEats #WestLoop

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Red jewelry boxes, brocade pasta, a langoustine on coconut foam. nextchicago turned its Fulton Market dining room into an atelier: Next: Fashion, grant_achatz's 10-course menu that treats every plate like a garment, runs through January 10. On October 14, moodfabrics brings live draping to the room during Chicago Fashion Week.

Check out the full article on ChiVibe.com (link in bio).
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📍 Next, 953 W. Fulton Market, Chicago
Video: nextchicago, thealineagroup. Photos: nextchicago, thealineagroup.
Music: Ringer, Far Orange (Epidemic Sound).
#NextChicago #ChicagoFashionWeek #ChicagoEats

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Heirloom tomatoes never refrigerated, uni tart, dry-aged ribeye, all cooked over true wood embers. feld_restaurant, Chef jake.potashnick's Michelin-starred tasting room in West Town, just joined the Eater 38. The menu is written each morning from what the farmers deliver.

Check out the full article on ChiVibe.com (link in bio).
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📍 Feld, 2018 W. Chicago Ave, Chicago
Video: feld_restaurant (Knife Edge, Apple TV), jake.potashnick at froggymeadow. Photos: feld_restaurant, jackxphotos.
Music: Through My Hands, The Eastern Plain (Epidemic Sound).
#Feld #ChicagoEats #EaterChicago

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Chicago nightlife starts peaking.

Fashion Week hands off to gala season, two of the fall's most anticipated rooms open on the same Thursday, and the Halloween tickets that sell out every year are on sale now.

Fri Oct 9: Eclipse After Dark at Carbon, an all-black dance floor in Fulton Market with house and Latin house until 2 AM.
Fri + Sat late: The Lair under Stardust, red-lit and dragon-guarded until 3 AM.
Tue Oct 13: Chicago Fashion Summit at mHUB, a fashion day with Elie Tahari.
Thu Oct 15: Sip & Guzzle opens 46 floors above the Gold Coast, and Kermess raises the curtain on Premonitions Inc. in a century-old mirror tent.
Sat Oct 17: Field Museum Gala, dessert and dancing in Stanley Field Hall.
Sun Oct 18: Derrick's Birthday Queen! at Smartbar.
Book now for Halloween weekend: Death By Disco, House Calls with Skream all night long at the Alhambra, and Hallo-Queen! at Metro and Smartbar.

Check out the full articles on ChiVibe.com (link in bio).
Follow ChiVibeChicago for more.

carbonchicago chicagofashioncoalition stardustchicago aibichicago mhubchicago sipandguzzlenyc fschicago kermess.chicago fieldmuseum queen.chicago smartbarchicago metrochicago thankyoufordancing alhambrachicago
Video: carbonchicago, allis.in.chicagoland with stardustchicago, chicagofashionsummit with aibichicago, monellomedia, sipandguzzlenyc, kermess.chicago with circensia_entertainment, queen.chicago, thankyoufordancing, alhambrachicago. Photo: Evolutionnumber9 / Wikimedia Commons (CC BY-SA 4.0).

#ChicagoNightlife #ChicagoFashionWeek #ThingsToDoInChicago

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North America's No. 1 bar is coming to Chicago.

Sip & Guzzle, named No. 1 on North America's 50 Best Bars 2026, takes over the Mile High Cocktail Club, the candlelit speakeasy on the 46th floor of the Four Seasons Hotel Chicago. The menu brings three Sips (Drunk Grandma's Apple Pie, Dirty Mango, Tomato Tree) and three Guzzles (Mint 75, Rum & Cola, Miami Vice Negroni). Order one from each side.

Opens Thursday, October 15. Thursday to Sunday, 5 to 10 PM, through March 14. $85 covers two cocktails.

Check out the full article on ChiVibe.com (link in bio).
Follow ChiVibeChicago for more.

sipandguzzlenyc fschicago
Video: sipandguzzlenyc, monellomedia, fschicago. Photo: Mile High Cocktail Club (OpenTable), fschicago, sipandguzzlenyc.

#ChicagoBars #ChicagoCocktails #GoldCoast

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A whole Segovian pig arriving at the table. Prawns over glowing coals. A 45-day dry-aged ribeye under mushroom au poivre. These are the 2027 Banchet Awards finalists, and reading the list feels like flipping through the best meals of the past year.

Restaurant of the Year is down to asadorbastian, braserochicago, cellardoorprovisions and maxwellstrading. We also tasted our way through atsumerurestaurant, kittyscosmopolitanclub and smythchicago. Winners are named January 31.

Check out the full article on ChiVibe.com (link in bio), with every category and a five-night plan for eating the list.

Follow ChiVibeChicago for more.
https://chivibe.com/go/

#BanchetAwards #ChicagoRestaurants #ChicagoFood #ChicagoEats #ChiVibe

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Velvet, mirrors, candlelight, and a century-old Belgian Spiegeltent planted above Randolph. Kermess wraps about 300 table seats around the action, so the circus plays around you instead of in front of you: artists flying overhead, cocktails on the table, a menu that becomes part of the evening. Premonitions Inc. opens with Miss Fortuna holding court, fortunes, horoscope roasts, and a night that feels like a film set with a full bar.

Check out the full article on ChiVibe.com (link in bio).
https://chivibe.com/go/

kermess.chicago

Video: kermess.chicago · Photo: Circensia Chicago LLC

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Why Choose us

Playpen Chicago hosts spectacular events with its partners in the boating, culinary and entertainment fields.

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Had the best time, excellent people, can’t wait to get back next summer!!

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Love playpen! Its allowed me to meet so many people and friends with boats and made Chicago more fun than I can imagine!

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