Dating in Chicago: Meet Chicago Singles

Published: March 3, 2022
Updated: June 18, 2022
couple dating in chicago

Are you feeling lonely in Chicago? You’re not alone. About 60% of Chi-Town nearly 3 million people identify as single. 

If you’ve been in The Windy City for a while, you know that dating in Chicago is different from other cities. Why? Because Chicago is different. The Windy City is a city with a unique blend of grit, strong opinions, die-hard sports fans, and great food.

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Dating in Chicago: Where Can I Meet Chicago Singles?

Winter around here is no joke. It’s incredibly cold, windy, and long. We don’t blame you if you stay inside during the worst of it. But this makes it hard to meet other Chicago singles. Fortunately, there are several dating apps you can use for dating in Chicago. 

The Best Dating Apps and Websites for Chicago Singles

Below are our top recommendations for online dating in Chicago.

Best Dating Apps for Chicago

These are the best options for those who like to use dating apps in Chicago. These dating apps have a great balance between features, quality matches and convenience.

Most Popular Choice
Dating in Chicago: Meet Chicago Singles
9.9
  • >Meet literate singles ready for relationship
  • Numerous signup daily
  • 100% match assured
Dating in Chicago: Meet Chicago Singles
9.6
  • Most popular dating app in US
  • 100% match assured
  • Numerous positive reviews
Dating in Chicago: Meet Chicago Singles
9.4
  • Meet real asian, european, and latino singles
  • Real-time communication with efficient tools
  • Professional dating services
Dating in Chicago: Meet Chicago Singles
9.1
  • User friendly interface
  • Find like-minded dates in your area
  • Sign up for free
Dating in Chicago: Meet Chicago Singles
9.1
  • Receive curated matches in just 15 minutes
  • Send and receive pictures in private chats
  • A high-security chat with two-factor authentication
Dating in Chicago: Meet Chicago Singles
8.7
  • Maximum user security guaranteed
  • Connect with SilverSingles users ready to mingle
  • Find singles within your proximity
Dating in Chicago: Meet Chicago Singles
8.4
  • Connect with your partner with our service
  • Better communication features
  • Give it a trial
Dating in Chicago: Meet Chicago Singles
8.1
Are you looking for a friend to have fun with for a short while? You'll get what you want here…  
  • Quick registration that gives you the freedom to upgrade your membership 
  • Flexible payment plans for added features
  • Free registration
  • Verified members 
  • Meet open-minded people
Dating in Chicago: Meet Chicago Singles
7.6
  • Connect with people across different geography
  • Available on all mobile version
  • 24/7 support service
Dating in Chicago: Meet Chicago Singles
6.9
  • Large database of verified & attractive Asian and European singles
  • Efficient communication and instant messaging 
  • Top-level safety and professional support
 

Best Dating Sites for Chicago

For Chicagoans who prefer to use dating sites, here are the best options when it comes to dating in Chicago. You can also find further suggestions below our dating service rankings.

Most Popular Choice
Dating in Chicago: Meet Chicago Singles
9.9
  • Best for: Authentic 50+ matchmaking
  • Free membership: Free registration, limited
  • Users: 60,000
Dating in Chicago: Meet Chicago Singles
9.6
  • Good search function
  • Very fast contact
  • Registration free of charge
  • Fast answers
Dating in Chicago: Meet Chicago Singles
9.4
  • Large database of verified & attractive Asian and European singles
  • Efficient communication and instant messaging 
  • Top-level safety and professional support
 
