Fun Facts About Chicago: Your Essential Trivia

By Katie Sagal
Published: July 18, 2024

How much do you know about Chicago? Test your knowledge of the Windy City with our trivia below. These fun facts are sure to come in handy on your Chicago vacation!

Top Chicago facts 1-10

Image of City, Urban, Metropolis, Building, Cityscape, High Rise, Nature, Outdoors, Sky, Adult, Male, Man, Person, Office Building, Backpack, Photography, Neighborhood, Horizon,
  1. The world’s very first skyscraper was erected in the city in 1885.
  2. Skydeck Chicago is a film star! Catch a glimpse of the experience in Ferris Bueller’s Day Off.
  3. The Willis Tower is the eighth tallest building in the world, coming in at 1,450 feet and 110 stories tall.
  4. Chicago invented deep-dish pizza.
  5. The Navy Pier Centennial Wheel was preceded by an iconic Ferris wheel, which welcomed over 17 million riders in its ten-year life span.
  6. Historic Route 66 begins in Chicago (and terminates in Santa Monica, CA).
  7. The Field Museum’s newest addition is Máximo the Titanosaur: the largest dinosaur ever discovered, weighing 70 tons.
  8. Chicago is known as “The Windy City” for the bombast of its politicians—not for its weather.
  9. Chicago is home to an impressive 56 museums, including the famous Art Institute of Chicago.
  10. The Taste of Chicago — a summer legend in Chicago — is the world’s largest free outdoor food festival.

Top Chicago facts 11-20

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  1. The Museum of Contemporary Art is the only museum in the city to feature dozens of works with the title, “Untitled.”
  2. Batman’s iconic Gotham City was based on Chicago; not, as many people assume, NYC.
  3. The Lincoln Park Zoo is one of the world’s rare free zoos.
  4. Malört, one of the most distinctive liquors in the world (and some say the most unpalatable), was created in Chicago. Today, more than 90% of the national consumption of Malört is still confined to the greater Chicago area.
  5. The Adler Planetarium was America’s first planetarium.
  6. The Adler Planetarium is also one of the best places to get a great view of the skyline.
  7. The Museum of Science and Industry is one of the largest science museums in the world, with more than 400,000 square feet of exhibit space.
  8. The renowned Pablo Picasso sculpture, created specifically for the city and located in Richard J. Daley Plaza, weighs an intimidating 162 tons. It is also called 'Untitled'.
  9. Chicago's Brookfield Zoo was the first such institution in the world to successfully perform brain surgery on a gorilla.
  10. The Brookfield Zoo is also known for its majestic fountain, named for Theodore Roosevelt, the 26th President of the United States who is remembered for expanding protections on wildlife.

Top Chicago facts 21-25

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  1. The Chicago Theater's grand lobby is inspired by the Royal Chapel at Versailles.
  2. The Chicago Theater also boasts one of the oldest Wurlitzer pipe organs remaining in existence.
  3. The Ernest Hemingway Home was the first house to have electricity in Oak Park.
  4. The American Writer’s Museum is the only museum in the world devoted exclusively to American writers and their works.
  5. The Shedd Aquarium has more than 32,000 animal inhabitants.

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Katie Sagal
Go City Travel Expert

