Dating under a dollar
The lake is kind of an obvious date spot, whether you’re a Chicago native or tourist on Tinder, but that doesn’t make it any less fun.
Fortunately, comedy shows tend to be pretty cheap dates.
But is there anything more romantic than the 100-year-old theaters in the Loop Theater District, like the CIBC for you high-roller Show off how cool you are with your in-depth knowledge of Chicago’s secret bars.
Since knowing that the mural on Damen in Wicker Park opens up to Violet Hour is no longer considered insider information, Booze Box is a sexy bet, The Office is uber-swank, and East Room is not technically secret but does lack proper signage.
The lake isn’t the only waterfront in Chicago, though.
If you’re in the Loop anyway, pick a spot along the quickly-developing Chicago Riverwalk to grab a drink and a bite with your date.