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Exclusive Matchmaking In Chicago

The Solution to Dating In Chicago

Outsource Your Chicago Dating Search

Your time is too valuable to go on bad dates. With one of the largest and most selective networks in Chicago - from Logan Square to West Loop, we play the field for you and get you the dates you want.

Meet Your Chicago Matchmaker Today
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Leave Behind Random Swiping

Online dating in Chicago is like a full-time job. Our Matchmakers do the work for you, vetting each potential match face to face.

Learn About Premium Membership In Chicago
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Three Day Rule Couple, Chicago

Take Charge Of Your Dating Life

Put your life in the hands of an expert and get results. Chat with us today about which Chicago membership is right for you.

Schedule My Free Consultation Now
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Featured In

Matchmaking is emerging as a niche antidote to the agonies of online dating Read More
Taking advantage of old school methods to help singles find love. Read More
A personalized, premium experience where you get a partner throughout the entire process. Read More
A lot of men come to us asking, ‘What’s behind the door of a yoga studio? Where are these amazing women hiding?' They love the idea that someone else can do the legwork. Read More
We do the work for you. We meet everyone. When we find a great match, then we set you up on a date. Read More

Hear From Our Chicago Members

It was probably the best investment I've ever made.

Wendy & Corey. Married

Three Day Rule is so different... It's such a smarter way to approach such a big, big decision in your life.

Be The Next Success Story
Wendy & Corey. Married

I can count on Three Day Rule to thoughtfully match me with someone who has good intentions, is actually looking for a relationship, and who just may be the man of my dreams!

Kara, 36

Brittney is not a matchmaker, she is ALSO a matchmaker. For anyone who is looking to optimize, enhance or simply streamline their options around finding a relationship, Three Day Rule is a must!

Rahul, 38

Working with Brittney has been an absolute pleasure! As a founder of a start-up, time is extremely valuable, and it's important to work with highly efficient people.

Matthias, 38

Chicago's Three Day Rule Matchmakers introduced me to some wonderful people that I would have never met on my own. It was such a refreshing change and personal interaction that differs so much from our world's trend to all things digital.

Beck, 47

Three Day Rule has given me the peace of mind that there is a chance for a genuine connection beyond swiping through filtered photos on an app and I feel so lucky that Kara is always on the lookout for the perfect "fox".

Kelly, 33

There is no other matchmaking company that compares in terms of authenticity and curated service. Brittney is a true asset to Three Day Rule.

Sarah, 46