Over 40 Singles

Experience has been our key to success as matchmakers in Chicago, and as a 40 something single, we think you’ll agree that experience is everything. You’ve come a long way in your professional life, but now it’s time to add companionship to the equation. But why settle for just anyone? You have high standards in your career and your worldview is probably very evolved, so why make compromises in your romantic life? You have good reason to be selective – your depth of understanding is considerable and you deserve a companion who is also in the prime of their life!

That’s where Great Expectations steps in. We have more than three decades of experience in bringing 40 something singles together in Chicago and throughout the country. Our team of intuitive matchmakers has assembled a sexy schedule of events for our members. From limo pub crawls to wine tasting nights, these events are designed to give our over forty singles an opportunity to shine in the company of other smart and accomplished professionals. It’s nice to find new ways to smile! Don’t waste your time mixing with the same usual suspects, or haunting those venues and social groups that haven’t delivered the quality singles that you deserve. Our members are available and know what they want in life, just like you.

Get a taste of what you can expect from the 40 something singles in our catalogue of members, by viewing our video personals. Meet the personality before you meet the person, and begin every date comfortably. Have confidence that promising companionship await you, because every member has passed background and credit checks. Join now and let our experience add positively to yours!