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.
"The planners made our wedding day seamless and stress-free."
"The food and drinks here are next level for Date Spots."
"The staff here makes planning your Rooftop wedding stress-free and enjoyable."
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.
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.
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.
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.
Food here is consistently delicious with a focus on great flavors. Service complements the meals well, often exceeding expectations.
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.
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.
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.
Food impresses with high quality and consistently delicious meals. Guests often praise the catering, calling it awesome and memorable.
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.
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 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.
Food comes out fresh, hot, and seasoned to perfection. Service matches the quality, making the overall experience consistently amazing.
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.
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.
Private club housed in a historic building with classic style interiors and a gorgeous ballroom. Rooftop terrace offers amazing city and lakefront views alongside a fireplace and party area. Atmosphere blends old school elegance with timeless charm.
Food here earns consistent praise for being excellent and great. The dining room offers a spectacular view of the lakefront, enhancing the meal experience.
A newly renovated rooftop terrace offers a picturesque setting, perfect for events like wedding ceremonies. The space includes a fireplace and hosts lively party areas.
Good to know
The Chicago Club is a private club, so membership or guest access is required.
Reservations are recommended for events, especially during peak seasons.
Dress code is formal; black tie is expected for evening events.
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.
Breakfast features excellent French toast and pancakes. The food stands out for its quality and taste.
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.
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.
Food features amazing quality and a wide variety of options. Service stands out with five-star attention and the setting on the 20th floor adds to the overall experience.
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.
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.
Food here is consistently amazing and delicious, with a family-style menu offering a variety of options for groups. Service is friendly and attentive, enhancing the overall dining experience.
A quaint and intimate rooftop offers a retractable roof ideal for outdoor dining. The space feels cute and suits group gatherings well.
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.
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.
Food includes finger American dishes like burgers served poolside. In-house dining offers delicious meals with great views.
Multiple rooftops offer unique views of downtown Chicago. The rooftop bar provides a chill vibe with some of the best city views around.
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 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.
Food here is consistently fresh and phenomenal with better quality than typical bar fare. Options cover a wide range, making it easy to find something good no matter the mood or group preference.
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.
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.
Spanish style dishes stand out with 5-star quality and spectacular flavors. Food pairs well with amazing cocktails and complements the overall 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.
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.
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.
Phenomenal breakfast offerings feature a good selection and clean dining areas. Staff like Angelica and Dolores provide exceptional service, ensuring food needs are met and deliveries are well managed. The rooftop lounge offers a nice spot for grabbing drinks or food.
Incredible views define the rooftop experience here. The rooftop bar offers a great ambiance and attentive staff, making it a standout spot to relax.
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.
Rooftop beer garden offers a laid-back backyard BBQ vibe with picnic table seating and ample shade umbrellas. Indoor space carries a quaint, old-school atmosphere with a strong focus on German-style sausages and meats. The place draws a crowd seeking a social, relaxed setting for enjoying specialty brews and fresh-cooked sausages.
Fresh deli food includes sausage, cheeses, and niche European market items. The rooftop bar serves amazing food and beer, with a notable hot dog among the offerings.
Rooftop offers a restaurant and bar with amazing food and beer. It features a unique space for enjoying sausages and beers during summer.
Good to know
The rooftop bar is cash only, so bring cash for drinks and food.
You can't take purchased meat to the rooftop bar.
Gene's offers a wide variety of house-made sausages and European products.
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.
Food trucks pull into a side entryway, serving tasty tacos and dishes from Bumbu Roux. Drinks pair well with the shareable appetizers and casual menu, though food options stay limited.
Plenty of sun and good vibes fill the rooftop. It offers a nice space to relax alongside indoor areas.
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.
Massive Art Deco building offers a spacious, elegant interior with grand yet purposeful design. Rooftop features a wild garden urban oasis and stunning views of the city and river. Lounge areas provide comfortable seating and extended wifi, creating a peaceful atmosphere despite occasional loud events.
Food hall offers a wide variety of great options. Both the rooftop and dining hall serve excellent food with a relaxed vibe.
Massive rooftop features beautiful gardens and meadows creating an urban oasis. It offers views of skyscrapers, a basketball court, tennis court, trails, and a bar for events.
Good to know
Access to the Old Post Office is through the Van Buren Street side.
The food hall offers a variety of dining options for visitors.
The venue is suitable for large gatherings and private events.
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.
Food comes out tasty and well presented. The menu offers a solid mix of flavors that pair well with drinks.
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.
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.
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.
Food here is delicious and pairs well with the lively bar atmosphere. Prices stay reasonable, making it easy to enjoy good eats alongside drinks.
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.
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.
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.
Food features Italian beef and honey mustard chicken fingers that stand out. Pub food is consistently delicious and pairs well with a good beer selection.
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.
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.
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.
Food features fresh ingredients and sophisticated seasonings that create phenomenal dishes. The menu blends authentic and modern Greek flavors with generous portions served promptly.
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.
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.
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.
Room service delivers high-quality food with friendly staff who personalize service, like wishing a happy birthday. Dining offers a stunning city view enhancing the experience.
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.
Staff attention stands out with managers personally checking in and making thoughtful recommendations. A fully stocked kitchen lets guests enjoy take-out meals with a homey feel. Food and drinks at the bar consistently meet high standards.
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.
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.
Food here features delicious pub fare paired with a strongly executed beverage program. Service across food and front desk is consistently excellent.
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.
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.
Food features a grandma style deluxe pepperoni that stands out with a unique twist. Dishes consistently deliver fantastic flavor and a distinct approach that feels fresh and satisfying.
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.
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.
Hotel offers a quiet atmosphere with a rooftop terrace providing views of Lake Michigan and downtown. Spacious breakfast area fills the air with a sweet pastry scent, creating a warm vibe. Lobby features a fireplace seating area that invites relaxation.
Nearby options include fast food and decent restaurants within walking distance. Food choices are limited on foot, especially for healthy options.
Views of the lake and city dominate the rooftop terrace and lounge. Plenty of seating makes the rooftop lounge area comfortable for relaxing and enjoying the scenery.
Good to know
Parking costs $40 for two cars, with valet service available.
The hotel is pet friendly, accommodating guests with pets.
The location is within walking distance to Loyola University and the CTA station.
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.
Food includes a variety of appetizers and main dishes with something for everyone. Staff stay attentive and offer thoughtful recommendations for both food and drinks.
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.
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.
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.