Search for Local 50+ Singles in Chicago

Online dating brings singles together who may never otherwise meet. It's a big world and the community wants to help you connect with singles in your area. Whether you are seeking just a date, a pen pal, a casual or a serious relationship, you can meet singles in Chicago today! Illinois is known as the "Land of Lincoln" and is here to bring their 50+ Singles together.

Search Single 50+ Men in Chicago | Search Single 50+ Women in Chicago


53 years old
5' 4"
About average
Dark Brown hair
White / Caucasian
Green eyes

easy to be with, i am a very content happy person, I live near Wrigley downtown, and I don't have alot of free time, so proximity is very important to me. I have kids and a career, so I... Read More

JULIA159 Chicago, IL

49 years old
5' 7"
About average
Blonde hair
White / Caucasian
Brown eyes

I am a down-to-earth person. I like to socialize and stay active. I love a good laugh and enjoy new experiences. I am honest, hard working, and a good listener. Read More


51 years old

Im a caring,fun loving, energatic, enjoying life kind of Nana! I love my 3 grandchildren. I love movies and festivals! I judt love having fun lol?????? Read More

SANDY Chicago, IL

56 years old

I m looking for great person in my life & new adventures Read More


Meet 50+ Singles in Chicago


  I found my mate on your web site in February and in August we started dating and here we are in December and we are living together. Thank you for sending me the best man in the whole word. (I was a widow and he was widowed twice and we found each other with help from our angels in heaven!) I would recommend your site to everyone and anyone----------------especially lonely seniors (I am 70 and Bill is 68 and we both were on your site) we only lived 22 miles from each other and grew up in Chicago and have a lot in common--unreal.. Thank you again.  

More Success Stories