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Updated 11:26 am, November 14, 2018

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Chicago
Nov. 15:
MSI Tree Lighting | Hyde Park
Nov. 16-17:
Magnificent Mile Lights Festival | Mag Mile
Nov. 16-Dec. 23:
Christkindlmarket | The Loop
Nov. 16-25: How The Grinch Stole Christmas | The Loop
Nov. 17-18: Randolph Street Market Holiday Market | West Loop
Nov. 23-Dec. 31: ZooLights | Lincoln Park
Nov. 29-Dec. 23: Mrs. Claus a Holiday Musical | Beverly
Dec. 1- Jan. 1: The Polar Express Train Ride | The Loop
Dec. 1: Santa Hustle 5k | Soldier Field
Dec. 1:Julmarknad Christmas Bazaar | Andersonville
Dec. 2: Tree Lights of Chicago | Garfield Park
Dec. 2: Winter and Christmas Themed Baking | The Loop
Dec. 8-9: Breakfast with Tomten | Andersonville
Dec. 12-16: Cirque Dreams Holidaze | The Loop
Dec. 15: Jinglefest | West Loop 
Dec. 15-16: Cookie Walk | Wicker Park
Dec. 16: Brunch with Santa | Old Town
Dec. 16: Odyssey Lake Michigan Santa Cruise | Streeterville
Dec. 16: Julmiddag-Traditional Swedish Christmas family dinner | Andersonville
Dec. 31: New Year's Eve Family Friendly Cruise | Streeterville

North Shore
Nov. 23:
Winterfest 2018 | Park Ridge
Nov. 24:
The Village Church Tree Lighting Ceremony | Northbrook
Nov. 24-25: Family Holiday Celebration | Wilmette
Nov. 24: Holiday in the Park and Parade | Glenview
Dec. 1-2: Winter Wonderland Holiday Festival | Des Plaines
Dec. 2:
Tree Lights of Glenview | Glenview
Dec. 2: Grinch's Candy Cane Hunt | Park Ridge
Dec. 7:
Storytime with Santa | Lincolnwood
Dec. 9: Sensitive Santa | Lincolnwood
Dec. 8-15: Silver Bells Express | Morton Grove
Dec. 15:
Breakfast With Santa | Park Ridge
Dec. 15: Swim with Santa | Park Ridge
Dec. 16: Skate with Santa | Park Ridge

North/Northwest Suburbs
Nov. 9-Dec. 24:
Santa HQ at the Fashion Outlets | Rosemont
Nov. 17-18: Kris Kringle Market | McHenry
Nov. 17-Dec. 16:Free Santa Photos | Bloomingdale
Nov. 17-Dec. 16: Photos with Santa| Carpentersville
Nov. 23-Dec. 16:
Santa's Village Magical Christmas Days | East Dundee
Nov. 23-Dec. 22: Free Santa Visits | Mt. Prospect
Nov. 23: Light Up the Park | Rosemont
Nov. 29: Tree Lights of Barrington | Barrington
Dec. 1:
Visit With Santa and Mrs. Claus| Third Lake
Dec. 1: Miracle on Main St. | Lake Zurich
Dec. 1: Breakfast with Santa at Santa's Village | East Dundee
Dec. 2: Kiwanis Santa Run | Crystal Lake
Dec. 2-9: Caring Santa | Woodfield-Schaumburg
Dec. 9: Christmas Musical | Elgin
Dec. 15: Breakfast N Story With Santa | Mundelein
Dec. 15: Flurry Fest | Lake in the Hills

West Suburbs
Nov. 16-Dec. 24:
Christkindlmarket | Naperville
Nov. 16: Jingle Mingle | Burr Ridge
Nov. 17-Jan. 1:
Illumination at the Morton Arboretum | Downers Grove
Nov. 17-Dec. 22:Holiday Extravaganzas | Oak Park
Nov. 23-25: Gingerbread Festival | Downers Grove
Nov. 23: Holiday Walk at the Library | Glen Ellyn
Nov. 24-Dec. 30: Santa's Workshop | St. Charles
Nov. 30: Naperville's Festival of Lights | Naperville
Nov. 30: Jolly Old St. Nick Concert | Bensenville
Dec. 1: Jingle Fest with Santa | Elmhurst
Dec. 1-31: Hoiday Magic at Brookfield Zoo | Brookfield
Dec. 1Gingerbread and Candlelight | Glen Ellyn
Dec 1: Jingle Fest with Santa | Elmhurst
Dec. 1: Gingerbread Contest | Glen Ellyn
Dec. 2: Brunch With Santa | Lisle
Dec. 6: Tree Lighting in Wilder Park | Elmhurst
Dec. 8-9: Breakfast with Santa at Brookfield Zoo | Brookfield
Dec. 8: Santa's Workshop at Wilder Mansion | Elmhurst
Dec. 8: Santa's Winter Festival | Burr Ridge
Dec. 8: Santa's Workshop | Elmhurst
Dec. 8: Cookies with Mrs. Claus | Clarendon Hills
Dec. 8: Family Holiday Party | Elmhurst
Dec. 8: Candy Cane Hunt | Lisle
Dec. 9: Lunch with Santa | Clarendon Hills
Dec. 9: Christmas Cantata | Wheaton
Dec. 9: Castles, Carols and Cathedrals: A British Isles Holiday | Aurora
Dec. 14: Gingerbread House Decorating | Clarendon Hills
Dec. 16: Courts Plus Santa Run | Elmhurst
Dec. 16: Bell Choir Concert and a Birthday Party for Jesus | Wheaton
Dec. 16: Santa Run | Elmhurst
Dec. 16:Joy to the Holidays Concert | Naperville
Dec. 28: DIY Snowflakes | River Forest
Dec. 28: Itsy Bitsy New Year's Eve | Clarendon Hills
Dec. 31: Noon Year's Eve | River Forest
Dec. 31: Zoo Year's Eve | Brookfield

South Suburbs
Nov. 13-Dec. 24:
Santa Visits Orland Mall | Orland Park 
Nov. 14: Goofy for Gingerbread | Tinley Park
Nov. 18: Miracle on 127th St. | Palos Heights
Dec. 2: Santa photos for special needs children | Orland Park
Dec. 4: Noel: A Breathtaking New Musical | Joliet
Dec. 16: Shoemaker and the Elves/The Nightmare Before Christmas | Oak Lawn
Dec. 16: Skate with Santa | Oak Lawn

NW Indiana
Nov. 24:
Elf Express | Gary
Dec. 1-2: Once Upon a Christmas | Lake Station
Dec. 3-16:
Worldwide Yuletide | Gary
Dec. 4: Hot Chocolate Social | Munster
Dec. 8: A Visit from Santa and Mrs. Claus | Lowell
Dec. 15:
Sensory Sensitive Santa Day | Gary
Dec. 15-16: Christmas at the Mill | Hobart
Dec. 19: Holiday Storytime | Schererville
Dec. 21: Winter Solstice Almost Full Moon Hike and Campfire | Griffith