<a href="https://randolphstreetmarket.com/" rel="nofollow noopener" target="_blank">The Randolph Street Market Festival</a>&nbsp;returns to Chicago’s West Loop for the launch of its 2026 season with the 23rd Annual Garden Party Market on Saturday, May 23 and Sunday, May 24, from 10 AM to 5 PM at 1341 W Randolph St. This indoor-outdoor treasure hunt will feature more than 200 dealers, delicious global eats, and nonstop live entertainment, rain or shine.. Tickets are available now at <a href="https://randolphstreetmarket.com/event/randolph-street-market-festival-may-2026/" rel="nofollow noopener" target="_blank">randolphstreetmarket.com</a>. General Admission is $14 online or $15 at the gate and is valid for both days.
Since 2003, Randolph Street Market has been recognized as one of the country’s premier urban antique and vintage shopping destinations. Dealers from across the nation will showcase a curated mix of art, antiques, indie fashion, vinyl, estate jewelry, decorative objects, and global goods, offering something for collectors, designers, and casual shoppers alike.
“We’ve always believed in creating a space where people can discover something unexpected, connect with local creatives, and just have fun,” says Sally Schwartz, founder of Randolph Street Market. “It’s more than a market, it’s a celebration of style, community, and Chicago’s incredible spirit.”

Shoppers can expect unique finds from vendors such as Dick Russell Liquidations, Bel Air Jewelry, Ameritiques, Atlantic Poster, Goodbye Tony Vintage Eyewear, Sopia Renata Pottery, ToGather Sourcing &amp; Design, Rarity Collective, This Old Book, and Capturing Blooms.
Food vendors will include Happy Lobster, Roost Chicken &amp; Biscuits Truck, Los Gorditos, Michael’s Catering, Mr Greek, J Spice, Rainbow Thailand, Four Sons Creole Cafe, Kate’s Kitchen, Roasted Corn Company, Baby Gold BBQ, Cafe Tola, The Original Rainbow Cone, Rita’s Italian Ice Truck, Windy City Shaved Ice, Dave’s Coffee Cake, Toffee Traditions, Little Whisk Bakes, Ruby Fine Hibiscus Tea, PALIOVRYSI Olive Oil, Sumaq Miski Peruvian Desserts, Krac’l Chocolate, and To-Di For Baked Goods.
Guests can also enjoy live entertainment across multiple stages. Activities include Rosemary Fanti Fashion Sketches, Vintage Newspaper Portraits, Jenny Jing Zhang Sketchbook drawings, and Doggy Doodles.
Saturday’s music lineup includes: 
Woodstreet Bloodhounds (Bluegrass &amp; Country Swing), 
Contrabanda Latin Jazz Band (Salsa), 
Feel Good (1980s &amp; Dance Covers), 
Maxwell Street Blues Band with Lowreen (Chicago Blues).
Sunday’s lineup includes: 
Tony Morrison Jazz Quintet with Robin Watson, 
Chicago Rock Exchange (Classic Rock, Disco &amp; Funk), 
The Westerlees (Western Swing), plus DJ sets and appearances from Mosy-Posy Rosy the Clown Poet.
Tickets for the Randolph Street Market Festival are available now at <a href="https://randolphstreetmarket.com/event/randolph-street-market-festival-may-2026/" rel="nofollow noopener" target="_blank">randolphstreetmarket.com</a>. General Admission is $14 online or $15 at the gate and is valid for both days. Early Buying Saturday tickets are $35 and grant access beginning at 9:00 AM, with 100% of proceeds benefiting the Boys &amp; Girls Club.
Lunch n’ Learn Saturdays (May 23, July 25, September 26) offer a special experience sponsored by the Chicago History Museum. For $70, guests enjoy a picnic lunch in Sally’s Cabana while a CHM curator shares stories behind select pieces from the museum’s extensive costume and jewelry collection. Guests also receive a free individual Chicago History Museum membership, courtesy of Randolph Street Market.
A variety of ticket packages are also available online, offering bundled perks for families, groups, and themed experiences. Senior Admission (65+) is $10, and Student, Military, or First Responder tickets are available for $5 with valid ID. Children under 12 always receive free admission. Convenient parking is available in the clean, multi-level garage at 1371 W Randolph, staffed 24 hours, for $4 per hour.

Local Event: Randolph Street Market Festival returns for its 2026 season, kicking off May 23–24 with the 23rd ann

Cook County

Chicago

Illinois

Randolph Street Market Festival returns for its...

The Randolph Street Market Festival returns to Chicago’s West Loop for the launch of its 2026 season with the 23rd Annual...

