Upcoming Chicago Events

Name: Wintrust Winter WonderFest at Navy Pier
Start: 2026-12-10T00:00:00-06:00
End: 2026-12-10T23:59:59-06:00
Location: Navy Pier

Check out what's happening all around Chicago.

December 6, 2026: Dec6
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…
Event details
Sunday, December 6th
9:30 a.m. – 11:30 a.m.
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Harry Caray’s Navy Pier
700 East Grand Avenue
Dec6
Festivals, Fairs & Special Events
Cookies with Santa
Decorate holiday cookies with Santa at The Guesthouse Hotel located at 4872 N Clark. Join us for a delightful holiday cookie decorating event with Santa…
Event details
Sunday, December 6th
10:00 a.m. – 2:00 p.m.
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The Guesthouse Hotel
4872 N Clark
Dec6
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…
Event details
Sunday, December 6th
11:00 a.m. – 9:00 p.m.
See all events in series
Wrigleyville
N. Clark Street
Dec6
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…
Lincoln Park
Event details
Sunday, December 6th
4:30 p.m. – 9:00 p.m.
See all events in series
Lincoln Park Zoo
Chicago
Dec6
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…
Event details
Sunday, December 6th
5:00 p.m. – 7:00 p.m.
See all events in series
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Dec6
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!
Event details
Sunday, December 6th
5:00 p.m. – 9:00 p.m.
See all events in series
Guaranteed Rate Field
333 W 35th St
December 7, 2026: Dec7
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…
Streeterville
Event details
Monday, December 7th
See all events in series
Navy Pier
Dec7
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…
Hyde Park
Event details
Monday, December 7th
See all events in series
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Dec7
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…
Event details
Monday, December 7th
11:00 a.m. – 9:00 p.m.
See all events in series
Wrigleyville
N. Clark Street
Dec7
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…
Lincoln Park
Event details
Monday, December 7th
4:30 p.m. – 9:00 p.m.
See all events in series
Lincoln Park Zoo
Chicago
Dec7
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…
Event details
Monday, December 7th
5:00 p.m. – 7:00 p.m.
See all events in series
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Dec7
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!
Event details
Monday, December 7th
5:00 p.m. – 9:00 p.m.
See all events in series
Guaranteed Rate Field
333 W 35th St
December 8, 2026: Dec8
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…
Streeterville
Event details
Tuesday, December 8th
See all events in series
Navy Pier
Dec8
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…
Hyde Park
Event details
Tuesday, December 8th
See all events in series
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Dec8
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…
Event details
Tuesday, December 8th
11:00 a.m. – 9:00 p.m.
See all events in series
Wrigleyville
N. Clark Street
Dec8
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…
Event details
Tuesday, December 8th
5:00 p.m. – 7:00 p.m.
See all events in series
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Dec8
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!
Event details
Tuesday, December 8th
5:00 p.m. – 9:00 p.m.
See all events in series
Guaranteed Rate Field
333 W 35th St
December 9, 2026: Dec9
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…
Streeterville
Event details
Wednesday, December 9th
See all events in series
Navy Pier
Dec9
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…
Hyde Park
Event details
Wednesday, December 9th
See all events in series
Court Theatre
5535 S. Ellis, Chicago, IL, 60637
Dec9
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…
Event details
Wednesday, December 9th
11:00 a.m. – 9:00 p.m.
See all events in series
Wrigleyville
N. Clark Street
Dec9
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…
Lincoln Park
Event details
Wednesday, December 9th
4:30 p.m. – 9:00 p.m.
See all events in series
Lincoln Park Zoo
Chicago
Dec9
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…
Event details
Wednesday, December 9th
5:00 p.m. – 7:00 p.m.
See all events in series
182 N. Wabash Ave., Chicago
182 N. Wabash Ave.
Dec9
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!
Event details
Wednesday, December 9th
5:00 p.m. – 9:00 p.m.
See all events in series
Guaranteed Rate Field
333 W 35th St
December 10, 2026: Dec10
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…
Streeterville
Event details
Thursday, December 10th
See all events in series
Navy Pier