Chicago Rooftop Bars: Speakeasies and Sky Lounges You Can’t Miss!
Take your Chicago nights to new heights—literally! Whether you’re sipping craft cocktails under the city lights or toasting with skyline views, these rooftop bars Chicago serve up the perfect mix of vibes, views, and vibes.
Rooftop bars in Chicago offer breathtaking views of the iconic skyline and an immersive experience featuring a mix of local culture and ample relaxation.
From the chic rooftops to the casual urban hangouts, each of the rooftop bars presents its own unique vibe and flavor, catering to different tastes and preferences.
It’s not just about savoring a refreshing cocktail, but also about enjoying panoramic vistas that transform from vibrant sunsets to mesmerizing city lights.
So whether you’re spending a romantic date or enjoying a friend group night out, these elevated escapes provide a perfect setting to unwind and make lasting memories. Get ready to explore Chicago rooftop bars like never before!
Discover Chicago’s Sky-high Hidden Gems
Chicago’s best rooftop bars offer a unique blend of breathtaking city views and vibrant outdoors, making them a must-visit for anyone venturing into the Windy City. From hidden gems to well-known hotspots, these elevated venues provide the perfect backdrop for memorable experiences without breaking the bank.
Raised Urban Rooftop Bar in Chicago: Raised Urban Rooftop Bar Chicago offers a chic retreat from the bustling city below. Perched above the heart of Chicago, it provides panoramic views that are truly breathtaking.
This rooftop bar Chicago is known for its innovative cocktails and delectable seasonal menus. It draws locals and tourists alike with its vibrant yet relaxed indoor and outdoor bar.
The bar features a variety of crafted cocktails priced at $20 each, such as the Watered Flowers, The Red Line, and Ring of Fire. Each drink showcases unique ingredients and a creative twist on classic cocktails.
Guests can enjoy the sparkling city lights from its comfortable seating areas. Whether visiting for brunch or an evening drink, Raised Urban Rooftop Bar is a must-visit in Chicago.
They’re open from Tuesday to Thursday, 4 PM – 10 PM (Kitchen closes at 9 PM) and Friday & Saturday, 4 PM – 10 PM (Kitchen closes at 10 PM). The bar is closed on Sundays and Mondays.
Aire Rooftop Bar Chicago: Aire Rooftop Bar Chicago offers sweeping views of the city’s skyline, making it a must-visit destination. Situated on the rooftop of Hotel Chicago West Loop, it exudes a contemporary vibe.
The ambiance is sophisticated yet laid-back, perfect for a memorable evening. Patrons can sip on signature cocktails like the Elote Old Fashioned, Pineapple Margarita, and Espresso Martini, and slushies, try a Midwestern-inspired menu, and shareable plates while admiring the city’s architectural wonders.
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This spot is often ranked among Chicago’s best rooftop bars. It’s an ideal place for those wanting to experience the city’s nightlife from above.
Cindy’s Rooftop: Cindy’s Rooftop is considered one of the cool rooftop bars in Chicago due to its speakeasy vibe and stunning views. Located on top of the Chicago Athletic Association Hotel, it provides panoramic sights of Millennium Park and Lake Michigan.
The cozy, vintage décor inside defines the atmosphere, perfect for those seeking a warm, nostalgic escape. Patrons can choose between indoor and outdoor seating, allowing them to enjoy the breathtaking views regardless of the weather.
Known for the extensive beverage lineup and thoughtfully crafted menu, this rooftop bar offers a taste that complements the visual feast. It’s an ideal spot for both groups of friends and couples looking to experience Chicago from a unique perspective without breaking the bank. Cindy’s Rooftop is open Monday through Thursday from 11 AM to 11 PM, Friday from 11 AM to midnight, Saturday from 10 AM to midnight, and Sunday from 10 AM to 11 PM.
LH Rooftop: LH Rooftop is a stunning Chicago rooftop bar located at the LondonHouse Hotel. It offers panoramic views of the city, including the Chicago River and the iconic skyline. This rooftop bar Chicago is known for its upscale feel handcrafted cocktails and spirit-free selection.
Guests can enjoy shareable bites and delicious dinner options with breathtaking scenery as a backdrop. Try out signature cocktails such as the Pamplemousse Spritz, LH Old Fashioned, and the fascinating Bad Bunny at LH Rooftop for a taste of their unique mixology.
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It’s an ideal spot for both intimate gatherings and larger celebrations. They’re also open daily from 11 AM to 12 AM, providing consistent hours for enjoying their atmosphere and offerings every day of the week.
Upstairs at The Gwen: Perched on top of The Gwen Hotel, Upstairs at The Gwen is one of the best-kept secrets and rooftop bars Chicago has to offer. This chic space provides an intimate yet lively ambiance perfect for couples and friends.
Guests can revel in panoramic views of the city, all while savoring creative cocktails and sunrise-to-sundown dining. The modern Art Deco-inspired decor adds a touch of sophistication, enhancing your rooftop experience.