Randolph Street Market Festival returns for its 2026 season, kicking off May 23–24 with the 23rd ann

William Donaghy

Chicago Metropolitan Area

Lincoln Park

Bucktown-Wicker Park

Lakeview

North Center-Roscoe Village

Hyde Park

West Side

Lorraine Swanson

South Side

Lincoln Square

Oak Park-River Forest

Forest Park

Fourth Presbyterian Church, Main Sanctuary, 126 E Chestnut St, Chicago, IL, 60611

The Gold Coast Sounds Good Choir will bring down the house at its free spring choral concert on Thursday, May 15, at 2 pm, singing hits from iconic Broadway musicals like “Oklahoma,” “Porgy &amp; Bess,” “The Wizard of Oz,” “West Side Story,” and “Hamilton," and more. Conductors Jonathan Miller and Linda Crabtree Powell lead choristers from all eight Sounds&nbsp;Good Choirs through a repertoire guaranteed to satisfy any Broadway aficionado. Selections include “Oklahoma’s” glorious and exuberant anthem, “Oh, What a Beautiful Mornin;’” the dreamy, ironic “Summertime,” from George Gershwin’s “Porgy and Bess;” and the comic sunshine of Hamilton’s, “You’ll Be Back.” Join us for a delightful afternoon at&nbsp;Fourth Presbyterian Church, Main Sanctuary (Michigan Avenue entrance), 126 E Chestnut St, Chicago, IL, 60611.&nbsp;
The performance is free, open to the public, and suitable for all ages. No reservations or tickets are needed. Complete concert details are available <a href="https://soundsgoodchoir.org/concert-calendar/" target="_blank" rel="nofollow">online</a>.
Sounds Good Choir is a nonprofit organization with two incredible choral programs. Sounds Good is Chicagoland's largest no-audition choral program for adults 55+. It's fun,&nbsp; good for you (health and well-being benefits are associated with singing in a group), and we're a&nbsp;warm, welcoming community of people who love to sing.&nbsp;Good Memories is the only choir in Illinois for persons with early-stage dementia and their care partners to sing together. The lively, fun, and supportive&nbsp;program is designed especially for those with memory loss. Trained volunteers assist.&nbsp;Both programs are led by professional conductors who are experts in the training of the older adult voice and each&nbsp;session concludes with a free, public concert by each choir. 
Choirs are forming for the "Summer Rocks" session featuring classic rock.&nbsp;To learn more, call 630.395.9542 or visit us online at <a href="https://soundsgoodchoir.org/choral-program/" target="_blank" rel="nofollow">soundsgoodchoir.org</a>.

Local Event: Sounds Good Choir Sings Broadway! Free Choral Concert

Sounds Good Choir Sings Broadway! Free Choral...


The Gold Coast Sounds Good Choir will bring down the house at its free spring choral concert on Thursday, May 15, at 2 pm,...

Sounds Good Choir Sings Broadway! Free Choral Concert

Goodman Theatre/Alice Center for Education and Engagement

Divercity: Our Lives are Works of Art produced by Tellin' Tales Theatre shows that disabilities bring out our creativity in whatever we do. When we face hurdles, we find a way to leap over them, not in an inspiration porn way but in a creative way that gives us an edge in everything we do. 
The show runs one weekend only, Friday and Saturday, May 15 and 16 at 7:30pm and Sunday, May 17 at 2pm at Goodman Theatre's Alice Center for Education and Engagement, 170 N. Dearborn.&nbsp; Tickets are $20 (General) and $15 (students and people with disabilities).
Six writers, performers and artists share pithy solo performances based on their personal stories about living with a disability. They were created in a six-week Master Class taught by Tekki Lomnicki, Artistic Director of Tellin’ Tales Theatre.
Featuring: Katie Arnold, Jon Haven, Bob Ness, Amy O'Brien, Ben Saylor, Amanda Scheff. 
Sign language interpretation, audio description and talk back on May 17.See Information on Discounted Parking 
<a href="https://www.goodmantheatre.org/visit/getting-here/" target="_blank" rel="nofollow noopener">https://www.goodmantheatre.org/visit/getting-here/</a>

Local Event: Divercity: Our Lives are Works of Art

Divercity: Our Lives are Works of Art

Divercity: Our Lives are Works of Art produced by Tellin' Tales Theatre shows that disabilities bring out our creativity in...

