Winter Fireworks at Navy Pier
Dec12
Festivals, Fairs & Special Events

Winter Fireworks at Navy Pier

Cozy up this winter at Navy pier with free fireworks over Lake Michigan and iconic Chicago skyline views. Catch the dazzling 10-minute display every Saturday…

Saturday, December 12th
8:00 p.m. – 8:10 p.m.
Wintrust Winter WonderFest at Navy Pier
Dec13
Festivals, Fairs & Special Events

Wintrust Winter WonderFest at Navy Pier

Step into the magic of Wintrust Winter WonderFest, where Navy Pier comes alive with festive décor, seasonal attractions and family fun for all ages. Stroll the…

America@250 – Now is the Time: Artists Go to Work
Dec13
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Sunday, December 13th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Breakfast with Santa
Dec13
Festivals, Fairs & Special Events

Breakfast with Santa

Ho-Ho-Holy Cow! Embrace the Magic of the Holidays at Breakfast with Santa at Harry Caray’s Navy Pier Make spirits bright with a festive family tradition…

Sunday, December 13th
9:30 a.m. – 11:30 a.m.
Harry Caray’s Navy Pier
700 East Grand Avenue
Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District
Dec13
Festivals, Fairs & Special Events

Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday traditions, Wrigleyville Wonderland, at select venues throughout…

Sunday, December 13th
11:00 a.m. – 9:00 p.m.
Wrigleyville
N. Clark Street
Spellbound Winter: A Cozy Anime Mini Festival
Dec13
Festivals, Fairs & Special Events

Spellbound Winter: A Cozy Anime Mini Festival

Spellbound Winter ❄️✨ Looking for a cozy winter event for anime fans, artists, and anyone who loves a little bit of magic? Spellbound Winter is…

Sunday, December 13th
12:00 p.m. – 6:00 p.m.
Uni Uni Boba Uptown
1130 W Argyle St
ZooLights Presented by Invesco and ComEd
Dec13
Festivals, Fairs & Special Events, Tours & Attractions

ZooLights Presented by Invesco and ComEd

ZooLights Presented by Invesco and ComEd returns to Lincoln Park Zoo, lighting up the city’s favorite holiday tradition once again! Over 3 million lights and…

Sunday, December 13th
4:30 p.m. – 9:00 p.m.
Drunk Christmas Carol
Dec13
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Sunday, December 13th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Light Of Christmas Drive Thru
Dec13
Festivals, Fairs & Special Events

Light Of Christmas Drive Thru

Chicago’s Drive Through Light Show located at White Sox, Rate Field opens November 19, 2026. Make holiday memories from your warm car!

Sunday, December 13th
5:00 p.m. – 9:00 p.m.
Guaranteed Rate Field
333 W 35th St
Wintrust Winter WonderFest at Navy Pier
Dec14
Festivals, Fairs & Special Events

Wintrust Winter WonderFest at Navy Pier

Step into the magic of Wintrust Winter WonderFest, where Navy Pier comes alive with festive décor, seasonal attractions and family fun for all ages. Stroll the…

America@250 – Now is the Time: Artists Go to Work
Dec14
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Monday, December 14th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District
Dec14
Festivals, Fairs & Special Events

Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday traditions, Wrigleyville Wonderland, at select venues throughout…

Monday, December 14th
11:00 a.m. – 9:00 p.m.
Wrigleyville
N. Clark Street
ZooLights Presented by Invesco and ComEd
Dec14
Festivals, Fairs & Special Events, Tours & Attractions

ZooLights Presented by Invesco and ComEd

ZooLights Presented by Invesco and ComEd returns to Lincoln Park Zoo, lighting up the city’s favorite holiday tradition once again! Over 3 million lights and…

Monday, December 14th
4:30 p.m. – 9:00 p.m.
Drunk Christmas Carol
Dec14
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Monday, December 14th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Light Of Christmas Drive Thru
Dec14
Festivals, Fairs & Special Events

Light Of Christmas Drive Thru

Chicago’s Drive Through Light Show located at White Sox, Rate Field opens November 19, 2026. Make holiday memories from your warm car!

Monday, December 14th
5:00 p.m. – 9:00 p.m.
Guaranteed Rate Field
333 W 35th St
Tituba: Artist Talk Featuring esperanza spalding and Josephine Lee in Conversation with Avery Willis Hoffman
Dec14
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

Tituba: Artist Talk Featuring esperanza spalding and Josephine Lee in Conversation with Avery Willis Hoffman

Explore the unique sonic world, melodies and rhythms of Court Theatre’s Tituba with this special artist talk, part of Court Theatre’s America@250 – Now is the…

Monday, December 14th
6:00 p.m. – 7:30 p.m.
Logan Center for the Arts
915 E 60th St,
Wintrust Winter WonderFest at Navy Pier
Dec15
Festivals, Fairs & Special Events

Wintrust Winter WonderFest at Navy Pier

Step into the magic of Wintrust Winter WonderFest, where Navy Pier comes alive with festive décor, seasonal attractions and family fun for all ages. Stroll the…

Tuesday, December 15th
America@250 – Now is the Time: Artists Go to Work
Dec15
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Tuesday, December 15th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District
Dec15
Festivals, Fairs & Special Events

Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday traditions, Wrigleyville Wonderland, at select venues throughout…

Tuesday, December 15th
11:00 a.m. – 9:00 p.m.
Wrigleyville
N. Clark Street
Drunk Christmas Carol
Dec15
Festivals, Fairs & Special Events, Music & Comedy, Theatre & Performing Arts

Drunk Christmas Carol

Drunk Christmas Carol, presented by the Drunk Shakespeare Society, brings a boozy twist on Charles Dickens’ holiday classic to Chicago for a limited run at…

Tuesday, December 15th
5:00 p.m. – 7:00 p.m.
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Light Of Christmas Drive Thru
Dec15
Festivals, Fairs & Special Events

Light Of Christmas Drive Thru

Chicago’s Drive Through Light Show located at White Sox, Rate Field opens November 19, 2026. Make holiday memories from your warm car!

Tuesday, December 15th
5:00 p.m. – 9:00 p.m.
Guaranteed Rate Field
333 W 35th St
Wintrust Winter WonderFest at Navy Pier
Dec16
Festivals, Fairs & Special Events

Wintrust Winter WonderFest at Navy Pier

Step into the magic of Wintrust Winter WonderFest, where Navy Pier comes alive with festive décor, seasonal attractions and family fun for all ages. Stroll the…

Wednesday, December 16th
America@250 – Now is the Time: Artists Go to Work
Dec16
Festivals, Fairs & Special Events, Museums, Galleries & Exhibitions, Theatre & Performing Arts

America@250 – Now is the Time: Artists Go to Work

On July 4, 2026, America turned 250 years old. To reckon with the 250th anniversary of the Declaration of Independence is to reckon with freedom…

Wednesday, December 16th
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District
Dec16
Festivals, Fairs & Special Events

Lakeview East Chamber of Commerce Announces Return of “Wrigleyville Wonderland,” Chicago’s Largest Holiday Pop-Up District

The Lakeview East Chamber of Commerce is proud to announce the return of one of Chicago’s favorite holiday traditions, Wrigleyville Wonderland, at select venues throughout…

Wednesday, December 16th
11:00 a.m. – 9:00 p.m.
Wrigleyville
N. Clark Street