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Find Meetups in Chicago, Illinois about Singles and meet people in your local community who share your interests. 17 Aug 7 Ways To Meet Singles In Chicago. BY TAYLOR WADE. In order to learn a language or sport, you must devote a certain amount of hours per week to develop your skill. The same applies to your dating life. When seeking a relationship, you must exert a certain amount of effort. If you're active on Match. com. 6 Jul Singles over 35 were percent more likely to want to meet people on the Near West Side and in the West Loop, according to the study. The data only represents Zoosk users, so we tapped Chicago dating experts to find out if the findings matched their experience. Stef Safran, founder of matchmaking.

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