Experience the city’s legendary architecture from the best seat in the house—the river!
Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1,000 feet up. See Chicago from the sky! Located in River North/Streeterville.
103rd floor of the Willis Tower with clear observation boxes & views for miles. Located in The Loop.
Pedestrian-friendly riverwalk that stretches 1.25 miles from Lake Michigan to Lake Street. Grab a glass of wine at City Winery, a cup of coffee at Tiny Tapp, or just take a stroll and watch the boats roll past.
Sip a cocktail on the rooftop of LondonHouse hotel and enjoy a beautiful view of the river. Located in The Loop.
World's largest Starbucks! Enjoy Princi baked Italian classics, unique coffee drinks, and a cocktail bar. Located in River North.
Chic Italian eatery right along the river offering craft pizza & pasta, grilled seafood & wines. Located in River North. Be sure to make a reservation well in advance.
Make a reservation for a delicious brunch or stop in for a drink with a beautiful view of The Bean and Millennium Park. Located in The Loop in the Chicago Athletic Association Hotel.
Fast-food version of the famed Au Cheval without the 3-hour wait. Hannah's favorite burger in Chicago with multiple locations throughout the city.
One of our favorite places for food, drinks, and views. Make a reservation for their Peruvian tapas restaurant or walk in and sip a drink by the rooftop pool. Located on the rooftop of The Hoxton hotel in Fulton Market.
Jotir's favorite restaurant in the city. Creative Chinese fare from celeb chef Stephanie Izard. Located in Fulton Market. Reservation required.
A tropical speakeasy with a plethora of craft cocktails.
Want to try a Chicago-dog? This is the spot! Open until 1am.
PLANTA Queen is fully vegan! It's the local favorite for the best vegan sushi, crispy dumplings, and wok specialties. Drop in for plant-powered dinner, brunch, lunch and happy hour.
Modern Middle Eastern cafe with crafted espresso drinks.
Spanish tapas!