The Best Online Dating Site for Professionals - Dedicated to Matching Quality Singles

  • Highly educated, intelligent, exclusive community
  • Pre-screened and verified education*
  • Customized privacy settings


Tell me more

Catch22Dating is a community of highly educated, successful single graduate students and young professionals in their 20s and 30s. At Catch22, we understand the unique dating needs, interests, and time limitations of highly educated singles in Chicago. Privacy and trust in who you are matched with are of the utmost importance. We verify your dates and help screen for you so that you can focus on getting to know your matches. Meeting like-minded, smart singles who value education and living life to the fullest in Chicago has never been easier. Whether you matriculated from the Ivy League, a great state school or built your career from the ground up, Catch22Dating is the online dating site in Chicago for you.

Find singles in Chicago with Catch22 Online Dating Services

Catch22Dating was born in Chicago so we have a special love for the windy city. Chicago is a city with so much to offer and dating possibilities are no exception. We have many successful and educated members that call Chicago home so if you are looking for one of the best online sites for dating in Chicago, you’ve found it!

Whether you are looking for like-minded Chicago professionals or graduate students, the Catch22 community boasts members from a wide range of backgrounds including medicine, business, law, arts, science and more.

  • Numerous educated and successful Catch22 singles in Chicago
  • View Chicago neighborhood location
  • Search by Chicago metropolitan area
Dating in Chicago

The Top 10 Best Ways & Places to Meet Singles in Chicago

The Top 10 Best First Date Ideas in Chicago

The Top 10 Best Ways & Places to Meet Singles in Chicago

At Catch22, we know that finding great dates in Chicago can sometimes be challenging. That’s why we've pulled together our top 10 list for the best ways and places to meet singles for dating in Chicago. And the list is…

1)  Attend a CitySwarm Event

  • CitySwarm is a local start-up that offers Chicago event experiences for young, fun-loving urbanites interested in exploring the city in an easier and more social way. CitySwarm hosts a wide variety of group events across the Chicago area throughout the year including kayaking, ice skating, neighborhood tours, skiing, bar patio events, sailing and more. A great way to meet new people in Chicago in a fun, relaxed environment! Check them out at

2)  Visit the Dog Park

  • Take your pup over to the dog park and let him or her handle the introductions. Striking up a conversation with someone new is a little easier when you have man’s (or woman’s) best friend by your side. Chicago is home to dozens of dog parks frequented by plenty of single dog owners. Enjoy the fresh air along with your dog while you mingle with other canine lovers!

3)  Join a Sports Club

  • Chicago is home to a number of great sports clubs that let you meet new people in a relaxed setting while getting your workout in at the same time! Chicago Sport & Social Club is one of the city’s biggest and best-known. We recommend trying beach volleyball, softball and/or bowling. Sign up for your sport of choice at

4)  Attend a First Friday Event at the MCA

  • The first Friday of each month, the Chicago Museum of Contemporary Art hosts a social-networking cocktail hour from 6-10pm. All tickets include museum admission, live entertainment, and complimentary hors d’oeuvres. A perfect way to mix-it-up and meet someone new!

5)  Participate in one of Fleet Feet’s Fun Runs

  • If you’re the athletic type, put on your running shoes and head over to Fleet Feet’s Old Town or Lincoln Square location to get your run on. Runs are 3-6 miles and all abilities are welcome. Mixed gender fun runs take place 6:30pm on Monday at both locations, 6:30pm on Wednesday at the Old Town location or 8am on Saturday at the Lincoln Square location. Gear storage and restrooms are available.

6)  Join a gym with a rock-climbing wall

  • Get out of your normal routine by learning how to rock-climb at a nearby gym. The Lincoln Park athletic club has an outdoor wall while the Lakeview athletic club has an indoor wall. Ask the nearby climbing cutie if they need a new belay partner!

7)  Take a class in something new such as photography, drawing, a new language, cooking, etc.

8)  Attend one of your college alumni chapter events

  • Meeting someone through your local college alumni chapter makes sense in a lot of ways. First, you’ll have already have something in common to talk about. Second, you’ll know that the person has an education of similar caliber to yours. Third, the events are usually already planned out for you and you can show up and have a good time regardless.

9)  Hang out at the right bars

  • Yes, we know this one is obvious however, it can sometimes be tricky to find the bar fits what you’re looking for. We recommend finding bars where things are lively but where you can still manage to carry on a conversation. Some of our favorite bars for singles in Chicago include Pint, Mystic Celt, the Fifty/50, English or salsa nights at Nacionale 27

10)  Join the Catch22Dating online dating community

  • Last but certainly not least, joining an online dating site in Chicago is a great way to complement the activities you already do and expand your network of potential dates. Joining Catch22Dating ensures that you have a strong pool of high-quality, educated and verified potential dates and also puts you in control of your privacy. Join Catch22Dating today to start meeting high-quality new singles in Chicago instantly:

The Top 10 Best First Date Ideas in Chicago

First dates can be nerve-wracking enough so we recommend choosing a location and activity that lends itself to easy conversation and doesn’t add to the stress and pressure. Chicago offers endless choices when it comes to first date ideas but here are some of our favorites.

1)   Go ice skating in millennium park:

2)   Sip a glass of wine and snack on apps at Bar Pastoral in Lakeview:

3)   Sip the latest signature drink at The Wormhole Coffee in Wicker Park:

4)   Visit the latest exhibit at the Field Museum:

5)   Check out the wildlife at Lincoln Park Zoo:

6)   Listen to a free concert in Grant Park:

7)   Be cultural at the Art Institute:

8)   Go bowling at Southport Lanes & Billiards:

9)   Swim with the fishes at the Shedd Aquarium:

10)   Take a ride on the Chicago Architectural Boat tour: