Updated September 2026 · Written by the All Star Limo dispatch team — serving Chicagoland since 2014, licensed and insured, with a 5.0 Google rating.

Quick answer: Book a holiday or New Year’s Eve limo in Chicago at least 1-2 weeks ahead — this is one of the busiest stretches of the year for the fleet, alongside prom and wedding season. A Sprinter van or stretch limo keeps a group together for multiple stops, all at a flat, all-inclusive rate agreed before the night starts, with a professional chauffeur handling the driving and the parking.

At a glance

• When to book: at least 1-2 weeks in advance during peak season (holidays, prom, wedding season)
• Vehicle options: sedans and SUVs for smaller groups, Sprinter vans and stretch limos for larger parties
• Pricing: flat, all-inclusive — the rate you’re quoted is the rate you pay, no surge on the busiest night of the year
• What’s included: a licensed, background-checked chauffeur for the whole night, multiple stops as needed
• Custom touches: champagne and decorations can be arranged for the occasion — just ask when booking

Why book ahead for the holidays

Holiday parties and New Year’s Eve fall into the same peak-demand window as prom and wedding season, when preferred vehicles and time slots get reserved early. Booking 1-2 weeks out gives the best chance at the specific vehicle you want — a stretch limo for a milestone celebration, or a Sprinter van if the group is stopping at more than one venue over the course of the night.

Choosing a vehicle for a group night out

A sedan or SUV works for a couple or a small group heading to one event. For a larger holiday party or a New Year’s Eve group moving between multiple venues, a Sprinter van keeps everyone together, and a stretch limo adds the occasion factor for a milestone celebration. See the full fleet or read the vehicle comparison guide to match capacity to your group size.

One less thing to worry about on a busy night

A professionally chauffeured ride means no one in the group needs to plan around driving, parking, or navigating downtown traffic between stops — the chauffeur handles all of it while the group focuses on the celebration.

Book your holiday ride

Call (708) 998-6336 or book online with your date, group size, and stops for a flat-rate quote.

FAQ

How far in advance should I book a New Year’s Eve limo?

At least 1-2 weeks ahead, since it’s one of the busiest nights of the year for available vehicles and time slots.

What vehicle fits a group of 10-12 for a holiday party?

A Sprinter van comfortably handles a group that size along with luggage or bags, and works well for multiple stops over the course of the night.

Does the price go up on New Year’s Eve?

No — All Star Limo uses flat, all-inclusive pricing agreed at booking, regardless of the date or how in-demand the night is.

Can we make more than one stop during the booking?

Yes, hourly and as-directed bookings accommodate multiple stops — let dispatch know your planned itinerary when you book.

Can I request champagne or decorations for a celebration?

Yes, these can be arranged for weddings, milestone birthdays, and other celebrations — mention it when booking.

Related All Star Limo guides

See group transportation, the Sprinter limo service page, and the Chicago limo pricing guide.