7 Best Holiday Concerts in Chicago to Attend this December

Speaking of the holiday season, how can we miss out on the amazing live music scene in Chicago? This article will cover the best holiday concerts, including seasonal live music, happening in Chicago. Make sure you also check out our roundup on the best holiday shows and plays to watch this year!

The Twelve Dames of Christmas @ The Marriott Theater

10 Marriott Dr, Lincolnshire, IL 60069

Is Christmas carol your family tradition? Then, you cannot miss out on The Twelve Dames of Christmas happening at our beloved Marriott Theater in Lincolnshire. Running from Dec 06 – Dec 07, 2021, Dames will feature Emmy nominee Angela Ingersoll and her amazing vocal variety as she captures the voices of a dozen divas in a hilarious and heartwarming holiday romp.


A Christmas Spectacular @ The Hideout

1354 W Wabansia Ave, Chicago, IL 60642


Come out to get your Christmas Spirit up and going at A Christmas Spectacular on Dec. 10th as Anthony Bruno, dubbed the “Viceroy of Vibrato”, sings and swings with holiday charm. If you are looking for the best Christmas concerts to see in Chicago, the group will perform your favorite yuletide carols including White Christmas, Let It Snow, Winter Wonderland, and so many more including a special version of the Dreidel Song!

Mannheim Steamroller Christmas @ Rosemont Theater

5400 N River Rd, Rosemont, IL 60018

Come jam with Mannheim Streamroller this year for Christmas. Founded by percussionist Chip Davis, this neo-classical music group blend classical music with new age and rock elements. If you are searching for the best concerts near Chicago to attend during the Christmas season, mark your calendar for Dec. 10 and 11!

Live music @ The Press Room

1134 W. Washington Blvd. Lower Level Chicago, IL 60607

This holiday season, The Press Room is bringing diners the ultimate speakeasy experience and re-launching their weekly live music performances. Join the Press Room with live music from some of Chicago’s best — Jon Allegretto, Toronzo Cannon and Nick Moss — while enjoying food from their menu, cocktail, and wine list selected specifically for the live music events.

Show times:

  • December 12: Toronzo Cannon at 7:00pm
  • December 19: Nick Moss at 7:00pm

Ellington’s NUTCRACKER SUITE @ Fulton Street Collective

1821 W Hubbard St UNIT 307, Chicago, IL 60622

On Dec 17, come to one of the coolest local artist collectives and listen to one of the most iconic Christmas soundtracks played live in person.  For this special one-night holiday concert, FSC will present Michael Nearpass Large Ensemble performing Duke Ellington’s jazz interpretations of “The Nutcracker” by Tchaikovsky.

The Beautiful Day at City Winery

1200 W Randolph St, Chicago, IL 60607

Known for his robust swing and poetic insight, Grammy winner Kurt Elling brings you one of the most spectacular holiday concerts in Chicago on Dec 19. See for yourself how the artist embraces the meaning and spirit of Christmas as he explores the universal themes such as hope, love, and light on stage.

Trans-Siberian Orchestra @ AllState Arena

6920 Mannheim Rd, Rosemont, IL 60018

What are the most anticipated holiday concerts in Chicago this year? Trans-Siberian Orchestra is definitely on the list. With the theme of Christmas Eve & Other Stories, the Orchestra is bringing back their holiday tradition to Chicago for its 25th anniversary. No more words needed. If you know, you know. 

Featured Image Credit: The Press Room