What to do and see in Streeterville, Illinois (IL): The Best Things to do

April 25, 2022 Jana Sager

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. Shoreline Sightseeing

Excellent
83%
Good
14%
Satisfactory
2%
Poor
1%
Terrible
0%
Overall Ratings

5.0 based on 5,434 reviews

Shoreline Sightseeing

TripAdvisor ranked Shoreline Sightseeing as the #1 Most Booked Tour in America! Shoreline Sightseeing is Chicago's leader in river and lake cruises! Featuring state-of-the-art tour boats and expert guides, Shoreline presents the Chicago skyline as you've never seen it before. With so many options among our lake and river cruises, we're sure to offer a tour your whole group will love. Our famous Architecture River Tours are led by knowledgeable and entertaining guides showcasing the city's rich architectural heritage. We also offer skyline lake tours, romantic sunset tours, and exciting fireworks cruises from which to see dazzling displays throughout the summer. Themed offerings include wine tasting cruises, brew cruises, 4th of July options, and St. Patrick's Day cruises. So set sail with Shoreline today, where every day is a celebration of Chicago!

2. Chicago Shakespeare Theater on Navy Pier

800 E Grand Ave, Chicago, IL 60611-5436 +1 312-595-5600 [email protected] http://www.chicagoshakes.com/
Excellent
82%
Good
14%
Satisfactory
3%
Poor
0%
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1%
Overall Ratings

5.0 based on 625 reviews

Chicago Shakespeare Theater on Navy Pier

Recipient of the Regional Theatre Tony Award, Chicago Shakespeare Theater offers a broad spectrum of theatrical experiences year-round, engaging and entertaining audiences from all walks of life and from around the world.

Reviewed By Sachin0408 - Pune, India

I was in Chicago for 4 days and I was right there at Downtown. I visited the Navy Pier twice and I am not sure how I missed the Shakespeare Theater. I feel really sad now that I am back. Navy Pier was the highlight of my trip and I just loved that place. Lake Michigan was so alluring and enticing each time I visited. But as they say, there's always a next time. I am sure I will catch up with the Shakespeare Theater next time.

3. Bobby's Bike Hike Chicago

Excellent
93%
Good
6%
Satisfactory
1%
Poor
0%
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Overall Ratings

5.0 based on 3,553 reviews

Bobby's Bike Hike Chicago

Bobby's Bike Hike Chicago is a great value - providing signature guided bicycle tours, year-round walking tours, and delicious food and culture tours. We have various tours designed for a wide variety of interests, ages, and skill levels. Check out our brand-new, season walking & food tours(Bobby's Hikes). Bobby tours Chicago in style with deluxe Schwinn Comfort bikes complete with cushy seats, fat tires, and annoying bells :). Our hand-selected guides are chock full of historical information which is sure to inform and entertain you on your journey. Our folks in the shop are friendly and helpful and they will take the time to teach you the ropes before sending you on your way. Tours include the Lakefront Neighborhoods Tour which was Voted Best Chicago Tour seven years in a row, the City Lights at Night Tour which is a healthy way to explore Chicago at night, Bobby's 'Tike' Hike for families with younger riders, and the Bikes, Bites, & Brews Tour which is a food sampling tour. If you want to learn about Chicago's seedier past, check out the Southside Chicago Gangster Tour. If you want the best views in Chicago, check out our brand-new Museums & Parks at Sunset Tour. We also offer year-round walking and food tours, including the Chicago Favorites Food Tour, Public Art & Architecture Tour, and the Holiday Hike - Season Sampling Tour. All walking tours make use of Chicago's elaborately unique indoor pedway system in inclement weather.

4. Chicago Children's Museum

700 E Grand Ave, Chicago, IL 60611-3436 +1 312-527-1000 http://www.chicagochildrensmuseum.org/?gclid=CMWTpMmEn70CFa5DMgodt3YAmg
Excellent
57%
Good
27%
Satisfactory
12%
Poor
4%
Terrible
0%
Overall Ratings

4.5 based on 556 reviews

Chicago Children's Museum

The "Dinosaur Expedition," where kids dig for bones and conduct archaeological research is just one of the many hands-on exhibits at the Chicago Children's Museum.

Reviewed By Seger4 - St. Augustine, United States

This was our first time here and it was great. Lots of different areas that the kids can learn and interact in. From climbing, to building, water play, finding hidden objects, craft building, making sounds, and many more. It was just tough making the kids move from one area to another because they did not want to leave. The only bad thing (mostly for the parents) is that you have to go back through the way you came in to exit. But in all we all had a blast and would love to come back again.

5. Lake Shore Place

680 N Lake Shore Dr, Chicago, IL 60611-4546
Excellent
65%
Good
33%
Satisfactory
3%
Poor
0%
Terrible
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Overall Ratings

4.5 based on 40 reviews

Lake Shore Place

6. Kathy Osterman Beach

5800 North Lake Shore Drive, Chicago, IL 60611
Excellent
67%
Good
25%
Satisfactory
8%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 12 reviews

Kathy Osterman Beach

7. Milton Lee Olive Park

500 N Lake Shore Dr, Chicago, IL 60611-3779 +1 312-744-6635
Excellent
57%
Good
40%
Satisfactory
2%
Poor
0%
Terrible
1%
Overall Ratings

4.5 based on 42 reviews

Milton Lee Olive Park

8. City Experiences By Hornblower

Excellent
85%
Good
10%
Satisfactory
2%
Poor
1%
Terrible
2%
Overall Ratings

4.5 based on 2,928 reviews

City Experiences By Hornblower

City Cruises offers the most fun and exciting ways to see the city. Choose from a 75-minute river and lake architectural tour, a 30-minute speedboat lake tour, or Seadog's newest doggie, the Seadog Extreme which, at 30% faster than her doggie siblings, features exhilarating high speeds and 180-360 degree spins. Seadog also offers Lakefront Firework Tours Memorial Day - Labor Day! We welcome day-of reservations. Please don't hesitate to reach out if you are looking to cruise today!

9. Near North Chicago Farmer's Market

Division and Dearborn Chicago Chicago Ave. And Mies Van Der Rohe, Chicago, IL 60611
Excellent
50%
Good
33%
Satisfactory
17%
Poor
0%
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Overall Ratings

4.5 based on 6 reviews

Near North Chicago Farmer's Market

10. Lakefront Trail

540 N Lake Shore Dr, Chicago, IL 60611-3414 +1 312-742-7529 http://www.bobbysbikehike.com/rentals/
Excellent
72%
Good
26%
Satisfactory
2%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 2,416 reviews

Lakefront Trail

The Chicago Lakefront Bicycle Trail is roughly 22 miles of bike paths, stretching from Indiana border up to Evanston. The trail rides through many parks including Jackson Park (including U of Chicago), Grant Park (including Buckingham Fountain/Museum Campus) Millennium Park, and Lincoln Park with its Free Zoo. Plenty of beaches and bike rentals available at Bobby's Bike Hike - 540 N. Lake Shore Drive, Chicago IL 60611 (free maps, helmets).

Reviewed By rudi498 - New Delhi, India

to explore the beautiful skyline of Chicago it is a must for every visitor to rent a bike abd follow the trail. Nice views, aa lot of places to rest and enjoy the lake and the the city skyline.

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