Dining & Entertainment
Downtown Chicago Restaurants – Our Recommendations
Chicago is a legendary blend of culture and cuisine, from classic steakhouses to upscale wine bars. Live music is a staple here and can often be found combined with the dining experience. When you stay at Hotel Chicago, your cuisine choices are extensive. Stay where you love; eat what you like.
Chicago Restaurant & Dining Guide
Chicago is a blend of culture and cuisine that has inspired movies and literature for a reason. From an unlimited number of classic steakhouses, to classy wine bars, to lively restaurants, Chicago is a melting pot of food, fun and flavor.
Our Concierges’ Top Pics for Great Chicago Restaurants
• Bar Louie
Recognized by Restaurant Hospitality Magazine for its warm neighborhood bar atmosphere, this casually cool Chicago bar restaurant blends the classic with the contemporary. With its charming wood-paneled walls and mosaic tiling, there's no question why this has become a favorite gathering place for family and friends. Specializing in oversized sandwiches and artfully concocted signature cocktails, Bar Louie also offers an extensive selection of appetizers, pastas, entrees and a wide assortment of unique beers, microbrews and wines by the glass or bottle. 312.863.2363.
• House of Blues Crossroads Restaurant
Enjoy a unique Chicago dining experience with a side of live music. The Crossroads Restaurant features American comfort food, eclectic cuisine like jambalaya, tacos, and lobster mac n' cheese, as well as a selection of salads, sandwiches and pizzas, plus heartier pastas, steaks and BBQ. Dinner is served until 11 pm Friday and Saturday nights, and until 10 pm during the week. The Crossroads offers live music nearly every night with an acoustic blues set during dinner and nightly headliners at 9 pm. Don't miss the Gospel Brunch — a Chicago favorite — with energetic gospel music and a delicious Southern-style buffet every Sunday.
• Smith & Wollensky
Smith & Wollensky is a traditional New York steakhouse in Chicago, serving prime steaks and signature cocktails. You can expect impeccable service, of course, in an elegant atmosphere that is both traditional and casual, and offers views of the Chicago River and the loop. Start with the shrimp cocktail, then dive into a sublime filet mignon or porterhouse for two.
• Harry Caray's Italian Steakhouse
Holy Cow! This local hot spot has been named "Best Steakhouse in Chicago" by the Chicago Tribune. Harry Caray's is an Italian steakhouse that serves the classics like the country's finest prime aged steaks, chops and Italian dishes. Frequented by athletes, celebrities and politicians, this high-energy Chicago restaurant is the perfect place to enjoy sumptuous steaks or watch the game in the plasma-packed bar. We like it for its sporty elegance, white tablecloths and a collection of baseball memorabilia.
• Dick's Last Resort
Let the good times roll at this fun Chicago restaurant. Grab one of their massive burgers and wash it down with an ice-cold pint. Share the "sampla platters" with BBQ smothered ribs, potato skins, and chicken wings. Dig into Dick's decadent chocolate desserts, and dance to a live cover band to work it all off.
• 10 Pin
10 Pin takes bowling up a notch. The 24-lane bowling alley in Chicago is adjacent to the Hotel Chicago and has an upscale grill, eight large-screen TVs and a mahogany-and-marble bar. Eat in the dining room or at your lane. On the menu try the thin-crust pizzas, salads and sandwiches or delicious southern fried chicken.
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