Small, intimate theater with benches opposite each other and bookshelves on all walls creates a cozy, engaging space. Performers deliver high-energy, hilarious Shakespearean plays while interacting closely with the audience. Drinks and food arrive at seats via QR code ordering, enhancing the relaxed, lively atmosphere.
Drunk Shakespeare offers a wildly entertaining show that blends comedy and classic plays. It delivers a high-energy experience that keeps the audience laughing and fully engaged.
Performances blend Shakespeare and improvisational comedy for a lively, fun experience. Personalized moments like singing happy birthday add a unique touch to date nights.
"It's hilariously fun and unpredictable."
"The performing arts here are hilarious and a great time."
"It's a hilarious and fun choice for date spots."
Good to know
Must be 21 to enter; ID checked for all ages at the door.
The show is rated R and not suitable for the faint of modesty.
Expect a fun and unique experience with a comedic twist on Shakespeare.
Escape rooms feature high production value and intricate themes like prison breaks and Zodiac killer mysteries. Atmosphere ranges from creepy and immersive to gritty and intense, with puzzles that challenge players to think creatively. Personalized souvenirs and themed costumes enhance the interactive experience.
Celebrations here focus on interactive fun with escape room challenges that engage couples. Staff provide clear directions making it easy for first-timers to enjoy the experience together.
Good to know
The escape room offers private rooms, so you won't play with strangers.
Prices are better for larger groups splitting the cost.
The zodiac killer escape room features unique technology and trap doors.
Intimate performing arts theater blends old-world charm with modern showmanship in an upscale, beautifully decorated space. Enthusiastic audiences engage closely with the magician, creating a personal and interactive atmosphere. The venue's design ensures clear views for all, enhancing the memorable, sophisticated experience.
Interactive magic offers a fun and challenging experience that engages the mind. The activities combine entertainment with mental puzzles for a lively time.
The show features an astonishing money trick that captivates couples. It creates a fun and memorable experience ideal for a perfect date night or celebration.
Good to know
Doors open one hour before the show.
The show includes audience participation and is highly interactive.
An encore performance offers close-up magic and a chance to ask questions.
Bright, interactive rooms invite touch, play, and photography with free digital photo stations in each area. The space offers a vibrant, colorful atmosphere that engages the senses and encourages fun. Small size and unique, themed installations create an immersive experience centered on color.
Many activities focus on collaboration and fun with a mix of knowledgeable experiences.
Offers a playful and interactive atmosphere that works well for couples. Features a compliment exhibit that sparks fun and meaningful moments between partners.
Good to know
Tickets cost $72, which includes treats and digital photos.
The entrance is located next to the Willis Tower Deck entrance.
Free items like ice cream and souvenirs are included with admission.
Bright, spacious space offers hands-on candle making with a wide variety of scents and luxury vessel options. Warm, colorful atmosphere feels inviting and fun, with games and treats for pets adding to the experience. Suitable for groups, celebrations, and casual outings.
Making candles offers a super fun experience with amazing scents. Staff are personable and fun, making the whole activity easy and enjoyable.
Warm and welcoming atmosphere makes it easy to feel cared for on a date. Classes offer a fun activity for couples, fitting well for date nights and group events like girls night or team building.
Good to know
Reservations are recommended for candle-making classes, especially on weekends.
Street parking is available and generally easy to find in the area.
Classes are suitable for all ages, making it a great family activity.
Historic theater offers an intimate setting with beautiful architecture and comfortable seating. The space features tremendous acoustics that enhance performances, creating a cozy and engaging atmosphere.
Live performances offer a fun and engaging experience with musical shows and dancers that captivate the audience. The acts are well done and provide an entertaining evening.
A cozy theater offers a great setting for date nights with its perfect size and welcoming vibe. Shows like musicals create a fun and engaging experience for couples.
Good to know
The Studebaker Theater is wheelchair accessible for all guests.
Garage parking at Grant Park South is available across the street.
The theater does not accept cash for purchases; credit cards only.
Intimate jazz club with historic décor and excellent acoustics creates a cozy, relaxed atmosphere. Live performances feature talented musicians playing in a setting that honors jazz legends. Dim lighting and comfortable seating offer a balanced sound experience ideal for soaking in pure jazz.
Fun atmosphere encourages meeting new people. Live music adds to the unique and enjoyable experience.
