Things to do in Chicago, Illinois (IL): The Best Points of Interest & Landmarks

March 14, 2022 Claudia Navarrete

The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago

1. Holy Trinity Orthodox Cathedral

1121 N Leavitt St, Chicago, IL 60622-3502 +1 773-486-6064 [email protected] http://holytrinitycathedral.net/
Excellent
83%
Good
17%
Satisfactory
0%
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0%
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Overall Ratings

5.0 based on 46 reviews

Holy Trinity Orthodox Cathedral

Founded in 1892, Holy Trinity Cathedral is home to the oldest Orthodox parish in Chicago. This beautiful church was designed by the famous American architect, Louis Sullivan. It was consecrated by St. Tikhon of Moscow in 1903 and built under the leadership of St. John Kochurov of Chicago, who was martyred in the Bolshevik Revolution. Located in the heart of Chicago’s historic Ukrainian Village-Wicker Park neighborhood, Holy Trinity has been a vital part of the community for more than a century. It’s an official City of Chicago Landmark and is listed on the National Register of Historic Places. Today, it’s the center of religious life for many Orthodox faithful and their families. We are dedicated to serving the people of God in the spirit of Christian love, and we invite you to come and worship with us whenever you are in the Ukrainian Village-Wicker Park area. Tours are available by appointment and on Saturdays as indicated on the website, or worship with us during services.

Reviewed By 866TaylorB - Chicago, United States

Chicago is a city of architecture, from Louis Sullivan to Daniel Burnham to Frank Lloyd Wright. The Holy Trinity Orthodox Cathedral, the cathedral church of the Orthodox Church in America Diocese of the Midwest, is one of only two churches designed by Sullivan, one of the seminal architects of the late 19th and early 20th centuries. Located at 1121 North Leavitt Street, in the Ukrainian Village neighborhood, it was built in 1903, added to the National Register of Historic Places in 1976 and designated a Chicago Landmark in 1979. Curiously, construction was partly financed by a donation of 4,000 roubles (or $2,700) from Tsar St. Nicholas II of Russia and $1,250 from Sullivan, who also donated the priceless Healy & Millet manufactured chandelier that is one of the highlights of the interior. The church, which was elevated to a cathedral in 1923, retains many features of Russian provincial architecture, including an octagonal dome, frontal bell tower, cupolas, window and roof framing and Art Nouveau decorative design over the western entrance to the church.

2. St. James Chapel

835 N Rush St Archbishop Quigley Center, Chicago, IL 60611-2030 +1 312-534-8199 [email protected] http://www.archchicago.org/SaintJamesChapel/
Excellent
79%
Good
21%
Satisfactory
0%
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0%
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Overall Ratings

5.0 based on 14 reviews

St. James Chapel

3. Chicago Skyline

Chicago, IL 60601
Excellent
86%
Good
13%
Satisfactory
1%
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0%
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Overall Ratings

5.0 based on 687 reviews

Chicago Skyline

Reviewed By AlexB10499 - Providence, United States

Not only is the Chicago skyline one of the most recognizable in the United States – it’s also frequently ranked as one of the most impressive. The tallest landmark, of course, is the Sears Tower, one of the nation’s tallest buildings at around 1,450 feet. Trump Tower is the city’s second-tallest building and has a distinctly modern look to it – as well as a great location on the Chicago River. A few good spots to view the skyline include Navy Pier, Grant Park, the Nature Boardwalk in Lincoln Park, some of the skyscraper observation decks, and even from the Chicago River and Lake Michigan, if you want to take a quick cruise. One other anecdote about the Chicago skyline: you can see it on the horizon across Lake Michigan from the Indiana Dunes National Park, more than 50 miles away. That’s how tall those buildings are.

4. Klairmont Kollections

3117 N Knox Ave, Chicago, IL 60641-5200 +1 773-685-1904 [email protected] http://www.klairmontkollections.com
Excellent
92%
Good
8%
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5.0 based on 13 reviews

Klairmont Kollections

The Klairmont Kollections is a private car collection of museum quality housed in a 100,000 square foot building that is adorned from floor to ceiling with vintage and neon signage and other eclectic collectibles. The prized collection has over 300 award winning and unique automobiles from 1909 to present day. There is FREE PARKING and private event space for up to 300 people.

Reviewed By scottrA3361XW - Silver Spring, United States

Well worth seeing - you can even bring non-car people; there's enough to keep them interested too. Cars spaced so you can actually get close to view and most present good photo angles as well. Great private collection and thanks to Mr. Klairmont for presenting to the public. This is public transit accessible - CTA to Bellmont than bus west - there's a stop right across the street from museum. Enough to see that I postponed the day's planned second stop and could have spent even more time but hunger finally made me leave (though the small snacks provided gratis were a big help, thank you!) Great variety, some genuine (!) rarity, but also some more ordinary stuff - which is always appreciated and often underrepresented. Nice personal story video, lots of bric-a-brac extras, customs and mods if you like, as well as a comprehensive micro car display. Misses: some of the signage needs a professional write up and replicas / mods should be identified as such. (No, there aren't a plethora of genuine Duesenbergs). Very light visitor load in these Covid days, at times you have whole sections of the space to yourself. If you enjoy cars, this is a must see - it isn't Nethercutt in terms of heavy classics, but it is special.

