Chicago, Illinois, the third largest city in the United States, has so many options to offer in terms of arts, culture, music, sports and so much more, that it can almost be overwhelming to decide what to do.

Luckily, this handy guide can help you nail down a few maybe-not-so-obvious choices in Chicago that will have you touring the affectionately dubbed “Windy City” like a pro in no time at all.

  1. Wrigley Field


    No trip to Chicago can be called complete without paying a visit to the legendary home of the Chicago Cubs for over a century: Wrigley Field.


    During the offseason, 60-minute guided tours of Wrigley Field are available on most Fridays, Saturdays, and Sundays, and include all of the highs and lows of both the field and the major league baseball team over their entire history.

  2. Marshall Field and Company Building


    You’re probably thinking, “Why would I want to visit a department store on my trip to the Windy City?” Well, because this particular store is unlike any you’ve ever known.


    The historic building (now renamed Macy’s on State Street) is prominently listed on both the National Historic Landmark and the National Register of Historic Places. The structure was built in two stages beginning in 1901 and — probably most importantly — features a jaw-dropping Tiffany mosaic vaulted ceiling that gives the Sistine Chapel a serious run for its money.


    While you’re there be sure to try some Frango mints, a chocolate truffle treat that Chicagoans have been savoring and boasting about as the absolute best since 1929.

  3. Frank Lloyd Wright Tours


    Frank Lloyd Wright is without a doubt one of the titans of modern architecture. And there is simply no better city to see so many of his works up close and personal than Chicago.


    With guided tour options to choose from like the Frank Lloyd Wright Home and Studio, Frederick C. Robie House, The Rookery, The Bach House, Unity Temple and so many more, Chicagoland provides a rare opportunity to take in some of Wright’s best-known and most-beloved masterpieces in all of their architectural glory.

  4. Breweries and Brewery Tours


    Chicago has increasingly become known as something of a mecca for some of the best beer breweries in the country.


    With such an array of thirst-slaking options to choose from like Half Acre, Haymarket, Lagunitas, Goose Island, Revolution and more, signing up for tours of your favorite breweries — all likely to include a few tastings as well — is sure to be both educational and refreshing.

    Get ready for an absolutely incredible vacation when you decide to book a trip to Chicago!