A plane lands at Meigs Field (Courtesy of Chicago History Museum)

What if instead of hailing a cab or a private car to get to O’Hare or Midway from downtown Chicago, you could hail an airplane? Geoffrey Baer is here with the story of a company that once offered that very service. 

Since Chicago’s early days, anarchists, labor agitators and political radicals of all stripes have passed through the city. In the early 20th century, that included a legendary songwriter – and the subject of one of his most famous songs.

The Chicago Huskies (Credit: Japanese American Service Committee)

A youth basketball league from the 1940s and ‘50s is a reminder of Japanese American internment during World War II. Geoffrey Baer has that story and more in this edition of Ask Geoffrey.

Eight buildings by famed American architect Frank Lloyd Wright were added to the UNESCO World Heritage List. Geoffrey Baer walks us through the designation and the Wright sites.

The Chicago Orphans, 1902

Geoffrey Baer investigates an early attempt at a Chicago baseball crosstown classic – that may or may not have actually happened.

Geoffrey Baer deposits some knowledge about buildings left behind by the banking panics of the Great Depression.

A semi-pro baseball team once bested the big leagues on the Northwest Side. Geoffrey Baer takes a swing at local baseball history and its “outlaw clubs.”

More than 2,800 streets make up Chicago’s famous grid, and city planners and developers drew the streets’ names from all sorts of people and places – including some of our own politicians.

Geoffrey Baer, host of “Chicago on Vacation,” takes a selfie in a dune buggy in Silver Lake, Michigan, with Bob Collins behind the wheel.

WTTW’s Geoffrey Baer has explored almost every inch of the Chicago area in TV specials for more than 20 years. On Tuesday, he hits the road – and stops by to tell us about his adventures.

Chicago ward map from 1849

Just how did Chicago wind up with 50 wards and 50 aldermen? Geoffrey Baer does the math in this edition of Ask Geoffrey. And: five fast facts about Chicago mayors past.

When walking through Chicago’s older neighborhoods, you can often find hints about the history of their buildings just by looking up. Geoffrey Baer looks back – and up – at some architectural gems.

(Courtesy of the Glessner House Museum)

A viewer says her uncle used to swipe eggs from a factory in Bronzeville in the 1940s or ‘50s. Chicago history eggs-pert Geoffrey Baer has the surprising answer to that and other questions.

(Credit: LUNA, University of Chicago, George Stahl Mural Collection)

A viewer remembers helping an artist paint vivid rainbow stripes on the walls of Lower Wacker Drive as a teenager, but she can’t recall the artist’s name.

Ping Tom Memorial Park at the Chicago River (Courtesy Metropolitan Planning Council)

From Civil War memorials to reversing the Chicago River, Geoffrey Baer tells us about the new season of the WTTW documentary series, “10 That Changed America.”

With its ever-changing demographics, Chicago has seen many churches close in the last 50 years. A viewer wants to know what happens to the art and sculptures inside those churches as they near their last days.

A viewer wants to know why the towers atop an iconic Chicago skyscraper have changed height. Geoffrey Baer proves himself equal to the task in this week’s Ask Geoffrey.