Classic Chicago Magazine
Classic Chicago — May 3, 2026

DateBook

Galas, concerts, lectures, and celebrations — the essential guide to Chicago’s social season

May
May events
The Orion Ensemble
Sunday, May 3 3:00 p.m.

Concert 4 of the 2025–26 Season

The Orion Ensemble welcomes back frequent guest musicians Stephen Boe, viola, and Mathias Tacke, violin, for the final concert program of its 33rd season, which features works from the 18th, 19th and 20th centuries.

New England Congregational Church
406 West Galena Boulevard, Aurora
630.628.9591  •  info@orionensemble.org
The Orion Ensemble
Monday, May 4 7:30 p.m.

Concert 4 of the 2025–26 Season

The Orion Ensemble welcomes back frequent guest musicians Stephen Boe, viola, and Mathias Tacke, violin, for the final concert program of its 33rd season, which features works from the 18th, 19th and 20th centuries.

PianoForte Studios
1335 South Michigan Avenue, Chicago
630.628.9591  •  info@orionensemble.org
Ingenuity
Wednesday, May 6 6:00 – 9:00 p.m.

Tapestry: Weaving Equity for Arts Education

Ingenuity presents Tapestry: Weaving Equity for Arts Education — a celebration of Ingenuity’s annual achievements in driving systems-level change for Chicago’s arts education ecosystem. In partnership with Chicago Public Schools (CPS), arts educators, local arts organizations, and arts education investors, the event celebrates transforming arts education for 325,305 K–12 CPS students and 651 schools.

Four Seasons Hotel Chicago
120 East Delaware Place, Chicago
Tickets and more information →
Family Focus
Thursday, May 7 5:30 p.m.

2026 Dream Builders Dinner: Magic in Motion

Join us for a magical evening at the Bridgeport Art Center. Together, we can all be dream builders, and help raise more than $850,000 to support children and families across Northeast Illinois. Throughout the event, you’ll connect with dozens of vivid, personal quotes shared by participants – real, tangible encounters with the dreams and futures they want for themselves and their families. The evening includes STEM learning and magical tricks with after-school participants from Ruggles Elementary. Three changemakers will be honored: Francia Harrington, Sylvia Puente, and Caleb Cares Foundation.

Bridgeport Art Center – Skyline Loft
1200 West 35th Street, Chicago
Tickets and sponsorships →
The Woman’s Board of the Alliance Française de Chicago
Saturday, May 9

Biarritz: Le Bal

Inspired by the luminous allure of the “Pearl of the Basque Coast,” this year’s gala pays homage to the harmonious dialogue between the untamed majesty of the Atlantic and the graceful refinement of French artistry. More than an evening of celebration, it is an immersive odyssey through the three great pillars of French distinction: Haute Couture, Haute Gastronomie, and Grand Art. Guests are invited to a Grand Soirée, where the excellence of French savoir-faire converges with the timeless spirit of Biarritz.

The Four Seasons Hotel
120 East Delaware Place, Chicago
Register here →
The Orion Ensemble
Sunday, May 10 7:30 p.m.

Concert 4 of the 2025–26 Season

The Orion Ensemble welcomes back frequent guest musicians Stephen Boe, viola, and Mathias Tacke, violin, for the final concert program of its 33rd season, which features works from the 18th, 19th and 20th centuries.

Nichols Concert Hall
1490 Chicago Avenue, Evanston
630.628.9591  •  info@orionensemble.org
Designs for Dignity
Wednesday, May 13 6:00 – 9:00 p.m.

26th Annual Spirit of Design

Designs for Dignity (D4D) hosts its 26th annual fundraising event, Spirit of Design. D4D is dedicated to transforming nonprofit environments through pro bono design services and donated resources. Spirit of Design promises an engaging, high-energy evening featuring curated bites, craft cocktails, a live auction, raffle prizes, and lively entertainment. Proceeds directly support the renovation and enhancement of nonprofit spaces across the Chicagoland area. D4D’s 2026 grant recipients include Housing Opportunity Development Corporation, Cicero Family Service, Gateway to Learning, Lawrence Hall, Beds Plus, Impact Behavioral Health, Side Street Studios, The Harbour, and Intonation.

