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Ultimate Guide To Chicago Matchmakers [Top 4 List + Cost]

Still single in the Windy City? Working with a Chicago matchmaker can dramatically boost your odds of meeting your ideal partner, since they do all the hard work for you.

But deciding which one to invest in may seem like a daunting task.

Don’t worry - we did the research for you. From cost to what to expect, see which of these 4 best Chicago matchmakers is right for you!

Barbie Adler

A former Fortune 500 executive recruiter, Barbie Adler is a well-known matchmaker in Chicago.

She and her team of 20 only work with 500(ish) clients at any given time. Located at 35 East Wacker Drive, Adler also works with affiliated matchmakers around the US.


The majority of Selective Search clients are men, but they also take women as paying clients.


The Basic membership package starts at $25,000, and includes up to 10 matches in one city over the course of a year.

The Elite membership package starts at $50,000, and includes up to 10 matches in 5 different cities around the country.

If you’re under 35, you can opt for the Young Executive membership. That starts at $15,000 and includes up to 6 matches over a 6- or 12-month period.

Potential clients participate in a 2-hour interview. You'll discuss your ideal partner, relationship goals, personal background and more.

You’ll then get an unlimited number of profiles of singles your matchmaker feels are compatible. If the matches you select are also interested in meeting you, you’ll receive their contact information.

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Want to learn more? Check out this Selective Search review.

Leslie Wardman, Ambiance Matchmaking

Leslie Wardman from Ambiance Matchmaking

Although Ambiance Matchmaking was founded in Tulsa, Oklahoma, they have a strong presence in Chicago.


Predominantly men and women ages 36-49, with some clients in their 20s and 50s.


There are 4 membership levels to choose from: Local, National, International, and VIP. Prices start around $19,500.

What To Expect From Ambiance Matchmaking

“Exclusive Members” work directly with Wardman, and she only takes on 20 clients at a time for this elite matchmaking service. You’ll receive 12-24 matches in 12 months, and 12 months of “hold” time.

Potential matches are identified from the Ambiance database of 10,000+ high-quality singles.

Each one is then further screened and interviewed to make sure they fit what a client is seeking, and vice versa. When a match is deemed compatible, first date arrangements are made.

This is a true millionaire matchmaker service – most of her VIP clients are top execs who generate at least $1 million in annual revenue.

National and Local members can choose from 6- or 12-month contracts, and receive a match at least once a month.

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Jill Kelleher & Amber Kelleher-Andrews, Kelleher International

Matchmakers Jill and Amber Kelleher

Their elite matchmaking service is headquartered on the West coast. But Kelleher International is also one of Chicago’s most popular millionaire matchmakers.


Men and women who want to get married (or be in a serious relationship).


Membership prices are set according to the type of search you want. Local searches start at $30,000, national searches at $45,000, and an international search (the “CEO Club”) starts at $150,000.

What To Expect From Kelleher International

Memberships come with 13 months of “active” search time, plus 12 months “pause” time.

The exact number of introductions varies per client, and will be specified in your contract. It’s typically between 8 and 13 matches.

If you opt for the CEO level, you’ll get one-on-one consultations with Amber Kelleher-Andrews. Your personal matchmaker will only have 9 other clients.

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Check out this side-by-side comparison of Selective Search and Kelleher International!

Scott Valdez, VIDA Select

Scott Valdez

VIDA Select puts a modern spin on traditional matchmaking by combining affordable prices with the flexibility to pay by the month rather than committing to a 6-month+ contract.


Both men and women, usually in their mid 20s to 60s.


VIDA's matchmaking package prices highly reflect the number of hours that should be devoted to finding you highly compatible singles each month, taking into account your "ideal match" criteria, number of locations, etc. Clients choose from 3 levels of service: Basic, Premium and Elite.

Basic packages start at $995 a month, Premium packages start at just $1595 a month and Elite options begin at $2395 a month. On average, it only takes clients 3 months to meet someone special.

What To Expect From VIDA Select

VIDA is a 100% done-for-you matchmaking service, from generating interest in you to scheduling your dates with high-quality Chicago singles.

Prospective clients start with a quick screening process to ensure they're a good fit with VIDA (and vice versa).

You'll then have an in-depth interview with your matchmaker. She'll get to know all about you and your idea of an 'ideal match.' All of VIDA's packages include unlimited matches, and you can approve or pass on each one based on a full profile.

VIDA also offers an array of services ranging from dating coaching to personal styling.

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Learn more about VIDA’s services and schedule a 100% free, confidential consultation with one of our elite matchmakers by clicking here!

All product and company names are trademarks™ or registered® trademarks of their respective holders. Use of them does not imply any affiliation with or endorsement by them.

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