Singles Events in Downtown Chicago
Downtown is where most Chicago First Dates nights happen, and for good reason: River North, Streeterville and the West Loop are packed with the kind of bars and hotel lounges where a conversation can actually happen. Take the Brown Line in, walk over from the office, or grab a cab from the Gold Coast and be there in ten minutes.
Our downtown events draw professionals from every corner of the city and the suburbs. Because everyone is coming to the same central spot, the room is bigger, the mix is broader, and your odds of meeting someone who lives a reasonable distance away are better than anywhere else.
Chicago First Dates runs speed dating in Chicago from the Loop to the suburbs — see every area on our speed dating locations page, or jump straight to the upcoming speed dating events in Chicago.
Upcoming Events in Downtown Chicago
- Singles Ages 20s & 30s - In-Person Speed Dating — Thu, Sep 17
- Singles Ages 30s & 40s - Online Speed Dating — Fri, Sep 18
- Singles Ages 20s & 30s - Online Speed Dating — Sat, Sep 19
- Singles Ages 30s & 40s - In-Person Speed Dating — Thu, Sep 24
- Singles Ages, 40s & 50s - In-Person Speed Dating — Thu, Oct 1
- Indian Singles — Wed, Oct 7
Where downtown nights happen
Think River North cocktail lounges, Streeterville hotel bars a block off Michigan Avenue, and the restaurant row on Randolph in the West Loop. We pick rooms that are lively without being loud, with a private or semi-private area so you can hear the person across from you. Parking garages and CTA stops are always close.
Who you'll meet downtown
Our central events pull the widest crowd we host: people who live in the high-rises around the Loop, commuters from the North Side and the suburbs, and transplants who have not yet built a Chicago social circle. Every night is organized by age range, so the room is full of people at a similar stage of life.
How a downtown event runs
Arrive, check in with our host, grab a drink, and settle in for a round of five-minute mini-dates with everyone in your age group. There is a break in the middle to mingle. Afterward you log in, choose who you would like to see again, and we send contact details for every mutual match within a day.