The Ultimate Chicago Quiz

Estimated Completion Time
4 min
The Ultimate Chicago Quiz
Image: Swapan Jha/Moment/Getty Images

About This Quiz

Chicago is a great city to visit and you will be delighted by the vast selection of leisure options. In addition to many cultural offerings, this flat city offers outdoors enthusiasts many wide-open spaces, beautiful bodies of water and numerous walking or biking trails. Take this quiz to learn more about city that was the birthplace of the skyscraper.
What is considered a must when you visit Chicago for the first time?
You must initiate yourself to Chicago by dipping your bare right foot into Lake Michigan.
You must rent a bike and ride the famed Grant Park with hundreds of other tourists.
You must take a stroll through the downtown for a mini tour of the history of the high-rise.
Correct Answer
Wrong Answer

In 1885, the Home Insurance Building was constructed, the first steel frame high-rise in America. Its considered to be the world's first skyscraper and started the building boom that made Chicago's skyline among the world's tallest and most dense of any city.

What's the name of the world's seventh tallest building and the tallest building in Chicago?
the Willis Tower
the Sears Tower
both of the above
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Wrong Answer

Americas two tallest buildings are both located in Chicago. Willis Tower (often referred to by its former name, Sears Tower) is the tallest at 1,451 feet (442 m), followed by the Trump International Hotel and Tower at 1,389 feet.

What is the current population of the Chicago metropolitan area?
9.7 million
7.3 million
5.9 million
Correct Answer
Wrong Answer

Chicago is the third most populous city in the United States with about 2.8 million people. The greater Chicago metropolitan area has a population of 9.7 million.

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How many people both foreign and domestic visited Chicago in 2008?
Chicago had 51.3 million visitors in 2008.
Chicago had 45.6 million visitors in 2008.
Chicago had 40.1 million visitors in 2008.
Correct Answer
Wrong Answer

Chicago is a popular destination, with O’Hare International Airport being the second busiest in the world. Approximately 45.6 million visitors came to visit the city in 2008 from domestic locations and foreign countries.

At what street corner do all address numbers originate from in Chicago?
corner of State and Madison streets
corner of Michigan and Roosevelt
corner of State and Congress
Correct Answer
Wrong Answer

All Chicago address numbers originate at the corner of State and Madison streets. The city's grid system is simple to follow, especially with the downtown skyline and Lake Michigan on the eastern edge to help re-orient you if you get lost.

What is the popular name for the heart of Chicago’s downtown business district?
The Core
The Circle
The Loop
Correct Answer
Wrong Answer

The heart of Chicago's downtown business district is The Loop, named for the elevated train tracks that circle overhead through the area. You will also hear the locals also refer to the elevated trains as the El.

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What is a popular name for the City of Chicago?
Windy City
Second City
both of the above
Correct Answer
Wrong Answer

Chicago has several popular nicknames, the most popular of which is the Windy City, followed closely by Second City. People debate the origin of the name Windy City, which is commonly both attributed to the almost constant breeze coming off Lake Michigan or natural wind tunnels created by the large buildings built in a grid system.

By what name is Chicago’s most popular downtown shopping area called?
The Golden Mile
The Magnificent Mile
The Designers Mile
Correct Answer
Wrong Answer

Michigan Avenue is Chicago’s best-known thoroughfare and contains The Magnificent Mile, a one-mile stretch between the Chicago River and Oak Street Beach that is downtown Chicago’s most popular shopping destination.

When you travel to Chicago, how should you prepare to dress?
Prepare to dress in layers.
Prepare to dress casually.
Always pack a warm jacket and a sweater or two.
Correct Answer
Wrong Answer

The weather can change quickly in Chicago, so it is best if you prepare to dress in layers that you can add or remove as needed. Winters can be quite cold, especially with the common winds, and summers can be very hot. The most pleasant weather is in the fall.

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What is your best bargain for getting from O’Hare International Airport to downtown Chicago?
shared rides arranged with taxi dispatchers
the Blue Line on the El
Continental Airport Express
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The Blue Line on the El or elevated train will cost you only $2 per ride and is the best value if you do not have a lot of luggage. Your next best bet is the Continental Airport Express shuttle for about $24, which can be found just outside the baggage claim area.

What should you be aware of if you plan to bring your car to Chicago?
Traffic jams are common and parking is very expensive in the downtown core.
Driving is competitive so prepare to be cut off and locals like speed up to beat the traffic lights.
Both of the above are true of driving in Chicago.
Correct Answer
Wrong Answer

Driving in Chicago is competitive, so prepare to be cut off by aggressive drivers in a hurry and taxis can be unpredictable. Local drivers often speed up to pass through yellow lights, so try not to let yourself be followed too closely when you slow down at intersections.

What should you know in order to keep a reference when locals give you directions?
When travelling east Lake Michigan is on your right and going west it is on your left.
When travelling north Lake Michigan is on your right and going south it is on your left.
When travelling south Lake Michigan is on your right and going north it is on your left.
Correct Answer
Wrong Answer

Chicagoans often give directions by telling you to head north or south and the key is to keep track in which direction Lake Michigan lays. If the lake is to your right, you are heading north, and if it is to your left, you are heading south.

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Where can you go to get the most up-to-date bulletins on the El schedules and routes?
The Time out Chicago
The Chicago City Guide
Talk of the Town City Guide
Correct Answer
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Time Out Chicago has an up-to-date bulletin on El schedules and routes, and includes detailed public transportation directions to attractions, restaurants and nightlife throughout the city. You can also find maps, route information and trip planners at the Chicago Transit Authority Web Site.

What is the best way to reach the city's main museums, along with some great restaurants in downtown Chicago?
Flag a cab for door-to-door service.
Walk from one to another it is easy and you are doing your body a favor.
The Loop shuttle hits all the spots and you can jump on and off as you wish all day for a single fare.
Correct Answer
Wrong Answer

Chicago is almost perfectly flat so it is an easy place to walk and all the attractions are within easy walking distance of The Loop and Michigan Avenue.

What should you know if you are driving around downtown as you shop and sightsee?
If you park on the streets meters have 2-hour limits and posted signs have parking rules that must be followed.
Be cautious not to park in private lots that warn of violator towing, yellow tow zones or near fire hydrants to avoid towing charges.
Both of the above are true of parking in Chicago.
Correct Answer
Wrong Answer

The city has an aggressive parking violation patrol, meters have two-hour limits and cars in tow away zones will definitely be towed, sometimes within minutes. Parking fines are high and if you car is towed it will cost more than $100 to get back in addition to any parking fine.

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What can someone who loves music do in Grant Park in June?
You can take in the Grant Park Buskers Festival with an eclectic mix of budding musicians joining in the fun.
Grant Park is the site of the Chicago Blues Festival featuring free outdoor concerts.
Do not miss the Breezy Days of June Music Festival featuring classical, rock and country music in Grant Park.
Correct Answer
Wrong Answer

The Chicago Blues Festival is the world’s largest free blues festival, where there are five stages and about 500,000 die-hard blues fans gather to see world class performances. Past performers have included Bonnie Raitt, Ray Charles, B.B. King, Bo Diddley, Buddy Guy and Koko Taylor.

What interesting thing happens with the Chicago River in March?
The Chicago River finally freezes over allowing the city to set up mile long skating rinks with a party atmosphere.
The Chicago River backs up with ice jams that city crew’s dynamite as spectators gather on the shore to watch.
The Chicago River is dyed green in honor of St. Patrick’s Day and Chicago’s Irish large Irish population.
Correct Answer
Wrong Answer

The city's St. Patrick's Day celebration in March is a huge draw, with a large parade that snakes through downtown and the Chicago River dyed green for the occasion. Parties featuring green beer, traditional Irish costumes and Irish music abound.

What is special about Lincoln Park Zoo that you will rarely find anywhere else?
exotic reptile exhibit
no admission fee
icy walrus exhibit with underwater viewing
Correct Answer
Wrong Answer

The Lincoln Park Zoo does not charge admission and is open every day. Among other things, this zoo features chimps in the Regenstein Center for African Apes and a giant John Deere tractor inside the farm that kids can climb.

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How many gallons of water soar to heights up to 150 feet every minute at Buckingham Fountain in Grants Park?
14,000 gallons
10,000 gallons
8,000 gallons
Correct Answer
Wrong Answer

Buckingham Fountain in Grant Park features 133 jets spraying 14,000 gallons (53,000 liters) of water as high as 150 feet every minute. Every hour on the hour, there is a 20-minute water display that is accompanied by lights and music at dusk.

Why is Chicago credited with inspiring the creation of the modern day skyscraper?
The skyscraper was the result of a design competition to honor the 1893 Worlds Columbian Exposition.
The skyscraper was a result of The Great Fire of 1871 that destroyed 4 square miles of downtown Chicago.
The first skyscraper was commissioned by Al Capone as an attempt to enter commercial real estate using architect Louis Sullivan.
Correct Answer
Wrong Answer

The Great Fire of 1871 left Chicago in urgent need of office space. With technical innovations in cast iron, construction and elevator safety, architects such as Louis Sullivan were inspired to create the country's first skyscrapers in Chicago.

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