A ChiTown Trolley Holiday Tradition
Chicago Christmas Trolley Tours
Private holiday lights tours for groups across Chicago and Chicagoland—heated, BYOB and reserved for your evening.
Christmas Trolley Quote
Everything the season calls for
- BYOB private trolley tours
- Seats 24 to 36 guests
- Circular perimeter seating
- Enclosed and heated trolley
- Premium Bluetooth sound system
- Rear balcony platform for photos
- Christmas lights inside and out
- Limited seasonal availability — book early
Plan a Christmas lights route for your group
As dusk settles over the neighborhoods, the trolley glows to life with lights tracing the roofline, holiday decorations inside the cabin and heat against the December air. Your group can enjoy its own playlist through the Bluetooth sound system while traveling together between displays and planned stops.
Share your pickup location, preferred neighborhoods and any stops you would like to include. The final route will depend on your reservation length, traffic, vehicle access and confirmed service area. When the right block of lights appears, the rear balcony provides a memorable place for group photos.
Chicago Christmas trolley FAQs
Yes. The Christmas trolley is reserved for your group rather than sold by individual seat. Share your preferred date, group size, pickup location and route ideas when requesting a quote.
The Christmas trolley accommodates approximately 24 to 36 guests. The best fit depends on your group size and seating needs, so include an accurate passenger estimate with your quote request.
Guests who are 21 or older may bring beverages aboard private charters, provided everyone drinking is of legal age. Let us know in advance so the trolley can be prepared for your group.
You may share preferred neighborhoods, displays and planned stops. The final route depends on your pickup location, reservation length, traffic, vehicle access and confirmed service area.
ChiTown Trolley serves Chicago and many surrounding Chicagoland suburbs, including Naperville, subject to route and date availability. Share your starting address and planned stops so the team can confirm service for your evening.
December dates often fill six to twelve months in advance, especially for Friday and Saturday evenings. Reserving early gives your group the best selection of dates and times, although it is still worth checking for last-minute availability.
Share your pickup address, preferred date and group size when requesting a quote. ChiTown Trolley will review your planned route and confirm whether service is available for your Chicago or suburban location.
Reserve your Chicago Christmas trolley
Seasonal dates fill quickly. Share your group size, pickup location and preferred evening to request availability.