Chicago Best Restaurants
- Real Time Sports Bar and Grill - Elk Grove
- Real Time Sports Bar and Grill - St. Charles
- Rebar
- Red Apple / Czerwone Jabluszko - Avondale
- Red Apple / Czerwone Jabluszko - Norwood Park
- Redhot Ranch
- Red June
- Red Lantern Asian Bistro
- Red Lion Pub
- Redstone American Grill - Oakbrook Terrace
- Red & White
- Regalia
- Reggie's Music Joint
- Reilly's Daughter
- Remington's
- Renaissance Bronzeville
- Replay Beer & Bourbon
- Replay Beer & Bourbon Andersonville
- Resi's Bierstube
- Revel Room
- Revival Food Hall
- Revolution Brewery
- Revolution Brewing Tap Room
- Rezas - Andersonville
- Reza's Restaurant - Andersonville
- Reza's Restaurant - Oak Brook
- Rhine Hall
- Riccardo Enoteca
- Riccardo Trattoria
- Richard's Bar