Chicago Holiday Guide: Top Events & Festive Activities

The holiday season in Chicago is nothing short of magical. From magical light displays to ice skating under the city skyline, the Windy City turns into a winter paradise filled with festive cheer.

Whether you're looking to explore iconic holiday events or decorate your home with Chicago-inspired touches, this guide will help you make the most of the season.

Let’s explore the must-do holiday activities and creative home décor ideas that capture the spirit of Chicago’s winter magic.

Exploring Chicago’s Iconic Holiday Events and Festivities

Chicago’s holiday festivities are known for their grandeur and charm. Some of the city’s most iconic events create cherished traditions for both locals and visitors alike:

Christkindlmarket: Modeled after traditional German Christmas markets, this open-air market in Daley Plaza is a must-see. Explore booths offering handcrafted ornaments, festive foods, and mulled wine served in pretty collectible mugs.

Magnificent Mile Lights Festival: This annual event kicks off the holiday season with a parade down Michigan Avenue, where the buildings are illuminated with thousands of lights. With fireworks and live performances, it’s a highlight of Chicago’s holiday scene.

Winter WonderFest at Navy Pier: An indoor holiday extravaganza featuring an ice-skating rink, giant slides, carnival rides, and even an appearance by Santa Claus. It’s perfect for family fun and a great way to escape the cold while still indulging in holiday festivities.

Must-See Holiday Light Displays Around the City

The holiday lights in Chicago are truly spectacular, turning the city into a shimmering fantasyland. Here are some of the top spots to see dazzling displays:

Lincoln Park ZooLights: One of Chicago’s most beloved holiday traditions, ZooLights revamps the Lincoln Park Zoo into a colorful, illuminated paradise. With synchronized light shows, ice carving demonstrations, and seasonal treats, it’s a must-see event for all ages.

Tree Lights at The Morton Arboretum: Just outside of the city, this beautiful display illuminates the towering trees of the arboretum. Walk through interactive light displays that change color with the touch of your hand and immerse yourself in the peaceful beauty of nature lit up in brilliant colors.

Millennium Park Holiday Lights: The iconic Millennium Park is even more attractive during the holiday season. Don’t miss the massive Christmas tree in the park, decorated with thousands of lights and standing tall as the centerpiece of the city’s holiday celebrations.

Ice Skating and Winter Wonderland Experiences in Chicago

There’s no better way to welcome winter than by strapping on a pair of ice skates and gliding under the city skyline. Chicago has several fantastic skating rinks that are perfect for holiday fun:

McCormick Tribune Ice Rink at Millennium Park: Set against the backdrop of the famous Cloud Gate (also known as “The Bean”), this rink is a classic Chicago winter experience. It’s free to skate, and you can rent skates on-site.

Maggie Daley Park Ice Skating Ribbon: This unique, winding ice ribbon gives a more dynamic skating experience as you loop through a scenic winter view. The rink is especially beautiful at night, with lights creating a magical atmosphere.

Gallagher Way Ice Rink: Located next to Wrigley Field, this rink offers a cozy skating experience with holiday music and festive décor. After skating, enjoy warm drinks and treats from the surrounding vendors.

Shopping Local: Where to Find Unique Holiday Gifts in the Windy City

Chicago is home to a variety of local artisans and shops, making it the perfect place to find one-of-a-kind holiday gifts. Here are a few top spots to shop:

Chicago Makers Pop-Up Shops: These temporary holiday pop-up shops showcase goods from local artists and small businesses, offering everything from handmade jewelry to home décor items.

Andersonville Galleria: This quirky market in the Andersonville neighborhood is known for its selection of gifts created by local makers. You’ll find everything from original artwork to artisanal candles and holiday treats.

Renegade Craft Fair: Held in December, this lively fair is a plunder of handmade gifts, including clothing, ceramics, and prints. It’s the perfect place to shop for unique, handcrafted presents that have a personal touch.

Bringing the Festive Spirit Home: Decorating Tips Inspired by Chicago’s Holiday Magic

Chicago’s holiday décor is known for its elegance and warmth, and you can bring that same festive spirit into your home. Here are a few ideas inspired by the city’s winter magic:

Twinkling Lights Everywhere: Mimic the Magnificent Mile’s glowing lights by adding strings of white or colored lights to your home’s interior and exterior. Wrap them around your tree, mantle, and even along your windows to bring the Chicago skyline’s sparkle into your living space.

Holiday Wreaths: Take inspiration from the beautiful holiday wreaths you’ll see on doors across the city. Decorate your own with pinecones, berries, and bows for a personal touch.

Cityscape-Inspired Ornaments: Use ornaments that reflect Chicago’s skyline or iconic landmarks. You can find handcrafted Chicago-themed ornaments at local markets or make your own to add a personal, city-inspired touch to your tree.

Wishon Evergreens: Fresh Christmas Trees and Wreaths Delivered Right to Your Door

For those looking to deck their halls with fresh greenery, Wishon Evergreens is a local favorite that delivers fresh Christmas trees and wreaths directly to your home.

They offer a variety of tree sizes and styles, making it easy to find the perfect one to fit your space.

You can also order wreaths decorated with pinecones, berries, and ribbons to hang on your front door or throughout your home.

The convenience of delivery ensures you’ll have fresh, fragrant greenery to bring the outdoors in and fill your home with the scent of the season.

Creating a Cozy Chicago Vibe: Infusing Your Home with Holiday Warmth and Charm

Bring the cozy warmth of a Chicago winter into your home with these festive decorating tips:

Layer with Textiles: Use soft plush blankets and pillows in rich winter colors such as deep reds, greens, and gold to create a warm and inviting atmosphere.

Candles and Lanterns: Add candles or lanterns to your décor for a warm, flickering glow. Cinnamon, pine, and vanilla scents can create a cozy, festive ambiance.

Fireplace Focal Point: If you have a fireplace, make it the centerpiece of your living space. Hang stockings, place garlands on the mantle, and light a fire to create a cozy spot from the cold.

Chicago during the holidays is a magical place, full of events, traditions, and festive cheer.

From exploring the city’s iconic light displays and skating rinks to shopping for gifts at local markets, there’s something for everyone to enjoy. To bring the spirit of the season into your home, look no further than Wishon Evergreens.

With their convenient delivery of fresh Christmas trees and beautifully crafted wreaths, you can fill your space with the natural warmth and charm of the holidays. Make your home a festive oasis this holiday season by contacting us today!