Executive & wheelchair accessible transport
Every journey, handled with care. Always at the helm.
Captain Sack Mobility provides chauffeured executive transport and fully wheelchair accessible rides for hire. Professional drivers, immaculate vehicles and door-to-door service across Chicago, the suburbs and all of Chicagoland, including O'Hare and Midway airports.
Available 24 hours a day, 7 days a week, by reservation.
The Captain Sack standard
Transport you can rely on, from a name you already trust.
Captain Sack Mobility is a division of Captain Sack Maritime Group. We bring the same discipline, safety culture and hospitality from the water to the road.
On time, every time
We arrive early, track your flight and plan around Chicago traffic so you never watch the clock.
Professional chauffeurs
Background-checked, trained in passenger assistance and secure wheelchair transport, and dressed for the occasion.
Dignity and comfort
Patient, respectful help from your door to your destination. No rushing, no lifting you out of your chair.
Transparent pricing
Quoted up front with no hidden fees. Hourly, point-to-point and recurring rates available.

Wheelchair accessible transport
Ride in your own chair. Arrive with your dignity intact.
Our Toyota Sienna, converted by BraunAbility, has a power side-entry ramp, a lowered floor, secure four-point tie-downs and room for companions. Chauffeurs are trained to assist from your front door to your destination, never just to the curb.
- Manual and power wheelchairs and scooters, riding in your own chair
- Door-through-door assistance and help with belongings
- Medical appointments, dialysis, therapy and hospital discharge
- Recurring schedules for individuals, families and care facilities
Executive transport
Chauffeured travel for people with somewhere to be.
Meetings, airports, clients, galas. Our all-electric Tesla Model Y and professional chauffeurs keep you on schedule and let you work, rest or simply enjoy the ride.
- Airport meet-and-greet with flight tracking
- Hourly chauffeur service and multi-stop itineraries
- Discreet, professionally dressed chauffeurs
- Corporate accounts with monthly invoicing

Where we take you
One call covers every kind of trip.
Airport transfers
O'Hare and Midway, with flight tracking, meet-and-greet at arrivals and help with every bag.
Corporate travel
Board meetings, client visits and hourly chauffeur service across the Loop, River North and the suburbs.
Medical appointments
Non-emergency transport to dialysis, therapy, surgery and routine care, with door-through-door assistance.
Events and celebrations
Weddings, galas, graduations and nights out, with every guest arriving together and on time.
Senior living and facilities
Scheduled and recurring trips for residents, with contracted rates for communities and care providers.
Day trips and outings
Shopping, family visits, sporting events and sightseeing in a vehicle built for comfort.
How it works
Booking takes a minute. We handle the rest.
- 1
Tell us about the trip
Book online or call. Share pickup, destination, timing and any mobility or comfort needs.
- 2
We confirm personally
A coordinator confirms your quote, vehicle and chauffeur, usually within the hour.
- 3
Your chauffeur arrives early
You get a text when we are on the way and when we arrive. Then we take it from there.
Ready when you are
Reserve your ride today.
Tell us where you are going and how we can make the trip comfortable. We confirm every reservation personally.