Book your Chicago hotel for hot dogs in one of baseball’s oldest parks, a river tour through a century of architecture, and authentic Chicago blues in a legendary club. Time travel to the past with this guide to the best of historic Chicago.
The birth of baseball at Wrigley Field
Baseball was practically invented in Chicago’s Wrigley Field. Since 1913, the Chicago Cubs have made this ivy-clad ballpark their home. Grab a steaming hot dog, a cold beer and a bleacher seat. Come early for a tour of more than 90 years of baseball history.
1060 W. Addison St.
Touring Chicago’s gangster past
While the city has moved on since the gangster days of Al Capone and John Dillinger, you can revisit those times with a trip to the Chicago’s Roaring ‘20s museum. Take one of the Untouchable Tours and see where John Dillinger made his last stand and step on the site of the infamous St. Valentine’s Day Massacre.
Singing the Chicago blues at Buddy Guy’s Legends
The cool, electric urban blues scene that formed here with Muddy Waters, Howlin’ Wolf and Koko Taylor is alive and well at Buddy Guy’s Legends blues bar. Come for some saucy Louisiana barbecue and some stinging Chicago blues, maybe even from the namesake guitarist himself.
754 S. Wabash Avenue
Cheeseburgers at the Billy Goat
Since 1964, newspaper reporters have come to trade gossip at this hole-in-the-wall spot, immortalized on Saturday Night Live by late comedian John Belushi. Griddle-fried burgers are the specialty, while people-watching is the favorite pastime.
430 N. Michigan Avenue, lower level
A river tour of Chicago’s skyscrapers
A myriad of architectural styles, from Gothic temples to soaring modern skyscrapers, form downtown Chicago’s impressive skyline. To get a close-up view of the best examples, take a daytime architecture tour of the Chicago River, and watch the sun flicker off the buildings.
224 S. Michigan Avenue
Shopping history at Macy’s
For more than 100 years, Marshall Fields was the first stop for everything from furs to couture accessories. Macy’s, the building’s new tenant, upholds that tradition, down to Field’s famous Fango mints. You can still even get a birds-eye view of the Tiffany Dome from the fifth floor.
111 N. State Street, Loop