When winter settles over the city, Chicago transforms into a brilliant canvas of light and color. Every corner glows with festive energy, drawing locals and visitors alike into a celebration of the season. With our Chicago holiday lights trolley tour, we bring that experience to life—not just as a drive, but as an invitation to reconnect with the joy and wonder of the holidays. Warmth radiates from the decorated streets, laughter echoes through frosted windows, and the comfort of a light trolley ride makes the crisp evening air feel welcoming. With each turn, you see the city sparkle in ways only December can provide, reminding you that some traditions never lose their magic.

With our holiday light tour in Chicago, the turns reveal a new scene of holiday wonder. This isn’t just a loop around town—it’s a curated visual celebration that weaves through the city’s most iconic seasonal displays. As the trolley rolls along, you’ll pass through streets that glow with intricate light designs, neighborhoods wrapped in festive cheer, and historic corners dressed in holiday elegance. Each area visited has its own unique way of celebrating the season, creating a dynamic and ever-changing backdrop that delights both first-time guests and seasoned locals. Our Chicago Christmas trolley represents a rare chance to witness the city’s holiday charm from a warm, elevated seat—far from the crowds, yet fully immersed in the spirit. Let’s delve into some of the most iconic locations that bring the magic of the holiday season to life:
Millennium Park becomes a winter wonderland during the holiday season. The park features a giant Christmas tree adorned with twinkling lights. The tree lights up the night sky, creating an enchanting scene that makes the holiday spirit come alive.
Art on the MART brings art to life during the holidays. The large-scale projection features festive designs and holiday imagery. Our Christmas trolley in Chicago includes a stop to marvel at this spectacular display. The projection’s vivid colors and enchanting themes make it an unforgettable part of the tour.
Lincoln Park Zoo transforms into a brilliant wonderland filled with lights. During the holidays, you can witness the zoo illuminated with millions of lights. Walk around, enjoy the glowing displays, and take in the cheerful atmosphere. It’s a delightful experience for families and visitors of all ages.
Macy’s on State Street is famous for its festive holiday window displays. Our Christmas light tours in Chicago take you past these windows, showcasing intricate holiday scenes. The artistry of these displays brings classic holiday stories to life, filling your group with festive joy. Watching these beautiful creations is a must for holiday enthusiasts.
Navy Pier hosts an enchanting indoor light garden and festive activities during the holiday season. Our Chicago Christmas lights tour stops here, allowing you to experience the magic of Light Up the Lake. The combination of lights, festive decor, and activities makes Navy Pier a highlight of the holiday season.
The Lightscape event at the Chicago Botanic Garden is a highlight of our tour. You’ll enjoy winding paths illuminated by unique artistic light installations, creating a beautiful and immersive experience. This location provides a tranquil yet festive atmosphere that’s sure to impress.
In addition to Lincoln Park Zoo, Brookfield Zoo also hosts its version of ZooLights, called Holiday Magic. Our Chicago holiday trolley will take you to see millions of twinkling lights, sculptures, and festive activities. The zoo’s brilliant displays are a perfect family-friendly addition to the tour.
Step aboard our trolley and settle into a trip that combines nostalgic charm with modern comfort — the perfect vehicle for your holiday light tour in Chicago. The vintage‑style trolley wraps classic design and warm seating into the getaway, letting you soak in the holiday lights through wide windows without the distractions of heavy traffic or bad weather. The drive stays cozy even in winter’s chill, while the smooth drive ensures a relaxed, uninterrupted tour. You’ll appreciate ample space and a calm atmosphere, ideal for families, couples, or groups who want to enjoy the glow of the season together. In short, this trolley elevates the holiday experience: you don’t just see the lights — you live them.

Planning a holiday outing should feel festive, not stressful. To help you prepare for your holiday lights trolley tour, we’ve answered some of the most common questions below. Whether you’re bringing the whole family or booking for a seasonal group outing, these answers will ensure your experience feels effortless and enjoyable:
Absolutely. The tour is family-friendly and offers a warm, safe, and festive way for children to enjoy the city’s lights without long walks or cold waits.
The full tour typically runs between 60 to 90 minutes, depending on traffic and weather. It allows ample time to enjoy each holiday display along the route.
Yes, advanced reservations are strongly recommended, especially during peak weekends in December. Seats are limited, and tours often sell out quickly.
Yes, all trolleys used for the tour are fully heated, providing a cozy interior no matter how cold it gets outside.
Step aboard our classic Chicago trolley bus and embrace the season in comfort and warmth. With its open-air design, gleaming wood finishes, and flexible seating, the trolley creates a festive space that feels both nostalgic and welcoming. Modern touches like air conditioning, an onboard stereo, and a PA system ensure the moments feel effortless and engaging. Safety features, including overhead rails and wide-view mirrors, make the trip as secure as it is smooth. Whether you’re gathering with family or celebrating with friends, we customize the experience to feel personal and memorable.
If you’re ready to explore the city’s lights from a seat that wraps you in holiday spirit, it’s time to reserve your tour! Reach out today at 312 361 4111 or email info@pontarellischicago.com to save your spot. Pontarelli invites you to come and experience the best of this city with us!