EVE OF THE EVE 2026: CHICAGO'S SINGLES PARTY OF THE YEAR
If you're single in your 50s and 60s in Chicago, this is the night to put on your calendar. HighSight's EVE of the EVE is one of the biggest holiday parties in the city... and one of the most popular nights of the year for singles, even though it isn't officially a singles event.
Everyone dresses up. The Old Post Office fills with music, cocktails, and great conversation, and you get to ring in the New Year one night early with a room full of fun people to meet.
Throwback Dating is proud to be a SuperHost for this evening, and you're invited to join us. Every ticket supports HighSight's scholarship program for under-resourced Chicago high school students, so your night out does some good, too.
Event Details
Date: Wednesday, December 30, 2026
Time: 8:00 PM to 12:30 AM
Location: The Old Post Office, 433 W. Van Buren Street, Chicago
Dress: Black-tie optional (cocktail attire works, too)
Tickets: Purchased directly through HighSight. Use promo code THROWBACK26 for $25 off each Single ticket.
Optional pre-party: 6:30 PM at the bar at Chicago Cut Steakhouse, 300 N. LaSalle Street, Chicago. Food and drinks are on your own. We'll head over to the Old Post Office together.
Hosted by: HighSight. All proceeds benefit HighSight's scholarship program. More at www.highsight.org
Here's What to Expect
Start together (optional): meet Throwback Daters and a few other groups at the bar at Chicago Cut Steakhouse at 6:30 PM, get to know people over a drink, then head over to the party together
Open bar and heavy hors d'oeuvres all night
DJ, live music, and dancing
Black-tie optional: cocktail attire works, too
Your own crew: a WhatsApp group so you always know where to find us
This is the night to dress up and celebrate the year ahead... and we'd love to celebrate with you.
how to join us
Buy your ticket directly from HighSight using the button below.
Use promo code THROWBACK26 for $25 off each Single ticket. This is a Throwback Dating exclusive, and it works on every Single ticket in your order.
Text or email Megan to let her know you're coming: (662) 649-8273 / megan@throwbackdating.com. She'll send you the link to join our WhatsApp group.
Not a member yet? Become part of our vetted community of active singles in their 50s and 60s and join us at events like this one. Click below to learn more and fill out our short form.
