The Chicago Carolers at Skydeck
Friday, November 21, 2025 6:00 PM Skydeck
Visit SkydeckCelebrate the season from 103 stories above the city at Holidays @ Skydeck! Skydeck’s lower-level Chicago museum and observation deck will be transformed like never before, featuring thousands of twinkling lights, oversized ornaments, photo ops and merry holiday décor.
Festive Chicago Carolers will spread holiday cheer singing classic holiday tunes November 21 and 28 at noon at Skydeck.
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Explore more happenings at Willis:
Santa Photo Sessions at Skydeck
November 22, 2025 5:00 PM Skydeck
Get your photos with Old St. Nick during the holiday season, before Santa takes off Christmas Eve.
Willis Tower Holiday Market
December 9, 2025 5:00 PM Catalog at Willis Tower - Level 1
We invite all to ring in the gift-giving season at our holiday market, featuring local gift vendors, festive live music and décor.
Strolling Grinch in Catalog at Willis Tower
December 9, 2025 5:30 PM Catalog at Willis Tower
See if you can spot the infamous Grinch character, prowling around Catalog at Willis Tower during our holiday market.