10 Best Midwest Matchmakers of 2024

There’s nothing more reassuring than a matchmaker who understands your background. Courtney Quinlan of Midwest Matchmaking is one of them. With a nickname like “The Midwest Matchmaker,” how can she be anything else? Her approach to matchmaking is grounded in reality, much like her values. “Her team offers sensible dating advice and coaching, helping one navigate the complexities of building and maintaining a healthy, fulfilling relationship,” her site reads. 

Courtney’s 20 years in the industry means her advice is always backed by experience. From Omaha to Denver to St. Louis, Courtney and her fellow team of matchmakers have traveled across the Midwest, bringing thousands of singles together in the process. They describe themselves as being your confidant and cheerleader: equal parts supportive and sensible, which is exactly what you need when you’re opening yourself up to love. 

Some people approach true love with dizzying, chaotic energy, but Courtney and her team help calm the storm, and create a path forward for you and your Midwestern match. 

Sometimes, you just need someone to help you pick up the pieces of your love life. Since “We solve dating problems!” is splashed across the homepage for The Date Maven, Suzanna Mathews’ matchmaking site, Suzanna could be the person you’ve been looking for. “I’m all about helping people meet and keep a happy, healthy relationship partner while nurturing the most essential, foundational relationship of all — the one with the self,” Suzanna says on her website. 

The Date Maven is based in the Midwest, but has experience helping people all across the country and even in other parts of the world. What makes The Date Maven unique — aside from its many coaching programs, consultations, and matchmaking services — is its use of a dedicated action plan, which you create alongside your matchmaker. 

With an action plan, you and your matchmaker talk out your goals, fears, and boundaries. And the coaching program is based in psychology, so you’ll walk away knowing more about yourself than you did before. 

Best for: A detailed, dedicated action plan 

What if we told you that you never had to swipe left or right on Tinder ever again? Kimberly Simonetti, a matchmaker who recently relocated from the Midwest to Florida, says this is possible on her matchmaking site, The Match Pro. A luxury matchmaking service, The Match Pro has a detailed matchmaking process for clients seeking premium treatment. The site encourages you to get vulnerable from the get-go. You start by filling out a confidential questionnaire that gets you thinking about your future, your goals, and your deepest desires. Then, you’ll get a private meeting with Kimberly. 

The Match Pro is all about you. I know, I know; it can be hard to focus on yourself after years of focusing on other people or priorities. But that’s what makes Kimberly’s approach so special. “We want to hear your story, find out what you care about, and develop a dating plan to meet your special someone,” The Match Pro claims on its website. 

It’s not all about facts and data, but you, and what makes you tick. 

Best feature: Uber-personalized matchmaking process 

Leslie Wardman, founder of Ambiance Matchmaking, has interviewed over 100,000 singles throughout her career. So naturally, she knows the difference between a compatible match and, well, a dud. Ambiance provides personalized and hands-on matchmaking services. And although Leslie herself hails from California, you can find Ambiance matchmakers everywhere from Austin to Miami to Chicago to Tulsa. In short, Ambiance knows that everyone deserves a chance at true love, regardless of where you hang your hat. 

This inclusive approach clearly appeals to people, as Ambiance’s network of singles has grown to include over 10,000 people — and that’s just on its Singles Database. There’s also a private matchmaking network that ensures even more exclusive matches. If you’re seeking a high-quality, luxurious experience, you’ll find it at Ambiance Matchmaking. 

With an emphasis on exclusivity and luxury, it’s no surprise that Ambiance’s members are highly accomplished, educated people. At the end of the day, though, what really matters when you seek out an Ambiance matchmaker is that you’re ready to find love, and are dedicated to the matchmaking process. 

Best feature: Its exclusive databases of high-quality singles 

Stefani Safran’s matchmaking site Stef and the City is clearly a reference to the iconic “Sex and the City,” but you won’t find Stef running down Fifth Avenue alongside Carrie Bradshaw. You might, however, find her strolling down Michigan Avenue in search of compatible matches. Stef and her team of matchmakers are based in Chicago, and they advertise themselves as being more than an introduction service, although Stef is known as “Chicago’s Introductionista.”

“We do our specialized, screened matchmaking for both men and women,” the site says. They also provide coaching, personalized social calendars, and host social events. They even help people coordinate singles-friendly travel plans. The wide range of options offered to clients is what makes Stef and the City stand out from the pack. 

Plus, Stef and the City has a public casting call page — AKA a list describing some of the available matches — that singles in Chicago can peruse. It’s exciting to scroll through the potential matches and imagine how each one could change your life for the better — which is exactly what Stef’s going for. 

