Glass art fills the space with colorful blown glass walls and unique artistic displays. The atmosphere blends indoor and outdoor areas, including a rooftop with skyline views and a garden, creating a versatile setting for events. Demonstrations and hands-on glassblowing add an interactive, creative energy to the venue.
Large rooftop patios offer awesome city views and a lovely skyline backdrop. The space features glass displays and suits cocktail hour well.
Hands-on glassblowing sessions offer a unique and engaging date activity. Couples can create custom pieces like pumpkins, making it a memorable experience for special occasions.
"These Date Spots are so fun and hands-on, you'll learn a lot."
"The rooftop has amazing skyline views for cocktails."
"It's a super cool studio with gorgeous art."
Good to know
Reservations are recommended for private events and classes to ensure availability.
Parking is available on-site, making it convenient for guests.
The glassblowing demonstration is a highlight and typically occurs during special events.
Tall ceilings and brick walls create an impressive, elegant space with intimate reception areas and a picturesque rooftop offering skyline views. The venue maintains a clean, versatile atmosphere that adapts to various styles and events. Staff provide seamless support, enhancing the welcoming and comfortable vibe throughout.
The rooftop offers an incredible skyline view that works well for sunset photos and first look moments.
Events here feature wedding receptions with strong positive feedback from couples and their guests. The venue supports family gatherings and creates memorable experiences for special occasions.
Good to know
Walden offers all-inclusive wedding packages, including catering and a full bar.
A full-service planner is included in the venue rental, simplifying the planning process.
Parking is convenient with free gated options available for guests.
Spacious event venue with a glass-retractable rooftop and 360-degree city views creates a memorable setting. Soft music and candlelight foster an intimate, modern atmosphere that balances energy and conversation. Rooftop patio and enclosed loft accommodate mingling and receptions regardless of weather.
An enclosed rooftop space offers views of the skyline no matter the weather. It hosts main events like ceremonies and dinners, making it a popular spot for receptions.
Offers a phenomenal venue for weddings with attentive support from the team. Couples find it suitable for special celebrations and memorable events.
Good to know
Morgan's hosts events every weekend and often more frequently.
No children are allowed at events, likely due to the rooftop location.
The reception space accommodates up to 88 guests comfortably.
Chicago mansion offers cozy, romantic atmosphere with beautifully appointed rooms featuring fireplaces and private terraces. Shared spaces include rooftop hot tub, fully stocked kitchen, and patios that encourage gathering. Unique amenities like wine on tap and build-your-own cannoli station add distinctive charm.
The rooftop features a hot tub and a fire pit with direct access from the Venetian room. Rooms connected to the roof offer a jacuzzi for added relaxation.
Several couples enjoy romantic two-night stays here, often celebrating special occasions like anniversaries or weddings. The hot tub offers a relaxing spot for a beautiful night out.
Good to know
The property is in a safe neighborhood with many walkable restaurants.
Villa D' Citta is suitable for various events, including weddings.
Rooms feature luxurious amenities, including hot tubs and beautiful decor.
Loft features exposed brick, large windows, and a rooftop patio with city views, blending urban chic and rustic charm. The atmosphere feels intimate yet spacious, with natural light and greenery enhancing the space. Guests move easily between indoor and outdoor areas, making it ideal for small to medium gatherings.
A stunning rooftop deck hosts ceremonies with quick staff support to dry seats after rain. Comfortable weather with a breeze often allows outdoor events.
Versatile spaces and attention to detail create an intimate setting for couples. A planner can quickly get up to speed to help with arrangements.
Good to know
The rooftop patio is perfect for ceremonies and cocktail hours.
Loft Lucia accommodates up to 120 seated guests for events.
All furniture and decor are included in the venue fee.
Indoor and rooftop spaces combine shuffleboard courts with food trucks and cabana-style seating. Music plays loudly throughout, creating a laid-back club vibe that suits groups hanging out or playing games. Bright decor and a rooftop view add to the unique atmosphere.
Plenty of sun and good vibes fill the rooftop. It offers a nice space to relax alongside indoor areas.
Shuffleboard offers a fun and interactive activity for date nights. Couples can enjoy a few drinks while watching games or join in, with occasional food trucks adding to the casual vibe.
Good to know
Shuffleboard costs $29 per lane on Sundays.
Reservations are recommended for busy times, especially for groups of four or more.
Happy hour runs all day on Sundays with great specials.
Eclectic building filled with unique art and quirky decor creates a cozy, bohemian vibe that feels like home. Common areas buzz with interesting people and offer amenities like sauna, steam room, and rooftop lounge. Rooms are comfortable and charming, making the stay personable and inviting.