A quaint and dazzling spot with a romantic vibe perfect for date nights. Seating offers fantastic views without needing VIP access.
Good to know
Admission is $20 per person for entry.
Jazz Showcase does not serve food but allows patrons to bring their own.
It is advisable to buy tickets in advance as shows often sell out.
Symphony Hall offers exceptional acoustics and an intimate setting with beautiful historic architecture. Performances feature world-class musicians delivering clear, balanced sound throughout the venue. The atmosphere is classy and professional, creating a refined experience for classical music lovers.
Interactive performances combine nostalgia and musicianship, creating a lively atmosphere. Additional fun activities after shows keep the energy going.
Symphony orchestra events offer epic quality performances that create a memorable atmosphere. Attending a show here makes for a classic date night experience with live music.
Good to know
Children's concerts are interactive and educational, perfect for family outings.
Arrive at least 15 minutes early to ensure seating for performances.
The venue hosts movie concerts, enhancing the experience with live orchestral music.
Performing arts theater showcases 1920s art deco decor and gorgeous interior with comfortable seating and great stage views. Atmosphere feels breathtaking and grand, creating an unforgettable experience with incredible sound. Exclusive suite service offers private lounge with drinks and snacks, enhancing the overall visit.
Stage effects and magic illusions create an entertaining and fun atmosphere. Photo opportunities and casual dress add a playful touch to the experience.
Shows like Hamilton and Peter Pan offer memorable experiences for couples. Seating in Row A ensures clear views without anyone blocking the stage, enhancing the date atmosphere.
Good to know
Parking is available in a garage just around the corner from the theater.
Expect long lines for the restrooms during intermission; plan accordingly.
The balcony seats provide great views and are less expensive than front-row seats.
Architecture features Frank Gehry's dancing metal design with indoor and outdoor seating offering views of the ice rink and cityscape. Atmosphere ranges from festive and chill to lively with large projection TVs showing sports. Popular for group outings and casual dining with a bar-focused vibe.
Chef David leads with knowledge and passion, making the pizza-making lesson both fun and approachable. The experience includes pizza, drinks, an appetizer, and clear instruction, creating a great group activity.
Quiet atmosphere makes it easy to focus on each other. Coffee stands out as a shared highlight. Suitable for couples and groups with space for private moments.
Good to know
Reservations are recommended for pizza-making courses and private events.
Happy hour runs from 4-6pm with discounted drinks and appetizers.
Karaoke night starts at 10pm on Thursdays with a two-drink minimum.
Space features vibrant Mexican-inspired decor with colorful lights and intricate metalwork. Atmosphere feels fun and lively, enhanced by live mariachi music and reggaeton beats. Unique self-serve tequila and mezcal stations invite guests to sample drinks at their own pace.
A tequila and mezcal dispensing system offers a playful way to try different shots. The self-serve shots station and sample bar add a unique, interactive element to the experience.
Dinner offers a curated experience that suits date nights well. The fish tacos stand out as a memorable dish to share.
Good to know
Happy hour runs from 4-7pm with great deals on drinks and appetizers.
Friday night features live Mariachi performances starting at 8pm.
The venue plans to host live DJ performances in the future.
Ice skating ribbon features a unique track shape with varying elevations that create a more fun experience than typical oval rinks. Skating offers amazing city skyline views and a vibe that feels like skating on a river in the woods. The atmosphere is lively with music and crowds, especially during evening sessions when city lights enhance the scenery.
Skating on the ribbon-shaped ice rink offers a unique experience with its varying elevations and more space than typical rinks. Both beginners and seasoned skaters find it a fun and engaging activity.
Skating to Christmas music on the ice ribbon creates a fun and festive vibe. It works well for date night or just hanging out together.
Good to know
Reservations are required in advance as time slots fill up quickly.
Ice skating is available from mid-November through mid-March.
The park has two entrances, one with lockers and restrooms.
Rotating carousel bar moves slowly, completing a full turn about once per hour, creating a unique focal point. Upscale ambiance combines with comfortable seating and a perfect noise level for conversation. Jazz duo adds to the atmosphere, making it lively yet approachable.
A rotating carousel bar creates a unique and engaging experience. Sitting at the rotating bar adds an extra layer of fun to the visit.
Offers a casual vibe ideal for date nights with a show or after-work hangouts. Food includes a lobster roll with a good portion of lobster and solid flavor, making it a satisfying choice for couples.
