To-Do List
Mastro's Steakhouse is one of To-Do List.

1. Mastro's Steakhouse

9.2
520 N Dearborn St (at Grand Ave), Chicago, IL
Steakhouse · Near North Side · 125 tips and reviews

Time Out ChicagoTime Out Chicago: Try the chef’s cut New York strip from our 100 Best list: The high-end chain had us woozy with its dry-ice martinis, warm butter cake, and expertly cooked and seasoned cuts of beef.

Pump Room is one of To-Do List.

2. Pump Room

1301 N State Pkwy (at E Goethe St), Chicago, IL
American Restaurant · Gold Coast · 96 tips and reviews

Time Out ChicagoTime Out Chicago: Try the roast carrot and avocado salad from our 100 Best list:Crunchy with seeds, redolent with spices and enhanced with crème fraîche, this is proof there is such a thing as salad evolution.

Gilt Bar is one of To-Do List.

3. Gilt Bar

9.4
230 W Kinzie St (at N. Franklin St.), Chicago, IL
Bar · River North · 177 tips and reviews

Time Out ChicagoTime Out Chicago: Try the ham and cheese fondue from our 100 Best list:Take a croque-madame, increase the cheese tenfold, melt it in a crock, fold in ham, put the egg on top and use the bread on the side, for dipping.

Blackbird is one of To-Do List.

4. Blackbird

8.6
619 W Randolph St (at N Desplaines St.), Chicago, IL
New American Restaurant · West Loop · 122 tips and reviews

Time Out ChicagoTime Out Chicago: Try the frozen cucumber mousse from our 100 Best list: Executive pastry chef Bryce Caron turns a humble cucumber into this creamsicle-like dessert, which is unexpectedly rich & surprisingly refreshing

The Aviary is one of To-Do List.

5. The Aviary

9.2
955 W Fulton Market (at Morgan St.), Chicago, IL
Cocktail Bar · Fulton Market · 165 tips and reviews

Time Out ChicagoTime Out Chicago: Try the In the Rocks from our 100 Best list: It's our favorite drink at this high-concept lounge, for how it seamlessly integrates tactile pleasure (“cracking” the rock) into a beautifully made drink.