Chicago Best Restaurants
- Harold's Chicken Shack, No. 36 - Wicker Park
- Harry Caray’s 7th Inning Stretch/Chicago Sports Museum
- Harry Caray's Italian Steakhouse, Chicago
- Harry Caray's Italian Steakhouse, Lombard
- Harry Caray's Italian Steakhouse, Rosemont
- Harry Caray's Seventh Inning Stretch
- Harry Caray's Tavern - Navy Pier
- Harvest at the Chicago Marriott Downtown Magnificent Mile
- Harvest Juicery
- HASH
- Hashbrowns
- Havana
- Hawkeye's Bar & Grill
- Haymarket Pub & Brewery
- Headquarters Beercade
- Headquarters Beercade - River North
- Heaven on Seven
- Hema's Kitchen II
- Hemmingway's Bistro
- Hendrickx Belgian Bread Crafter
- Herb
- Heritage Prairie Farm
- Heritage Restaurant & Caviar Bar
- Hermosa Restaurant
- Hey Nonny
- Hidden Cove
- Hideout
- High Dive
- High Five Ramen
- High Noon Saloon