Chicago in July: Free Summer Music, Rooftop Energy, and a City Alive with Rhythm

Chicago is never more alive than in the summer—and this July, the city is turning up the volume. From free concerts in Millennium Park to lakefront adventures, rooftop cocktails, and electric neighborhoods, the season is in full swing. Whether you’re visiting for the first time or rediscovering your city with fresh eyes, The Chicago Hotel Collection offers the perfect home base for soaking it all in.

🎶 Free Summer Music Series at Millennium Park

Chicago’s beloved Millennium Park Summer Music Series has returned, offering free open-air concerts every Monday and Thursday through August 7. Hosted at the iconic Jay Pritzker Pavilion, these nights blend laid-back summer vibes with world-class performances—from up-and-coming artists to Chicago legends and international acts.

Pre-shows start at 5:30 PM with sets from some of the city’s most vibrant DJs, followed by live performances at 6:30 PM. The lineup spans genres, cultures, and sounds—think funk, Latin, soul, reggae, hip-hop, psych-rock, house, and jazz—all under the open sky.

Bring a blanket, grab your favorite bites from nearby food vendors, and settle into the park for a one-of-a-kind Chicago experience. Entry is free, and no tickets are required.

Sample Upcoming Shows July 11 – An energetic blend of funk and modern soul July 18 – Latin beats and live DJ sets that keep the crowd moving July 25 – Global fusion and jazz from boundary-pushing performers August 1 – Psychedelic rock meets Afrobeat in a genre-defying night

🗓️ For full lineup details and updates, visit Chicago.gov/DCASE

🏙️ Four Ways to Stay, One Unforgettable City

Where you stay shapes your Chicago experience—and with four distinct boutique hotels, The Chicago Hotel Collection lets you choose your adventure:

• Mag Mile – Steps from premier shopping, galleries, and the Riverwalk

• River North – A favorite for nightlife, trendy restaurants, and rooftop bars

• Wrigleyville – Home to our new on-site brewery bar, Pilot Project Brewing, and just blocks from iconic Wrigley Field

• Ambassador Gold Coast – Historic charm meets quiet elegance just minutes from the lake and Lincoln Park
  

Each property offers its own personality, but every stay includes access to our Guest Benefits Package, featuring:

• Daily breakfast for two

• Three drink tickets per night

• $25 Restaurant.com e-gift card per room, per night

• Seasonal discounts on local attractions and experiences
  

Whether you’re heading to the concert, relaxing on the beach, or exploring a new neighborhood, your stay comes with perks designed to elevate the experience.

🍹 Before the Show or After the Encore

Chicago is all about atmosphere. Picture this: golden hour on a rooftop with a drink in hand, followed by live music downtown, and a nightcap in one of the city’s hidden speakeasies. Or maybe it’s a slow morning at a café, an afternoon museum stop, and an evening surrounded by music under the stars.

No matter your pace, our concierge team is ready to help you plan a night to remember.

At Wrigleyville, our guests enjoy exclusive access to Pilot Project Brewing, offering three complimentary craft beers or cocktails per night. And over at the Ambassador Gold Coast, the rooftop terrace sets the stage for unforgettable private events, romantic moments, or simply an elevated place to unwind.

🌆 Make This Summer One to Remember

With the skyline as your backdrop and music in the air, there’s no better time to explore everything Chicago has to offer. Whether you're here for a weekend, a week, or just one unforgettable night, The Chicago Hotel Collection welcomes you to stay your way.

Book direct today for the best rates and exclusive perks—and experience a July filled with rhythm, energy, and Chicago magic.