Top Dating Apps In Chicago For Entrepreneurs

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Dating apps have changed the way we meet and communicate with possible partners, penetrating our digital lives and redefining the context of relationships.

Untapped potential in the matchmaking business, the rising purchasing power of millennials, and a more socially acceptable attitude toward online courtship are all reasons for this popularity. Many apps in this sector operate on a freemium model, which combines free basic functionality with paid upgrades and extra features.

The Best Dating Apps in Chicago For Entrepreneurs

This blog dives into the various dating apps in Chicago that the local community uses to find prospective partners.


Founder: Whitney Wolfe Herd.

Inception and Total Funding: Founded in 2014. Funding, raised $14 billion.

Business Model: Bumble is free to download and its primary features can be utilized without any subscription. The app offers optional in-app purchases and a subscription model, Bumble Boost, for additional premium features. Bumble’s unique feature allows female users to initiate contact, thus aiming to create a harassment-free environment.

Revenue is generated through these in-app purchases and Bumble Boost subscriptions. The premium features encompass benefits such as extending matches, re-matching with expired connections, and seeing who has shown interest in your profile.

best dating apps in chicago

Unique Selling Proposition: Bumble’s selling point is that it puts women first. In contrast to other dating apps, this one encourages women to be the ones to strike up conversations. Bumble has also widened its scope by introducing a friend-finding function and entering the business networking arena.

Brief of the App with Revenue Details: Bumble goes beyond the typical dating app. It’s a place where people can meet each other for social or professional reasons. In 2022, Bumble’s overall revenue climbed by 19% to $903.5 million.

Bumble has proven to be a resilient and innovative firm, routinely exceeding its predicted income despite the hurdles it has experienced, and boasting 58 million active users in the last year, with 2.4 million paying for premium features. Bumble is a game-changer thanks to its ground-breaking women-first approach and recent growth into friendship and professional networking.


Founder: Sean Rad.

Inception and Total Funding: Founded in 2012. Funding details are undisclosed.

Business Model: Its popularity is due to the simple UI and large user base. Tinder allows users to use the app for free but offers premium features for a reasonable price and in-app purchases.

Unique Selling Proposition: Tinder’s competitive edge and an element that was adopted by other dating apps is its simple interface and its trademark “swipe” function, which has become a standard in the online dating business. A “double opt-in” approach ensures that both users have a genuine interest in communicating before they are matched on the app.

Brief of the App with Revenue Details: Developed in the U.S., Tinder combines geosocial networking and online dating. Tinder had an astonishing 75 million active users, with 6.2 million paying subscriptions.

The rapid growth of Tinder’s user base is indicative of its success in fulfilling its stated goal of improving love connections around the world. As for its income data, the 2022 revenue for Tinder amounts to $1.79 billion demonstrating the app’s strong subscription model and high user engagement resulting in robust financial performance.


Founder: Joel Simkhai, Dario Fazlic, Scott Lewallen.

Inception and Total Funding: Founded in 2009. Funding, raised $284 million.

Business Model: Grindr’s business model is a combination of a freemium model and a subscription-based plan. Like most dating apps, Grindr provides its services for free with ads, but users can upgrade to a premium version at a cost for an ad-free experience and with access to additional features.

Unique Selling Proposition: Grindr distinguishes itself in the crowded app industry because of its target audience. It’s the largest gay, bi, trans, and queer (LGBTQ+) social networking app in the world. Because of this focus, Grindr is able to provide features and services that are specifically geared towards the community.

Brief of the App with Revenue Details: Grindr is more than just a mobile app; it’s a community hub where people from every aspect of life can find one other and learn more about the LGBTQ+ community.

The app’s UI is designed to be intuitive, making it simple for anyone to use and start conversations. Grindr generated $4 billion in revenue as of 2022.


Founder: Chris Coyne, Sam Yagan, Christian Rudder, and Max Krohn.

Inception and Total Funding: Founded in 2004. Funding, raised $6 million.

Business Model: The OkCupid business model is centered around a data-driven approach that differentiates it from other online dating services. The company focuses on using the vast amount of user data collected through questions and interactions to gain insights about online dating and society.

The data collected is beneficial for advertisers, allowing them to target advertisements based on users’ profile keywords, and understand consumer behavior and preferences.

Unique Selling Proposition: What sets OkCupid apart from other dating apps in Chicago is its distinctive matching algorithm. The platform’s unique questions and answers function is a big selling point. By providing users with more tailored suggestions, this feature increases their chances of meeting someone who shares their interests.

Brief of the App with Revenue Details: OkCupid is a popular online dating service because of its wide user base, user-friendly design, and extensive profile options.

OKCupid adopts a freemium business model in which they provide a full-featured free plan in addition to additional paid tiers. 

OkCupid has earned $30 million in annual revenue thanks to its well-rounded approach to monetization. This has led to the app’s success among users looking for a less expensive but feature-rich online dating experience.

revenue model of dating apps in chicago

Founder: Gary Kremen and Peng T. Ong.

Inception and Total Funding: Founded in 1993. Funding is undisclosed.

Business Model: Subscription and in-app purchases are the company’s principal source of income. An increasing number of users are paying more for deluxe versions of the dating app. The company’s sustained record of high growth bodes well for its future.

Unique Selling Proposition: The advanced matching algorithm that Match uses to provide personalized connections is the company’s unique selling proposition. It places an emphasis on compatibility by reviewing user profiles and preferences to pair people who share common goals, values, and hobbies.

Brief of the App with Revenue Details: Match is an online dating app that aims to assist users in meeting people who could potentially become romantic partners. The app’s efficient, user-friendly structure, which places a high priority on suitability and interpersonal connection, has completely changed the dating scene. Match Group disclosed revenue of $2.4 billion in 2022.


The introduction of dating apps has sparked a new and exciting market as it has changed the way people meet and socialize. Their subscription-based and freemium business models have not only revolutionised the dating industry but also the whole tech sector.

Making plans to launch a dating app? Use Datum. Our dating app solution was built with ideas from popular apps like Tinder and OkCupid, as well as some of our own unique features. Get a dating app and business off the ground with our fully-customizable online dating app solutions, which include features like profile-viewing boosts, in-app video chats, and in-app subscription and payment processing. Get in touch with us to build a customizable dating app for your company.

best dating apps in chicago
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