5. Skydeck Chicago - Willis Tower

233 S Wacker Drive entrance on Jackson Blvd (south side of building), Chicago, IL 60606-7147 312-875-9696 https://theskydeck.com/
Excellent
55%
Good
30%
Satisfactory
10%
Poor
3%
Terrible
2%
Overall Ratings

4.5 based on 17,474 reviews

Skydeck Chicago - Willis Tower

No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere and The Ledge at Skydeck Chicago! Treat yourself to a "one stop Chicago" experience on your journey to the 103rd floor. Enjoy 360-degree views spanning up to 50 miles and 4 states and our most spectacular view - 1,353 feet straight down! "Dare to Stand Out" on The Ledge - glass balconies extending 4.3 Feet outside the building provide a thrilling, once in a lifetime experience!

Reviewed By manjushap1907 - Visakhapatnam, India

A must visit place when u visit Chicago.. A unique experience when you stand in the glass box and have unparalleled views of Chicago city.. Advise don’t visit this place during long weekends as the waiting time is too long and you cannot have a good experience due to the rush of the crowds.. You are given 1-2mins to just take pics and you cannot really enjoy the experience..

6. Michigan Avenue Bridge

333 N Michigan Ave, Chicago, IL 60601-3901
Excellent
54%
Good
36%
Satisfactory
9%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 969 reviews

Michigan Avenue Bridge

The view from the bridge is one of the best vistas the city has to offer.

Reviewed By 866TaylorB - Chicago, United States

The Michigan Avenue Bridge, which was renamed the Jean Baptiste Point Du Sable Bridge in 2010 in honor of the Founder of Chicago and the city's first permanent non-Indigenous settler, is a bascule bridge that carries Michigan Avenue across the Chicago River in downtown Chicago. Opened in 1920, it provides passage for vehicles and pedestrians on two levels and carries more traffic per day than any other bridge in Chicago. The location is significant in the early history of Chicago, connecting on the north side near the 1780s homesite of Jean Baptiste Point Du Sable and on the south the early 19th century site of Fort Dearborn. Officially, it is a double-leaf, double-deck, fixed counterweight, trunnion bascule bridge, the first of its type ever constructed. The steel structure can carry about 30,000 people daily. The southwest bridgehouse has been converted into a museum, the five-floor, 1,613-square-foot McCormick Bridgehouse & Chicago River Museum, with its entrance off the Chicago Riverwalk. It includes exhibits on the history of the Chicago River and the bridge. Visitors are allowed to access the bridge's gear room in the spring and fall to see the bridge's lifting gears in operation. The bridge was added to the National Register of Historic Places in 1978 and designated a Chicago Landmark in 1991.

7. Wrigley Building

410 N Michigan Ave, Chicago, IL 60611-4213 800 WRIGLEY [email protected]
Excellent
60%
Good
34%
Satisfactory
6%
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Overall Ratings

4.5 based on 303 reviews

Wrigley Building

This white, terra-cotta landmark was built in 1922 as headquarters for the Wrigley chewing gum company.

Reviewed By 866TaylorB - Chicago, United States

My wife and I have fond memories of the Wrigley Building. As a sportswriter for the Chicago Daily News in the 1970s, I once joined a platoon of other sportswriters that gathered at Philip Wrigley's top-floor office to learn about a reported Chicago Cubs trade. My wife worked in an office in the Wrigley Building for more than 20 years. I used to get monthly haircuts in the Wrigley Building's barber shop. We used to enjoy breakfasts, lunches and dinners at the old Press Club, which was headquartered in the Wrigley Building. And I cashed my weekly checks at the bank that once was housed on the first floor of the Wrigley Building's South Tower. Today, it remains a Chicago Landmark, an architectural beauty, one of the city's most distinguished buildings. Located at 410 North Michigan Avenue, on the Chicago River, at the head of the Magnificent Mile, the Wrigley Building was built from 1920 to 1924 to house the corporate headquarters of the Wrigley Company, which sold chewing gum and owned the Chicago Cubs. It was the first major office building north of the Chicago River and the city's first air-conditioned office building. The glazed terra cotta structure was designed by the architechural firm of Graham, Anderson, Probst & White using the shape of the Giralda tower of Seville's Cathedral combined with French Renaissance details. The 425-foot, 30-story South Tower was completed in April 1921 and the 21-story North Tower was completed in May 1924. Walkways between the towers were added at the ground level and the third floor. In 1931, another walkway was added at the 14th floor. A signature feature is the clock tower. Who hasn't walked across the Michigan Avenue Bridge or along the Chicago River and glanced up at the Wrigley Building's clock tower to check the time of day? Today, the bank is gone. So is the Press Club. And the barber shop. But the new owners, who purchased the building in 2011, have added a Walgreen's drug store, Giardelli chocolate shop, coffee shop, fitness center and a nursing room for mothers. At night, bathed in lights, the grace and elegance of the Wrigley Building is beholden to one and all.