Theater on the Lake
2401 North Lakeshore Drive, Chicago
Tickets and more information →
Jewel-Osco
Friday, May 15 5:00 – 9:00 p.m.

Hoppin’ JoJo’s Spring Fling

Hosted by Jewel-Osco’s fan-favorite mascot JoJo, this 21+ event is free to attend (via entry-to-win tickets) and blends live entertainment, interactive experiences, and a charitable giveback component. Guests can enter to win tickets now through May 8 at celebratewithjewelosco.com, with proceeds supporting Easterseals’ work across Chicagoland. Easterseals provides essential services, support, and resources for children and adults with disabilities, as well as early childhood education and family-centered programs.

Stolen Saddle
3505 North Clark Street, Chicago
More information →
Ragdale
Saturday, May 16

50th Jubilee: Celebrating Ragdale’s 50th Anniversary

The evening includes an entertainment-filled cocktail party, seated dinners with an artist and an afterglow on the idyllic Ragdale campus.

Ragdale Campus
1260 North Green Bay Road, Lake Forest
847.234.1063 x24  •  marybeth@ragdale.org
Music Institute of Chicago
Monday, May 18 5:30 p.m.

95th Anniversary Gala

The Music Institute of Chicago hosts its 95th Anniversary Gala. Event highlights include the presentation of the prestigious Dushkin Award to the Lyric Opera of Chicago, the Cultural Visionary Award for Chicago to Bill Kurtis and Donna La Pietra, and the Colburn Award for Teaching Excellence to Marta Aznavoorian.

The Four Seasons Hotel Chicago
120 East Delaware Place, Chicago
Tickets and more information →
Pup Social Chicago  •  Chicago Rescue Authority
Wednesday, May 20 4:00 – 7:00 p.m.

National Rescue Dog Day Fundraising Social

Join us in celebrating National Rescue Dog Day with a special community-focused event honoring the incredible rescue dogs who have found their forever homes. This event highlights the power of adoption and the amazing work being done by rescue organizations. In partnership with Chicago Rescue Authority, guests will have the opportunity to meet adoptable dogs on site, learn more about the rescue process, and discover ways to support rescue efforts through fostering, volunteering, and adoption.

Pup Social
2200 North Ashland Avenue, Chicago
Tickets and more information →
The Woman’s Board of Northwestern Memorial Hospital
Friday, May 29 6:30 p.m.

Summer Soirée: The Cabana Club

The Woman’s Board of Northwestern Memorial Hospital’s annual fundraiser Summer Soirée is back to kick off the summer party season. The evening, themed The Cabana Club, will transport guests to the pink sand beaches of Harbour Island in the Bahamas. Under striped cabanas, the event will offer Goombay Smashes and upbeat calypso tunes. The festive party will raise critical funds to support the programs and services provided by Northwestern Memorial Hospital.

Saddle & Cycle Club
900 West Foster Avenue, Chicago
wbnorthwestern.org
Chicago Opera Theater
Saturday, May 30 3:00 p.m.

Trusted — Concert World Premiere

Chicago Opera Theater (COT) closes its 2025/26 season with the concert premiere of a new opera Trusted — the seventh full-length opera developed through COT’s Vanguard Initiative. Composed by Aaron Israel Levin to a libretto by Marella Martin Koch, Trusted was developed over the course of Levin’s two year tenure as COT’s Vanguard Composer. Audiences were invited to view a piano-vocal workshop of the opera earlier this season; now they can see how the piece has developed in its fully orchestrated premiere.

The Studebaker Theater at the Fine Arts Building
410 South Michigan Avenue, Chicago
Tickets and more information →
The Joffrey Ballet
Saturday, May 30 7:00 – 11:00 p.m.

Joffrey Celebration

Step into the spotlight at the Joffrey Celebration, where we raise a glass to 70 years of The Joffrey Ballet and 30 years of calling Chicago home. And we’re marking the milestone in a way only we know how: on the dance floor. The year is 1978 — the height of Disco. A mirror ball spins, lights pulse, and energy fills the room. For one unforgettable evening, join us at Studio Joffrey, a dazzling homage to disco’s golden age, where glamour met grit and self-expression ruled the night.

