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As the summer finally begins to heat up in Chicago, you may find yourself looking to mingle. As frustrating as it can seemingly be to meet men, it doesn’t have to be. Here is a list of four places to mingle and brush shoulders with some of Chicago’s eligible bachelors.

The Beach Party

After weathering an intense winter, you are ready to shed the extra layers and get acquainted with the sun. And so are the men.

  • The Dock at Montrose Beach is a great place to start. All summer long brings live music almost every day at 7pm. If you find yourself more in a Caribbean mood, stop by on a Wednesdays after 5pm and be immersed in the sounds of Reggae as you enjoy the sounds of the oceans currents in the background. Between the bar, food and TV’s blaring the Blackhawks game, The Dock offers everything you need to strike up a great conversation.


Where there is food and music will be an abundance of men, and the festivals in Chicago brings out plenty of them. Festivals in Chicago typically go into the end of September so no matter which weekend you decide to venture out chances are you will run into a few of them.

Chicago Mingles Beer Cheers at Brewery
Chicago Mingles Beer Cheers at Brewery
chicago couple_watching_fire_works
chicago couple_watching_fire_works

Chicago Ale Festival, dedicated to the almighty brewery host around 100 venues from all over the country with hopes of introducing locals to over 200 kinds of Craft breweries. If your travels land you near Buckingham fountain June 19th or 20th, the Chicago Ale Festival maybe the prime location for making a connection. Rockin’ In The Parkis a great way to get the party started and meet people before kicking off the weekend. Every Thursday at 7pm as the concerts and fireworks get started you have the choice of standing under the stars or making your way into the surrounding bars filled with people.

Specialty Cruise

What better way to strike up a conversation than on a boat over a glass of wine and Chicago Architecture. Wendella’s Specialty Cruise offers a great social after work atmosphere with a variety of cruise options to choose. The specialty Cruise offers a great way to experience Chicago while meeting new people.

Ladies, the men are out there and these are just a few place to find them at. If you know a few places we’ve overlooked, please comment below. And for the chance to be shot by cupid’s arrow today, join our free database now!