Landmarks

Tribune Tower

The runner-up in a 1922 design contest reshaped American architecture more than the winner ever did.

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Chicago Tribune's 1922 competition — 260 entries, a $50,000 first prize for "the most beautiful and distinctive office building in the world" — produced a neo-Gothic winner by Howells and Hood at 435 North Michigan Avenue. But Eliel Saarinen's second-place entry, which Louis Sullivan preferred, lost and still ended up shaping a generation of American skyscrapers. The building converted to luxury residences in 2018 and won a 2023 Driehaus Prize for preservation and adaptive reuse.

What to look for

Now private residences since 2018; exterior viewing only — cross to the opposite sidewalk on North Michigan Avenue for the full facade.

Tribune Tower is one of 37 sights worth the detour in Chicago, all bundled offline in Voyage GO — download the Chicago pack and it sits on your map with no signal, filling your travel passport the moment you walk past.

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