Cinespace
1501 South Rockwell, Chicago
More information →
June
June events
American Writers Museum  •  Chicago Public Library
Sunday, June 7

American Writers Festival

The American Writers Festival is a free literary event featuring in-depth conversations with diverse writers from across genres and backgrounds, all to celebrate the power of the written word. Children’s storytimes, photo booths, literary crafts and mini writing workshops get adults and kids into the written word, with books for sale and authors signing them!

Harold Washington Library Center
400 South State Street, Chicago
More information →
Chicago Shakespeare Theater
Friday, June 12

Revel in Ruby: 40th Anniversary Gala

For 40 years, Chicago Shakespeare Theater has brought stories to life in Chicago and beyond: illuminating imaginations, welcoming new audiences, and inspiring generations of artists and students across our city. This season, we celebrate a momentous milestone: our ruby anniversary. Join us as we Revel in Ruby, an evening honoring four decades of powerful theater making and propelling CST into its bold future.

The Founders’ Board of Lurie Children’s
Sunday & Monday, June 14 & 15

Pro Amateur Golf Championship & Dinner on the Bluff

The Founders’ Board of Lurie Children’s hosts the 66th annual event at Onwentsia Club, pairing 200 amateur golfers with professionals from 50 prestigious clubs across the country. The festivities kick off the night before with a summer dinner party, paddle raise and live auction at Shoreacres in Lake Bluff. Proceeds will benefit the Founders’ Board new $3.5M commitment to the Lurie Children’s Center for Cancer and Blood Disorders.

Onwentsia Club
300 North Green Bay Road, Lake Forest
www.luriechildrens.org/proam
July
July events
Ravinia Women’s Board
Saturday, July 11 4:30 p.m.

60th Annual Gala Evening

The Women’s Board is proud to host Ravinia’s Opening Night Gala, unveiling the newly renovated Hunter Pavilion for the first time to the public. Join us for a magical cocktail reception under the stars before enjoying piano prodigy Yunchan Lim perform with the Chicago Symphony Orchestra conducted by Marin Alsop. Following the concert, guests will be wined and dined under the Gala tent with a gorgeous three-course meal, surprise performances, and a celebration fit for the new state-of-the-art Hunter Pavilion.

Ravinia Festival
418 Sheridan Road, Highland Park
Tickets and more information →
PAWS Chicago
Thursday, July 16 6:00 – 11:00 p.m.

Beach Party

Set at Offshore Rooftop, Beach Party is a summer celebration for more than 500 luau guests and their pets. Sip festive cocktails and soak up the sun, as the Lake Michigan waves roll in and the summer breeze fills the air. As the sun sets, dance the night away, enjoy an open bar, dinner, live and silent auctions, raffles, and so much more.

Offshore Rooftop, Navy Pier
1000 East Grand Avenue, Chicago
Tickets →
Music Institute of Chicago
Friday, July 17 7:00 p.m.

38th Chicago Duo Piano Festival

The Music Institute of Chicago presents the 38th annual Chicago Duo Piano Festival featuring three concerts, a student recital, and a master class July 12–19. Called a “duo piano mecca” by Pioneer Press, the world-renowned Chicago Duo Piano Festival was founded in 1988 by Music Institute faculty members and Piano Duo in Residence Claire Aebersold Neiweem and Ralph Neiweem.

Nichols Concert Hall
1490 Chicago Avenue, Evanston
Tickets and more information →
August
August events
PAWS Chicago
Saturday, August 29

PAWS Chicago 5K Walk/Run for Their Lives

The PAWS Chicago 5K Walk/Run for Their Lives is Chicago’s largest dog-friendly charity event — a day of fun, dog agility courses, raffles, entertainment, treats, and more. Whether you plan to run, walk, or simply enjoy the comradery, you’ll be surrounded by a community of fellow animal lovers, all while raising critical funds to help pets in need.

