Detailed Drivers is a 5.0-star rated Chicago hourly hire service featured in Forbes and Entrepreneur, providing Mercedes-Benz / Cadillac fleet hourly chauffeur from $120/hr all-in (3-hr min sedan / SUV / S-Class / Sprinter). NDA-compliant Illinois-licensed chauffeurs, AWD-equipped fleet for Chicago lake-effect winters, multi-stop Loop / Fulton Market / Mag Mile / North Shore days standard. Same-chauffeur continuity for multi-day RSNA / Auto Show / Lollapalooza / pharma corporate weeks. ORD + MDW + Chicago Executive (PWK) airport flight tracking included.
Business Sedan: $120/hr all-in · 3-hr min · $360 minimum
First Class SUV (Escalade ESV): $150/hr all-in · 3-hr min · $450 min
Mercedes-Benz S-Class: $230/hr all-in · 3-hr min · $690 min
Sprinter Van (10–14 pax): $240/hr all-in · 3-hr min · $720 min
4-hr half-day: $480 sedan / $920 S-Class
8-hr full day: $960 sedan / $1,840 S-Class
12-hr executive day: $1,440 sedan / $2,760 S-Class
NDA · AWD · 24/7 · (312) 626-5455
Detailed Drivers Chicago hourly hire is the comprehensive multi-stop, multi-hour, multi-day chauffeur engagement option for Chicagoland. Hourly minimums apply: Mercedes-Benz E-Class Business Sedan ($120/hr, 3-hour minimum, $360 minimum), Cadillac Escalade ESV First Class SUV ($150/hr, 3-hour minimum, $450 minimum), Mercedes-Benz S-Class flagship sedan ($230/hr, 3-hour minimum, $690 minimum), Mercedes-Benz Sprinter Van ($240/hr, 3-hour minimum, $720 minimum, 10–14 passengers) — all-in. Most-booked Chicago hourly scenarios: (1) Loop / Fulton Market executive day — 8-hour Mercedes-Benz S-Class $1,840 spanning Citadel (131 S Dearborn) + Northern Trust (50 S LaSalle) + JPMorgan Chase Tower + CME Group (20 S Wacker — futures exchange) + multi-stop Mag Mile dinner reservations at the Capital Grille (633 N St Clair) / Smith & Wollensky / RPM Steak / Beatrix; (2) RSNA Radiological Society convention day at McCormick Place — 12-hour S-Class $2,760 with morning McCormick + multi-stop medical-imaging investor visits (Siemens Healthineers, GE HealthCare — Chicago-area HQ, Philips Healthcare, Canon Medical, Hologic, Hitachi Healthcare) + Loop hotel return; (3) Chicago Auto Show OEM dealer day — 12-hour S-Class $2,760 covering McCormick + Mag Mile OEM dealer dinner activations; (4) Cubs Wrigley Field (1060 W Addison St — oldest active National League ballpark, opened 1914) night game — 5-hour Sprinter Van $1,200 (10–14 passengers) for groups; (5) Pharma North Shore corporate day — 8-hour S-Class $1,840 covering Walgreens Boots Alliance Deerfield + Baxter International Deerfield + Abbott Park + AbbVie North Chicago + Northbrook (Allstate HQ) + Lake Forest (W.W. Grainger HQ); (6) Lollapalooza VIP sponsor weekend — 8 hr/day × 3 days $5,760 Sprinter sponsor team transport (Bud Light, Citi, T-Mobile, JBL); (7) Chicago wedding day — 6-hour S-Class wedding party $1,380 + 5-hour Sprinter guest shuttle $1,200 = $2,580 total at Drake Hotel / Langham Chicago / Peninsula / Four Seasons / Chicago Cultural Center / Newberry Library; (8) Chicago Marathon sponsor week — 10 hr/day × 5 days $12,000 per Sprinter for Bank of America title sponsor + Nike running brand activations. NDA-compliant Illinois-licensed chauffeurs throughout, suit-and-tie standard, AWD or Mercedes-Benz 4MATIC equipped vehicles for Chicago lake-effect winters, real-time flight tracking on ORD + MDW + Chicago Executive (PWK, Wheeling) + DuPage (DPA) airport arrivals, paparazzi-aware exit routing for highest-discretion arrivals. Same-chauffeur continuity standard for multi-day engagements (4-day RSNA week, 9-day Auto Show OEM week, multi-week corporate accounts). Available 24 hours a day, 365 days a year. No surge during Lollapalooza, Chicago Marathon, Auto Show, RSNA Radiological Society, NASCAR Chicago Street Race, NATO Summit weeks, or lake-effect snow events. Call (312) 626-5455.
