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.
A rooftop patio offers a great spot for ceremonies and cocktail hours. The space combines indoor and expansive outdoor areas, making it rare and versatile.
"The rooftop patio offers beautiful views and is ideal for ceremonies."
"The rooftop patio offers expansive outdoor space with downtown Chicago views."
"Working with Rebecca on the Rooftop was amazing and so easy."
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.
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.
Outdoor areas include a private terrace with jacuzzi access and a brick patio filled with flowers that evoke Italy. Communal breakfasts take place in lovely spaces designed for relaxation.
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.
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.
Rooftop patio features heated igloos and outdoor heaters. The space offers an amazing view and stays comfortable even in cold weather.
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.
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.
A huge outdoor patio offers excellent views of the Chicago skyline. Separate spaces include a deck for outdoor access and an optional extra bar, though the main bar handles drinks efficiently.
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.
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.
Small patio space fills quickly, so arriving early or reserving a table helps secure a spot outside. Outdoor seating accommodates guests who want to enjoy food brought from other venues.
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 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.
A gorgeously restored old building hosts a rooftop bar with outdoor seating featuring nice tables and some of the best views outside downtown.
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.
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.
A rooftop with a retractable roof offers flexible outdoor dining. Large windows open to blend indoor and outdoor spaces, creating a great atmosphere on the patio.
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.
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.
A rooftop patio offers a relaxing spot to enjoy breakfast or a drink with takeout pizza. A bench outside welcomes dog lovers, with neighbors stopping by for treats.
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.
Retractable roof and killer patio create an open, lively space with loud music and energetic DJ sets playing 90's and 2000's hits. Crowd enjoys Mexican-inspired food like standout vegan tacos and brisket nachos alongside mezcal margaritas. Atmosphere buzzes with sports on TV and a vibrant, social vibe.
A retractable roof opens up in the main room, letting in fresh air and sunlight. The patio benefits from the open roof, creating an airy vibe especially in warm weather.
A retractable roof covers a killer patio with a fireplace, creating a great outdoor atmosphere. The space offers solid outdoor seating and a nice ambience, especially in warm weather.
Good to know
Happy hour runs from 4pm to 6pm Monday through Thursday and 3pm to 5pm on Fridays.
Parking can be scarce or tight due to the location.
Reservations are recommended, especially during peak hours.
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.
Outdoor space features outdoor igloos and fun seating options. City views complement an outdoor connect four game.
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.
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.
A beautiful patio and a rooftop seating area offer chill vibes with nice music. Outdoor spaces feel welcoming and well cared for.
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.
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.
Watching movies happens under the night sky with headphones that block outside noise for clear sound. The outdoor setting feels elegant and safe, offering a unique theater-quality experience different from backyard viewing.
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.
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.
Outdoor seating offers a warm, cozy atmosphere with fireplaces on the patio. This setup enhances the dining experience by creating a comfortable and inviting space.
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.
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.
Rooftop and patio areas offer a very relaxing atmosphere. The outside patio works well for unwinding after a long day of walking.
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.
Rooftop lounge offers incredible city and lake views with an open-air bar and heaters that keep the space warm on chilly evenings. Music from a DJ creates a fun, lively vibe while outdoor seating accommodates larger groups. The atmosphere blends comfort with a scenic backdrop, making it a distinctive urban spot.
Offers great views of Lake Michigan and Lincoln Park with a spacious rooftop setting. Features a scrumptious amount of food for the price and a notable happy hour that draws groups and celebrations.
Patio seating offers quick access and a great spot for lunch with a fantastic overlook of the lake. The rooftop provides outdoor access while maintaining an open, airy feel despite some enclosure.
Good to know
Reservations are recommended, especially for busy times like weekends.
Happy hour runs from Sunday to Thursday with limited drink specials.
Expect long wait times for food; some orders take over 50 minutes.
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.
Rooftop patio offers heated seating and a well designed layout. Outdoor dining enhances the fine dining atmosphere with Greek-inspired decor downstairs.
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.
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.
Upstairs patio offers plenty of sunlight and a lively vibe similar to downtown but more relaxed. Tables sometimes stay unbussed due to limited staff handling both the first floor and patio.
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.
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.
Floor-to-ceiling windows offer beautiful city views inside. Outdoor seating on the patio provides a clear sightline to the south side of the Sears Tower during warmer months.
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 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.
Rooftop patio offers beautiful views and a nice breeze with plenty of outdoor seating. The upstairs area connects indoor and outdoor spaces, creating a spacious setting with outdoor lighting.
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.
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.
A rooftop patio with a bar offers a great spot to relax and explore. The front patio hosts live blues jazz soul bands, creating a lively outdoor vibe during warmer months.
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.
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.
Outdoor seating includes a patio with heaters and comfortable couches that create a calm, ambient vibe. Both indoor and outdoor spaces offer lively atmospheres suitable for dining.
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 bar offers panoramic lake and skyline views with a vibrant nightlife featuring loud music and DJs. Interior spaces feel cozy and quaint but show signs of wear and outdated decor. Amenities include a rooftop pool, sushi restaurant, and convenient coffee shop, creating a neighborhood boutique vibe.
The rooftop offers incredible views of the lake, park, and city. The bar serves drinks with awesome service and a cool atmosphere.
Street parking sits right outside with a meter that runs until 10pm. Rainy nights offer a view of cars passing by through the window.
Good to know
The rooftop bar may be closed for private events, check in advance.
Expect limited access to the rooftop bar during busy times.
Complimentary happy hour drinks are available on the rooftop.
Divey sports bar with multiple screens and rooftop patio offers a laid-back vibe and friendly atmosphere. Outdoor and upstairs seating provide unique spaces for watching games or hosting events. Music and crowd energy vary, sometimes loud during events but generally good for sports viewing.
A rooftop patio offers plenty of comfy seating and TVs so you don't miss a play. Outdoor and rooftop seating options provide a nice spot when the weather is good.
Rooftop patio offers comfy seating and TVs everywhere to catch plays. Upstairs and outdoor patio serve as unique venues for private events and big parties.
Good to know
The kitchen closes earlier than posted hours, especially after Covid.
Expect to pay around $25 for a burger, with sides extra.
Parking is easy and accessible near Sully's House.