The Dearborn is an easy-to-like spot in the Loop with a well-rounded American menu that works for a lot of occasions. It’s nice enough for a business dinner, but still casual enough for lunch after that Segway tour you took with your parents. Plus, the space is huge, with multiple rooms that work for large groups or couples on a date. Order the pork belly appetizer and any of the salads, then make sure someone gets a cheeseburger - it’s really good.
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Cindy’s has the best rooftop and views in Chicago that overlook Grant Park and Lake Michigan.
Fümare is home to an excellent sandwich that alone is worthwhile - Montreal style smoked meat on rye is where it's at.
Seven Lions is a fine place. Not good, not bad, but it serves a purpose if you need a generic menu in the Loop.
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J.P. Graziano Grocery & Sub Shop
Old school sandwiches that are freshly made. Pop in for a quick solo lunch or carry out to go.
The Winchester is a neighborhood spot in Ukrainian Village that we like to hit for brunch.
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Beatnik is a restaurant and cocktail lounge in West Town serving average food in a beautiful environment.
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