Chicago Our Way


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Spring Break Chicago Style

It’s hard to believe that Spring Break is just around the corner! With snow on the ground and wind chilling the bones, it’s difficult to imagine planning a visit to the Windy City on your break, and much less a stay-cation. We’re here to make it easier for you. Below is a list of ideas and activities to enjoy while on your break, and rest assured that you won’t be entirely frozen when you leave!

Eclectic Adventures

Venture out to one (or all) of these various ethnic locations. Eataly providing an Italian food filled experience is well worth the trip and has many sections, sweet and savory, for you to indulge. Chinatown is as it sounds and Devon Street is filled with the food, fashion and fun pastimes of the culture of India. Wicker Park is a hipster focused area with coffee shops, cute restaurants and thrift stores galore. 



Devon Street

Wicker Park

Hotel Hopping

In the order we placed them, hop down the mag mile and into the loop atop the various hotel/ rooftop bars we have provided. Each is very unique and provides a fun atmosphere for you to enjoy. 

Raffaello Hotel


The Godfrey

The Trump

Silversmith Hotel

The Virgin Hotel

Museum Moves

Spend the cold or rainy day of your trip saturating your mind with history, art, science and architecture at some of the top rated learning centers in the country.

Chicago History Museum

Museum of Contemporary Art

Art Institute

Field Museum

Museum of Science and Industry

Chicago Views

Though we suggest dining or grabbing a cocktail at the top of the Hancock, each of these observatories are well worth your dollar and will leave you with plenty of Instagram worthy photos. Be sure to go up on the clearest day of your trip!


360 Chicago at John Hancock Building

Sky Deck at Willis Tower

Foodie Fun

What is a vacation without a bit of foodie fun (aka a cheat meal). Enjoy one of these fun culinary tours, often complete with a history lesson. 

Chicago Cupcake Tour

Chicago Pizza Tour

Wine & Cheese Tour

Chocolate Tour 

11 Mar
Chicago Spring

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