As Chicagoans, I know that there’s nothing quite like enjoying a delicious cocktail with a stunning view of the city. That’s why we can all agree that rooftop season is the best season – and we’re so excited that it’s finally here! With the weather warming up, it’s the perfect time to explore some of Chicago’s most picturesque rooftop bars. From trendy spots in River North to hidden gems tucked away in less traveled neighborhoods, there’s something for everyone on this list. So make a plan, gather your friends, and get ready to soak up the sights and sounds of the Windy City from above.
Raised: An Urban Rooftop Bar
If you’re looking for a chic spot for pre-show drinks and apps in the Loop, Raised should be at the top of your list. This trendy rooftop bar overlooks the Chicago River and downtown skyline, offering breathtaking views of iconic buildings like the Wrigley Building. And the best part? You don’t have to be brave enough to brave dizzying heights to enjoy it all, as Raised is located on the third floor of the Renaissance Chicago Downtown Hotel. But don’t let the lower elevation fool you – Raised still delivers on craft cocktails and urban chic vibes that are sure to impress even the most discerning of patrons.
Utopian Tailgate
Get ready for a tailgate party like no other at Utopian Tailgate in Chicago’s Old Town. This adults-only playground is the perfect spot for fun-loving couples and large groups of friends. The rooftop is adorned with colorful graffiti walls and hanging swings, while the lawn games – like cornhole and life-sized Connect Four – offer hours of entertainment. Make sure to indulge in the menu of tailgate-inspired snacks, such as sliders, mozz sticks, and more. And don’t forget the massive beer and cocktail towers that are perfect for sharing with friends. While the views may not be as scenic as other rooftops in the city, you’ll still be able to spot classic skyscrapers, like Willis Tower, adding to the exciting city atmosphere.
Joy District
When it comes to finding a place that embodies the perfect mix of good vibes and fun, Joy District takes the top spot. This North Chicago River destination has everything you need to have a good time. Whether you’re in the mood for a sports bar, energetic nightclub, or a chic rooftop bar, Joy District delivers. And let’s talk about The Roof At Joy. This stunning outdoor oasis is the perfect spot to channel your inner Mamma Mia dancing queen. With wisteria, climbing vines, and disco balls, there’s no place quite like it. Brunch on the weekends is a real treat, featuring loaded platters to serve groups of up to six. The party never stops at Joy District, so be warned: things can get pretty rowdy as the hours tick by. But isn’t that what going out is all about?
The J. Parker
Chicago is a city known for its breathtaking skyline and beautiful lakeside views, and if you’re looking for the perfect spot to take it all in, look no further than The J. Parker. Just a stone’s throw from Second City, this rooftop oasis atop the Hotel Lincoln offers a birds-eye view of Lincoln Park and Lake Michigan that’s sure to impress. Whether you’re grabbing a pre-show drink or enjoying a night out with friends, The J. Parker’s glass-enclosed interior and open-air seating make for a unique and unforgettable experience. So next time you find yourself exploring Chicago, be sure to add The J. Parker to your list of must-visit destinations.
Cindy’s Rooftop Restaurant
If you’re heading to the Windy City, you won’t want to miss Cindy’s Rooftop Restaurant. Nestled atop the Chicago Athletic Association Hotel, this glass-domed gem offers unparalleled panoramic views over the city. Don’t worry about the weather though; despite being a rooftop restaurant, all of the seating is actually inside. But you won’t want to miss out on stepping out onto the 13th floor terrace for a breathtaking vista of the city’s iconic landmarks. From the Cloud Gate to Millennium Park to Lake Michigan, you’ll be able to snap some incredible photos that you’ll cherish for a lifetime. Reserve your table in advance to avoid long wait times, particularly on weekends, or stop by for a drink at the bar and take it to the terrace for a truly memorable experience.
Azul
Nestled on Goose Island is a little gem called Azul. This charming rooftop bar boasts a serene atmosphere where you can relax and enjoy the picturesque view of the city while sipping on delicious Latin-inspired cocktails. The bar’s guava pisco sours and micheladas are simply to die for- they are refreshing and offer a unique blend of flavors that are hard to resist. If you’re planning to visit with a large group, be sure to indulge in the patron margarita towers and shot trees- not only are they perfect for sharing, but they also make for impressive and memorable photos. So come and immerse yourself in a little slice of paradise at Azul.