Whether you’re planning a first date or looking for fun things to do with your friends, this list highlights some date spots across Chicago’s diverse neighborhoods.
Annette’s Italian Ice
Annette’s Italian Ice was founded in 2005 by Annette Frankos, and her husband George. The walk-up window makes service quick and easy — but Annette’s accepts cash only. In addition to Italian ice, they also sell ice cream and the Italian fro-yo, which pairs frozen yogurt with Italian ice. After a sweet and refreshing treat, you can also enjoy the variety of stores located along Armitage Avenue.
Promenade on the Chicago Riverwalk + Riverwalk dining
Despite being known for its promenade and river access, The Chicago Riverwalk also has restaurants throughout its 1.25 mile-long path that make for fantastic date locations. Chicago Brewhouse located on the corner of Wacker and Wabash is a great option for those who love street food. If you’re looking for more formal sit-down dining, Pizzeria Portofino is a pizza restaurant at 317 N. Clark St.
Wheel throwing class
Pottery Studio 1 located in Streeterville offers private classes on wheel throwing and pottery. This date is a great option for those who are artsy and don’t mind getting a little bit messy. Customers are also able to paint their clay creations and pick them up the following week after they are fired in the kiln.
Puppy yoga
At The Puppy Sphere, puppies and yoga collide for an afternoon full of rejuvenation and unimaginable cuteness. Located in West Town, The Puppy Sphere describes their sessions as wellness experiences paired with endless snuggles. One caveat about this date is that minors must be accompanied by an adult.
Lincoln Park Farmer’s Market
Attending the Green City Market in Lincoln Park between 7 a.m. and 1 p.m. on Wednesdays and Saturdays ensures an experience full of food, shopping and music. This date is for people who don’t mind small crowds or being outdoors. The market’s stands and vendors sell everything from produce to doughnuts. There is also a Green City Market on Saturdays in the West Loop.
Chinatown dessert date
Mango Mango is a dessert shop in Chinatown that calls mango their “muse.” From mango sago to mango crepes, this date is perfect for those who love everything mango. The shop also has an adorable interior design that provides a colorful backdrop for taking pictures.























































