Money can’t buy happiness, ’tis true, but $10 will alleviate your sorrows nicely at Duke’s on Water, which asks a mere $1 for most beers during their popular happy hour. A Water Street anchor, Duke’s is a popular destination for sports fans and after-work cocktailers alike. It’s also heavily favored by the college-aged crowd on Friday and Saturday evenings.

Duke’s on Water
158 E. Juneau Ave.
414-221-0625

Runners-up: Bootleggers, Brocach Irish Pub