A rooftop garden grows herbs, fruit, and vegetables used in cooking. The roof deck and patio offer spots to relax, enjoy breakfast, and access the sauna and steam room.
Good to know
Breakfast is served from 8 to 11 am daily.
The location is a 5-minute walk from the Blue Line train.
Street parking is always available near the B&B.
Rooftop bar offers unbeatable city skyline views with both indoor and outdoor lounges. Atmosphere stays peaceful and spacious, with a vibe suited for quiet evenings rather than loud crowds. Cocktails are well-crafted and flavorful, complementing the setting for dates or nightcaps.
The rooftop offers breathtaking views and a rooftop pool near the bar. A Warming Shack keeps it cozy in winter, making it great year-round.
Rooftop and indoor lounges create a relaxed vibe for couples. The bar serves Zen Garden cocktails and suits both dates and small groups for a nightcap or pre-dinner drink.
Good to know
Reservations are recommended as the space fills quickly, especially on weekends.
The Up Room closes at midnight, but no new guests are allowed after 11pm.
Happy hour is a great time to visit on weeknights for discounted drinks.
Hotel offers a spacious rooftop bar with beautiful city views and heated outdoor igloos. Rooms feel spacious and elegant, though street noise can be noticeable. Fitness center provides a well-equipped gym with free weights and Peloton bikes.
Incredible views define the rooftop experience here. The rooftop bar offers a great ambiance and attentive staff, making it a standout spot to relax.
Couples find a wonderful time here with a vibe that invites return visits. The setting supports a comfortable stay that encourages relaxation and connection.
Good to know
Parking costs $50 per night, with valet service only.
Breakfast is included with a variety of options.
The hotel is a 10-minute walk from the blue line station.
Hotel offers an industrial chic vibe with luxurious, soulful ambiance and phenomenal rooftop views. Multiple bars and a café create a lively, celebratory atmosphere. Location near transit and neighborhood shops adds convenience and local flavor.
Multiple rooftops offer unique views of downtown Chicago. The rooftop bar provides a chill vibe with some of the best city views around.
Rooftop views offer a romantic skyline backdrop with a couple of drinks served. The space suits special occasions like proposals and wedding blocks, creating memorable moments.
Good to know
The Cabana Club is open to the public from 4-6 PM for happy hour.
Happy hour features discounted drinks and appetizers at The Robey.
Story hour at the Clever Coyote takes place every Sunday.
Outdoor movie theater on a rooftop offers fantastic views and an elegant atmosphere with individual headphones that provide clear sound and block outside noise. Cushioned chairs and fun games create a relaxed, enjoyable vibe suited for date nights or casual outings.
Watching movies happens on a warm rooftop with clear directions to get there. The setting creates a great ambience that suits date nights or celebrations.
Open-air setting with a rooftop view creates a relaxed vibe for couples. Comfortable seating and a curated film selection make it a solid choice for a date night.
Good to know
Arrive early to secure good seats as there are no reserved spots.
Bring a blanket for chilly evenings, as they do not provide any.
Food and drink options are limited, with only one available during my visit.
Rooftop setting offers beautiful views and a relaxing atmosphere with top-tier music from DJs playing 90s and 2000s hits. The vibe suits date nights and small parties, featuring a semi-private room. Food and drinks include flavorful seafood and cocktails, with standout items like lamb chops and lemon drop cocktails.
Spacious and well-designed layout creates a comfortable rooftop setting. The atmosphere offers a whole vibe with exquisite aesthetics and exceptional service enhancing celebrations and dining experiences.
Early evening reservations set a relaxed tone for date nights. The spot plays anniversary songs and supports special moments like proposals during dinner.
Good to know
Happy hour runs all night on Thursdays for ladies with special pricing.
Wine Wednesday offers three tastings and a full glass for $20.
An 18% gratuity is added for all parties, regardless of size.
Rooftop space offers nearly 360-degree skyline views with heated igloos featuring Bluetooth speakers and retractable cloth covers for comfort. Atmosphere feels cozy and warm even in cold weather, with a vibrant yet relaxed vibe. Visitors enjoy outdoor city views year-round with a mix of intimate and open seating.
Panoramic views of the Chicago skyline stand out at this rooftop. It offers a full skyline view and a great spot for brunch, dinner, and drinks with exceptional service.
Unobstructed views of the Chicago skyline create a memorable backdrop for dates. The space feels inviting and comfortable, fitting for romantic evenings or celebrations. Food like the mango ceviche adds a flavorful touch to the experience.
Good to know
Happy hour runs from 4-7pm with great deals on drinks and small plates.
Reservations for igloos require a minimum spend of $85 per person.
Free street parking is available on Ashland, but spots are limited.
