Written by the Pharaoh’s Transportation dispatch team. Updated September 28, 2026.
Group and Sprinter Transportation in Chicago: Moving 7 to 40 People in One Booking
Quick answer: A Mercedes Sprinter carries 14 passengers with full luggage — the difference between one vehicle and three. We run group transportation across Chicago, its suburbs and both airports, in both directions, with chauffeurs based in Chicago. Book by the trip for a single movement, or hourly when the vehicle stays with the group. The two numbers that decide everything are headcount and luggage — and luggage decides more often than people expect.
Moving a group in Chicago? Send the headcount, the bag count and the itinerary — we’ll size the vehicles.
Vehicle Sizing — Read This Before You Quote
| Group | Light luggage | Full luggage or equipment |
|---|---|---|
| 4–6 | SUV | SUV, or Sprinter if bags are large |
| 7–10 | Sprinter | Sprinter |
| 11–14 | Sprinter | Sprinter plus a sedan for overflow bags |
| 15–20 | Two Sprinters | Two Sprinters |
| 21–28 | Two Sprinters | Two Sprinters plus a sedan |
| 29–40 | Sprinter plus bus, or two buses | Same |
A Sprinter seats 14. Whether it also carries 14 large cases depends on the configuration — trade-show materials, golf clubs, instruments and medical equipment fill the space fast. Give dispatch both numbers and we will size it properly — discovering the problem at an airport curb with a flight to catch is the expensive version.
What We Move in Chicago
| Group type | How it’s usually booked |
|---|---|
| Corporate teams | Airport arrival, meetings, departure — often hourly for the day between |
| Conference and convention groups | Scheduled hotel–venue loops across several days |
| Trade-show exhibitors | Staff plus booth materials, McCormick Place and the Rosemont venues |
| Incentive and DMC programmes | Multi-day itineraries, one dispatcher, one manifest |
| Wedding parties and guests | Shuttle loops between hotel and venue |
| Sports and performing groups | Equipment-heavy movements |
| Family groups | Airport arrivals travelling together |
| Groups continuing to Wisconsin | One vehicle the whole way — no handoff at the state line |
Group Airport Arrivals
The hardest group movement is an arrival, because a group rarely lands together.
| Everyone on one flight | Sprinter staged for the arrival, one movement, one pickup point |
| Arriving across several flights | Either a staged vehicle holding for the last arrival, or separate transfers — we will tell you which is cheaper |
| Split between O’Hare and Midway | Both covered; allow 45–60 minutes between the airports |
| International arrivals | Allow 45–75 minutes from landing to curb, and book meet-and-greet |
| One passenger delayed | Dispatch decides whether to hold or run and return — and calls you, rather than asking |
| Late-night arrivals | Routine; dispatch is staffed overnight |
Send the flight numbers, not just the times. Tracking every flight on a group booking is what lets us hold or release a vehicle correctly rather than guessing.
Group landing across several flights? Send the manifest — we’ll work out whether to hold one vehicle or run separate transfers.
Booking Structure for Groups
| The movement | Book |
|---|---|
| Airport to hotel, one trip | By the trip |
| Hotel to venue and back | Hourly — the vehicle stays between movements |
| A day of site visits | Hourly |
| Evening dinner and return | Hourly |
| Multi-day conference | Quoted as a programme, one invoice |
| Chicago to Wisconsin | By the route, one vehicle the whole way |
Hourly rates and minimums are on our Chicago hourly service page. Group rates are quoted per movement or per programme — send the itinerary rather than asking for a list.
Why One Vehicle Beats Three
- Everyone arrives at the same time. Three vehicles arrive across twenty minutes
- One pickup point instead of coordinating three across an arrivals curb
- One invoice, not three receipts to reconcile
- The group stays together — which matters when they are colleagues or a wedding party
- Luggage travels with the passengers, not in whichever vehicle had room
- One chauffeur to brief, one number to call
- Usually cheaper per head once you compare a vehicle rate against three separate fares
What We Need to Quote a Group
- Headcount and bag count — both numbers, not just passengers
- Flight numbers for any airport movement
- The itinerary, even in draft — addresses matter more than exact times at quoting stage
- Whether the vehicle waits between movements
- Any equipment — booth materials, instruments, sports kit, medical equipment
- Accessibility requirements
- Billing — one invoice, split, or to a corporate account
Group quotes usually come back the same day. Multi-vehicle programmes may take a day while we confirm availability across the dates.
