Matched Speed Dating @ 101 Room

Come experience our fresh take on the old traditional form of speed dating as CitySwoon takes speed dating sky high in the 101 Room on Level 20 of the 101 Club in the Magnificent Mile!

Fill out a profile in under 5 minutes and be matched on a series of 6-8 quick-fire date rounds to THE most compatible singles in the room.

Check-in is on your phone, with NO match cards, name tags, paper or pens required - just bring your phone and your great attitude! So, please ensure it's fully charged.

The Venue

101 Room is an upscale restaurant and bar specializing in American favorites, impeccably prepared with the highest quality ingredients, steaks, chops, and fresh seafood. Come join us in a sophisticated, relaxed, and cozy atmosphere overlooking the city nights and lights of Michigan Avenue.


The Event:

- You will experience a series of relaxed mini-dates selected for you each round by an intelligent algorithm live at the event.
- Hosted by a friendly and professional team.
- Handpicked, top bar with a welcoming atmosphere.
- Connect freely with your mutual matches the next day on CitySwoon.
- Opportunity to connect with the other participants you don't date on the night.

Why CitySwoon?

The success rate is higher than both online dating and traditional speed dating! But don't let the tech fool you - this is all about meeting REAL people in REAL life!

- Over 95% receive a mutual match
- A closely-managed balance of men & women - we work very hard at it!
- Bigger events mean better events.
- Over 8 years of experience! Many thousands of events plus hundreds of thousands of matches, relationships and marriages!
- Meticulously planned events - we don't want to waste your time with cancellations, so we only list the events we're very confident will run.
- Never date the same person twice - our system remembers who you've already met so you'll always have a new person to meet on each date round! (This is for real life and virtual events too). So, book into several events with confidence.

Find out more at the What to Expect link above.

Fun fact: Cityswoon still holds the Guinness World Record that launched us!

Other things to note.

- You will kindly adhere to all host and venue instructions, including all applicable health guidelines.

* A completed CitySwoon simple profile is required to participate. Tickets will NOT be available at the door. Tickets are limited by venue capacity and high demand.

****To support our venue partner, there is a 2-drink and/or food item minimum and a 20% automatic gratuity on all guest checks.

***A $19 late cancellation or no-show fee may be charged if you fail to attend the event or cancel your ticket at least 24 hours in advance.

****Tickets are non-refundable, and all purchases are final. To receive an event credit or ticket transfer, please contact our Customer Service team at least 7 days prior to the event date. Our Terms & Conditions apply. See FAQs for details.