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New Yorkers 1st Choice
Guide to Streeterville

Fun activities

You have a few hours to kill and refuse to spend them doing something predictable or dull.

Based on 715 Opinions
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Updated May 2026
01
The Great Escape Room Chicago image 1
The Great Escape Room Chicago image 2
The Great Escape Room Chicago image 3
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Escape rooms offer immersive themes like colosseum and arcade settings with well-designed puzzles that match the vibe. Players enjoy interactive clue systems and waiting areas with small games. Great spot for fun challenges and group bonding indoors.

Puzzles offer a super fun challenge, especially in rooms like the Presidential Room and the Colosseum. Groups enjoy the experience as a great way to beat the heat and have fun together.

People are saying

"The escape rooms here are challenging and a lot of fun."

"The game masters here are so helpful with hints for the escape rooms."

"The staff here are super friendly and helpful for your date spots."

Good to know

1

Poker Night at the Presidents Bunker is a popular escape room experience.

2

They offer a $25 deal for an additional ticket after your first escape room.

3

Expect a fun atmosphere perfect for birthday celebrations and corporate events.

02
Flyover image 1
Tourist attraction

Experience a 65-foot spherical screen that offers a surreal flying dream with phenomenal visuals. Moveable chairs simulate flying over the city, making it a fun and memorable activity for all ages.

Flyover offers a unique and exciting experience that appeals to both adults and kids. The activity is consistently described as fun and memorable.

People are saying

"It's a fun experience that's uniquely Chicago."

"I found the experience to be unique and exciting."

"This tourist attraction's immersive shows felt like flying over the city."

Good to know

1

Get your tickets in advance as they sell out quickly.

2

There are stairs to climb inside the attraction, but elevators are available.

3

Flyover is located inside Navy Pier next to the Childrenโ€™s Museum.

03
Muah Cotton Candy image 1

Bright, colorful space with pastel hues and whimsical designs creates a playful atmosphere. Watching cotton candy made by automated machines offers a fun, engaging experience. Friendly staff and cotton candy characters make it a family-friendly spot for sweet treats.

Watching cotton candy being made offers a fun and engaging experience. Friendly staff and cotton candy characters add to the family-friendly atmosphere.

People are saying

"It's a fun, Kid Friendly stop where kids loved watching their cotton candy creations come to life."

"It's a super fun place with a big punch of delight."

"Watching the candy being made was a joyful experience."

Good to know

1

Prices for custom cotton candy characters range from $10 to $30.

2

The shop is small and can get cramped when busy.

3

Crafting the cotton candy creations takes some time.

04
Architecture River Tour image 1
Tourist attraction

Boat tours glide along the river with spectacular views of high-rises and city skyline. Guides share detailed architectural history and fun stories, making rides both engaging and educational. Evening trips feature city lights and a cozy onboard bar.

Tours feature friendly, knowledgeable guides who share fun stories and interesting facts about architecture and history. Night tours highlight city lights, making the experience engaging and educational.

People are saying

"The architecture river tour is a fun and educational experience."

"The tour's historical facts and unique insights were so interesting."

"The city lights at dusk from the river are stunning."

Good to know

1

Reservations are recommended for the boat tour, especially during peak season.

2

The tour lasts approximately 90 minutes, providing ample time to enjoy the views.

3

Dress warmly if visiting in winter, as it can get quite cold on the water.

05
Benihana - Chicago (John Hancock) image 1

Japanese spot shines with interactive hibachi shows where chefs flip shrimp tails and craft onion volcanoes. Loud, lively vibe suits groups and families seeking fun activities. Seating is tight but the engaging cooking tricks make it worth it.

Shows feature interactive cooking with chefs performing fun tricks and engaging guests. The experience combines great energy and skill on the grill, making it a lively and entertaining activity.

People are saying

"The food here is fresh, flavorful, and cooked perfectly."

"The chefs make the experience super fun and interactive."

"The staff here are awesome and great with kids."

Good to know

1

Reservations are recommended, especially for weekend dining.

2

Happy hour offers discounted drinks and appetizers from 4-6pm on weekdays.

3

Expect a wait time of 30-45 minutes during peak dinner hours.

06
Kiln Floating Sauna image 1

Floating on calm water, the sauna boasts modern Scandinavian design and direct lake access for a serene escape. Guided sessions add fun group activities that mix socializing with relaxation. Aromatherapy and cold plunge features create a luxurious, calming experience.

Sessions include a knowledgeable guide who keeps things fun and engaging. Group activities mix different people, adding a social element. Options suit both family fun and unwinding moments.

People are saying

"The sauna and cold plunge into the lake was invigorating."

"Zoe's amazing hosting made this relaxing spot feel so special."

"The sauna experience here is fun and incredibly relaxing."

Good to know

1

Kiln Floating Sauna is docked at Gordon Lodge.

2

Parking is convenient at Kiln Floating Sauna.

