Holidays at Skydeck Chicago

Celebrate the season from 103 stories above the city at Holidays @ Skydeck, where Chicago’s highest attraction transforms into a winter wonderland. Skydeck’s immersive museum and observation deck are decked out with thousands of twinkling lights, oversized ornaments, themed photo ops, and merry holiday décor — including a festive, life-size holiday L train replica.

Throughout the season, guests can enjoy live performances from local musicians, take part in Ho! Ho! Ho! Yoga in the Sky, or experience Holiday Pie in the Sky, a festive pizza dinner served on the 99th and 103rd floors, complete with holiday desserts and cheerful Christmas music.

Santa will make frequent appearances — from scheduled photo sessions to free Selfies with Santa — and surprise performances from local entertainers, including Nutcracker ballet dancers and holiday carolers, add extra seasonal magic.

Make it your family’s highest holiday tradition and enjoy warm, bright festivities — all indoors. Beyond the Skydeck experience, Willis Tower visitors can enjoy the dazzling holiday tree in Catalog, a strolling Grinch, and the annual Catalog Holiday Market.

Event Highlights:

• Santa Photo Sessions (LL2): Dec 1–21 (2–7 PM weekdays, 11 AM–7 PM weekends); Dec 22–24 (11 AM–7 PM)

• Holiday Décor & Photo Ops: Now–Jan 4

• Holiday Pie in the Sky: Dec 4–6, 11–13 & 18–20

• Ho! Ho! Ho! Yoga in the Sky: Dec 6–7, 14 & 20–21

• Ballet 5:8 Nutcracker Performance: Dec 1, 6:30–7:30 PM

• Free Selfies with Santa: Dec 1–19 (Mon–Fri), 10 AM–1 PM

• Live Holiday Music in Catalog: Dec 3 (10 AM), Dec 4 (12 PM), Dec 17 (10 AM)

• Holiday Jam Pajama Promo: Dec 22–26 — guests wearing their holiday pajamas receive a complimentary 6x8 printed photo