Singles Events

Looking for the hottest Chicago singles events, but tired of all the fake trendy people who go to them? Great Expectations is your answer, hosting Chicago events for singles—but not just any singles—real people who are serious about dating. Great Expectations has some of the most popular, well-attended events for singles in Chicago. Our local singles events hosted by our matchmaking experts and professional event planners that cater to a wide range of singles throughout the Chicago metro.

Our Chicago singles events range from luxurious limo pub crawls for our twenty somethings, to family-fun sporting activities and picnics for our single parents. There’s a singles event for all types at Great Expectations. We listen to our members, taking their ideas and turning the best ones into fantastic singles events that everyone can enjoy. With your exclusively membership, you’ll enjoy an opportunity to meet Great Expectations singles nationwide on our high-profile annual singles cruise that sets sail through the Caribbean or Atlantic on a luxury ocean liner!

Some of our favorite events are weekly happy hours located at neighborhood pubs, giving you a chance to kick back after work with desirable professionals in a carefree environment. It’s a much better way to meet new people than your regular happy hour, because Great Expectations makes sure our events are attended by quality Chicago singles! So, get ready to mix it up with some of Chicago’s greatest, and join Great Expectations today. One of our expert matchmakers is at the ready to help you get started.