Chicago Matchmaker



Chicago singles have been turning to our professional matchmakers to find them love for years. 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.


First Evidence That Online Dating Is Changing the Nature of Society

Wednesday, October 11, 2017 - 3:30 PM

First Evidence That Online Dating Is Changing the Nature of Society
by Emerging Technology from the arXiv Dating websites have changed the way couples meet. Now evidence is emerging that this change is influencing levels of interracial marriage and even the stability of marriage itself. Not so long ago, nobody met a partner online. Then, in the 1990s, came the... Continue Reading


Nico Tortorella Defends Being a Polyamorist

Wednesday, September 13, 2017 - 8:59 AM

Nico Tortorella Defends Being a Polyamorist
By Natalie Stone Nico Tortorella is defending his polyamorous sexual identity. The 29-year-old Younger star discusses his longtime open relationship on the premiere of Personal Space, Bravo’s new, six-episode digital talk show about romance, relatives and relationships — and PEOPLE... Continue Reading


What To Do? My Ex Never Gave My Stuff Back And I Really Want It Back

Friday, July 14, 2017 - 2:27 PM

What To Do? My Ex Never Gave My Stuff Back And I Really Want It Back
Breakups are rarely easy. It’s even more difficult when personal or shared items need to be returned after the relationship has ended. Personal Space sought out one of the top relationship experts and former Tough Love host, Steve Ward, to divulge exactly how to have those awkward conversations with an ex. Continue Reading


The Ultimate Catfish Killing App Is Here To Save You From Online Fakes

Thursday, July 06, 2017 - 2:40 PM

The Ultimate Catfish Killing App Is Here To Save You From Online Fakes
Celebrity accounts on social media are verified so you know that they're real, so why not use the same logic for online dating? Thanks to the free app Love Lab, now you can! According to their website, Love Lab is “the only anonymous, peer to peer verification service for the dating industry.” Continue Reading


The Simple Secret To Getting 5x More Matches On Dating Apps

Saturday, April 22, 2017 - 3:53 PM

The Simple Secret To Getting 5x More Matches On Dating Apps
While 38 percent of American singles use an online dating app or site to search for dates, a striking one-third of them never actually meet anyone face-to-face. The most common reason cited is the fear of not knowing who will actually be sitting on the other side of the table. Continue Reading

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