Large, well-decorated space features a library-themed course and a rooftop area with notable views. Atmosphere combines jazz music with a fun, social vibe suited for couples and groups. Miniature golf includes a digital scoring system enhancing the experience.
Rooftop space sits on the 3rd floor with a bar perfectly placed between indoor and outdoor areas. The rooftop terrace offers a chill vibe and a memorable view despite not being expansive.
A pretty venue with a super fun atmosphere suits couples and small groups well. The vibe fits date nights and special occasions like anniversaries.
Good to know
Reservations are recommended, especially for larger groups or events.
The bar is wheelchair accessible, but the golf courses are not.
Expect upscale pricing for food and drinks at the venue.
Mediterranean restaurant with a rooftop bar offering spectacular city views and multiple seating options including fire pits and private couches. Live music creates a lively atmosphere that balances well with conversation. Cocktails and food receive strong praise, contributing to an overall vibrant and welcoming vibe.
Breathtaking views define the rooftop experience here, making it a standout spot for dinner and drinks. The rooftop bar offers a great atmosphere with a popular happy hour running daily from 5-7pm.
Sunset views create many photo opportunities for dates. The rooftop offers a relaxed spot for beverages and atmosphere after dinner.
Good to know
Happy hour is available 7 days a week from 5-7pm.
Reservations are typically required, but walk-ins may be accommodated if available.
The happy hour offers a great selection of drinks and appetizers at unbeatable prices.
Rooftop dining with a retractable roof offers a quaint and intimate setting complemented by large open windows that blend indoor and outdoor spaces. Atmosphere balances comfortable space and lively energy, though noise can rise during busy times. The setup supports group gatherings while maintaining a pleasant view and inviting vibe.
A quaint and intimate rooftop offers a retractable roof ideal for outdoor dining. The space feels cute and suits group gatherings well.
Wait times can be part of the experience, but the atmosphere suits a date night well. Food choices like a good burger add to the casual, enjoyable vibe for couples.
Good to know
Peanut Park Trattoria offers a happy hour between 4-6pm with $3 off pizzas.
Brunch is served on weekends with a special menu.
Expect long wait times on holidays like Valentine's Day.
Rooftop lounge offers incredible 18th-floor views with a chic, modern design featuring plush seating and ambient lighting. Atmosphere stays vibrant and inviting, balancing lively music and conversation without overwhelming noise. Guests enjoy thoughtful cocktails and a mix of small plates in a stylish, energetic setting.
Cozy and unique rooftop lounge with good views that look pretty at sunset. Offers a cute rooftop spot for drinks in a relaxed setting.
A popular spot in the Viagra Triangle for date nights, known for its Jason's old fashioned cocktail. The drink often gets multiple orders per visit.
Good to know
Reservations are recommended for the best seating experience.
Pandan offers Southeast Asian inspired small plates and unique cocktails.
The outside seating area can fill up quickly.
Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.
A 16th floor rooftop offers a stunning city view with an outdoor seating area. The space creates a memorable evening atmosphere for dining.
Versatile setting fits both business lunch and night date vibes. Staff easily accommodate vegetarian requests without hesitation.
Good to know
Happy hour runs from 3:30 to 5:30pm on weekdays.
Happy hour offers great deals on food and drinks.
The restaurant is located on the 16th floor of the Hilton hotel.
Rooftop seating with a garden and balcony offers great views and a lively atmosphere. Music and sports bar vibes create an energetic environment that gets busy late. Activities like darts and shuffleboard add to the casual, family-friendly setting.
A killer rooftop sitting area offers a great spot to enjoy the weather. The patio and rooftop provide a nice space even when busy, with staff managing well.
Suitable for date night with a relaxed vibe to grab a drink and appetizer. Works well for trying a new spot without fuss.
Good to know
Trivia night happens every Wednesday at 8pm.
Bingo is hosted every Tuesday night with fun themes.
The brunch special is available on Saturdays and Sundays.
Multilevel bar and grill with live bands and a rooftop deck featuring a basketball hoop creates a punk rock vibe. Atmosphere is lively and energetic, often very loud with dark, moody lighting. Seating includes comfy balcony spots and ample bars throughout the venue.
A three-level dive bar with a rooftop deck that offers a fun outdoor patio to chill, watch trains pass by, and enjoy entertainment before shows.
Wedding after parties happen here, making it a spot for special celebrations. Burgers stand out with juicy, flavorful meat and great barbecue sauce.
Good to know
Parking can be challenging; consider using public transport or rideshares.
The venue hosts live music events almost every weekend.
Food service ends at 10pm, so plan accordingly.
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.
Spectacular city skyline views and a gothic all-glass roof create a unique rooftop experience. The spot works well for a pre-dinner drink with breathtaking sights of the stars and city.
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.
Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.