Montrose Harbor – Grove 16
601 West Montrose Avenue, Chicago
Tickets →
September
September events
Chicago Architecture Center
Wednesday, September 16

60th Anniversary Celebration & “Designing Futures” Gala

Proceeds from the event will benefit CAC’s civic advocacy, trades apprenticeship program, learning and community engagement programs. More details to come!

Obama Presidential Center
6001 South Stony Island Avenue, Chicago
Check for event updates →
Children’s Service Board (Lurie Children’s)
Thursday, September 17 & Thursday, September 24

70th Annual Gold Coast Fashion Show

Fashion and philanthropy merge as the Children’s Service Board celebrates the 70th annual Gold Coast Fashion Show. Cutting-edge fashion is presented in two fast-paced, live runway shows at a luncheon on September 17 at The Drake Hotel and an evening cocktail reception on September 24 at the Geraghty. Funds raised will benefit the Chicago Institute for Fetal Health at the Ann & Robert H. Lurie Children’s Hospital of Chicago.

The Drake Hotel, 140 East Walton Place, Chicago
The Geraghty, 2520 South Hoyne Avenue, Chicago
www.goldcoastfashionshow.com
October
October events
Elmhurst Art Museum
Saturday, October 17

Aces & Art: A Night of Luck and Giving

Elmhurst Art Museum presents an evening filled with style and a touch of casino-night fun — all in support of the museum’s exhibitions and education programs. The evening includes gaming tables featuring roulette, blackjack, craps, and more; complimentary cocktails & delicious bites; a DJ and dancing; and raffles and artful prizes. Whether you’re feeling lucky or just love a night out surrounded by creativity, this is the can’t-miss event of the season.

Elmhurst Art Museum
150 Cottage Hill Avenue, Elmhurst
elmhurstartmuseum.org
November
November events
PAWS Chicago
Friday, November 13 6:00 p.m. – 12:00 a.m.

Fur Ball

The PAWS Chicago Fur Ball is Chicago’s premier pet-friendly black tie event! Set at the legendary Drake Hotel, this unique gala invites guests to dress their pets in four-legged formal wear and walk the red carpet for an exciting celebration to benefit PAWS Chicago. Guests will delight in the silent and live auctions with one-of-a-kind items, raffle, dancing, and dinner buffets. Lucky dogs in attendance will also be treated to an evening of indulgences — including a divine dinner served in crystal goblets at the special dog buffet.

Drake Hotel
140 East Walton Place, Chicago
More information →
Founder’s Board (Lurie Children’s)
Thursday, November 19

Winter Wishes: Annual Holiday Cocktail Celebration

This festive celebration has become the official kick-off to Chicago’s holiday season. Guests gather to celebrate the holidays and help to make wishes come true for patients treated at Lurie Children’s. Proceeds benefit the Founders’ Board’s fundraising commitment to the Lurie Children’s Center for Cancer and Blood Disorders.

The Casino
195 East Delaware Place, Chicago
www.luriechildrens.org/winterwishes
Allendale Association
Saturday, November 21 9:30 a.m.

Allendale Youth Board Polar Plunge

Take the plunge in Lake Michigan, challenge yourself in the stair climbing competition, or cheer from the shore at Allendale Youth Board’s 2nd Annual Polar Plunge. Tickets are $25 and participants are encouraged to invite friends and family to sponsor their plunge or climb. All proceeds benefit Allendale in Lake Villa, a school and residence supporting the behavioral, emotional, and mental health needs of some of Illinois’s most vulnerable children.

Forest Park Beach, Lake Forest
allendale4kids.org
December
Children’s Research Fund (Lurie Children’s)
Saturday, December 12 6:30 p.m.

75th Annual Children’s Research Fund Children’s Ball

The 2026 Children’s Ball is the signature fundraising event of the Children’s Research Fund at Ann & Robert H. Lurie Children’s Hospital of Chicago. This black-tie gala brings together philanthropic leaders for an inspiring evening dedicated to advancing pediatric research. Funds raised support the Children’s Research Fund’s commitment to Advanced Therapeutics at the Stanley Manne Children’s Research Institute, accelerating innovative treatments and transformative discoveries for children in Chicago and beyond.

Hilton Chicago
720 South Michigan Avenue, Chicago
crf.luriechildrens.org