3

Two towels, electrolytes, and water are provided during the visit.

07
Pure Barre image 1
Physical fitness program

Studio offers four workout formats blending strength, cardio, and balance. Instructors create a welcoming atmosphere for all fitness levels. Fun events like Taylor Swift Tuesdays and themed playlists keep energy high and workouts engaging.

Fun events like Bingo and Taylor Swift Tuesdays keep the vibe lively. Themed playlists and challenges such as the Fall Fit Challenge make workouts engaging and enjoyable.

People are saying

"This Barre Class makes you feel so welcomed and supported."

"The instructors here are amazing and always help with your form."

"I felt so comfortable with the welcoming and knowledgeable instructors."

Good to know

1

The studio hosts themed events like Bingo and monthly challenges.

2

Classes are available in four formats: define, align, empower, and classic.

3

Evening classes are available for those with non-traditional work hours.

08
Polk Bros Park image 1

City park shines with illuminated fountains and live music that energize the space. Families love the splash park and playground, while art installations add a cultural vibe. Open areas and lake views make it perfect for relaxing or walking.

Live music and water jets create a lively atmosphere for all ages. The end of the pier offers beds to relax and watch the sunset with a cocktail, while pop-up art displays add extra fun.

People are saying

"You can enjoy a spectacular view of the lake here."

"It's a beautiful, peaceful spot perfect for a relaxing picnic."

"It's so fun for the entire family, especially the water jets."

Good to know

1

Fireworks are held on Wednesdays at 9 pm and Saturdays at 10 pm.

2

Transformers figures are on display until May 26.

3

The festival returns on September 21st and 22nd after four years.

09
Bob Newhart Statue image 1

Bob Newhart Statue offers a fun photo op with a classic TV character. Visitors enjoy panoramic city and lake views from the waterfront promenade. The relaxed atmosphere makes it a great spot to sit and enjoy the open wind.

The Bob Newhart Statue offers a fun and engaging photo opportunity. It stands out as a playful spot to enjoy and capture memories.

People are saying

"I loved the amazing skyline view from here."

"It's so fun to see the Bob Newhart Statue!"

"I loved the nice view of the skyline."

Good to know

1

The statue honors Cr. Rob Hartley from the Bob Newhart Show (1972-78).

2

The statue is located at Navy Pier, offering great views of the lake.

3

There is no sign indicating the statue's significance, which may confuse visitors.

10
Comedians You Should Know (CYSK) image 1

Small, intimate space offers a cozy atmosphere with local comedians delivering great lineups. Enjoy a 45-minute after party that keeps the fun going. Food and drinks from the adjoining restaurant add to the relaxed vibe.

A 45-minute after party creates a fun social vibe with some of the funniest people around. The experience offers a lively atmosphere during the week.

People are saying

"It's a hilarious experience with inexpensive, fun activities."

"The performers at the comedy show had us dying laughing all night."

"The Date Spots here always have a great lineup."

Good to know

1

The entire experience costs $15.

2

Comedians perform 8 to 15 minute sets during the show.

3

The show has no item minimum requirement.

11
American Girl Place - Chicago image 1

Two-level doll store offers a nostalgic atmosphere with vibrant design and beautiful displays. Hilarious staff create a lively atmosphere while the doll salon adds a fun, interactive touch. Cafรฉ and doll hospital complete a dream world for families.

Hilarious staff create a lively atmosphere. The hair salon adds a fun, interactive touch despite being pricey. Overall, it offers a very fun family experience with plenty to explore.

People are saying

"It's a magical, exciting experience that kids will love."

"The party staff were so accommodating and attentive to every detail."

"It's a fun and magical experience for little girls."

Good to know

1

Reservations are recommended for the salon and dining experiences.

2

Expect to spend a significant amount; budgeting is advised before visiting.

3

A complimentary personal shopper is available for first-time visitors.

12
Reform Studios image 1
Pilates studio

Studio features state-of-the-art reformer Pilates in a modern, bright space with jump boards that make workouts fun. Classes mix classic Pilates with cardio bursts, creating a calm, uplifting atmosphere that stays motivating and clean.

Classes use jump boards that add a unique twist and make workouts super fun. The Pilates class stands out as especially enjoyable.

People are saying

"The instructors at this Pilates Studio offer great corrections and assistance."

"The instructors are energetic, keeping you moving and motivated."

"The facilities here are gorgeous and beautiful."

Good to know

1

Beginner classes are offered every week at Reform Studios.

2

Reform Studios is available on ClassPass, which helps save money.

3

The studio offers both self-guided sessions and group classes.

13
The Comedy Bar image 1
Comedy club

Comedy club has an intimate venue with a circular stage that pulls you close. Shows mix a host, opener, and headliner for nonstop laughs. Entryway's a fun picture spot that sets a lively mood.

Shows feature a perfect combination of comics including a host, opener, and headliner. The entryway offers a fun picture spot and the overall vibe is consistently fun and lively.

