With over 25 different languages, Zoosk is appealing to those looking to branch out and meet expats in your neighborhood! One of the best dating apps in Chicago to try is Zoosk, due to its popularity with those from all over the world. It’s no secret that Chicago is incredibly diverse. Don’t settle or lower your standards before hopping on this app. With so many young professionals living in Chicago, The League is a great app curated for singles with high professional standards looking for like-minded counterparts.