Meet and date in Chicago

With online dating more popular than ever especially with the over 50's, now is the perfect time to grab a second chnace at finding that special person.

Maybe you have never tried online dating before or maybe you have and found the whole expecience scary or confusing. At Generations Dating we understand taking the first steps into the world of online dating can be confusing. This is where we are different. From our experience providing dating systems and support worldwide, we pride ouselves on our solid dating platform which is easy to use but still has all the great features you would expect from a leading dating site.

Proven to work

Research has shown that the over 40's are far more likely to renew their membership for longer than one month if they join a site exclusively for mature members. If a member decides to renew their membership it is probably because they are meeting the kind of people they want to meet on a dating site and feel happy using the site.

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.


Register for free Create your own dating profile and connect with other mature singles looking for romance.
Find matches easily Use our easy to use search facility to find compatible matches or let our state of the art system suggest members for you.
Connect with ease Chat, message or send a cheeky wink or icebreaker using our secure site or smartphone app.
Over 800,000 members Give yourself a great chance of finding someone special with one of the leading mature dating sites.

Find single women over 40 looking for love

Tell us a little about yourself and let our advanced matching system suggest potentially suitable partners nearby or dive right in and browse single women near Chicago who might catch your eye.

Join for free and see who’s online right now

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.