Start your day with a unique Breakfast Cocktail, such as the Cafe Espresso Martini or the Breakfast Old Fashioned, each priced at $19. Other inventive drinks include the Zig Zag and Sweet Nothings, perfect for sipping as you take in the view.
With its central location, Upstairs at The Gwen offers convenient access to Chicago’s bustling downtown life. It’s an ideal stop for those exploring the extensive list of Chicago rooftop bars.
Upstairs at The Gwen is open Monday to Wednesday from 2 PM to 11 PM, Thursday from 11 AM to 11 PM, Friday and Saturday with the terrace open until 12 AM and the bar until 1 AM, and Sunday from 9 AM to 11 PM.
Pandan: Pandan is an exciting addition to the scene of Chicago rooftop bars. Known for its unique tropical ambiance, Pandan is a place where you can relax and enjoy lush surroundings.
Its vibrant atmosphere is appealing to those looking for a refreshing getaway. With a menu infused with authentic Southeast Asian flavors, it offers a delightful culinary journey.
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Sip on distinctive drinks such as the “Pandan” with hints of vanilla and grass, the “Red Panda” combining fruit and spice, or the “Crystal Jungle,” a clarified tropical delight, all priced at $18. For a non-alcoholic treat, try the “Pandan Lite,” a zero-proof take on their signature cocktail.
This spot is cherished among Chicago rooftop bars for its lush cocktail experience and vast cocktail menu. Its serene environment makes it a standout choice for those seeking an escape from the city.
Pandan is open Tuesday through Thursday from 5:00 PM to 11:00 PM, and Friday and Saturday from 5:00 PM to 12:00 AM.
VU Rooftop Bar: VU Rooftop Bar is located in the bustling South Loop neighborhood of Chicago. It offers sweeping views of the city’s iconic skyline and Lake Michigan.
The bar features both indoor and outdoor spaces designed to provide a comfortable and lively atmosphere. Indulge in creative concoctions like the “Not Your Grandma’s Apple Cobbler” or the refreshing “Café Ube,” each priced at $19.
Other notable mentions include the “Violetta” for $20 and an array of cocktails at $18 like the “(PINE)APPLE OF MAI TAI” and “PROJECT PEPPERCORN.”
VU is often mentioned among the best rooftop bars Chicago has to offer for both locals and tourists. The rooftop’s modern decor and vibrant ambiance make it a perfect spot for social gatherings.
VU Rooftop Bar is open for breakfast Monday through Friday from 6 AM to 10 AM, Saturday and Sunday from 7 AM to 11 AM; for dinner Sunday through Thursday from 4 PM to 11 PM, and Friday and Saturday from 4 PM to 1 AM; and for brunch on Saturday and Sunday from 11 AM to 3 PM.
Rooftop Bars Chicago FAQs
Is Chicago a Nightlife City?
Absolutely, Chicago is a vibrant nightlife city that caters to diverse interests. From trendy clubs to intimate jazz lounges, Chicago comes to life at night with its myriad entertainment options. Whether you're in the mood for dancing, enjoying live music, or simply exploring the bustling night skyline, there's something for everyone!
What Is The World’s Largest Rooftop in Chicago?
Standing atop the historic Navy Pier, Offshore Rooftop holds the title of the world's largest rooftop in Chicago. This expansive venue not only offers sweeping views of the city skyline and Lake Michigan but also provides an extensive menu of food and drinks perfect for any gathering.
Offshore Rooftop is renowned not only for its size but also for its vibrant atmosphere and unparalleled design. Featuring over 36,000 square feet of space, it includes indoor and outdoor areas that host a variety of events from casual meet-ups to elaborate celebrations.
The venue's modern aesthetic, coupled with state-of-the-art sound and lighting systems, creates an immersive experience for guests. Whether you're enjoying a summer cocktail on the terrace or attending a corporate event in one of the sleek, glass-enclosed spaces, Offshore offers a unique blend of luxury and comfort, making it a must-visit destination on Chicago's Navy Pier.
Why Wait? Experience Chicago’s Skyline Magic from the Best Rooftop Bars
With so many enticing options, your Chicago adventure promises unforgettable memories. Imagine sipping your favorite cocktail as you watch the sun dip below the horizon, painting the sky in hues of pink and orange.
Planning your trip has never been easier with us, where you can find exclusive deals and book comfortable accommodations that fit your budget. Make use of our platform to explore hotel options and top attractions tailored just for you.
Each rooftop experience will unfold a unique story against the backdrop of Chicago’s skyline. The Windy City is waiting for you to explore its elevated magic—start planning your journey today!
Raise Your Glass and Share Your Chicago’s Rooftop Bar Escapes!
Have you visited any of Chicago’s rooftop bars? Share your experiences and tips in the comments below—we’d love to hear from you!
