Chicago Romantic Dining

Banquet Rooms, Restaurants, Outdoor Dining, Brunch

Upscale and intimate, this colorful Mexican restaurant draws Old Town regulars with its authentic fare and wine/tequila list.

1252 N Wells St, Chicago, IL (Map)

Neighborhood: Central

Restaurants, Business Dining, Outdoor Dining, Lunch Spot

This River North spot draws a Merchandise Mart crowd for salads, sandwiches, steaks and after-work cocktails.

400 N Wells St, Chicago, IL (Map)

Neighborhood: Central

Lounges, Banquet Rooms, Restaurants, Catering, Stenography

Low-lit and intimate, this Old-World Italian eatery mimics a quaint village.

71 W Monroe St, Chicago, IL (Map)

Neighborhood: Central

Taverns, Bars & Pubs, Restaurants, Catering, Bars & Clubs

Flashy, fabulous Randolph Street steakhouse impresses with accomplished cuisine and glitzy atmosphere.

440 W Randolph St, Chicago, IL (Map)

Neighborhood: Near West Side

Restaurants, Wholesale Importers, Catering

Save your cravings for this bustling restaurant, a step above other Greektown eateries.

200 S Halsted, Chicago, IL (Map)

Neighborhood: Greektown

Restaurants, Group Dining, Business Dining, Outdoor Dining

600 W Chicago Ave, Chicago, IL (Map)

Neighborhood: Central

Restaurants, Group Dining, Outdoor Dining

Little Italy legend serves up hearty Italian specialties in a cozy, comfortable setting.

1500 W Taylor St, Chicago, IL (Map)

Neighborhood: West Side

Restaurants, Brunch, Romantic Dining

Mood lighting, fresh Thai dishes and a popular weekend buffet are the benchmarks of this Lakeview favorite.

3332 N Clark St, Chicago, IL (Map)

Neighborhood: Lakeview

Hotels & Motels, Restaurants, Hotel Dining

Sophisticated American cafe in the Hotel Burnham stands on its own as a pre-theater destination.

1 W Washington St, Chicago, IL (Map)

Neighborhood: Central

Marketing Consultants, Restaurants, Catering, Date Spot

300 W Hubbard St, Chicago, IL (Map)

Neighborhood: Central