Our Chauffeurs Are Based in Chicago
We have chauffeurs based in Chicago and its suburbs as well as across Wisconsin. On group work that matters practically: your chauffeur knows which venues a Sprinter can actually approach, where coaches load at the convention centres, and which downtown garages have the clearance.
And because the fleet is ours, a multi-vehicle movement runs on our own equipment rather than on whoever a broker could assemble that week. If the group continues north afterwards, that is one operator and one quote with no handoff at the state line.
Quick Facts
| Capacity | Sprinter 14 with luggage · multiple vehicles to 40+ |
| Coverage | Chicago, the suburbs, O’Hare, Midway, and north into Wisconsin |
| Structures | By the trip · hourly · multi-day programme |
| Included | Fuel · tolls · flight tracking · waiting per policy |
| Chauffeurs | Based in Chicago and the suburbs, as well as across Wisconsin |
| Billing | One invoice per programme, or split by cost center |
| Phone | (414) 322-3751, answered 24/7 |
| milwaukee@pharaohstransportation.com | |
| Address | 5151 S Howell Ave, Suite D1 & D2, Milwaukee, WI 53207 |
Who Is Driving Your Group
| Company | Pharaoh’s Transportation, founded 2015, CEO Khaled Aly |
| Rating | 5.0 stars across {{REVIEW_COUNT}} verified Google reviews |
| Licensed and insured | $1 million in commercial coverage · certificate on request |
| Chauffeurs | Federally background-checked, licensed, professionally trained, suit-dressed |
| Based on both sides | Chicago and Wisconsin |
| Our own fleet | Multi-vehicle movements run on our own equipment — never brokered |
| One dispatcher per programme | The same person from quote to final departure |
| Accredited | BBB accredited · National Limousine Association · MMAC member |
About the Dispatch Team
Written by the dispatch team at Pharaoh’s Transportation — the people who size these vehicles, track the flights on a group manifest and decide whether to hold or release. We run our own sedans, SUVs and Sprinters with licensed, insured, federally background-checked chauffeurs based in Chicago and its suburbs as well as across Wisconsin. We ask for the bag count because it is the number that actually decides the vehicle. 24/7 dispatch: (414) 322-3751.
Group Transportation FAQs
How many passengers fit in a Sprinter?
Up to 14 with full luggage. Larger groups move in multiple vehicles or a bus.
How do I know what size vehicle I need?
Give dispatch the headcount and the bag count. Luggage decides the answer as often as passengers do.
Can you move a group of 30 or 40?
Yes, with multiple Sprinters or a bus, quoted as one programme.
What if my group arrives on several different flights?
We track every flight number and either hold one vehicle for the last arrival or run separate transfers, whichever is cheaper — we will tell you which.
Do you cover both O’Hare and Midway?
Yes, and groups split between the two airports on the same booking.
Should a group booking be hourly or by the trip?
By the trip for a single movement; hourly whenever the vehicle waits between movements.
Can you run conference shuttles?
Yes — scheduled hotel-to-venue loops across several days, quoted as a programme.
Can you carry equipment or booth materials?
Yes. Tell us what is coming so we size the vehicle for it.
Are your chauffeurs based in Chicago?
Yes, in the city and the suburbs, as well as across Wisconsin.
Can the group continue into Wisconsin?
Yes — one vehicle and one quote with no handoff at the state line.
Can you provide a certificate of insurance?
Yes, on request, for your venue or risk team.
How is a group programme invoiced?
One invoice per programme, or split by cost center or sponsor.
Send Your Group Manifest
Email dispatch · Call or text (414) 322-3751 · 24/7 · COI on request
Related: Chicago hourly service · O’Hare to downtown Chicago · O’Hare to the Chicago suburbs · corporate corridor travel · our fleet · all Chicago routes
