For Oyster Fans
Heritage Restaurant & Caviar Bar
A good deal: $1 oysters from 4 to 7 p.m. six days a week. An even better deal: $28 for all-the-bivalves-you-can-slurp on the seventh day (Monday). 2700 W. Chicago Ave., Humboldt Park, heritage-chicago.com
For Workaholics
Celeste
Can’t cut out of your office the moment the clock strikes 5? This swanky downtown cocktail lounge offers very good $8 mixed drinks, like a particularly potent old-fashioned, until 8 p.m. on weeknights. 111 W. Hubbard St., River North, celestechicago.com
For Outside Drinkers
Saint Lou's Assembly
The one thing about drinking during patio season is there are never enough tables. Not here: A capacious set of steps line the wall of this throwback spot’s outdoor space, all but guaranteeing that you and your friends (and your $2 cans of what the drink menu affectionately calls “lawnmower beers”) will find a place to squeeze in. 664 W. Lake St., West Loop, saintlouschicago.com