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Curbed Cup Elite Eight: (5) Bridgeport vs. (4) Lakeview

The next match is one that pits North Side Cubs fans against the Sox-loving South Side

Flickr Creative Commons/Arturo Pardavila III


The Lakeview area witnessed one of its greatest years of all time as the Cubs cruised to their first World Series win in 108 years. The moment was joyous and tens of thousands of fans swarmed Wrigley Field after the final game to revel in the glory. But beyond the Cubs’ big W, Wrigleyville—and other parts of Lakeview—have been witnessing a tremendous amount of new development in the forms of new hotels, retail spaces, and residences. Will Lakeview muster enough support to defeat Bridgeport to advance to the Curbed Cup semifinals?


Bridgeport has been a formidable neighborhood in previous Curbed Cup matches, but this may be the greatest face off yet. The South Side staple has a strong civic engagement, its own newspaper, and a community radio station. It’s also the home of the now named Guaranteed Rate Field, the ballpark where the Chicago White Sox play. Popular neighborhood anchors include Maria’s Packaged Goods & Community Bar, Bridgeport Coffee House, Co-Prosperity Sphere. Bridgeport has long been a quiet, affordable community, which has attracted residents from quickly gentrifying areas on the North Side like Logan Square, Humboldt Park, and West Town.

But now, the decision is in your hands: Which area should advance? Cast your vote below, and may the best neighborhood win.