Milwaukee to Chicago limo — black luxury SUV bound for downtown Chicago

Milwaukee to Chicago is a signature intercity route for Pharaoh’s Transportation — a flat-rate, chauffeured ride down I-94 to downtown Chicago, about 90 miles south. From $199, a professional chauffeur collects you in metro Milwaukee and delivers you to the Loop, the Magnificent Mile, McCormick Place, or a Cubs, Sox, Bears, or Bulls game — no driving, no downtown parking, no stress.

Why Choose Milwaukee to Chicago

Ninety minutes down I-94 into downtown traffic is nobody’s idea of fun — and parking is worse. We handle both, dropping you at the door while you work or relax, operated end to end by Pharaoh’s Transportation.

Flat Rate from $199

Sedans from $199 and SUVs from $249 to downtown Chicago, set at booking.

  • No meter, no surge.

Professional Chauffeurs

Drivers who know the I-94 run and downtown Chicago’s streets and venues.

  • City-savvy and punctual.

Work or Relax En Route

A quiet cabin steady enough to take a call, answer email, or unwind before a night out.

  • Turn 90 minutes into your time.

Door to Downtown

Curbside pickup in metro Milwaukee, drop anywhere in downtown Chicago.

  • Office, hotel, venue, or stadium.
Luxury vehicle on I-94 for the Milwaukee to Chicago drive
Luxury sedan downtown for a Milwaukee to Chicago trip
Sedan against the Chicago skyline at dusk for a Milwaukee to Chicago ride

Premium Comfort from Milwaukee to Chicago

Settle into a spotless, climate-controlled cabin with plush leather and room to spread out. Whether it’s a Loop meeting, a Mag Mile shopping day, or a night at the theater, you arrive downtown relaxed and ready — and never circle for parking.

Door-to-Door Pickup

Curbside pickup anywhere in metro Milwaukee.

Easy Online Booking
Transparent Flat Rates

From $199 to downtown, no hidden fees.

Direct to Downtown

Straight down I-94 to the Loop.

24/7 Availability

Early meeting or late show, we’re on.

Groups & Events

Sprinters up to 14 for teams and events.

From your Milwaukee doorstep to downtown Chicago, Milwaukee to Chicago pairs professional chauffeurs with the immaculate Pharaoh’s Transportation fleet. Heading back north? See Chicago to Milwaukee, or book your ride today.

Milwaukee to Chicago Limo FAQs

Flat rates start at $199 for a sedan and $249 for an SUV to downtown, set at booking — no meter, no surge. Groups ride in a Sprinter for one flat rate.

About 90 minutes down I-94, though downtown traffic can add time — which we plan around so you’re on schedule.

Yes — Cubs, Sox, Bears and Bulls games, McCormick Place, theaters, and concerts, with drop-off right at the venue.

Completely — we drop you at the door and pick you back up, so you never pay or search for a downtown space.

Anywhere in metro Milwaukee to anywhere in downtown Chicago — office, hotel, venue, or stadium. Multiple stops can be arranged.

Yes. Milwaukee to Chicago is an intercity route served by Pharaoh’s Transportation, with the same team, fleet, and chauffeurs.