The Best Cinnamon Rolls In Chicago | Legendary Eats

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In the late 1980s, cinnamon roll shops began opening up across the country. Bakery giants like Cinnabon and T.J. Cinnamons gained national attention, and in Chicago alone, there were already a dozen specialty cinnamon roll shops. With the rise of America’s appetite for cinnamon rolls, how did a small mom-and-pop called Ann Sather withstand the intense competition and test of time? We visited the original restaurant in Chicago’s Lakeview neighborhood to get a closer look at how the iconic cinnamon rolls are made and learn why they are so loved by the local community.

Editor’s Note: Insider visited Ann Sather’s in March 2020, before Chicago restaurants closed to dine-in service. The restaurant has reopened for limited dine-in and outdoor service, and you can still order cinnamon rolls and more for pickup and delivery. For more information, visit: www.annsather.com

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The Best Cinnamon Rolls In Chicago | Legendary Eats

The Best Cinnamon Rolls In Chicago | Legendary Eats

Famous Street Food in Chicago, The Best Cinnamon Rolls In Chicago | Legendary Eats.

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America’s newest food trend actually isn’t so brand-new. Simply return to your youth summertimes when the only thing that might break up baseball video games or swimming pool parties other than a mama’s voice was the sweet siren call of the ice cream truck rolling into your neighborhood.

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