Cozy up on an architecture tour of the city. Consider an architecture boat cruise on the Chicago River or an interior architecture walking tour.
The Chicago Riverwalk in summer is a must. You can book your Chicago River excursions or stop for a nice waterfront lunch. Enjoy cycleboats and delicious homemade gelato.
Hold hands at an observation deck! Try the Skydeck at the Willis Tower, or the 360 Chicago at the John Hancock Building is also a great option for sweeping city and lake views.
If you're looking for a great place for a walk, head to Millennium Park and Grant Park. Here you'll find the famous Cloud Gate sculpture (AKA “The Bean”) and the Buckingham Fountain.
Go on a date to a museum. Many great options include the Field Museum (Natural History), the Art Institute of Chicago, the Adler Planetarium, and the Shedd Aquarium!
Foodie Lovers
Share a Chicago famous deep dish pizza. Deep dish pizza takes 45-60 minutes to cook, so allow yourself enough time for a long meal. It's totally worth it!
The Magnificent Mile is a stretch of Michigan Avenue over the Chicago River to Oak Street and it is home to some of the best shopping and dining experiences in Chicago.
The Viceroy is a Gold Coast hotel with mid-century modern vibes and a rooftop pool. Or consider a night at The Palmer House, which is one of the most historic hotels in Chicago.