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Where to stay in Chicago

Made up of a long list of neighborhoods and districts each offering something different, deciding where to stay in Chicago can be a bit of a headache, especially if you’re a first-time visitor to the city. Whatever you’re looking for out of a leisure trip to the windy city, our pick of the best areas of Chicago to stay is sure to be a help! The Loop Enclosed by the Chicago River to one side and Grant Park to the other, the Loop is probably the best place to stay in Chicago for those new to the city since its streets include the central business district and many of the city’s top attractions, including the Willis Tower’s Skydeck observation level and the Art Institute of Chicago. It takes its name from the elevated railway which has looped around it since the Great Fire of 1871. Synonymous to most with the downtown area, it’s also one of the commercial hubs of the city. Being at the heart of the action (Route 66 starts here too), there’s no shortage of hotels either. Predominantly populated by luxury stays – the Hyatts and Radisson Blus of this world – budget travelers will likely find themselves looking at more affordable neighborhoods nearby, such as Lincoln Park. However, the Loop does it have a good quantity of backpacker hostels for those just looking for a central place to lay their head at the end of a long day of sightseeing. Streeterville Immediately north of the Loop on the shores of Lake Michigan, the Streeterville neighborhood is still close enough to downtown to be a worthwhile base and is a good pick for solo travelers and visiting couples. Known to be a very safe neighborhood in Chicago for visitors, it has some similarities to its southern counterpart. Gleaming tower blocks line the Magnificent Mile (a part of North Michigan Avenue), containing roughly 450 stores as well as the famed 875 North Michigan Avenue (John Hancock Center). Its southern extent stretches out into Lake Michigan thanks to the 50 acre Navy Pier. Its rides include Centennial Wheel, which replicates the world’s first Ferris Wheel, built in 1893 for the World’s Fair. Lincoln Park A little further out, but linked to the rest of the city by a number of metro stations and lines, Lincoln Park is one of the largest and most affluent districts in Chicago’s North Side. It is popular with young families and urban professionals, ensuring it feels fresh and ever changing. Named after the city’s largest park, which sits beside Lake Michigan for an uninterrupted seven mile run, the area is one of the best parts of Chicago for those on a budget. Attractions include the 32,000 creatures which call Lincoln Park Zoo their home, as well as Chicago History Museum, the first port of call for anyone interested in discovering how Chicago became one of the world’s leading cities. Lincoln Park also contains the northern half of Old Town, where buildings remain low to the ground – at least by Chicago standards – to create a homely feel. This is where you’ll find the Second City Theater, the previous stomping ground of everyone from Tina Fey to John Belushi. River North It may not have the lake shore, but River North does have a reputation as the coolest place to stay in Chicago. Separated from Streeterville by the Magnificent Mile, River North oozes stylishness and perhaps contradiction too – it has more galleries than anywhere outside of Manhattan, but is also known for its nightlife. For this, you should head to Hubbard Street. The banks of the Chicago River have to be the top place for a stroll in the area, whilst landmark buildings to look out for include the Wrigley Building and the monumental behemoth of a structure known as Merchandise Mart, whose exterior façade becomes the world’s largest projector screen for a few months of each year. A good range of restaurants, many with riverside terraces, means you’re unlikely to go hungry for long. West Loop That said, foodies should stake their claim to accommodation in West Loop, which – that’s right – is west of the Loop. Occasionally also known as the Near West Side, West Loop shines from a gastronomic perspective, with Greektown and Little Italy just two destinations you should be aware of thanks to the twentieth century’s influx of immigrants into this former industrial port area. Randolph Street is otherwise known as Restaurant Row for good reason, but for sumptuous food without any pretension head to the French Market tucked inside Ogilvie train station. Its 30+ independent vendors make it one of the best spots in the city for fresh ingredients as well as mouthwatering dishes from sushi to empanadas. Seating is available. Wicker Park Well-to-do Wicker Park is growing in confidence when it comes to where to stay in Chicago. Northwest of West Loop and centered around the Damen metro stop, this neighborhood has the sort of self-assurance which usually leads to great things. And Wicker Park is no exception to this rule. A charmingly informal blend of eclectically-stocked clothing stores, groundbreaking restaurants and we-just-have-to-stop-there bakeries, Wicker Park is also pretty hot when it comes to night spots, with a wealth of live music venues all vying to be the place to head. With median house prices of $550,000 it can never really be called hipster, but that’s certainly the vibe it gives off. Budgeting for trips to Chicago Finding where to stay in Chicago that’s right for you comes down to a balance of location, feel and price. The best neighborhoods in Chicago for visitors are generally those in and around the downtown area, although the closer you are to the Loop, the higher the per night cost you’re probably looking at. When it comes to attraction admission, you can make incredible savings simply by opting to travel with Go City. Our pre-pay passes take all the mystery out of budgeting for trips to Chicago whilst providing you with great savings on many of the city’s top attractions.
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Night time view of the Navy Pier Ferris wheel in Chicago
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Things to do in Chicago at Night Time

