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.
A rooftop pool sits just beyond the bar, adding a summer vibe. Clear ice signals quality cocktails, and the European-style views create a unique ambiance.
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.
"The city skyline views are spectacular, day or night."
"The rooftop views here are breathtaking and unbeatable."
"The bar's views are spectacular and unobstructed."
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.
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.
Rooftop bar offers great views and a lively atmosphere. Happy hour runs daily from 5-7pm with great cocktails and attentive service.
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.
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.
Upstairs offers a lovely view of Milwaukee and the CTA. The bar staff is great and helpful, even teaching games. Drinks are served with friendly service.
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.
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.
Two rooftop bars offer unique views of downtown Chicago and a great rooftop ambiance. The second floor bar features city views and games for a lively atmosphere.
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.
A fun bar with a garden rooftop offers a solid mix of great food and drinks. Service stays friendly and attentive, with standout dishes like the ginormous pretzel with queso and a well-made Caesar salad.
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 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 a knowledgeable bar team. Offers a fresh alternative to older crowd spots with a vibrant atmosphere.
Cozy and unique rooftop lounge with good views that look pretty at sunset. Offers a cute rooftop spot for drinks in a relaxed setting.
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.
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.
High-energy vibe suits catching games with friends. Bar staff offer attentive service and prompt help. Regulars enjoy happy hour margaritas and exclusive seating along the bar.
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.
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.
Classic Chicago neighborhood bar vibe with cozy tea lights and multiple screens for sports. Friendly staff bring great energy behind the bar, and the menu offers delicious pub food alongside drinks.
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.
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 bar. Reasonable pricing pairs well with the spectacular skyline and a great bar manager and bartender who hosts the space.
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.
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 dive bar with a unique atmosphere featuring cool graffiti and an off the beaten path vibe. The bar offers great food and a fun spot for live music in a small setting.
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.
Social club combines stylish design with curated cozy rooms and a heated rooftop pool offering breathtaking city views. Atmosphere shifts from cool and relaxed during the day to an amazing late night scene at the bar. Amenities include a huge gym, spa, cinema room, and quality dining options.
A vibey atmosphere defines the bar and club area, which stays open late. Bartenders craft amazing drinks and offer a full and lavish menu by the rooftop pool.
Heated pool and breathtaking views create a relaxing rooftop scene. The space offers an amazing atmosphere for afternoon hangs.
Good to know
Reservations are recommended for dining, especially during peak hours.
Parking is available in a garage one block away from the venue.
The hotel does not require a membership for overnight stays.
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.
Showplace bar features wall tiles and hanging lights that create a strong visual appeal. It offers great views at night and allows dining without a reservation.
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.
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 and upstairs bar offer lively spaces for celebrations and events. The bar serves with good food and attentive service, making it a solid spot for parties and casual nights out.
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.
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.
Rooftop bar offers gorgeous sunset views and a cozy holiday atmosphere with blankets, heaters, and fire pits. The space features comfortable couches and a notable absinthe selection. Music varies from jazz to violin performances, creating a relaxed but sometimes uneven vibe.
Rooftop bar offers cozy couches, art deco vibes, and awesome downtown views. Staff are friendly and knowledgeable, creating a laid back atmosphere with lights, heaters, and blankets.
Cozy couches and heaters with blankets create a warm vibe on the rooftop. The spot offers awesome downtown views and a solid selection of cocktails and absinthe.
Good to know
Reservations are required for booking a hut with a fireplace.
A $300 food and beverage minimum applies for booking a chateau.
The menu is limited, with no vegetarian options except olives and popcorn.
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.
Rooftop bar offers a brau haus vibe with picnic table and bar seating. Food and beer pair well, creating a cool atmosphere. Bar operates on cash only policy.
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.
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.
A rooftop spot features a bar with real drinks poured by Sparkle, the bar manager and assistant manager. The setting offers a star-quality atmosphere.
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.
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.
Upscale bar areas feature immersive decor and a well-designed social space. Staff like Jacob and China provide exceptional service with attention to detail and friendly support.
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.