Photo credits: Lh Rooftop Chicago
Sundays in Chicago just got better. Here are the best rooftops to make your weekend great.
Written by Michael Ford
Updated on January 1, 2025
Ever dreamed of touching the sky while the city hums below? Picture a Sunday where Chicago's skyline is your playground. We've found the best rooftops in the Windy City for your next luxury Sunday hangout. Imagine sipping fancy drinks and enjoying gourmet snacks, all in total luxury. Our top picks of rooftops offer stunning views and a fancy experience. Whether you live here or are just visiting, our guide will make your weekend exciting with chill vibes, great flavors, and thrill. Ready to check out Chicago's top rooftops? Let's dive into luxury together.
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(4.5)
What is it? Offshore is the biggest rooftop bar in the world, right on Navy Pier. It's not just a bar. It's a special place high above Lake Michigan with amazing views of the Chicago skyline. This cool spot has comfortable lounging areas, modern decor, and warm fire pits, all with a touch of glamour.
Why we love it: When night comes, Offshore lights up with music from live DJs, creating a top-notch vibe. You can enjoy creative drinks, tasty snacks, and stunning views here. Offshore turns a regular night into something amazing. It's a perfect choice for anyone looking to make their Chicago visit more exciting.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
1000 E Grand Ave, 60611 Chicago
(4.4)
What is it? Cindy's on 12 S Michigan Avenue is a cool rooftop place. It gives you amazing views of the Chicago skyline and Lake Michigan. This fashionable spot is perfect for a city break.
Why we love it: Cindy's has a great vibe and live music that calms you. It's perfect for a romantic date or hanging out with friends. Locals enjoy it for something different, and visitors get to see what Chicago is all about. Come to Cindy's for an unforgettable time.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
12 S Michigan Ave, 60603 Chicago
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(4.3)
What is it? Up high at 133 E Cermak Rd, VU Rooftop Bar is a cool escape. Here, great views meet cool vibes and every night is a party.
Why we love it: It’s more than just the pretty sights. VU Rooftop Bar comes alive as the sun sets, open to all. With live music in the air and a dreamy list of drinks, it’s the perfect spot for laughs, chats, and creating memories. Cheers to love or start a night out with friends - this place turns simple moments into something special, way above the city buzz.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
133 E Cermak Rd, 60616 Chicago
(4.1)
What is it? Upstairs at The Gwen is where the city lights and cool nights meet. Find it at 521 N Rush St, 5th Floor. It's a rooftop spot where you feel the city shine just for you. Cozy seats, soft lights, and modern style make for a night you'll remember under the stars.
Why we love it: It's not just the live DJ or the catchy music; it's about feeling special. Upstairs at The Gwen is where the cool, the young, and those who set trends gather. Enjoy special drinks and meet fun people, all with the city's buzz below. This place is a gem in Chicago's night scene, giving you an experience you won't forget.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
521 N Rush St 5th Floor, 60611 Chicago
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(4.1)
What it is: Z Bar sits on the rooftop at 108 E Superior St, right in the heart of Chicago. This spot is all about luxury with a view of the city that takes your breath away. As evening comes, it turns into a lively spot. Here, you can sip on special cocktails while feeling the city's vibrant energy below. It's pure city chic.
Why we love it: Z Bar is all about charm and fun, offering more than just great sights—it’s about unforgettable times. The atmosphere is buzzing, filled with great music and a mix of people all enjoying the Chicago vibe. It's perfect for those special moments that deserve to be celebrated, standing out as a gem in the city.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
108 E Superior St, 60611 Chicago
(4.1)
What is it? LH Rooftop sits high up on the 22nd floor at 85 E Wacker Drive in Chicago. This cool rooftop spot has amazing city views and a modern, stylish vibe. It's a place where you can step away from the busy city and enjoy some quiet luxury.
Why we love it: LH Rooftop is a peaceful spot in the city. It's not just about the great views; it's about feeling on top of the world in a cozy and exciting space. Both locals and visitors love it here, mixing city style with Chicago's welcoming heart. It's the perfect place to make lasting memories in the city lights.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
85 E Wacker Dr 22nd Floor, 60601 Chicago
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(4.0)
What is it? Aba: A cool rooftop spot on Chicago's 3rd floor at 302 N Green St. Here, you get awesome views of the city, making every visit special.
Why we love it: Aba isn't just any rooftop. It's alive with music that makes you happy, right in the middle of the city's action. It's all about delicious Mediterranean food that's a treat for your taste buds. Perfect for a fun brunch with buddies or a romantic evening under the stars, Aba turns your time into magic. Feel the pulse of Chicago here, making each visit unforgettable.
Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday
302 N Green St 3rd Floor, 60607 Chicago
Wrap up your weekend in style on some of Chicago's best rooftops. Enjoy amazing views from tall buildings and the charm of old neighborhoods. We've picked more than five top spots for a great Sunday. Each place has awesome drinks, tasty food, and views that make you feel like you're living the dream.
This list is your ticket to find the best places to relax on Sundays in Chicago. It's perfect for everyone, whether you've been here forever or it's your first visit. These rooftop spots are waiting to give you a taste of the good life. Every moment you spend looking at the Chicago sky is a chance to make memories that stay with you forever. So, why wait? Check out our guide and plan your next Sunday fun day. And stay tuned for more guides to living the luxury life in Chicago. Your next amazing experience is just a click away!
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