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.
Rooftop patio offers expansive outdoor areas perfect for ceremonies and cocktail hours. Space combines beautiful indoor and outdoor settings rarely found together.
"The rooftop patio offers beautiful views and is ideal for ceremonies."
"It's a beautiful industrial space with exposed brick and natural light."
"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 spaces include a private terrace with jacuzzi access and a beautiful enclosed brick patio with flowers. Communal breakfasts often take place in these relaxing areas.
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.
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 pretty and relaxing spot to enjoy breakfast or a beverage with takeout pizza. A bench outside welcomes dog lovers and connects with the neighborhood vibe.
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.
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 features fireplaces and a built-in firepit that create a warm, cozy atmosphere. TVs on the patio add to the relaxed vibe while lounging with friends and dogs.
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.
A rooftop with a retractable roof offers flexible outdoor dining. Upstairs patio seating provides a great atmosphere with large windows that open to blend indoor and outdoor spaces.
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 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 helps secure a table outside. Outdoor seating suits casual visits, including those with vegan-friendly options.
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.
Rooftop patio offers an amazing outside view with heated igloos for comfort. Heaters keep the space warm 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.
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 a nice ambience perfect for enjoying food outside.
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.
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 outdoors happens with headphones that cancel noise, letting you focus on the film with theater-quality sound. The setting feels elegant and safe, creating a unique experience under the night sky.
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.
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 outdoor spaces include a deck and an optional bar area with efficient bartenders handling the main bar.
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 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 seating includes igloos that stand out for comfort and warmth. A rooftop area offers city views and fun extras like 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.
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 relaxing outdoor seating. The patio provides a calm spot after walking the city.
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 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 a chill vibe with nice music. Staff engage warmly, enhancing the outdoor experience despite some street activity nearby.
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.
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 bar offers nice tables for outdoor seating. People sometimes leave their seats to stand outside, even when sofas and tables are available. Food orders happen indoors before heading outside.
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 space offers fantastic city views and a trendy tavern-style decor filled with nostalgic art and family photos. Atmosphere shifts from chill and cozy indoors to a loud, day club vibe with DJs on weekends. The place attracts lively crowds enjoying excellent music and spacious seating.
Great rooftop offers a fantastic city view and a cool stage space for a DJ on weekends. The ambience feels beautiful and inviting for dining outdoors.
Rooftop patio offers a fantastic city view. Outdoor seating includes small high tops and larger tables. Staff lets diners carry plates outside but may not manage nearby disturbances well.
Good to know
Expect a 40-minute wait for a table during peak hours.
Only online orders for pickup are accepted; no dine-in or curbside service.
A QR code is required to order and pay upfront.
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.
A patio with a lake overlook offers a great spot for lunch and drinks. The rooftop provides outdoor access with a preserved outdoor 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 for cooler days and a well designed layout. The outside dining enhances the fine dining atmosphere and draws many diners upstairs.
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 for a while due to limited server coverage on the patio and first floor.
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 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 features a calm but ambient atmosphere with outdoor heaters and comfortable couches. The patio offers a lively vibe that complements the indoor space well.
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.
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.
A lovely patio deck offers a nice spot to relax. The outdoor terrace works well for drinks with views of the city lights.
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.
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. Outdoor seating includes a dog-friendly patio and spacious areas with lighting, suitable for events and casual visits.
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.
Outdoor seating includes a rooftop patio with a bar and a front patio where a blues jazz soul band plays. The patio offers a great spot to enjoy food like pulled pork sandwiches and fries.
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 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.
Patio seating offers beautiful city views including the south side of the Sears Tower. Floor-to-ceiling windows enhance the ambiance, making outdoor dining appealing during warm weather.
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.
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 for watching plays. Outdoor patio and upstairs area 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.
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.
Outdoor spaces include a rooftop terrace with fire heaters for cooler weather and a bar terrace that offers a relaxing spot to unwind. Drinks and food served on the outdoor terrace are quite good.
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.