2026 CALENDAR

JANUARY

Computer screen displaying the words 'DIAL-UP DATING' with a computer cursor pointing at the bottom right corner.

DIAL-UP DATING

Friday, January 2nd | 7:00PM
Google Meets

Pink heart with a running figure inside and the text 'Fit for Love in '26 Live Long. Love Longer.' on a black background.

FIT FOR LOVE IN ‘26

Saturday, January 10th | 10:00AM
SolFlo Life, Chicago

FEBRUARY

SLOW DANCE DATING

Saturday, February 14th | 1:00PM
Bar Berria, Chicago
(Invite Only)

Five men in sunglasses and casual clothes smiling and posing together in front of a dark background. The text overlaid says '80s night'. There are logos for 'Sixteen Candles' and 'House of Blues Chicago' in the bottom corners.

80’S NIGHT WITH SIXTEEN CANDLES

Saturday, February 21st | 7:30PM
House of Blues, Chicago

MARCH

Computer screen displaying 'DIAL-UP DATING' with a cursor arrow

DIAL-UP DATING

Sunday, March 8th | 7:00PM
Google Meets

Black and white splash background with a square in the center containing the text "Art Institute Chicago" and a pink banner at the bottom with black text reading "An Evening of Visionary Awareness."

AN EVENING OF VISIONARY AWARENESS

Thursday, March 12th | 5:30PM
Art Institute of Chicago, Chicago

Text promoting singles pickleball Sunday with a yellow perforated pickleball on a colorful surface.

SINGLES PICKLEBALL SUNDAY

Sunday, March 22nd | 1:00PM
SPF (Lincoln Park), Chicago

april

A computer monitor displaying the text 'DIAL-UP DATING' with a computer mouse cursor pointing at it.

DIAL-UP DATING

Sunday, April 12th | 7:00PM
Google Meets

A table with a wine bottle, two glasses of red wine, playing cards, poker chips, and Scrabble tiles, with a sign reading 'Wine & Game Night' overlaying the scene.

WINE & GAME NIGHT

Thursday, April 16th | 6:00PM
Broken Earthy Winery, Long Grove

Group of people enjoying an arcade with neon lights and laser effects, some playing basketball game, others using a dance pad, and laser light show, with the word 'ACTIVATE' in blue text at the bottom.

ACTIVATE GAMES

Sunday, April 26th | 1:30PM
Activate, Naperville

may

A promotional image featuring two women holding flowers and a vintage telephone, with large text reading 'How to Date Over 50' and 'We're Gonna Fix Your Picker.' The women are smiling, one wearing pink gloves and the other holding a red rose. Names 'Ms. Megan Wessels' and 'Mina Yang' are displayed at the bottom.

WE’RE GONNA FIX YOUR PICKER

Tuesday, May 19th | 7:00PM
Google Meets

THROWBACK DATING × TRU INTEGRATIVE WELLNESS

Thursday, May 22nd | 7:30PM
TRU Integrative Wellness, Downers Grove

Sunset over the beach with the words 'Singles In Service' and 'Beach Clean Up' written across the image.

SINGLES IN SERVICE: BEACH CLEAN UP

Saturday, May 30th | 11:00AM
Gillson Beach, Wilmette

june

Two smiling people, a woman with blonde hair wearing pink gloves and a black dress, talking on a blue phone, and a man with brown hair, beard, and wearing a blue suit, standing in front of large pink and black text that reads 'HOW TO DATE OVER 50: YOU'RE TO NICE & IT'S KILLING YOUR LOVE LIFE'. Their names are MS MEGAN WESSELS and DR. ARI GRAFF.

YOU’RE TOO NICE & IT’S KILLING YOUR LOVE LIFE

Wednesday, June 17th | 7:00PM
Google Meets

A scenic view of city buildings partly obscured by trees with green leaves, captured from a patio area with a black railing, during daytime.

HAPPY HOUR AT ERIE CAFE PATIO

Thursday, June 18th | 4:00PM
Erie Café, Chicago

Crowd at an outdoor concert or festival during the evening, with the event titled 'Summerfest Group Day Trip' displayed over the image.

SUMMERFEST GROUP TRIP

Saturday, June 27th | 10:00AM
Milwaukee, Wisconsin

Promotional flyer for a social event called 'Over 50 First Dates', part of 'The Connection Series', aimed at singles over age 50, offering an alternative to app-based dating, encouraging meaningful connections.

OVER 50 FIRST DATES

Thursday, June 25th | 6:00PM
Arcada Theatre Complex, St Charles

Food setup for a culinary class with grilled meats, vegetables, corn on the cob, and drinks, with a grill and wine glasses in the background.

SINGLES CULINARY CLASS

Tuesday, June 30th | 6:30PM
Marcel’s, Glen Ellyn

juLY

Nighttime cityscape showing riverfront with illuminated buildings and trees along the walkway, with the text "Happy Hour on the Riverwalk" overlaid.

HAPPY HOUR ON THE RIVERWALK

Monday, July 7th | 5:00PM
Riverwalk, Chicago

A group of diverse kids smiling and standing in a line, with the main focus on a young boy in the front. The background is partially black and white, with colorful text overlay that reads 'SINGLES IN SERVICE KIDS ALL' and some parts of the text are partially visible.

SINGLES IN SERVICE:
KIDS ABOVE ALL
BACKPACK DRIVE

Thursday, July 23rd | 6:00PM
Des Plaines, Illinois

A group of five men wearing sunglasses posing together against a dark background, with text overlay that reads "Sixteen Candles Band" and "Throwback dating".

ROCK THE BLOCK WITH 16 CANDLES

Thursday, July 30th | 6:30PM
Block 59, Naperville

Book cover titled "How to Date Over 50: We're Gonna Fix Your Bicker" featuring two women, one with long brown hair holding a vintage telephone and the other with black hair holding a red rose, against a white background with large pink hearts.

WE’RE GONNA FIX YOUR PICKER

Tuesday, July 28th | 7:00PM
Substack

AUGUST

Indoor rooftop bar with string lights hanging from an arched glass ceiling, city buildings visible through large windows, wooden tables and chairs, and a bar area at the back.

SUMMER HAPPY HOUR AT CINDY’S ROOFTOP

Thursday, August 20th | 4:30PM
Chicago, Illinois

Group of people dressed as hair metal musicians holding guitars and drums at a 1980s-themed event called Hairbangers Ball Throwback Dating with a sign in the background reading 'Hairbangers Ball'.

HAIRBANGERS BALL AT CANTIGNY

Saturday, August 8th | 6:00PM
Cantigny, Wheaton

A forest with tall trees and green leaves, a narrow dirt path winding through the grass.

MORNING HIKE AT DEER GROVE FOREST PRESERVE

Saturday, August 29th | 9:00AM
Deer Grove Forest Preserve, West Dundee Road

SEPTEMBER

SKYLINE SINGLES SOIREE

Thursday, September 10th | 6:30PM
Avli on The Park, Chicago

OCTOBER

Bright pink and cyan letters 'TBD' on a black background.

TBD

TBD
TBD

NOVEMBER

Bright pink and cyan letters 'TBD' on a black background.

TBD

TBD
TBD

DECEMBER

Bright pink and blue text spelling 'TBD' on a black background.

SINGLES IN SERVICE:
KIDS ABOVE ALL
GIFT WRAPPING

Sunday, December 6th | 1:00PM
Kids Above All, Chicago