Best Matchmakers in Chicago

Expert rankings of the top matchmakers in Chicago, scored on safety, ease of use, value, and match quality.

Chicago is home to Selective Search, one of America's most respected matchmaking firms with a database of over 250,000 singles. The Midwest's largest city has a thriving professional matchmaking scene that caters to executives and young professionals alike. Chicago's reputation for genuine, down-to-earth relationships makes it a strong market for serious matchmaking.

Top Matchmakers (12)

1
💎

Kelleher International

Luxury Matchmaking

Affluent professionals seeking long-term commitment

9.5
From $2,500/mo
2
🔍

Selective Search

Luxury Matchmaking

Executives and professionals seeking marriage-minded partners through personalized, offline matchmaking

9.2
From $2,083/mo
3
💘

Tawkify

Executive Matchmaking

Busy professionals who want curated matches without app fatigue

9.0
From $833/mo
4
📅

Three Day Rule

Executive Matchmaking

Young professionals in major US cities

8.9
From $833/mo
5
🎯

VIDA Select

International Matchmaking

Professionals who want a modern, data-driven matchmaking approach

8.7
From $995/mo
6
🏆

The League

Tech-Assisted Matchmaking

Ambitious professionals who want a vetted dating pool

8.1
Free
7
🍽️

It's Just Lunch

Executive Matchmaking

Busy professionals who want low-pressure first dates

8.0
From $417/mo
8
🌹

Hinge

UnverifiedTech-Assisted Matchmaking

Millennials and Gen Z singles looking for serious relationships through engaging profile prompts

8.0
Free
9
🐝

Bumble

UnverifiedTech-Assisted Matchmaking

Women who want to control the conversation and singles seeking a respectful dating environment

8.0
Free
10
💕

eHarmony

UnverifiedTech-Assisted Matchmaking

Relationship-minded singles looking for long-term commitment through scientific matching

7.8
Free
11
❤️

Match.com

UnverifiedTech-Assisted Matchmaking

Singles of all ages looking for both casual and serious relationships on a well-established platform

7.5
Free
12

Coffee Meets Bagel

UnverifiedTech-Assisted Matchmaking

Busy professionals who prefer quality over quantity with a limited daily match format

7.5
Free

How Much Does a Matchmaker Cost in Chicago?

Matchmaking services in Chicago typically range from $1,000 - $25,000+ depending on the level of service.

ServiceCategoryMonthly Cost
Kelleher InternationalLuxury MatchmakingUSD 2,500/mo
Selective SearchLuxury MatchmakingUSD 2,083/mo
TawkifyExecutive MatchmakingUSD 833/mo
Three Day RuleExecutive MatchmakingUSD 833/mo
VIDA SelectInternational MatchmakingUSD 995/mo
The LeagueTech-Assisted MatchmakingFree tierUSD 33.33/mo
It's Just LunchExecutive MatchmakingUSD 417/mo
HingeTech-Assisted MatchmakingFree tierUSD 29.99/mo
BumbleTech-Assisted MatchmakingFree tierUSD 29.99/mo
eHarmonyTech-Assisted MatchmakingFree tierUSD 35.9/mo

Frequently Asked Questions

What is the best matchmaker in Chicago?
Selective Search is Chicago's flagship matchmaking firm with one of the largest databases in the industry. Tawkify and Three Day Rule also have strong Chicago operations for mid-range budgets.
How much does matchmaking cost in Chicago?
Chicago matchmaking ranges from $5,000 for services like Tawkify to $25,000+ for Selective Search's premium packages. It's Just Lunch offers more accessible options starting around $2,500.
Is Chicago a good city for matchmaking?
Yes, Chicago's large professional population, Midwest values, and concentration of matchmaking services make it one of the best US cities for finding a serious partner through a matchmaker.
Do Chicago matchmakers serve the suburbs?
Most Chicago-based matchmakers serve the entire metropolitan area, including suburbs like Naperville, Evanston, and Oak Park. Selective Search and Tawkify have particularly strong suburban networks.
How does Selective Search work in Chicago?
Selective Search conducts in-depth personal interviews, uses a network of scouts to recruit quality singles, and draws from their 250,000+ person database. Their Chicago headquarters gives local clients direct access to the core team.