5 Spots For A Not-Boring Date - Chicago - The Infatuation

"Stay and Play in Irving Park is a board game cafe with 600+ games available. And it’s the perfect place to impress someone with how gracious a winner you can be. As you enter into the second hour of your campaign to take over all four railroads in Monopoly and bankrupt your date, you can choose from a variety of Puerto Rican dishes including a very tasty steak jibarito. Plus, there’s a long menu of rum-based cocktails to enjoy after you remember that Monopoly ruins lives, and switch to a game of EL: The Chicago Transit Adventure (yes, this is real, and you can play it at Stay and Play)." - adrian kane