Christmas Markets & Fairs in Chicago

Best of 2025 Christmas Markets and Fairs In Chicago

In Chicago, the city is blanketed in snow, Christmas lightning, and the warmth of loved ones. Perfect scenery, right? Do you guys know what will enhance this scenery more when you don't witness this scenery from your own house but wander around the beautiful Christmas markets of Chicago? From cozy stalls filled with unique gifts to delightful seasonal treats, the city’s markets are a must-visit. Chicago's 2024 Christmas markets and fairs promise unforgettable experiences for all. It’s the perfect way to celebrate the holiday season in the heart of the city.

1) BYOB Party Bus Holiday Lights Tour 'Tis The Season

Chicago's Best BYOB Holiday Lights Tour With A Boozy Twist! Includes Free express entry into the Christkindlmarket & The Zoo Lights. Get ready to celebrate! This bus features party-style seating, a lively atmosphere, upbeat Christmas music, and your favorite hits—perfect for those looking to turn the ride into part of the fun. Enjoy a more relaxed, tour-style experience with comfortable charter bus seating and classic Christmas music setting the mood for a festive journey. Prepare for a blend of entertainment, information, and humor with a boozy twist at all of Chicago's top Holiday Attractions! Music playlists provided by DJ Tecknique!

2) Hyde Park Holly-Day 2025

Sponsored by the University of Chicago, Hyde Park Holly-Day is back for 2025 with lots of FREE family holiday activities throughout Hyde Park on Saturday, December 6 at select times between 10 a.m. – 2 p.m. Don’t miss the ice carving demo & self-guided sculpture stroll, pictures with your favorite Santas, live reindeer & sleigh, free screening of “Zootopia 2", Buddy the Elf, costumed characters, dance performances, and holiday crafts. See you in Hyde Park!

3) Randolph Street Holiday Market

Your love for vintage treasures might get fulfilled at one of Chicago’s most beloved markets, where vintage treasures and modern finds come together under one roof. The Randolph Street Holiday Market features over 125 vendors offering an eclectic mix of vintage and contemporary home décor, fashion, art, and unique gifts. You'll get to enjoy live music, and festive drinks from the market bar. It’s the perfect way to spend the day shopping, eating, and celebrating the season!