Cruising through the third most populous city in the United States, you’ll find yourself surrounded by good food, plenty of laughs, and picturesque shorelines.

Start your day at the Chicago French Market amidst local vendors selling everything from pasta, fresh crepes, and freshly made cheeses. Step up to the coffee bar at Little Goat Bread, owned by Stephanie Izard and James Beard, “Best Chef: Great Lakes” and Food & Wine “Best New Chef 2011.” Their homemade breads and pastries are a little slice of oven-baked heaven. Each flavor is a little adventure, so don’t be afraid to try something different, like the pistachio rhubarb muffin.

Chicago boasts 28 miles of untouched lakefront shoreline - take a stroll, rent a bike, or partake in a game of beach volleyball. Explore Lakeshore Drive and the numerous attractions – Millennium Park, the Museum of Science and Industry, and the John Hancock Observatory are just some of Chicago’s favorites.

Fuel up at The Local Option, a creole-inspired eatery boasting an impressive beer collection and hearty sandwiches, tacos, and salads. Goose Island is the local craft brewery in town, and most locals order a 312 with everything. Try that or one of Local Option’s own creative offerings.

Chicago is home to some of the funniest people in the world - Second City and Improv Olympics, alma maters of Tina Fey and Amy Poehler, are two of the many comedy clubs in the Windy City. Catch a show and head to dinner at Au Cheval in the Near West Side. Two words sum up this experience: simple and saucy. It would be wise to order two orders of fries, (they’re that good) covered in mornay sauce, garlic aioli, and a fried egg. The burgers are big, juicy, and made better with bacon on top. If you’re not as partial to meat, they have excellent omelette and fish dishes. This little place is dark, cozy, and definitely worth the wait. 

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