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Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026

Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026

Events · Chicago & Suburbs · July/August 2026

Your Weekend Guide to Chicago & the Suburbs —
July 30–August 2, 2026

Get set for a weekend packed with diverse activities across Chicago and its suburbs! Lollapalooza takes over Grant Park, the Cubs host the Yankees at Wrigley, and British soccer arrives at Soldier Field for Liverpool vs. Leeds United. From cultural festivals to outdoor concerts and family-friendly fun, here's everything happening July 30–August 2.


01

Lollapalooza

July 30 – August 2 | 11:00 AM – 10:00 PM | The Loop, Grant Park (331 E Randolph St & N Columbus Dr)

Four days of the world's best music under the iconic Chicago skyline. Featuring artists like Lorde, John Summit, Olivia Dean, and more!

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Lollapalooza Aftershows

July 30 – August 2 | Times Vary | Locations Vary

Artists take the stage at intimate venues across Chicago for official Lollapalooza Aftershows. These separately ticketed concerts offer fans the chance to see full-length performances in smaller settings, making them one of the best ways to experience your favorite artists beyond the festival.

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Cubs vs Yankees

July 31 – August 2 | Times Vary | Wrigleyville, Wrigley Field (1060 W Addison St)

The Chicago Cubs are back at home taking on the New York Yankees!

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Chicago Italian Beef Fest

July 31 – August 2 | Times Vary | Jefferson Park, Jefferson Memorial Park (4822 N Long Ave)

Italian immigrants brought the Italian beef sandwich to Chicago in the early 1900s, and it's since become one of the city's most iconic foods. Whether you like it dipped, dry, or topped with hot or sweet peppers, celebrate this local favorite at the inaugural Chicago Italian Beef Fest. Held at Jefferson Memorial Park, the festival features some of Chicagoland's best restaurants serving their signature Italian beef sandwiches, with attendees voting for the city's best.

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Read & Ride: Biking Tour of Malört

July 31 | 6:00 PM | Bucktown, BFF Bikes (2056 N Damen Ave)

Over 11 miles out of BFF Bikes we'll be tracing the history of Malört with author Josh Noel, from its humble beginnings as a homemade spirit sold along Andersonville's Swedish-filled streets to its apex of cringe marketing and eventual home at CH Distillery. Leave with Chicago fun facts, hilarious insider history, and even a mini Malört bottle thanks to CH Distillery.

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Liverpool vs Leeds United

August 2 | 3:00 PM | South Loop, Soldier Field (1410 Special Olympics Drive)

British soccer heavyweights Liverpool FC and Leeds United are coming to Chicago.

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02

Adam Ferrara

July 30 – August 1 | Times Vary | Schaumburg, Chicago Improv (5 Woodfield Mall)

Adam Ferrara, the Actor/Comedian who Entertainment Weekly dubbed "Hilarious," is an internationally touring headliner, two-time nominee by the American Comedy Awards, with three Comedy Central Specials, has a unique ability and superb gift of comedy and improv; guaranteed to bring you non stop fun, laughter and a great night of true entertainment!

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Taste of Roselle

July 31 – August 2 | Times Vary | Roselle, Roselle Main Street

Bring friends, family, and your appetite to the Taste of Roselle, the best block party of the summer! This 3-day outdoor festival is held during the first weekend of August each year. Taste of Roselle features a variety of food from around Roselle and beyond, free live music, bingo, an arts and crafts show, and a kids carnival.

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Wilmette Art Fair

August 1 – 2 | 10:00 AM – 5:00 PM | Wilmette, Downtown Wilmette (Wilmette and Central Avenues)

Spend a summer day at the Wilmette Art Fair, featuring thousands of paintings, sculptures, photography, jewelry, and more along Wilmette and Central Avenues. Enjoy live music, face painting, interactive art activities, live artist demonstrations, and painting classes, then grab a cold beer or sangria while you explore. There's something for every art lover to enjoy.

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Fridays 4 Tots

July 31 | 10:00 AM – 11:00 AM | Union, McHenry County Historical Society & Museum (6422 Main St)

Every 2nd Friday of the month at 10 AM, our educators will engage your little ones with a story, a song, and hands-on craft time designed just for them. After the program, stick around and let them explore our farm exhibit and play space—learning through play in a fun, relaxed environment.

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Sunset Bouquet Making

July 31 | 6:00 PM – 8:00 PM | Harvard, Serenity Hill Flower Farm (10009 Lija Road)

Our Sunset Bouquet Making Workshop begins with time to wander through the flower fields and hand-select your favorite blooms as the sun begins to set over the farm. After gathering your flowers, you'll learn the basics of creating a beautiful, garden-inspired bouquet using your freshly picked blooms. No experience is needed—we'll guide you through the process while you relax, create, and enjoy light refreshments in the peaceful setting of our 10-acre farm.

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Summer of Sound

July 31 | 7:00 PM – 9:00 PM | Skokie, Westfield Old Orchard (4905 Old Orchard Center)

Step into a vibrant atmosphere & let live music elevate your evening – gather your friends for the Summer of Sound concert series – enjoy an inspiring lineup featuring Rod Tuffcurls & the Bench Press.

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Allie Payne Group at Compass

Enjoy Your Weekend —
And If Home Is on Your Mind, Let's Talk.

Whether you're exploring a new neighborhood this weekend or thinking about what comes next, we're always here to help you navigate it.

Let's Connect

Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026
Your Weekend Guide to Chicago & the Suburbs — July 30–August 2, 2026

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Allie has built a reputation among clients for her creativity, attention to detail, and the ability to increase the marketability and aesthetic value of spaces while Julie has a passion to connect individuals with their dream homes, and helping clients have a positive selling experience. Together, they can help you find your dream home. Contact them today!

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