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The most wonderful time of the year is here! Chicago is known for its extraordinary atmosphere at Christmastime, and our complete holiday guide will help you make the most of the season.


Ice Skating

Skating Ribbon at Maggie Daley Park

Millennium Park Ice Rink

Sky Rink at the Peninsula Hotel

Ice Rink at Lincoln Park Zoo

Ice Rink at Navy Pier Winter Wonderfest


Holiday Markets

Christkindlmarket in Daley Plaza

Chicago Art Girls holiday pop-up shop

The Night Market Before Christmas at the Chicago Athletic Association

One-of-a-Kind Show at the Merchandise Mart

Holiday Remix Chicago

Lycee French Market


Winter Festivals

Polar Palooza in Rogers Park

Holidays on the Square in Logan Square

St. Lucia Festival of Lights in Andersonville

Winter Wonderfest at Navy Pier

Winter Flower & Train Show at Lincoln Conservatory


Holiday Lights

ZooLights at Lincoln Park Zoo

Holiday Lights Tour by the Chicago Architecture Foundation


Christmas Trees to See

City’s Official Tree in Millennium Park

The Great Tree in the Walnut Room at Macy’s on State



Old Christmas Movies at the Music Box Theatre

“A Charlie Brown Christmas” at the Broadway Playhouse at Water Tower Place

“A Christmas Carol” at the Goodman Theatre

Joffrey Ballet’s “Nutcracker”

“It’s a Wonderful Life” live radio broadcast

“It’s a Wonderful Life” in Concert by the Chicago Symphony Orchestra

Handel’s Messiah at the Harris Theater (also the DIY Messiah)

The Christmas Schooner at the Mercury Theater

Second City’s “Holidazed and Confused”

“The Annoyance Christmas Pageant” at the Annoyance Theatre

Caroling at the Bean in Millennium Park

Jingle Jamz at Navy Pier


Santa Sightings

SantaLand at Macy’s on State

Santa at 900 N. Michigan Shops

Santa on the CTA Holiday Train

The Polar Express train ride with Santa

Santa at ZooLights at Lincoln Park Zoo

Santa at Winter Wonderfest at Navy Pier

Santa Hustle Chicago 5K


Festive Museum Exhibits

Christmas Around the World at the Museum of Science and Industry

Holiday Thorne Rooms and Neapolitan Crèche at the Art Institute

Breakfast with Santa and Holiday Aquatic Show at the Shedd Aquarium


High Tea

Palm Court at the Drake

The Lobby at the Peninsula

Pavilion at the Langham

Allium at the Four Seasons

The Commons Club at the Virgin Hotel

Deca at the Ritz-Carlton

Lockwood at the Palmer House

The Allis

Russian Tea Time

American Girl Place


Follow @UrbanAgendaWGN on Twitter for more fun things to do in Chicago!