People are saying

"The food here was excellent and delicious."

"The comedians here are really funny and provide great laughs."

"It's a great intimate venue, you're right up close to the action."

Good to know

1

There is a two-drink or food minimum at the venue.

2

The entrance is located at the back of the building.

3

Parking can be an issue near the venue.

14
Chicago Shakespeare Theater image 1
Performing arts theater

Thrust stage and intimate seating offer close views with no bad seats. Beautiful set design and colorful costumes add lively atmosphere. Modern design with water effects creates a comfortable vibe perfect for family and Shakespeare shows.

Beautiful set design and colorful costumes create a lively atmosphere. The show features fun songs, fresh material from the audience, and an infectious energy from the cast and crew.

People are saying

"The plays and musicals here are outstanding and creative."

"It's an intimate theater with great views and acoustics."

"The theater offers an intimate experience with great views."

Good to know

1

Parking costs between $32 and $37 at the venue.

2

The theater is very handicap friendly with easy access.

3

Tickets are reasonably priced, making it accessible for many.

15
Ascend Jiu-Jitsu image 1
Sports school

Small classes offer personalized instruction that suits all skill levels. Instructors keep sessions dynamic and fun, especially for kids. Facility includes gym and pool, supporting both lifestyle and competitive goals.

Classes stay dynamic and fun while teaching martial arts. Instructors keep kids engaged and ensure sessions are both productive and enjoyable.

People are saying

"Professor Pierre breaks down Jiu Jitsu techniques into easy-to-understand steps."

"This place is so kid friendly; the professor treats them like family."

"The coaches here are outstanding and give you one-on-one attention."

Good to know

1

Classes are small, allowing for personalized attention from instructors.

2

Professor Pierre is a black belt with extensive experience in Brazilian Jiu-Jitsu.

3

The community at Ascend is welcoming and supportive for all skill levels.

16
Seneca Park image 1
City park

City park features two play areas with bright, novel equipment perfect for toddlers and kids 5 to 10. Fenced safety keeps children secure amid a busy, urban setting with sounds of emergency vehicles. Spacious green lawn and wooded walkway offer a picturesque urban oasis for families.

Bright colors and challenging climbing structures make the park fun for kids. Activities suit ages 5 to 10, with younger kids enjoying it more than older ones.

People are saying

"This playground is outstanding and Kid Friendly for all ages."

"The playground has novel equipment for little and big kids."

"The playground's fun activities have thoughtful design and engaging equipment."

Good to know

1

The park has two play areas for different age groups.

2

There is a public bathroom right in front of the park.

3

The park is fenced in, so kids are safe from the street.

17
Lookingglass Theatre Company image 1
Performing arts theater

Small theater offers an intimate setting with everyone close to the stage. Performances blend inventive storytelling and toe-tapping music for lively, engaging fun. Scenic design adds to the immersive experience that keeps energy high.

Performances feature engaging acts and toe-tapping music that keep the energy high. Watching Circus Quixote offers a lot of fun with lively entertainment.

People are saying

"I loved this theater; I'd highly recommend it."

"Watching Circus Quixote was a lot of fun."

"The bathroom remodel was brilliant and they used universal restrooms effectively."

Good to know

1

Tickets for shows are affordable, making it accessible for families.

2

The theater is easy to find and has good seating arrangements.

3

Restrooms are accessible and conveniently located within the venue.

18
Tribune Tower image 1
Historical landmark

Neo-gothic skyscraper stands with historic fragments embedded in its walls, creating a unique facade. Public plaza offers breathtaking views of the city and river, blending history with urban energy. Indoor amenities include a rooftop terrace and pool with sundeck, adding modern comfort to a timeless landmark.

People are saying

"It's amazing how much history these historical sites hold."

"I loved exploring the outdoor space, finding artifacts from around the world."

"It's fun seeing the stones from world-famous landmarks embedded in the walls."

Good to know

1

Make sure you use Spot Hero to find parking.

2

The closest parking location is below, where the Museum is on 401 N Lower Michigan Ave.

3

Once you park there, you take an escalator to the floor leading to Michigan and it's not that far from there.

19
Broadway Playhouse image 1
Performing arts theater

Intimate theater with 500 seats offers excellent sound and cozy views. Shows have a lively vibe that suits adult audiences. Fun, casual atmosphere makes performances like Dungeons & Dragons great for groups or dates.

The venue offers a casual and intimate atmosphere that makes shows fun and great for groups or dates. The Twenty-sided Tavern Dungeons & Dragons performance is lighthearted and entertaining.

People are saying

"It's a cozy theatre that makes you feel close to the stage."

"Parking was pretty easy and conveniently located."

"The theater's intimate atmosphere makes for fun activities with friends."

Good to know

1

Parking is available in a garage next door, but it can be limited.

2

The starting times for shows are exact, so arrive early to find your seat.

3

Discounted parking is available with ticket validation.

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Streeterville, Chicago

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