
A rooftop bar at your hotel is the ultimate convenience. You get stunning views without leaving the building.
Chicago hotels with rooftop bars offer the best of both worlds. Enjoy great drinks and stunning skyline views just steps from your room.
Business travelers can unwind after long days of meetings. Vacationers can easily immerse themselves in the city atmosphere.
This guide covers seven standout rooftop bars at Chicago hotels. Each offers a unique vibe and a memorable experience.
Whether you have a business trip or a vacation, it would be a pretty sweet set up to have a local hangout stop that’s conveniently located close to your hotel. In fact, it would be even lovelier to have it in the same building. So, whether you’re here for business or pleasure, check out this local guide to Chicago hotels with rooftop bars, which include some of the best rooftop bars in the city.
1) The Up Room

The Up Room sits on the 13th floor of The Robey. It’s located in the heart of Wicker Park.
Expect a line, but it’s worth the wait. Only 35 guests fit inside at once.
Intimate lounge-style seating makes it feel exclusive. You’ll forget you’re at a public bar.
The patio terrace offers sweeping views in all directions. It’s one of the tallest buildings in the area.
Innovative cocktails pair perfectly with sunset views. Sofa seating makes for a relaxed evening.
Click to see Up Room in Google Maps
2) The London House

The London House bar sits 21 floors above the city. Views from here are absolutely stunning.
Well-crafted cocktails come with traditional American bar food. Comfortable low-table seating faces the skyscrapers.
This spot offers more than just evening drinks. Afternoon tea service is available in British fashion.
Tea time includes all the traditional perks and treats. It’s a unique daytime option among Chicago hotels with rooftop bars.
Click to see London House in Google Maps
3) Cerise

Cerise sits 26 floors up atop the Virgin Hotel. Energy and music define this rooftop experience.
Dancing and fun attract younger crowds here. The casual, modern look suits groups and couples alike.
Drinks include cocktails, wine, beer, and champagne. Bar bites satisfy hunger cravings between rounds.
Check their website for DJ nights and special events. Large groups will find plenty of space here.
Click to see Cerise in Google Maps
4. Apogee Lounge

Master mixology defines the Apogee Lounge experience. It’s located on the Dana Hotel’s 26th floor.
The bar menu features unique craft cocktails throughout. Drinks are almost as fun to look at as taste.
Garden-style outdoor seating includes lounges and firepits. Turf flooring and plant décor create an oasis atmosphere.
The contrast with surrounding steel towers feels magical. Reservations are recommended for this trendy spot.
Click to see Apogee Lounge in Google Maps
5) Celeste Chicago

Victorian vibes set Celeste apart from other rooftops. This three-story venue offers distinct experiences throughout.
Start at the traditional pub on the ground floor. The Deco Room occupies the second level.
The Roof Garden sits at the very top. It’s enclosed but open to the night sky.
White Victorian décor contrasts with walls of ivy. You’ll forget you’re in a major metropolitan city.
Open until 5 AM, it’s first come, first served. This is a must-visit among Chicago hotels with rooftop bars.
Click to see Celeste in Google Maps
6) Terrace 16

Floor-to-ceiling windows frame iconic Chicago landmarks here. Terrace 16 sits atop the Trump International Hotel.
A quaint patio garden extends the indoor space outside. Stools, couches, and lounges offer seating variety.
This versatile space serves breakfast, lunch, and dinner. Bar service runs throughout the day as well.
Come alone or bring friends for any occasion. The aesthetically pleasing design impresses every visitor.
Click to see Terrace 16 in Google Maps
7) Drumbar

Dark wood and leather create speakeasy vibes inside. Drumbar sits atop the Raffaello Hotel.
The outdoor terrace offers a contrasting summer feel. Brick exterior and firepits warm winter visitors.
Classic signature cocktails honor prohibition-era traditions. The whiskey and bourbon selection is exceptional.
Limited release bottles attract true spirits aficionados. Every moment here feels carefully curated and special.
Click to see Drumbar in Google Maps
How to Choose the Right Rooftop Bar in Chicago
Consider the vibe you’re looking for first. Some spots suit dancing while others favor conversation.
Check hours and reservation policies before heading out. Popular spots fill up fast on weekends.
Ask your hotel concierge about current wait times. They often know the best times to visit.


