Chauffeur Service Chicago IL | Private Driver Chicago
A Chicago chauffeur service is a pre-booked, professional ground transportation provider — distinct from rideshare that surges 2.5–4.0x during Bears games, Lollapalooza, and winter storms on the Kennedy Expressway.
Detailed Drivers is Chicago's premier chauffeur service with Executive Sedans, First Class SUVs, Mercedes-Benz S-Class, and Sprinter Vans. O'Hare, Midway, the Loop, Magnificent Mile, River North, McCormick Place, and all suburbs served 24/7.
Chicago chauffeur service — quick facts
Detailed Drivers is a Chicago chauffeur service operating 24/7 with Executive Sedans, First Class SUVs, Mercedes-Benz S-Class sedans, and Sprinter Vans. The company serves O'Hare International Airport (ORD) and Midway International Airport (MDW) with meet-and-greet, flight tracking, and 60-minute wait. According to the FAA, O'Hare serves 83+ million passengers annually (6th-busiest worldwide). Corporate clients on Michigan Avenue (Boeing, McDonald's HQ), the Loop (CME Group, Citadel), and North Shore suburbs (Lake Forest, Winnetka, Highland Park) book through NET 30 accounts. Chauffeur service starts at $100/hr — flat-rate with no surge during Bears at Soldier Field, Cubs at Wrigley, Lollapalooza (100,000+/day), or polar vortex winter storms. McCormick Place convention transportation available for groups. Call (888) 420-0177.
Chicago chauffeur service rates
Chauffeur service in Chicago costs $100/hr for an Executive Sedan and $120/hr for a First Class SUV — flat-rate, never surges during Bears games, Lollapalooza, or winter storms.
| Vehicle | Hourly | P2P min | Min hrs |
|---|---|---|---|
| Executive Sedan | $100/hr | from $120 | 2 hr |
| First Class SUV | $120/hr | from $150 | 2 hr |
| Mercedes-Benz S-Class | $170/hr | from $300 | 2 hr |
| Mercedes-Benz Sprinter Van | $200/hr | from $540 | 3 hr |
- Executive Sedan — $100/hr, ideal for O'Hare/Midway and Loop meetings
- First Class SUV — $120/hr, ideal for families and suburban group transfers
- Mercedes-Benz S-Class — $170/hr, ideal for C-suite Michigan Avenue roadshows
- Sprinter Van — $200/hr, ideal for McCormick Place conventions and corporate groups
Chicago chauffeur service vs Uber and Lyft
| Feature | Detailed Drivers | Uber Black (Chicago) |
|---|---|---|
| Pricing | Flat $100/hr, never surges | 2.5–4.0x surge games/storms/events |
| Flight tracking | ORD/MDW real-time | Not available |
| Meet and greet | All O'Hare terminals | Curbside only |
| Kennedy Expy routing | Knows alternates (Elston, Milwaukee) | GPS — stuck on Kennedy |
| Pre-booking | Confirmed days ahead | No guarantee |
| Corporate billing | NET 30 | Personal card |
| McCormick Place | Convention group coordination | Individual rides only |
| Winter storms | Same flat rate — dispatched | Surge + reduced supply |
| NDA | Standard for corporate | Not available |
Chicago surge comparison
O'Hare to Loop — Bears Sunday
Uber $65 × 3.5x = $227
DD: $120
Save $107
Mag Mile to O'Hare — polar vortex
Uber $60 × 3.0x = $180
DD: $120
Save $60 — same price in a blizzard
O'Hare and Midway chauffeur transfers
| Route | Dist | Off-peak | Rush | Sedan |
|---|---|---|---|---|
| ORD to Loop | 17 mi | 30–45 min | 50–75 min | from $120 |
| ORD to Mag Mile | 16 mi | 30–40 min | 45–70 min | from $120 |
| ORD to River North | 16 mi | 30–40 min | 45–65 min | from $120 |
| ORD to Lincoln Park | 14 mi | 25–35 min | 40–60 min | from $120 |
| ORD to Evanston | 15 mi | 20–30 min | 35–50 min | from $120 |
| MDW to Loop | 10 mi | 20–30 min | 35–50 min | from $120 |
| MDW to McCormick | 8 mi | 15–25 min | 30–40 min | from $120 |
See: Chicago airport transfer.
Chicago chauffeur fleet
Executive Sedan — $100/hr
3 pax
O'Hare/Midway, Loop meetings, Mag Mile
First Class SUV — $120/hr
6 pax
Families, North Shore suburbs, group airport
Mercedes-Benz S-Class — $170/hr
3 pax
C-suite Michigan Ave, board member transport
Sprinter Van — $200/hr
10–14 pax
McCormick Place conventions, corporate groups
Corporate chauffeur service in Chicago
Chicago is the Midwest's business capital — 36 Fortune 500 HQs, McCormick Place (largest convention center in North America), and the nation's busiest futures exchange. Contact (888) 420-0177 or Chicago corporate travel.
Account features
- NET 30 invoicing
- NDA chauffeurs
- Ride reporting
- Priority fleet during conventions
- Multi-city (Chicago + NYC + LA)
- Dedicated account manager
Industries
- Finance (CME Group, Citadel, Baird — Loop)
- Consulting (McKinsey, BCG, Bain — Mag Mile)
- Corporate HQs (Boeing, McDonald's, Walgreens)
- Law (Kirkland & Ellis, Sidley Austin, Mayer Brown)
- Insurance (Allstate, CNA — North suburbs)
- Manufacturing (Caterpillar, John Deere — suburbs)
Areas served
How to book
Reserve
detaileddrivers.com/reservations or (888) 420-0177
Details
Pickup, destination, date/time. For O'Hare/Midway, flight number.
Vehicle
Sedan $100, SUV $120, S-Class $170, Sprinter $200
Ride
10 min early. Flight tracking automatic.
FAQs — Chicago chauffeur service
Frequently Asked Questions
Everything you need to know about our luxury car service
Last Updated: April 2026
