June 5, 2025
Chicago rooftop bars and restaurants
These Chicago rooftop bars and restaurants boast delicious menus, refreshing cocktails, and (most importantly) stunning views of the city’s skyline, waterfronts, and beyond. Best of… Read More
National Museum of Mexican Art in Pilsen
Blog
June 3, 2025
Fun in the sun on Chicago’s beaches
You might know Chicago as the birthplace of the skyscraper, the home of deep dish pizza, or as one of the largest urban cities in… Read More
June 3, 2025
Shop at these top Chicago vintage and craft markets
Those looking for unique shopping in Chicago can find a packed schedule of markets popping up across the city all year-round, from historic flea markets… Read More
June 2, 2025
Things to do in Chicago in the summer
There’s nothing quite like summer in Chicago. All season long, you can play beach volleyball on the sandy shores of Lake Michigan, kayak through a… Read More
June 1, 2025
Millennium Park Summer Music Series
June 26 – Aug. 7, 2025 Free admission • Millennium Park The Millennium Park Summer Music Series offers free outdoor concerts in downtown Chicago, showcasing… Read More
May 31, 2025
Top Chicago must-dos with teens or tweens
One thing teens and tweens will never call Chicago is boring. Whether they’re thrill-seekers, explorers, artists, shopaholics or knowledge hounds, these 10 must-dos will have… Read More
May 30, 2025
How to celebrate Juneteenth 2025 in Chicago
Dating back to 1865, Juneteenth is a nationally celebrated commemoration of the ending of chattel slavery in the U.S. On June 19, 1865, Union soldiers… Read More
May 30, 2025
40+ things to do in Chicago this June
There’s so much to celebrate in Chicago this June — the start of summer in Chicago, Pride Month, Juneteenth, the James Beard Awards, and beyond.… Read More
May 29, 2025
15+ kid-friendly Pride events in Chicago for families
Pride season in Chicago is upon us with seemingly endless opportunities to celebrate, yet sometimes it can feel like LGBTQ+ families are left with little… Read More
May 29, 2025
Millennium Park Summer Film Series
July 1 – Aug. 26, 2025 Free admission • Millennium Park Every summer in Chicago, visitors and locals flock to the Jay Pritzker Pavilion in… Read More
May 28, 2025
Fly nonstop this summer to Chicago’s two international airports
Whether planning summer 2025 trips to Chicago from Boise, Helsinki, or hundreds of other places, travelers can book nonstop flights to the city, conveniently located… Read More
May 28, 2025
Airline lounges offer respite at O’Hare International Airport
Travelers passing through Chicago’s bustling O’Hare International Airport (ORD) can find peaceful oases within its impressive selection of airline lounges. Whether you’re looking to recharge… Read More
Explore Chicago hotels, flights, deals, and more
Plan your trip
