
From world-class museums like the Art Institute to iconic skyscrapers and a vibrant food scene, Chicago offers an unforgettable urban adventure. Explore Millennium Park's Cloud Gate sculpture, stroll along the scenic Lakefront Trail, and experience the city's legendary blues music in lively clubs.
May, June, September, and early October
During the best months, Chicago experiences generally warm to hot temperatures, plenty of sunshine, and pleasant conditions ideal for exploring. May and September offer milder temperatures and fewer crowds, while June and early October are also very pleasant.
December, January, February, and March - These months are characterized by extreme cold, heavy snow, and strong winds (the 'windy city' lives up to its name), making outdoor activities uncomfortable and limiting enjoyment.
Consider visiting during other months
June, July, and August
Expect larger crowds and higher prices
































909 North Michigan Ave

171 W Randolph St

160 E Huron Street

800 N Michigan Ave

151 East Wacker Dr

540 North Michigan Avenue

105 E Delaware Pl

7353 S Cicero Avenue

300 E Ohio St

350 West Wolf Point Plaza, Building 2

1301 N State Pkwy

800 S Michigan Ave

601 West Diversey Parkway

125 W Ohio St

644 N Lake Shore Dr

720 S Michigan Ave

120 East Delaware Place

323 E Wacker Dr

140 E Walton Place

1900 East Oakton St

160 E Pearson Street

520 South Michigan Avenue

200 North Columbus Drive

640 N Wabash Ave
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Chicago famously reversed the flow of its namesake river in 1900 to improve sanitation and prevent disease, a monumental engineering feat that still stands today.
The Great Chicago Fire of 1871, while devastating, led to pioneering urban planning, strict building codes, and innovations that eventually gave birth to the modern skyscraper.
Chicago is widely considered the birthplace of the skyscraper, with the Home Insurance Building (completed 1885) recognized as the world's first steel-framed high-rise.
Despite being an inland city, Chicago boasts 26 miles of public lakefront and 33 beaches along Lake Michigan, making it one of the largest urban park systems in the U.S.
Every St. Patrick's Day, Chicago dyes a significant section of its river a vibrant emerald green, a tradition started in 1962 by plumbers using environmentally friendly vegetable dye.
Millennium Park's 'Cloud Gate,' affectionately known as 'The Bean,' is one of the world's largest permanent outdoor art installations, reflecting the city's iconic skyline and millions of visitors.
Chicago is the undisputed mecca of improvisational comedy, home to The Second City, which has launched the careers of countless comedic legends since its founding in 1959.
A true Chicago-style hot dog adheres to a strict 'ruleset': it must be all-beef, served on a poppy seed bun, and famously includes no ketchup, often described as 'dragging it through the garden' with its many toppings.