Where we had our first date
Great views and drinks
Our favorite boat tour company, their architecture boat tours are a must-do if the weather is nice
Best burger in Chicago, put your name in early and grab a drink at a nearby bar while you wait
Great Italian food, make a reservation in advance!
Great for brunch!
Open market with many vendors/stands if you want to try different foods from some of Chicago's most popular restaurants
Fun outdoor patio for drinks, great fried chicken
Patio for tacos and margs
Our favorite deep dish pizza in Chicago
Bacon and beer focused, back patio has bocce
Casual spot for food & drinks with lots of outdoor seating
Country bar with BBQ
Fun tiki cocktails
Chicago's most popular brewery
Downtown beach, also check out North Avenue beach if Oak Street Beach is crowded
Railroad converted into walking trail - great way to explore the west side of the city
Many restaurants and bars along the river to explore