Dating in Chicago: Meet Chicago Singles
9.1
  • Receive curated matches in just 15 minutes
  • Send and receive pictures in private chats
  • A high-security chat with two-factor authentication
Dating in Chicago: Meet Chicago Singles
8.7
  • #1 trusted dating app in the US
  • For serious, long-term relationships
  • Free registration
Dating in Chicago: Meet Chicago Singles
8.4
  • >85% with a university degree
  • Thousands of new members per month
  • Great matching algorithm
Dating in Chicago: Meet Chicago Singles
8.1
Are you looking for a friend to have fun with for a short while? You'll get what you want here…  
  • Quick registration that gives you the freedom to upgrade your membership 
  • Flexible payment plans for added features
  • Free registration
  • Verified members 
  • Meet open-minded people
Dating in Chicago: Meet Chicago Singles
7.7
  • The community is filled with amazing people looking for a long-lasting partnership
  • The app is available for Android and iOS
  • Great Customer Care Team
Dating in Chicago: Meet Chicago Singles
7.3
  • Designed to find your significant other
  • Great filter options
  • Check it out today!
Dating in Chicago: Meet Chicago Singles
6.7
  • Find singles in your area
  • View a selection of users who share your values
  • Meet our members in person during our group activities
  • Verifiedd profiles
Dating in Chicago: Meet Chicago Singles
6.7
  • User friendly interface
  • Find like-minded dates in your area
  • Sign up for free
Dating in Chicago: Meet Chicago Singles
6.5
  • Special features for frequent travellers
  • Female members use the service for free
  • No monthly subscription
Dating in Chicago: Meet Chicago Singles
6.3
  • Flirt, chat & meet
  • Open-minded community
  • Big dating pool
Dating in Chicago: Meet Chicago Singles
6.1
  • Meet real asian, european, and latino singles
  • Real-time communication with efficient tools
  • Professional dating services

The League

With so many young professionals living in Chicago, The League is a great app curated for singles with high professional standards looking for like-minded counterparts. Don’t settle or lower your standards before hopping on this app.

Zoosk

It’s no secret that Chicago is incredibly diverse. One of the best dating apps in Chicago to try is Zoosk, due to its popularity with those from all over the world. With over 25 different languages, Zoosk is appealing to those looking to branch out and meet expats in your neighborhood! 

If apps aren’t your thing, there are plenty of dating websites that are popular as well. Let’s take a look at two great options below. 

Christian Mingle

Did you know 60% of the city’s population identify as religious, and Christianity is the most popular denomination? If you identify as Christian, this is one of the best dating websites in Chicago and is a great option and boasts many users in the Chicago area. 

eHarmony.com 

eHarmony is a great choice and has a very strong success rate. If you’re looking to settle down, this may be the option for you! 71% of women and 69% of women meet their spouse within one year of using the site. 

great downtown dating in chicago location

Where Else Do Chicago Singles Meet?

Speed Dating Events

If you’re up to try speed dating, there are several options in the area. Speed Chicago, a matchmaking service featured on several TV shows, has weekly speed dating events in Chicago at various restaurants. 

The events for Chicago singles are age-specific and change locations often! Check out SpeedChicagoDating.com for event information! 

The Loop: Best Neighborhood for Nightlife 

If you’re single and ready to mingle, head down to The Loop! Well known for having the greatest nightlife, bars, and dining options, this bustling neighborhood is full of singles looking for a fun night out. 

Best place to meet someone in The Loop? Karaoke, museums, parks, you name it! There’s so much to do in The Loop and so many opportunities to meet your new special someone. 

West Town: Best Neighborhood for Young Singles 

Formerly settled by Polish and Ukrainian immigrants, West Town has evolved into an artistic community full of young people. Known in Chicago for curiosity shops, renovated architecture, and artist lofts, this is the neighborhood to explore. 

Best place to meet someone in West Town? Take a stroll in the famous Humboldt Park, or take an art class at One Strange Bird, a fun shop with lots of odds and ends. 

Tips for Dating in Chicago

City slickers blended with the famous “midwest nice”, Chicagoans are a unique breed. Here are a few tips to remember before hitting The Windy City’s dating scene. 

city skyline for dating in chicago

Summer and Winter Date Ideas in Chicago

Have Fun Dating in Chicago

A more down-to-earth city than New York and a better sports scene than anywhere, Chicago is truly a gem. With so many events and different types of people to meet, Chicago is an exciting place to meet your special someone. Have fun exploring this exciting city!

Find the best tips for dating in your city: