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2 / 10
Da Mare moved out of Bridgeport way too soon. 2701 S. Eleanor St., 312-724-8811, Website
Related: Check out photos of our visit and read more about the Bridgeport restaurant.
Photo: Courtesy of The Duck Inn -
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4 / 10
Maybe you can pay someone to stand in line for you. 66 E. Ohio St., 312-667-1701, Website
Photo: Hilary Higgins/RedEye -
5 / 10
A 42-ounce wagyu tomahawk steak costs $155 here. Makes the $6 Parker House rolls seem like a bargain. 66 W. Kinzie St., 312-284-4990, Website
Related: Read our review of the River North steak house and see our dining critic’s first impressions in What Penny Eats.
Photo: Courtesy of RPM Steak -
6 / 10
Where Homaro Cantu (Moto) makes miracle-fruit-based pastries as popular as the gluten-free muffins at the grocery store.
Photo: Courtesy of Berrista Coffee -
7 / 10
The new mecca for grilled cheese lies about a football field away from NU’s stadium. No purple attire required. 1700 Central St., Evanston, 847-905-0669, Website
Photo: Patrick Niebres -
8 / 10
Everyone who lives downtown treks to some Lao or another, making this location a no-brainer. 520 N. Michigan Ave., 312-818-8099, Website
Photo: Courtesy of Lao Sze Chuan -
9 / 10
Closed June 2012; reopened December 2014. This could be the longest comeback in restaurant history. 111 E. Chestnut St., 312-649-0055
Photo: Courtesy of Pane Caldo -
10 / 10
Pizza drama in Bucktown: Brendan Sodikoff challenges the locals to learn how to fold ’em. 1732 N. Milwaukee Ave., Website
Photo: Courtesy of Roxie’s by the Slice