Breakfast on the 11th floor offers a spectacular view with a welcoming atmosphere. Service from valet to rooftop staff is consistently amazing, and credits or complimentary meals are sometimes available for guests.
Good to know
Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.
There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.
The hotel is located near Riverwalk, providing easy access to attractions.
Modern hotel offers spacious rooms with fantastic city views and a stunning rooftop bar. Atmosphere ranges from quiet and comfortable to lively at the bar, attracting couples and social gatherings. Amenities include a large fitness center, pool, and welcoming common areas.
Rooftop features include a bar with city views and a terrace for receptions. Food and drinks at the rooftop bar are delicious, and the service is friendly and engaging.
Good to know
Valet parking costs $78 per night, with potential double charges.
Expect hidden fees, including a resort fee despite no resort amenities.
Room service charges $9 for bottled water.
Rooms offer spacious layouts with floor-to-ceiling windows and high-tech amenities including motorized blackout curtains and kitchenettes. The atmosphere balances modern luxury with some persistent street noise and door sounds, even on higher floors. A rooftop bar provides a relaxing space to unwind with city views.
A rooftop bar offers a beautiful atmosphere to unwind with a cocktail. It operates weather permitting and is part of a hotel with two on-site restaurants.
Good to know
The hotel is located just off Michigan Avenue, steps from the Magnificent Mile.
Free breakfast is offered daily with great views from the dining area.
The laundry room is conveniently located on the 10th floor for long-term guests.
Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.
Outdoor areas offer a relaxing vibe with a rooftop lounge perfect for drinks and city views. Live comedy shows and bands add to the entertaining atmosphere on the rooftop.
Rooms feel small but cozy, designed with a modern, unique touch. The space suits couples looking for an intimate setting.
Good to know
The hotel is located in the heart of Chicago, close to major attractions.
Parking costs around $50 a night and is located a block away from the hotel.
The gym is one of the best hotel gyms available.
Rooms offer spacious layouts with spectacular river views and maintain a quiet atmosphere despite nearby city noise. Rooftop bar provides a comfortable setting with heaters and fire pits, creating a pleasant spot to relax. Central bar stays lively, attracting a steady crowd, while the overall vibe remains luxurious and calm.
A rooftop bar on the third floor features comfortable sofas, heaters, and fire pits. It offers both outdoor and indoor seating with nice snack food and excellent libations.
Good to know
The hotel charges $80 for overnight parking.
Valet parking is available for $88 per night.
The hotel is located right off the river, providing great views.
Rooftop patio offers spacious outdoor dining with DJ music and beautiful views. Atmosphere feels friendly and lively, especially during events and brunch. Upstairs event space suits large gatherings with a mix of indoor and outdoor seating.
A rooftop patio offers a lively spot for celebrations and casual hangouts. A DJ spinning records adds energy while people enjoy drinks and dining in the open air.
Great food and fantastic service create a welcoming vibe for dates. The lamb chops and mashed potatoes stand out as favorites, and the rooftop offers a nice spot for drinks.
Good to know
Happy hour offers half-price appetizers from 4-7pm on weekdays.
Reservations are recommended for large parties, especially on weekends.
The rooftop patio is a great spot for events and gatherings.
Greek restaurant offers a gorgeous rooftop patio with heated outdoor seating and mood lighting that creates a cozy, cultured atmosphere. The space is notably loud and lively, with sound echoing throughout, even when not crowded. Greek wines and wood-fired lamb stand out as distinctive features of the dining experience.
Wide open rooftop patio features heat lamps for cool evenings and fans mounted to the canopy for hot days. Everyone dines on the rooftop, making it a lively spot for dinner.
Braised lamb shank and wild boar offer tender, well-cooked dishes suitable for a date night. Patio seating requests may not always be honored for special occasions.
Good to know
A 22% gratuity is automatically added to bills for parties of 2 or more.
The total cost for two people can exceed $200 for a meal.
Parking past 10:00 p.m. on Milwaukee Avenue may result in towing.
Upscale hotel with a sophisticated design aesthetic and elegant yet comfortable atmosphere. Rooftop terrace and bar offer stunning views and a lively spot for cocktails and small bites. Central location attracts a bustling crowd, creating a vibrant energy throughout the day.
Outdoor space offers fire heaters for cooler nights and rooftop seating with a great city view. The bar serves cocktails and little bites with courteous staff providing quick seating.
Offers a setting suitable for weddings and anniversary celebrations. Provides a memorable atmosphere for couples to enjoy special moments together.
Good to know
Expect a Daily Destination Fee upon arrival, which may not be disclosed during booking.
Room service is unavailable after 10:30 PM, despite advertised hours until 11 PM.
The hotel is attached to the Shops at North Bridge for convenient shopping.