Chicago to Milwaukee Car Service

The skyline of Milwaukee, mainly office buildings, at night.

Faster than flying

On this route, our chauffeur service gets you to your destination quicker than by flying.

Convenience

Travel at ease with a door-to-door pickup and drop-off: no airport queues.

Flexibility

Choose the travel time that suits you. Unlike fixed flight schedules, your ride departs whenever you want.

A man looks at his phone as his chauffeur carries luggage to a waiting vehicle.

The safe and private option for your city-to-city ride

From Illinois to Wisconsin and beyond, our trained professional chauffeurs are ready to shuttle you between cities. Interstate journeys are a breeze when you have a reliable limousine service you can count on to keep you safe on the road. Blacklane is an industry leader, meaning you can expect a seamless transition to your precise destination, safe in the hands of our experienced, professional chauffeurs. Make your reservation today for your city-to-city car service across the USA and beyond. Let us take care of the minutiae of the journey so you can just sit back and enjoy.

Stress‑free from start to finish

Skip airports, train stations, and rental car counters. With our long-distance chauffeur service, there are no crowds, queues, or transfers: just a private journey from one city to the next. Travel in a top‑class vehicle driven by a professional chauffeur, knowing that every ride is carbon‑neutral through verified offset programs. Wherever you’re headed, you’ll enjoy comfort and peace of mind - arriving refreshed, on time, and ready for whatever’s next.

A businessman works on his laptop in the back seat of a Blacklane car.

Why take a Blacklane instead of a short-haul flight?

Choosing a chauffeured car service over a short-haul flight is about more than saving time - it’s about enjoying the journey. Here’s why Blacklane is the smarter choice:

  • Convenience: travel door-to-door with no airport transfers, check-ins or wasted waiting time
  • Comfort: more leg space, no intrusive seatmates, and unlimited luggage as long as it fits in the trunk
  • Efficiency: price per car, so you can take up to 5 colleagues, friends or family at no extra cost
  • Flexibility: travel at the times that suit your schedule instead of a fixed flight timetable
  • Peace of Mind: professional chauffeurs, in-car privacy, Wi-Fi, and device charging cables come standard
A female Blacklane guest in a cozy sweater relaxes in the backseat of a luxury car traveling through a city.
Blacklane passenger leaving vehicle, chauffeur opening door. Young children greet the passenger.

Your new go-to for city-to-city travel

Our reliable chauffeur service is available across the globe, wherever you need an efficient and reliable transition between cities. Check out the rates for our top city-to-city routes and book a chauffeur for your next trip abroad. Whether you’re going from Abu Dhabi to Dubai or London to Bristol, you can expect the same high quality experience every time - indeed, Blacklane is an industry leader in standards. Plus, with our bookings by the hour you could even reserve a chauffeur for the day as you visit the sights or get some souvenirs.