Dating for mature singles in Chicago

Generations Dating are an industry leading provider of senior dating services for over 40's. If you want to meet local singles in Chicago or anywhere in The United States looking for romance, companionship or simply looking to meet new friends, Generations Dating is the number one choice for singles over 40. With one of the biggest databases of active members in Chicago, you are sure to find someone special with Generations Dating.

What makes us different?

As well as providing one of the most secure and advanced dating platforms out there the thing that makes us stand out from the crowd is our world class customer service and support. Available 24 hours a day we pride ourselves on providing exceptional support and guidance making your online dating experience as stress-free as possible. Why not register for a free account and see for yourself why we are regarded as the leading senior dating websites in The United States.

Join for free today

Safe, secure and anonymous, Generations Dating allows members to search and view members nearby with ease. Communication is kept within the site so there is no need to give out potentially personally identifiable information and all logins are encrypted for your security.


Free to join Register for free to start dating now
Find matches easily No complicated questionnaires to complete. Let our matching system find potential matches for you
Secure communications Our secure messaging systems means you can keep your personal contact information private and store you messages in one place.
Lots of members to chose from Loads of genuine singles online every day looking for a mature partner.

Getting started

Join free using the simple registration form above, click the confirmation link in your email and start searching members in Chicago right away. See who's online when you are, check out their photos interests and personal description. If you like what you see, why not send them and icebreaker or simple message and see where it leads?