Chicago anniversary trip!

8.5

1120 S Michigan Ave (at E 11th St), Chicago, IL

Breakfast Spot · South Loop · 247 tips and reviews

Roosevelt Collection: Our two recommendations: try the french toast and order the strawberry-orange juice. (Bring champagne if you want!)

8.2

33 W Kinzie St (at Dearborn St), Chicago, IL

Steakhouse · Near North Side · 106 tips and reviews

7.9

323 E Wacker Dr (at N Columbus Dr), Chicago, IL

Hotel · Near East Side · 90 tips and reviews

8.2

355 E Ohio St (at E Grand Ave), Chicago, IL

Breakfast Spot · Streeterville · 225 tips and reviews

Anna Fatlowitz: If you're staying at the Swissotel, bring a card and you can skip the huge line!

8.9

536 N Clark St (Bt W Grand Av & Ohio St.), Chicago, IL

Jazz and Blues Venue · River North · 57 tips and reviews

Explore Chicago: Mark Blue Chicago on your map; the venue offers plenty of live music at a convenient downtown location. Read more.

9.0

52 W Illinois St (at N Dearborn St), Chicago, IL

Italian Restaurant · Near North Side · 239 tips and reviews

8.6

3133 N Halsted St (at Briar Pl), Chicago, IL

Theater · Lake View East · 56 tips and reviews

8.9

1028 N Rush St (at E Bellevue Pl), Chicago, IL

Steakhouse · Gold Coast · 282 tips and reviews

Anita: Went to Gibson's for their chopped chicken livers. Not on menu-ask for it. Goes great with the awesome martinis!