Best Rooftop Bars in River North, Chicago: Skyline Views You Can’t Miss

Discover River North’s Sky-High Charm

Nestled in the heart of Chicago, River North is a vibrant neighborhood bursting with sophistication and nightlife. This area is renowned for its upscale rooftop lounges, where jaw-dropping skyline views meet trendy atmospheres, creative cocktails, and gourmet bites. Whether you’re sipping a drink under twinkle-lit terraces or cozying up by a fire pit in a winter igloo, River North’s rooftop scene offers a unique blend of elegance and excitement. It’s the perfect spot for locals and tourists alike to soak in the architectural beauty of the Windy City. Let’s explore the best rooftop bars in River North, Chicago, that promise an unforgettable experience.

Terrace 16 ⭐ 4.2 / 5

Perched on the 16th floor of Trump Towers, Terrace 16 is a rooftop gem that offers panoramic views of the Chicago River and Lake Michigan. This upscale bar and restaurant is celebrated for its ever-changing menu crafted with quality ingredients, ensuring a fresh dining experience every visit. With Indoor and outdoor seating options, it’s a versatile spot to enjoy the bustling vibe of River North. For the best experience, visit early to secure outdoor seating during summer and soak in those spectacular views of iconic landmarks.

Breathtaking views of Chicago’s iconic landmarks and genuine hospitality.

Just be aware that it can get crowded during peak hours.

IO Godfrey Rooftop Lounge ⭐ 4.1 / 5

IO Godfrey Rooftop Lounge is a lively venue that brings a party atmosphere to River North with its vibrant energy and seasonal amenities. Think fire pits in the colder months and winter igloos for a unique experience, paired with creative cocktails like the Caramel Apple or Perfect Pear. It’s the ideal spot for a night out with friends, offering both indoor and outdoor spaces to enjoy the youthful, energetic vibe. A local tip? Arrive early to savor a more relaxed experience before the crowds roll in.

Fabulous cocktails and a great pre-Xmas scene with fire pits.

Just be aware that it can get noisy during peak evening hours.

Upstairs at The Gwen ⭐ 4.0 / 5

Tucked away at The Gwen Hotel, Upstairs at The Gwen is an art-deco-inspired rooftop retreat that radiates charm with its twinkle-lit ambiance and stunning skyline views. Whether you’re visiting for a cozy winter setup or a summer-friendly terrace, this spot offers sunrise-to-sundown dining and a creative mixology menu that’s sure to impress. A local insider tip is to try the bar’s signature cocktails during sunset for an unforgettable moment in a relaxed yet upscale setting.

Perfect for sunny summer evenings and cozy winter nights.

Joy District ⭐ 3.4 / 5

Joy District Chicago is a year-round rooftop bar that’s all about Instagram-worthy skyline views and a lively atmosphere. With comfortable lounge seating and a wide selection of spirits and beers, it’s a fantastic choice for group gatherings or a fun night out. The menu features crowd-pleasers like sliders and pizzas, making it a casual yet vibrant spot in River North. A local tip suggests it’s perfect for social media photos, so don’t forget to capture the moment!

Charming experience with iconic Chicago skyline views.

Just be aware that the food menu is somewhat limited.

Your Next Skyline Adventure Awaits

River North, Chicago, is calling with its rooftop lounges that combine breathtaking views, trendy vibes, and unforgettable experiences. Whether you’re a local or just passing through, these spots are a must-visit to see the city from a whole new perspective. So, grab a friend, pick a rooftop, and make some memories above the hustle and bustle. Which one will you explore first?

Images courtesy of Google Maps and respective businesses.