Best Italian food in the city. Set your Resy notifications now because the cacio e pepe is not to be missed.
We love this ice cream parlor so much that we named our house plants, Jeni, Almond, and Brittle.
We get sushi from here every time we're in Chicago. It's unbelievable.
Best steakhouse in Chicago! PRO TIP: Order the "house red." It's not on the menu, but it's only $29/bottle and it's excellent.
DEEP. DISH. PIZZA. Enough said.
A gorgeous pizza place overlooking the Chicago River.
Come for the crispy rice, stay for the vibes.
Amazing spot overlooking The Bean for happy hour drinks and oysters.
An excellent brunch spot from Top Chef, Stephanie Izard.
A contemporary restaurant with European-Mediterranean cuisine and excellent cocktails.
Hip saloon with a fabulous weekend brunch.
Gorgeous restaurant in Chicago's West Loop neighborhood. After dinner, go downstairs to Lady Bird for cocktails.
A trendy pub offering select ales and cocktails, paired with classic British dishes with Indian roots.
One of the world's greatest art museums.
Take a picture of the famous sculpture, The Bean.
Go to the top of the Willis Tower for the best views of Chicago.
See dinosaurs at one of the largest natural history museums.
This is one of Carlie's favorite running paths. It's a beautiful 18.5-mile path located right on the water.
See lions, tigers, and (polar) bears at the best zoo in the country.
Shop luxury retailers and fashion boutiques along Chicago's Magnificent Mile.
Learn about the history of Chicago's architecture aboard a river boat.
Spend the day learning and exploring in one of our favorite Chicago museums!