8. The Magnificent Mile

North Michigan Avenue, Chicago, IL 60611 +1 312-409-5560 [email protected] http://www.themagnificentmile.com/
Excellent
63%
Good
28%
Satisfactory
8%
Poor
1%
Terrible
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Overall Ratings

4.5 based on 15,639 reviews

The Magnificent Mile

The Magnificent Mile is one of the great avenues of the world and is at the center of all that makes Chicago an international destination. One of the top 10 hospitality, dining and retail destinations in the world, with endless shopping, international cuisine, top rated hotels, lively entertainment, majestic architecture and natural beauty at every turn, The Magnificent Mile offers visitors to Chicago a one-of-a-kind city experience. The Magnificent Mile is the 13-block stretch of North Michigan Avenue that runs from the banks of the Chicago River to the south, to Oak Street to the north. The Magnificent Mile district extends a full square mile from North Michigan Avenue. The Magnificent Mile is a spectacular showcase of style, flavor, entertainment and fun. With more than 460 stores, 275 restaurants, 60 hotels and unique entertainments and attractions packed and stacked along its length, The Magnificent Mile has an indulgence for every passion and every pocket.

Reviewed By christiano242

The Magnificent Mlle is certainly magnificent with the high end stores and other shops along with the historic and new architecture for which Chicago is so justly proud. Just walking along the Mile, one can hear languages from many countries. Each season the street is decorated with theme-based decorations. Along with shopping I enjoy people watching.

9. Millennium Park

201 East Randolph Street, Chicago, IL 60601-6530 +1 312-742-1168 [email protected] http://www.cityofchicago.org/city/en/depts/dca/supp_info/millennium_park.html
Excellent
71%
Good
25%
Satisfactory
3%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 24,640 reviews

Millennium Park

Three square blocks of open lakefront complete with a Ferris Wheel, outdoor music pavillion and ice skating rink; expected to become one of the city's most popular sites.

Reviewed By 314LH - Chicago, United States

Cloud Gate (the bean to locals) is a 12-ft high stainless steel sculpture chosen in competition as the winning design (by Brit Anish Kapoor), inspired by liquid mercury. Begun in 2004, finished in 2006, it's become a Chicago icon that provides unique photo opportunities. Enjoy great views of downtown (and the skating rink in winter) from its platform, stroll the area to view regularly-changing public art exhibits, the Pritzker Pavilion, Lurie Garden, and fabulous Frank Gehry designed BP bridge.

10. Buckingham Fountain

Grant Park, Chicago, IL 60605 +1 312-742-7529 http://www.chicagoparkdistrict.com/parks/clarence-f-buckingham-memorial-fountain
Excellent
58%
Good
31%
Satisfactory
9%
Poor
1%
Terrible
1%
Overall Ratings

4.5 based on 3,362 reviews

Buckingham Fountain

Chicago's landmark is considered one of America's finest fountains due to its Beaux-Arts-style landscape design, finely wrought bronze sculpture and innovative use of technology.

Reviewed By 866TaylorB - Chicago, United States

If you have visited and viewed and marveled at Buckingham Fountain this summer, you are running out of time. Located in the center of Grant Park, between Queen's Landing and Congress Parkway, near the intersection of Columbus Drive and Ida B. Wells Drive, off Lake Shore Drive, overlooking Lake Michigan, the Chicago Landmark is one of the largest fountains in the world. Dedicated in 1927, it is built in a rococo wedding cake style and inspired by the Latona Fountain at the Palace of Versailles in France. It operates daily from 8 a.m. to 11 p.m. from mid-April to mid-October. Water shows occur every hour on the hour and last 20 minutes. During shows, the center jet shoots up vertically to 150 feet. After dusk, shows are choreographed with lights and music. The fountain represents Lake Michigan with four sets of sea horses symbolizing the four states that border the lake--Illinois, Wisconsin, Michigan and Indiana. The fountain was added to the National Register of Historic Places in 1993. It remains one of downtown Chicago's most popular tourist attractions, along with Navy Pier and Cloud Gate or the "Bean" in Millennium Park. It is constructed of Georgia pink marble and contains 1.5 million gallons of water. During a display, more than 14,000 gallons per minute are pushed through its 193 jets. The bottom pool of the fountain is 280 feet in diameter. Another trivia item: The fountain's security system is monitored from Arlington Heights, a northwest Chicago suburb.

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