| Duration | Sedan | SUV | S-Class | Sprinter |
|---|---|---|---|---|
| 3-hr minimum | $360 | $450 | $690 | $720 |
| 4-hr half-day | $480 | $600 | $920 | $960 |
| 6-hr Cubs Wrigley night / wedding party | $720 | $900 | $1,380 | $1,440 |
| 8-hr full day (Loop / Fulton Market) | $960 | $1,200 | $1,840 | $1,920 |
| 10-hr extended day (ORD + Loop + North Shore) | $1,200 | $1,500 | $2,300 | $2,400 |
| 12-hr RSNA / Auto Show / Marathon day | $1,440 | $1,800 | $2,760 | $2,880 |
| Multi-day investor tour (4 days, same chauffeur) | $4,800 | $6,000 | $9,200 | $9,600 |
| RSNA convention week (5 days) | $6,000 | $7,500 | $11,500 | $12,000 |
All hourly rates all-in — no surge during major Chicago events or lake-effect snow. Multi-day packages include same dedicated chauffeur for continuity. AWD or Mercedes-Benz 4MATIC equipped vehicles standard for Chicago winter conditions. NDA standard for hedge fund / finance / tech / pharma clients. Tolls and parking billed at cost; gratuity, taxes, and card fees included.
8-hour Mercedes-Benz S-Class $1,840 covering Citadel (131 S Dearborn — Ken Griffin), Northern Trust (50 S LaSalle), JPMorgan Chase Tower, CME Group (20 S Wacker — futures), CBOE Global Markets (433 W Van Buren — options) + Mag Mile dinner. NDA chauffeur. Cost-center billing.
12-hour S-Class $2,760 with morning McCormick + 4 medical-imaging investor stops (Siemens Healthineers, GE HealthCare, Philips, Canon Medical, Hologic) + dinner reservation. NDA standard. Loop hotel return.
5-day Sprinter Van package: $240/hr × 10 hr × 5 days = $12,000 per Sprinter. Bank of America title sponsor + Nike running brand activations. Multi-vehicle hospitality fleets, finish-line VIP staging at Grant Park.
8-hour S-Class $1,840 covering Walgreens Boots Alliance (Deerfield) + Baxter International (Deerfield) + Mondelez R&D + Caterpillar offices + Abbott Park + AbbVie + Allstate Northbrook + W.W. Grainger Lake Forest. NDA chauffeur, multi-cost-center billing.
6-hour S-Class wedding party $1,380 + 5-hour Sprinter guest shuttle $1,200 = $2,580 total at Drake Hotel (140 E Walton — historic 1920) / Langham Chicago (330 N Wabash — Mies van der Rohe-designed) / Peninsula (108 E Superior) / Four Seasons (120 E Delaware) / Chicago Cultural Center / Newberry Library.
5-hour Sprinter Van $1,200 (10–14 pax) for groups attending Cubs Wrigley Field night game (1060 W Addison St), Bulls / Blackhawks playoffs at United Center (1901 W Madison St), or Bears Sunday gameday at Soldier Field (1410 S Museum Campus Dr). Pre-game Mag Mile dinner + post-game return.
Last Updated: May 2026
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