Good to know
On Tuesdays, enjoy a $10 cocktail and oyster night with live jazz music.
Happy hour features discounted drinks and appetizers from 4-7pm on weekdays.
Expect to spend around $60 per person for a meal with drinks and tip.
Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.
Good to know
Happy hour runs daily from 4-6pm with discounted drinks.
Expect wedding crowds on weekends due to the hotel's wedding venue status.
Reservations are required weeks in advance for dinner at Cindy's Rooftop.
Hotel offers lively rooftop bar with great city views and vibrant atmosphere. Rooms and common areas feature funky artwork and a comfy, eclectic design. Nighttime brings street noise and energetic crowds, especially near the club and light rail.
A rooftop bar offers a lively spot with a large dance floor and friendly staff. Events include themed celebrations and fundraisers with activities like roof repelling, adding to the fun atmosphere.
The rooftop offers a celebratory atmosphere with staff who go out of their way to make occasions special. It creates a memorable setting for couples with personalized service and a lively vibe.
Good to know
The rooftop bar hosts a brunch buffet on weekends.
Private events frequently close the rooftop bar, limiting access.
Valet service is recommended as there is no parking available.
Dining room showcases historic decor and a stunning Christmas tree that creates a magical atmosphere. Fairy princesses visit tables, adding a whimsical touch to the experience. Space feels spacious and elegant with white tablecloths and a sense of Chicago history.
Special occasion menus like Valentine's Day Pre-Fix create a focused dining experience. Staff show personalized care and help celebrate birthdays and anniversaries with thoughtful attention.
Good to know
Reservations are required for holiday dining at least two months in advance.
The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.
Parking costs $28 for three hours, so plan accordingly.
Nutella-themed decor creates a bright and inviting space with personalized Nutella jars as a unique feature. The cafe feels cramped and crowded, with small tables placed very close together, often leading to a noisy atmosphere. Outdoor patio seating offers an alternative to the tight indoor space.
Colorful menu items and customized Nutella jars create a playful atmosphere. Kids enjoy hot chocolate and the chance to take home personalized souvenirs.
Outdoor seating offers a comfortable atmosphere with pleasant evening temperatures. Sharing a crepe works well for couples not very hungry, and the menu includes Nutella options that appeal to fans.
Good to know
Expect a wait time of 30-45 minutes during peak hours.
The cafe opens at 8 am daily.
You can personalize your Nutella with your name for a unique souvenir.
Historic department store showcases iconic architecture and an elegant dining room with walnut woodwork. Atmosphere blends classic charm with a quieter, less crowded pace. Features include holiday decorations, a Starbucks, and unique art exhibits.
Santa Land offers a playful spot with a free-spirited atmosphere. Discount corners add a fun twist to the typical American shopping vibe.
Shopping offers Macy's as a reliable spot for gifts or essentials like hoodies. Architecture draws couples in for casual strolls, while staff assist with personalized choices like cologne.
Good to know
Reservations are required on weekends to dine at the Walnut Room.
Macy's has no on-site parking available; street parking is costly.
The Walnut Room on the 7th floor offers lunch and happy hour options.
Movie theater offers reclining seats with footrests and in-seat food service in a calm yet lively atmosphere. Seating is spacious and comfortable, suited for dining while watching films. Ambient lighting tends to be bright, which can distract from the viewing experience.
Great chairs and a dine-in concept create a fun and relaxing experience. Seating adds comfort to the overall atmosphere.
Dine-in theaters offer a relaxed setting for couples to enjoy movies together. This spot suits weekday date nights and casual outings with easy access to films like Deadpool.
Good to know
Expect 25 minutes of ads and previews before the movie starts.
You can order food directly to your seat during the movie.
Ticket prices are around $20 for a matinee.
Bright, Instagrammable design with beautiful views of downtown and nearby parks creates a warm, fun atmosphere. Music plays loudly, adding energy but sometimes overwhelming the space. Small size and close seating make the environment feel cozy yet busy.
Fun here comes with a touristy vibe and moments that feel festive. Roberto adds to the experience with his patience, fun attitude, and great photos.
Offers a quiet spot ideal for couples before museum visits. Drinks like the Spanish latte with biscuit and fresh lemonade complement quick dishes such as omelettes and shared desserts like banana splits.
Good to know
A $30 seating charge applies to all tables.
A service fee is added for large parties of more than two people.
Reservations are not honored; it's first come, first served.