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Your one stop for singles in the Prairie State of Illinois. Subscribe now and start emailing singles in Illinois today! In your search for a match in Illinois, it's not just where you look â it's how you look. Use the side navigation to select your state and then pick your city. Online Dating 101: Step one, create your free Match.com Annawan personal profile with your best photo; step two, watch your Annawan dating choices line up; step three, choose the date of your dreams.