5+ Rooftops Open On Monday In Chicago (2025 Update)

What is it? Offshore sits on Navy Pier and is the biggest rooftop bar in the world. It offers amazing views of Lake Michigan and the Chicago skyline. This stylish place has cool lounge spots, cozy fire pits, and a modern feel.

Why we love it: Offshore is all about the fun of Chicago. As day changes to night, DJs play great music, creating the best setting to enjoy creative drinks and delicious snacks. With its stunning views and lively vibe, Offshore is a top choice for a memorable time in the city.

What is it? Cindy's sits high above Chicago at 12 S Michigan Avenue. This rooftop spot offers amazing views of the city and Lake Michigan. The atmosphere is stylish and welcoming. Enjoy live music and a lively vibe, perfect for a magical night under the stars.

Why we love it: Cindy's is a charming spot. The views are incredible, but there's more to it. It's great for a romantic date or a fun night with friends. It feels special and different from other places. Cindy's is a peaceful and exciting escape in the bustling city, making you want to come back again and again.

What is it? VU Rooftop Bar sits high above Chicago's busy streets at 133 E Cermak Rd. It offers amazing views of the city, especially at night. It's a fancy place to enjoy the nightlife.

Why we love it: VU Rooftop Bar is special because it's both classy and exciting. It has comfortable lounges and modern decor, setting the scene for memorable nights. Live DJs play music that keeps the mood upbeat. With a wide range of drinks, each visit feels new and thrilling, whether you're on a romantic date or out with friends.

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.

What is it? Z Bar is a cool spot high up at 108 E Superior St in Chicago. It's not just any place; it's special. From day to night, this stylish place becomes full of life, offering views of the city like no other.

Why we love it: Z Bar is the best rooftop spot in Chicago. It's where people come together for fun, great drinks, and music that moves you. Here, whether you're celebrating the weekend or just chilling, you're sure to have an unforgettable time with old and new friends alike. Looking for a fun night? Z Bar is the place to be, where every moment is worth remembering.

What is it? LH Rooftop is a cool spot in Chicago, right on the 22nd floor of 85 E Wacker Dr. It mixes awesome city views with style in a great rooftop place.

Why we love it: It's not just the views (and they're amazing) that make us love this place. It's the chill yet fancy feel that pulls you in. With its neat decor and the right music, everything about LH Rooftop feels like a trendy city getaway. It's where the city's energy meets a peaceful break, making each visit special. Whether you're here to relax, chat, or just enjoy Chicago from above, LH Rooftop is where you'll make memories you won't forget.

What is it? Welcome to Aba, a rooftop haven at 302 N Green St in the heart of Chicago. It's more than a restaurant; it's your getaway high above the city, offering stunning views of the skyline. The atmosphere is alive, with music that makes every meal special. The place mixes modern style with dishes from the Mediterranean in a way that's all its own.

Why we love it: Aba adds a spark to Chicago's eating scene. It's where the city's energy is felt strongest, against a backdrop of amazing views and the sound of cheerful folks. Perfect for a lively brunch or a romantic dinner, the vibe is always welcoming, bringing together both locals and visitors. At Aba, every dish, every moment, feels like a celebration.