Chicago Best Restaurants
- Norton's Restaurant and Bar
- Nozumi Japanese Cuisine
- Nuova Italia Ristorante
- Nuts on Clark
- NYC Bagel Deli - River North
- Oak Street Beach
- O'Brien's Riverwalk Cafe
- O'Callaghan's
- Oceanique
- Ocean Prime
- Oda Mediterranean Cafe
- O'Donovan's Pub and Restaurant
- Odyssey Cruises
- Off Broadway Pub
- Offshore
- Off Site Bar
- Oggi Trattoria
- O'H American Grill
- Oiistar
- Old Crow Smokehouse
- Old Irving Brewing Co.
- Old Jerusalem Restaurant
- Old Town Ale House
- Old Towne Pizza Pub
- Old Town Pour House
- Old Town School of Folk Music - Lincoln Square
- O'Leary's Public House
- Omakase Yume
- Omega Restaurant and Bakery - Niles
- Once Upon a Bagel