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Chicago Matchmaking Services

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Meet high quality singles in Chicago.

Private Matchmaking for Relationship-Minded Singles in Chicago

Chicago is a city built on substance, loyalty, and ambition. Yet even for accomplished singles, finding a meaningful relationship here can feel challenging. Cinqe Matchmaking offers a private, highly personalized matchmaking service in Chicago for individuals who are ready for something real and lasting.

Our approach is discreet and human-led. We focus on values, lifestyle alignment, and long-term compatibility—not dating apps or surface-level matching.

Why Chicago Singles Choose Cinqe

Chicago attracts professionals, executives, entrepreneurs, physicians, and individuals who value depth and commitment. Our clients choose Cinqe because they want thoughtful introductions and a higher caliber of connection.

We work best with singles who:

Are relationship-oriented and emotionally available

Value privacy, discretion, and vetting

Want quality introductions over endless dating

Prefer a refined, high-touch experience

Every match is personally reviewed by an experienced matchmaker.

A Different Kind of Matchmaking in Chicago

Cinqe is not algorithm-based or volume-driven. Our matchmakers curate introductions using our private database and trusted national and international network, allowing for compatibility that goes beyond proximity alone.

Many Chicago clients are also matched in complementary markets such as New York, Dallas, and Denver—reflecting Chicago’s national reach and professional mobility.

Begin Your Matchmaking Journey

After a private phone and video consultation, we’ll present a personalized offer. Once accepted, your matchmaker begins introducing you to aligned matches in Chicago and select cities nationwide.

Chicago Matchmaking with Cinqe

If you’re ready to meet someone who aligns with your values, lifestyle, and long-term vision, Cinqe Matchmaking offers a refined alternative to modern dating in Chicago.

Email us for a premium membership

Contact our Chicago matchmakers.

How we work.

For those seeking guaranteed dates and the opportunity to work one-on-one with a matchmaker, see the details below.

01

Reach Out

Email us at love@cinqe.com and we’ll follow up with a brief phone call to learn about your dating goals, ideal match, and answer initial questions.

love@cinqe.com
02

Phone & Video Meeting

You’ll connect with our team by phone and video for a deeper conversation about compatibility, process, and next steps. After this meeting, we’ll send a personalized offer.

03

Begin Dating

Once you sign, your matchmaker gets to work and you can begin meeting your curated matches.

Kevin
Five Stars

This service is in a different league - professional, efficient, and human.

Jessica
Five Stars

Updates were seamless, expectations were clear, and the matches felt well considered.

David
Five Stars

The feedback and guidance helped me show up better and feel more confident on dates.

Vivek
Five Stars

From the first call, it was clear this is a premium, highly curated matchmaking experience.

Josh
Five Stars

Warm, sharp, and incredibly efficient. I extended my membership without hesitation.

01/06

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