<p style="box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; min-height: 1px; font-size: 18px; line-height: 26.4px; color: #111111; font-family: Roboto, 'Open Sans', 'Helvetica Neue', Helvetica, Arial, sans-serif;">The award-winning New Tradition Chorus, proudly announces its 43rd&nbsp;Annual Spring Show at the Glenview Community Church,1000 Elm St. The show will present many of the great songs by past and contemporary American Musical Masters at 2:30 on Saturday, May 16 and Sunday, May 17.
<p style="box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; min-height: 1px; font-size: 18px; line-height: 26.4px; color: #111111; font-family: Roboto, 'Open Sans', 'Helvetica Neue', Helvetica, Arial, sans-serif;">Guest performance by First Take, international bronze medalist quartet, adding variety and excitement to an already dynamic program.
<p style="box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; min-height: 1px; font-size: 18px; line-height: 26.4px; color: #111111; font-family: Roboto, 'Open Sans', 'Helvetica Neue', Helvetica, Arial, sans-serif;">“Our Annual Spring Show is one of the highlights of our year,” said Artistic Director, Mitch Greenberg.&nbsp;
<p style="box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; min-height: 1px; font-size: 18px; line-height: 26.4px; color: #111111; font-family: Roboto, 'Open Sans', 'Helvetica Neue', Helvetica, Arial, sans-serif;">Tickets are $22 to $25 if ordered by May 7. Purchase&nbsp;<a href="https://newtraditionchorus.ludus.com/index.php?sections=events" rel="nofollow noopener" target="_blank" data-saferedirecturl="https://www.google.com/url?q=https://newtraditionchorus.ludus.com/index.php?sections%3Devents&amp;source=gmail&amp;ust=1775577504962000&amp;usg=AOvVaw1XeHO5gaz5DrAzx7g76yIA" mcafee_aps="true" style="color: #005d8f; box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; font-size: 1.125rem; line-height: 26.4px;">tickets</a>&nbsp;<a href="https://newtraditionchorus.ludus.com/index.php?sections=events" rel="nofollow noopener" target="_blank" data-saferedirecturl="https://www.google.com/url?q=https://newtraditionchorus.ludus.com/index.php?sections%3Devents&amp;source=gmail&amp;ust=1775577504962000&amp;usg=AOvVaw1XeHO5gaz5DrAzx7g76yIA" mcafee_aps="true" style="color: #005d8f; box-sizing: border-box; margin-top: 20px; margin-bottom: 20px; font-size: 1.125rem; line-height: 26.4px;">here</a>&nbsp;or call 847-461-9246.

Local Event: The New Tradition Chorus Tribute to American Music Masters 

The New Tradition Chorus Tribute to American...

The award-winning New Tradition Chorus, proudly announces its 43rd Annual Spring Show at the Glenview Community Church,1000 Elm...

The New Tradition Chorus Tribute to American Music Masters 

Chicago Temple Building

Rembrandt Chamber Musicians 2025-2026 Season
Concert V: Glinka Sextet with Marta Aznavoorian
Sunday, May 17, 2026 | 3 pm
The Chicago Temple, Dixon Chapel
77 W Washington St, 2nd floor, Chicago, IL 60602
Tickets: <a href="https://www.rembrandtchambermusicians.org/tickets-subscriptions" rel="nofollow" target="_blank">https://www.rembrandtchambermu...</a>
Rembrandt Chamber Musicians will present an evening of vibrant and lyrical masterpieces, beginning with Glinka’s Grand Sextet in E-flat, featuring Grammy-nominated pianist Marta Aznavoorian. The program continues with Dvořák’s radiant String Quintet in G Major, a work brimming with warmth, charm, and Bohemian spirit. Together, these two works showcase the ensemble’s artistry and passion for bringing timeless chamber music to life.
Artists: John Macfarlane, violin; Emily Nebel, violin; Carol Cook, viola; Calum Cook, cello; Sam Shuhan, double bass; Marta Aznavoorian, piano
Glinka: Grand Sextet in E-flat Major
Dvorak: String Quartet in G Major

Local Event: Rembrandt Chamber Musicians: Glinka Sextet with Marta Aznavoorian

Rembrandt Chamber Musicians: Glinka Sextet with...

Rembrandt Chamber Musicians 2025-2026 Season
Concert V: Glinka Sextet with Marta Aznavoorian
Sunday, May 17, 2026 | 3 pm
The...

Rembrandt Chamber Musicians: Glinka Sextet with Marta Aznavoorian

Fulton Street Collective

FSC presents a performance w/Ruth Fuerst benefiting Albany Park Theater Project and Neighbors United for Mutual Support on Sunday May 17
Since when do irreverence and genuine warmth go together? Since “Quirky”! Come hear a mix of offbeat, funny, honest, and uplifting songs about love, life, and longing by talented but lesser-known songwriters, including Ruth’s own dad. Reviewers describe Ruth as “a warm communicator” with “spot-on comedy timing”. Audience members say “Quirky” is “enthralling” and “delightful”, “a much needed antidote in today’s world”. With wonderful music director, Beckie Menzie, “this show is joy”. A part of Chicago Cabaret Week, 5th annual festival of concerts across metropolitan Chicago area.
5:30 pm Doors
6 pm Show
Reception to Follow
$25 Suggested Donation per ticket&nbsp;
Free Parking in lot and city street parking availableCTA Station: Grand &amp; Wolcott or Damen &amp; Hubbard (within two block walk)#chicagomusic #cabaret #festival #westloopchicago<h1> </h1>

Local Event: Quirky! A Benefit Concert during Chicago Cabaret Week at Fulton Street Collective 

Quirky! A Benefit Concert during Chicago...

FSC presents a performance w/Ruth Fuerst benefiting Albany Park Theater Project and Neighbors United for Mutual Support on...

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Randolph Street Market Festival returns for its 2026 season, kicking off May 23–24 with the 23rd ann

MAY

24

10:00 AM

1341 W Randolph St, Chicago, IL

Sounds Good Choir Sings Broadway! Free Choral Concert

Divercity: Our Lives are Works of Art

The New Tradition Chorus Tribute to American Music Masters

Rembrandt Chamber Musicians: Glinka Sextet with Marta Aznavoorian

Quirky! A Benefit Concert during Chicago Cabaret Week at Fulton Street Collective