Most populous city in Illinois, US
Photo: Peter Fitzgerald, CC BY-SA 4.0 via Wikimedia Commons
Chicago is the home of the blues and the truth of jazz, the heart of comedy and the idea of the skyscraper. Here, the age of railroads found its center, and airplanes followed suit. "Stormy, Husky, Brawling / City of Big Shoulders," Chicago is a Heartland boomtown, its ethos defined by urban planner Daniel Burnham's immortal vision: "Make no little plans; they have no magic to stir men's blood." It is one of the world's great cities and the third largest city in the United States, behind only New York City and Los Angeles.
The center of Chicago for work and play, with shopping, skyscrapers, big theaters, and the city's most famous travel sights.
Upscale neighborhoods with entertainment aplenty in storefront theaters and the Friendly Confines of Wrigley Field, along with a ton of bars and clubs, and one of the largest LGBT communities in the nation.
The historic Black Metropolis, brainy Hyde Park and the University of Chicago, Chinatown, the White Sox, soul food, and the real Chicago blues.
Ethnic enclaves, dive bars, and hipsters abound on the fashionably rough side of town.
Ultra-hip and laid-back, with miles of beaches and some of the most vibrant immigrant communities in the country.
So far off the beaten tourist track you might not find your way back, but that's OK given all the great food, a couple of top blues clubs, and enormous parks.
Former home to the massive meatpacking district of the Union Stockyards, huge Polish and Mexican neighborhoods, and Midway Airport.
Polish Village, historic homes and theaters, and some undiscovered gems in the neighborhoods near O'Hare International Airport.
The giant, industrial underbelly of Chicago, home to one large tourist draw: the historic Pullman District.
Ireland in Chicago: authentic Irish pubs, brogues, galleries, and the odd haunted castle, all extremely far from the city center.
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Representing Northwestern University in seven men's and 10 women's sports in the Big Ten Conference. Notably, it's the only Division I school in the immediate Chicago area that plays football for the time being, and even after Chicago State adds football in the near future (see below), will remain the only area program in Division I FBS (the top level of college football). The football team shows occasional signs of life, making bowl games about as often as not. Virtually all sports facilities are at the school's main campus in Evanston, which is immediately to the north of the city limits along the lake. However, the football stadium, Ryan Field, has been torn down and is being replaced by a new venue of the same name that's expected to open in 2026. During construction, NU is playing most of its home football games at a temporary on-campus lakefront stadium, with select games played at other area venues.
Representing DePaul University in seven men's and eight women's sports in the Big East Conference. While most of the athletic facilities are on or near the school's Lincoln Park campus, the men's basketball team now plays all of its home games at the aforementioned Wintrust Arena, and the women's basketball team splits its home games between campus and Wintrust.
Representing Loyola University Chicago in seven men's and eight women's sports, mostly as the newest member of the Atlantic 10 Conference (which it joined in 2022). Most sports venues are on or near the Rogers Park campus; unlike DePaul, the men's basketball team plays on campus. While basketball is traditionally the most popular sport, with the men's team reaching the NCAA Final Four in 2018, interest in men's volleyball has been strong, with national titles in 2014 and 2015.
Representing the University of Illinois Chicago in nine men's and eleven women's sports, the Flames took Loyola's place in the Missouri Valley Conference in 2022. Most sports venues are on or near the Near West Side campus.
Representing Chicago State University in seven men's and eight women's sports. The Cougars left the Western Athletic Conference, in which CSU had been a major geographic outlier, in 2022 and didn't find a new conference home (except in tennis and men's soccer) for a couple of years. While the Cougars have now found a conference home for 2024–25 and beyond, it's another geographically challenging conference (though less so than the WAC), namely the Northeast Conference. Most of the athletic facilities are on or near the school's Roseland campus. The Cougars don't have a football team for now, but they've hired their first head coach in advance of an expected start of FCS (second-level) football in the 2026 season.
By bus
By train
By car
Chicago is the end point of the historical Route 66 from Los Angeles.
By public transit
The best way to see Chicago is by public transit. It is efficient in terms of price, travel time, and safety.
By car
Avoid driving in downtown Chicago if at all possible.
By taxi
As if determined to shake off the burden of a world-class cultural heritage, Chicago has always found ways to undercut its own treasures in exchange for a quick buck.
By bicycle
Chicago has a bike path along the shores of Lake Michigan, making north-south travel very convenient as long as the weather is favorable by the lake.
By water taxi
In the summer, water taxis are sometimes more convenient than the CTA, if you are traveling around the fringes of downtown. They are also a relatively cheap way to take in some offshore views.
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