A mighty metropolis renowned for its world-class museums, fine restaurants and frankly epic city skyline, the Windy City is, if anything, even more thrilling at night. There’s an absolute abundance of attractions and activities worth staying up late for, from galleries and ghost tours to deep dish pizza and old-school jazz joints. Hop aboard for our whistle stop guide to some of the best things you can do in Chicago at night time. Skyline Views Chicago’s sensational skyline is the envy of cities across the States. Take a leisurely evening stroll along Lake Shore Drive or the Chicago Riverwalk and you’ll soon find out why. We’re talking soaring skyscrapers that include the awesome Willis Tower (for many years the tallest building on the planet, fact fans) and the iconic neo-gothic Tribune Tower. Incredible enough to look at during the day, these architectural titans really come into their own by night, lighting up to produce one of the world’s most recognizable cityscapes. See them from the water on a night cruise of Lake Michigan, when widescreen views of the illuminated city reflect beautifully in the glassy waters that lap the shoreline. Head in the Clouds You’ve checked it out from ground level, now take in birds’ eye views from atop some of the Western world’s loftiest skyscrapers. You need nerves of steel to ascend to Skydeck Chicago atop the Willis Tower. At 1,353 feet and 103 floors up, it’s only the highest observation deck in the United States. No wonder then that you can see four states from up here, as well as Chicago landmarks including Navy Pier, Lake Michigan and the Magnificent Mile. Daredevils/masochists can even step out onto The Ledge to see the lights of the Windy City twinkling far beneath their feet. A little closer to terra firma at a mere 1,030 feet up, 360 Chicago adds the option to experience TILT, a sky-high thrill ride in which willing victims participants climb onto a moving glass platform which then – yup, you guessed it – tilts riders forward to a perilous angle over the city. Very much not for the faint of heart.  Bean There, Done That For a unique perspective on the iconic Chicago skyline, hit up The Bean on the AT&T Plaza at Millennium Park. This huge stainless steel sculpture by British artist Anish Kapoor – officially named Cloud Gate, but more commonly known as The Bean due to its shape – has quickly become a Windy City icon. Visit at night, when the bright lights of the Michigan Avenue skyscrapers reflect on its gleaming surface, creating hallucinatory magic-mirror cityscapes that bend, twist and morph as you walk around and underneath it. Check listings for al fresco evening concerts elsewhere in Millennium Park during summer. Take a Tour There are dozens of ways to get under the skin of night time Chicago without, you know, the tedium and inconvenience of poring over a guidebook for hours. Take to the skies on a twilight helicopter tour over Lake Michigan and that famous city skyline; hear all about the Windy City’s ghosts and gangsters on a spooky walking tour; or – perhaps best of all – join a foodie tour that gives you the chance to tuck into unmissable local delicacies such as Chicago-style hot dogs, Italian beef sandwiches, and deep dish pizza. Yum. Museum Lates Chicago has a frankly superb selection of museums and galleries, many of which have regular late opening hours, allowing you to ogle Old Masters, contemporary masterpieces and ancient artifacts in relative peace and quiet. Hit up the Art Institute of Chicago on Thursday evenings, when you can check out significant pieces from Hopper, van Gogh, Picasso, Matisse, O’Keeffe and more until 8PM. Other Windy City institutions including the Chicago History Museum and Museum of Science & Industry run ‘happy hour’ events that run as late as 10PM, and the Adler Planetarium’s late Wednesday openings provide a stellar option for whiling away chilly winter evenings. Animal Magic Museums and galleries a little too stuffy for you? Fear not! Take an evening walk on Chicago’s wild side at the Lincoln Park Zoo where, on balmy summer evenings, the park stays open late for adult-only events that include the likes of wine festivals and craft beer tasting. There’s nothing quite like the roar of a nearby African lion or cackle of a laughing kookaburra to get the party started. Meanwhile over at the Shedd Aquarium, night time events for adults include animal encounters, cocktail evenings and salsa classes, though not necessarily all at the same time. Navy Pier A tad nippy in winter, but a vibrant waterfront treasure on summer nights, Navy Pier is where it’s at for old-school seaside-style vibes. That’s largely thanks to the fab Ferris wheel that dominates the shoreline here, but after-dark firework displays, buzzy rooftop bars, live music, fab fast food joints and delectable dessert stores all add to the fiesta atmosphere. Grab an original rainbow ice cream (that’s orange sherbet, pistachio, Palmer House, chocolate and strawberry stacked high on a cone) and tuck in as the sun sets over the water. All That Jazz Hipster joints abound in downtown Chicago, and the Green Mill Cocktail Lounge, with its distinctive lime green neon sign, should be at the top of every bucket list. This century-old Chicago institution was once a favorite of Al Capone and his band of bootleggers, who used tunnels underneath the bar to smuggle booze during Prohibition. So grab a seat in Capone’s old booth, order up a Manhattan, and enjoy some of the finest jazz acts in town, just like Big Al used to do. Blues fans are also well-served in Chicago, thanks to the likes of Kingston Mines, Buddy Guy’s Legends and the House of Blues, while scuzz-rockers can get their fix at hipper-than-thou dive bars including Pilsen’s beloved Skylark and the Rainbo Club in Wicker Park. Save on attractions in Chicago Save on admission to Chicago attractions with Go City. Check out @GoCity on Instagram for the latest top tips and attraction info.
Stuart Bak
Stuart Bak

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