Best feature: Public Casting Call page that gives you a glimpse at available singles

Have you ever felt hesitant about putting yourself out there, or about saying hi to a special someone at a party? April Davis, founder of Luma (Luxury Matchmaking), knows how to give you the little push you need. She’s been creating successful matches since she was just 16 years old, an impressive feat in a competitive industry. Since her teenage years, April’s business has grown to include multiple experienced matchmakers. “Our matchmakers conduct in-depth interviews and consultations with each client to guarantee favorable matches and quality introductions,” Luma’s site says.  

Luma lives up to its luxurious name, if its celebrity clientele are any indication. Luma has been featured on “The Real Housewives of Orange County,” but its services are available all over the country — like, in pretty much every state. 

With its emphasis of “quality over quantity,” Luma is the definition of luxurious, high-quality matchmaking and introductions. Sometimes, we need to invest in ourselves to find our soulmates, right? 

Best feature: Luxurious, “quality over quantity” introductions and matchmaking 

She’s a “dating doula matchmaker superconnector.” Talk about an all-encompassing service! Ohio-based Rachel acts as a compassionate guide as you push yourself into the dating world. It’s like you’re the newborn baby, and she’s the doula, you know? Rachel’s lighthearted, energetic approach to matchmaking is a breath of fresh air, and makes the intimidating matchmaking process more fun. 

Plus, Rachel understands that one approach doesn’t always work for everyone. “It’s not a one-size-fits-all offering,” she explains on her website. “I am here to support and lovingly challenge each of my clients.” Sometimes, what you need more than anything is someone on the outside of your life to challenge you and love you simultaneously, which is exactly what Rachel is going for. 

Rachel prefers to label herself “doula” over “coach” because a doula is an emotional support system for a mother throughout the entire birthing process, from beginning to end. She wants to provide a similarly all-encompassing service for her clients. 

Best feature: As a dating doula, Rachel provides vital emotional support 

If someone says you have to choose between a free cake or a free slice of cake, you’d choose the entire cake, right? Of course you would! The same goes for matchmaking. When it comes to finding your ideal partner, wouldn’t you rather have someone with multiple skills helping you out instead of someone with just one? The Crush Confidential, founded by Amanda Hood, considers itself to be “the only full-service relationship curation agency in the country.” After all, there’s more to a relationship than the act of bringing people together. 

The Crush Confidential employs a team of coaches, advocates, guides, and confidants to lead its clients to true love. In this way, Amanda and her colleagues approach matchmaking from a uniquely all-encompassing position. They help their clients emotionally, psychologically, and even spiritually, from the first date to post-date debrief.  

With so many people looking after your wellbeing, you’ll never be truly alone throughout the process. Plus, The Crush Confidential is there for all you Midwestern folks, too, from Kentucky to Illinois to Tennessee. 

Best feature: A full-service relationship curation team 

Any Missouri singles looking for love? As the first certified matchmaker to launch a St. Louis-based matchmaking firm, Darci Roberts is your go-to love guru at Matched With Love. With a Masters Degree in Media and Strategic Communication, Darci uses her interpersonal skills to teach you how to hone your own communication skills. “Our team is passionate about seeing good people find loving relationships, and we are committed to working with you to help find your life partner,” the site reads. 

The all-female matchmaking team targets your needs in several areas: individual dates, online dating, business photo shoots, and generalized date coaching. Matched With Love shines when it comes to teaching people how to confidently interact with others.

If you struggle with social anxiety or with low self-confidence, Darci and her team at Matched With Love can help you create a healthier headspace. Plus, they can match you up with a complimentary date if you live in Missouri. People who live elsewhere are welcome to peruse Matched With Love’s vast network of singles.

Best feature: Expertise in interpersonal communication 

Shawn Alderton’s matchmaking service, Affluent Amore Matchmakers, is ideal for those who know exactly what they want. If you’re a well-established professional who simply hasn’t taken the time to settle down, Affluent Amore Matchmakers can help you slow down, take a breath, and focus on what matters: your romantic future. In keeping with the classy Affluent Amore vibe, Shawn and her fellow matchmakers are dedicated to providing each client with complimentary matches.

Shawn prides herself on being the only matchmaker in Wisconsin to have earned three distinct titles: certified professional matchmaker, relationship expert, and image consultant. Her qualifications speak for themselves. “She has strong Midwestern values and believes strongly in the success that a personalized, professional service can bring in matching and introducing high-quality, exceptional singles,” her site reads. Plus, the services are confidential and discreet, which keeps your privacy protected. 

Of course, part of what makes Affluent Amore Matchmakers so successful is you. If you trust your matchmakers and allow them to work with you, there’s no reason why you can’t find your Chicago or Wisconsin-based match. 

Best for: Exclusive, confidential matchmaking services