Chicago's Premier Matchmaker



Chicago area singles have been turning to Master Matchmakers to find them love for years. Our high end personal service is a perfect fit for Chicagoans. If you live in places like Near North Side, Near South Side, Lincoln Park, Lakeview, Andersonville, Kenwood, Hyde Park, or Rogers Park it might be hard to meet your match while you’re out and about.

The suburbs of Chicago are hot pockets for singles, but randomly meeting them is hard to do. Bridgeview, Lisle, Northlake, Summit, Midlothian, Matteson, Worth, West Chicago, Crete and Mokena are the top ten suburbs for singles in the greater Chicago area. 

Although it might be hard to meet someone in the Windy City there’s no shortage of outstanding singles. Each of our clients are evaluated based on strict criteria. We conduct criminal background checks and meet everyone we represent face-to-face. We do all that we can to ensure that our clients have a safe and worry-free experience.

To find love in the Windy Cindy complete our Get Started form or call us toll free at (800) 734-9230 



keyGet Started


Dating can be tough. With guaranteed matches and date feedback we do whatever it takes to guide you into a relationship.

Complete our Get Started form and you will be contacted to discuss your matchmaking and coaching options.

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 How It Works


Online dating is difficult. We guarantee matches that meet your criteria. Your personal coach will communicate feedback, troubleshoot issues and guide you into a relationship.

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About Us


Joann Ward has over 30 years of experience in the dating service industry. Along with her son, CEO Steve Ward they became internationally known as the Hosts and Executive Producers of VH1 Tough Love

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Check out the latest updates below.


Dating trends of Chicago universities analyzed. Do students agree?

Monday, December 05, 2016 - 2:37 AM

Dating trends of Chicago universities analyzed. Do students agree?
Would you believe University of Chicago singles are the most chatty? The hottest singles attend Northwestern? Or that the least assertive daters go to DePaul? They're all true, according to a user analysis by dating app Coffee Meets Bagel, which also looked at Loyola and the University of Illinois at Chicago. Continue Reading


What Made ‘Cake Boss,’ ‘Fixer Upper,’ and ‘Tough Love’ Reality TV Hits

Monday, October 24, 2016 - 10:31 AM

What Made ‘Cake Boss,’ ‘Fixer Upper,’ and ‘Tough Love’ Reality TV Hits
High Noon Entertainment has left a distinctive mark on reality TV during its 20 years in the business. With a mission statement that promises to “discover unknown breakout characters, create entertaining formats around them and tell their stories with authenticity, heart, and a healthy dose of humor,” the company managed to find success while eschewing many of the genre’s most lowbrow tropes. Variety got the stories behind three signature series — the mouth-watering “Cake Boss,” inspiring “Fixer Upper,” and invigorating “Tough Love” — that helped establish High Noon as a true force in the world of unscripted television. Continue Reading


Why Netflix Can Actually Be Good for Your Relationship

Tuesday, October 11, 2016 - 10:41 PM

Why Netflix Can Actually Be Good for Your Relationship
It’s no relationship secret that having friends in common can improve a couple’s bond. But what if your social circles don’t overlap? Not to worry, says a team of psychologists from the United States, United Kingdom, and Canada: Sharing Frank and Claire Underwood (or Ross and Rachel, or Jim and Pam) may work just as well. Continue Reading


Clinton, Trump, or a Breakup? How to Debate Politics While Dating

Thursday, September 01, 2016 - 9:07 AM

Clinton, Trump, or a Breakup? How to Debate Politics While Dating
Your parents probably told you never to bring up religion or politics at the dinner table. They probably told you that doing so could illicit ideologies from the guests that, when spoken aloud, might inspire vocalized riots in between courses. They probably also told you that these topics, above any others, should absolutely never, under any circumstances, be raised while on a first or second, maybe even third, date. Your parents have most likely changed their minds this year—the year of the Hillary Clinton–Donald Trump 2016 presidential election. Continue Reading


Tinder Users Have Lower Self-Esteem: Study

Monday, August 08, 2016 - 11:06 AM

Tinder Users Have Lower Self-Esteem: Study
People on Tinder are more likely to think of themselves as sex objects than people who don't use the app. Put yourself on Tinder, and you might end up with a date—or a crippling case of negative thoughts about yourself. Continue Reading

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