Highwood Limo Service

Why Highwood Residents Choose Royal Carriage

Highwood is small in size but big on nightlife — a compact Lake County city wedged between Highland Park and Fort Sheridan, with a dense restaurant and bar district packed into a few blocks along Sheridan Road and the railroad. Because so much of what happens here is dinner-and-drinks, a large share of our Highwood work is round-trip evening service: we drop you at the restaurant, you enjoy the wine list without worrying about the drive, and we pick you up when you text.

Highwood's Italian heritage shows up in its festivals and family celebrations, and we cover those too. The fare is flat with gratuity and tolls included, the same chauffeur stays with you the whole night, and there is never peak pricing — which matters on a busy Saturday when the rideshare apps spike.

Airport Transfers from Highwood

O'Hare is the primary airport — about 22 miles from Highwood, usually 30 to 45 minutes via Route 41 to the Tri-State Tollway (I-294) and the airport spur. Midway is the longer trip at roughly 37 miles, continuing down I-294, around an hour. Both fares include live flight tracking, so an early landing or a delay is absorbed without a rebooking charge. For the O'Hare transfer you can choose curbside or a baggage-claim meet-and-greet, and 24/7 dispatch handles the earliest and latest flights.

Popular Routes & Trips from Highwood

The signature Highwood trip is local — a round-trip to one of the city's many restaurants — but downtown Chicago is also a regular run at about 30 miles via Route 41 to the Edens (I-94), 50 to 65 minutes. We carry residents to the Loop for theater and dinner, Cubs games, and the Mag Mile. In summer the biggest pull is Ravinia Festival in neighboring Highland Park, where we handle drop-off and a coordinated post-show pickup that beats the parking-lot crawl. Other common trips include Fort Sheridan's historic district, the Lake Forest and Highland Park shopping areas, and golf at North Shore clubs. A night out is our bread and butter here.

Highwood Neighborhoods, Landmarks & Pickup Areas

We pick up across Highwood — the restaurant row along Sheridan Road and Green Bay Road, the Highwood Metra station on the Union Pacific North line, the historic Fort Sheridan district on the lakefront (now a residential and forest-preserve area), and the residential streets around Western Avenue and Highwood Avenue. Whether your address is near the Highwood Bocce Club, the Everts Park festival grounds, or the Highland Park border, dispatch knows the block and the driver texts on approach.

Weddings & Special Events in Highwood

Highwood's restaurants and the nearby Fort Sheridan grounds make it a popular spot for rehearsal dinners and intimate receptions, and full North Shore weddings often route through here on the way to a Lake Forest or Highland Park venue. We run the day with a Mercedes Sprinter for the wedding party, Escalades for parents, and a party bus for guest shuttles. Highwood's festival calendar — including its long-running food and music events — also drives group bookings all season. See full wedding limo packages.

Corporate & Executive Travel

North Shore professionals use our corporate car service for downtown commutes and client logistics — net-30 invoicing, monthly billing, and a volume discount past 20 rides a month. Executives ride our executive sedans with WiFi rather than fight Edens traffic, and hourly as-directed service covers multi-stop days and client dinners in the Highwood restaurant district.

Fleet & Flat-Rate Pricing

For one or two passengers the executive sedan runs to O'Hare at $130 flat. Couples and small groups headed to dinner often prefer the Cadillac Escalade; groups of six to fourteen take the Sprinter; larger parties and Ravinia groups book a party bus. Every quote is a flat fare with gratuity, fuel, and tolls included — no meter, no peak pricing, even on a packed Saturday night. Reserve your Highwood ride online or call (224) 801-3090.