Mature dating Chicago

If you have never tried internet dating before and find the prospect a bit scary, relax. At Generations Dating we understand taking the first steps into the world of online dating and personals services can be daunting. This is where we can help. We pride ourselves on providing exceptional support and advice for all our members so you can get the most from your online dating experience. Whether internet expert or novice, you will find Generations Dating a dating site with a difference. Sign up today and start meeting people from Chicago and all over The United States.

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 now for free

If you think you may have missed your chance at finding your ideal partner or new best friend, don't hesitate. Join now and start meeting new people right now.


Sign up for free Sign up with just an email address to get started
Find your matches quickly 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.
Members of all ages Loads of genuine singles online every day looking for a mature partner.

Tell us something about yourself

Tell us a little about yourself and let our advanced matching system suggest potentially suitable partners nearby or dive right in and browse singles near Chicago who might catch your eye. Once you are registered you can view members who are online when you are so you can get the conversation started. Don't worry if you are a bit shy, why not send them an icebreaker or a cheeky wink to let them know you are interested. Remember to add a photo. You will receive far more interest with a recent photo.

All you need is an open mind and a working email address to get started. Create your free account by completing the fast registration form above to begin browsing mature members today.

Safe and secure

In order to protect our members privacy we use the latest encryption, scamalytics and a team of real people who monitor the site for suspicious behaviour. All your communications can be done via the secure site so there is no need to give out potentially personally identifiable information and we never display your personal details on the site for other members to see.

Don’t wait any longer, sign up today.