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Taste of Chicago is ready to take off, and with it, of course, comes all the fun, frolic, and maybe even a little aggravation thrown in just for good measure.

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Chicago's downtown will transform into an open-air gallery when Amdur Productions' Millennium Art Festival returns Saturday and Sunday, June 27-28, from 10 a.m. to 5 p.m. along East Lake Street at Stetson Avenue, just steps from Millennium Park.

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Chicago is about to get a major dose of supercute. Sanrio's beloved Hello Kitty brand will officially open the world's largest Hello Kitty Cafe on Friday, June 26, at 360 N. Michigan Ave., bringing an immersive dining and retail experience to the heart of downtown Chicago.

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Chicago is about to become the epicenter of the Pokémon universe. The Pokémon Company International has announced that the 2027 Pokémon North America International Championships (NAIC) will be held at McCormick Place, bringing one of the world’s premier competitive gaming events to the Windy…

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Bargain hunters, homeowners, and anyone looking to give their living space a refresh will want to mark their calendars for one of Chicagoland’s most anticipated shopping events of the summer. Darvin Furniture & Mattress is bringing back its popular Tent Sale for four days only, June 19 t…

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For more than a century, the Maxwell Street Market has been one of Chicago's most beloved traditions, bringing together food, music, shopping and culture in a lively open-air setting on the Near West Side. The historic market returns for its 2026 season with six dates scheduled from May thro…

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As Chicagoland residents prepare to make the most of the outdoor season, Darvin Furniture & Mattress is helping homeowners transform patios, decks, and backyards into luxurious extensions of their indoor living spaces.

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Chicago’s favorite summer food tradition is returning to its roots. The 46th annual Taste of Chicago will take over Grant Park from July 8–12, bringing five days of iconic eats, free concerts, family fun and lakefront festivities back to the heart of summer. Admission is free. 

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Chicago’s iconic Michigan Avenue will transform into an open-air gallery this weekend as Amdur Productions presents the Magnificent Mile™ Spring Art Fest at 875 North Michigan Avenue, the former John Hancock Center plaza. The free festival takes place Saturday, May 30, and Sunday, May 31, fr…

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More than 550 leaders from Chicago’s financial services and legal communities gathered at the stunning Wintrust Grand Banking Hall on Thursday, May 7, for Misericordia’s inaugural “Invest in the Heart” fundraiser, an evening that combined philanthropy, celebration and heartfelt purpose in su…

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Actor and humanitarian Gary Sinise is bringing his high-energy Gary Sinise Foundation-backed concert experience with his Lt. Dan Band back to the Chicago area this summer for a patriotic evening honoring local veterans and military families.

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Lincoln Park Zoo is lining up a busy slate of family-friendly summer events from late May through July, offering free admission days, after-hours celebrations, and child-friendly programs across its Chicago campus. The season includes music, animal chats, rides, cultural performances, medita…

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It’s never too early to plan for Chicago Gourmet— especially when Chicago’s signature food-and-wine celebration returns this September with an impressive lineup of chefs, tastings and culinary experiences designed to tempt every palate.

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Chicago’s summer just got a whole lot groovier. Navy Pier is rolling out a brand-new retro-inspired roller rink experience this season, transforming the former Crystal Gardens space into a neon-lit destination called “Summer Skate at the Pier.” The new attraction officially opens June 18 and…

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As a holiday, Armed Forces Day doesn’t typically garner a lot of fanfare, but for Chicagoans with family or friends in the military, this Saturday, May 16 is a day to remember.

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Chicago's iconic Buckingham Fountain in Grant Park fired up for the summer 2026 season on Saturday. The free Switch on Summer event drew crowds to celebrate the unofficial start of warm weather. Water shot 150 feet high in a 20-minute display, according to ABC7 Chicago.

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More than 1,400 business, civic, and community leaders gathered at the Hyatt Regency Chicago on March 10 for the annual Humanitarian Awards Dinner benefiting the Illinois Holocaust Museum & Education Center. The sold-out evening honored Ambassador Rahm Emanuel and Julie Smolyansky with t…

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Shoppers looking to upgrade their comfort in a big way should circle Saturday, May 9, on the calendar. Darvin Furniture & Mattress is hosting a one-day-only Power Motion and Mattress Clearance Sale packed with deep discounts, flexible financing and limited-time perks designed to make a h…

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Chicago has plenty of ghost stories, but few settings make them feel as immediate as drifting down the river at night. The “ghost” and dark history cruises that run along the Chicago River lean into exactly that mix: skyline beauty on one side, and the city’s darker past on the other.

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Food lovers and philanthropists alike will gather for one of Chicago’s most anticipated culinary fundraisers when Taste of the Nation returns in 2026 to benefit No Kid Hungry. The beloved tasting event blends top-tier bites, craft cocktails and a powerful mission: ending childhood hunger in …

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If you’re looking for your cheesy fix without leaving the Midwest, here are two top Mac & Cheese festivals and events happening within a short drive of Chicago in 2026.

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If you’re looking for an easy, no-cost way to entertain the kids and soak up some spring sunshine, Rosemont has you covered. The annual Spring Fun Fest is returning to Parkway Bank Park on Sat., May 16, transforming the entertainment district’s great lawn into a lively hub of family-friendly…