A Chicago airport car service is a pre-booked, professional ground transportation provider serving O'Hare (ORD) and Midway (MDW) with flat-rate pricing, flight tracking, and terminal meet-and-greet — distinct from rideshare that surges 2.5–4.0x during Bears games, Lollapalooza, and Kennedy Expressway rush hour.
Detailed Drivers is Chicago's premier airport car service with Executive Sedans, First Class SUVs, Mercedes-Benz S-Class, and Sprinter Vans. The Loop, Magnificent Mile, River North, Lincoln Park, Evanston, Oak Brook, and Naperville all served.
Chicago airport car service — quick facts
Detailed Drivers is a Chicago airport car service operating 24/7 with flat-rate transfers to and from O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW). According to the FAA, O'Hare is the 6th-busiest airport in the world with 83+ million passengers annually, and Midway handles 22+ million. Every transfer includes real-time flight tracking, meet-and-greet at baggage claim with a name sign in all 4 O'Hare terminals and Midway, and a complimentary 60-minute wait on international arrivals at Terminal 5. Fleet includes Executive Sedans (from $120), First Class SUVs (from $150), Mercedes-Benz S-Class (from $300), and Sprinter Vans (from $540) — all flat-rate with no surge during Bears at Soldier Field, Cubs at Wrigley, Lollapalooza, or winter storms. Corporate clients on Michigan Avenue, the Loop, and North Shore suburbs book through NET 30 accounts. Call (888) 420-0177.
Chicago airport car service costs $120 for an Executive Sedan from O'Hare to the Loop — flat-rate, never surges. Not during Bears games, Lollapalooza, or polar vortex winter storms.
| Vehicle | ORD transfer | MDW transfer | Hourly |
|---|---|---|---|
| Executive Sedan | from $120 | from $120 | $100/hr |
| First Class SUV | from $150 | from $150 | $120/hr |
| Mercedes-Benz S-Class | from $300 | from $300 | $170/hr |
| Mercedes-Benz Sprinter Van | from $540 | from $540 | $200/hr |
Chicago has extreme surge events — Bears at Soldier Field, Cubs at Wrigley, Lollapalooza (100,000+/day), winter storms, and daily Kennedy Expressway gridlock.
| Feature | Detailed Drivers | Uber Black (Chicago) |
|---|---|---|
| Pricing | Flat from $120, never surges | 2.5–4.0x surge games/storms/events |
| Flight tracking | Real-time — ORD/MDW | Not available |
| Meet and greet | All 4 ORD terminals + Midway | Curbside only |
| Kennedy Expy routing | Knows I-90/94 vs Elston/Milwaukee alt | GPS — often stuck on Kennedy |
| Pre-booking | Confirmed days ahead | No guarantee |
| Corporate billing | NET 30 | Personal card |
| Terminal 5 (intl) | Meets past customs exit | Curbside |
| Winter storm coverage | Same flat rate — dispatched regardless | Surge + reduced supply |
| Cancellation | Zero risk | High during events/storms |
O'Hare to Loop — Bears Sunday 5 PM
Uber $65 × 3.5x = $227
DD sedan: $120
Save $107
O'Hare to Loop — polar vortex January
Uber $65 × 3.0x = $195
DD sedan: $120
Save $75 — same price blizzard or sunshine
| Destination | Distance | Off-peak | Rush | Sedan |
|---|---|---|---|---|
| The Loop / downtown | 17 mi via I-90/94 | 30–45 min | 50–75 min | from $120 |
| Magnificent Mile | 16 mi via I-90/94 | 30–40 min | 45–70 min | from $120 |
| River North | 16 mi via I-90/94/Ohio St | 30–40 min | 45–65 min | from $120 |
| Lincoln Park | 14 mi via I-90/94 | 25–35 min | 40–60 min | from $120 |
| Evanston | 15 mi via I-94 | 20–30 min | 35–50 min | from $120 |
| Oak Brook | 18 mi via I-294/88 | 25–35 min | 40–55 min | from $120 |
| Naperville | 30 mi via I-88 | 35–45 min | 50–65 min | from $120 |
| McCormick Place | 20 mi via I-90/94 | 35–50 min | 55–80 min | from $120 |
| Destination | Distance | Off-peak | Rush | Sedan |
|---|---|---|---|---|
| The Loop / downtown | 10 mi via I-55 | 20–30 min | 35–50 min | from $120 |
| Magnificent Mile | 12 mi via I-55/LSD | 25–35 min | 40–55 min | from $120 |
| McCormick Place | 8 mi via I-55 | 15–25 min | 30–40 min | from $120 |
| Hyde Park / U of C | 7 mi via Cicero/55th | 15–25 min | 25–35 min | from $120 |
O'Hare has 4 terminals. Chauffeur meets you at the Ground Transportation Level (Lower Level) of your terminal's baggage claim.
United Airlines
Lower Level, baggage claim area. Follow signs to Ground Transportation.
Delta, Air Canada, United Express
Lower Level, baggage claim exit. Smaller terminal — driver visible immediately.
American, Spirit, Frontier
Lower Level, baggage claim area. Multiple exits — check booking confirmation for door number.
International arrivals
Past customs exit at international arrivals hall. Driver waits with name sign outside secure area.
3 pax, 3 bags
Solo business, couples. O'Hare to Loop in 30–45 min.
6 pax, 6 bags
Families with luggage, suburban group transfers.
3 pax, 2 bags
C-suite arrivals, VIP client pickups.
10–14 pax
McCormick Place convention groups, corporate teams.
detaileddrivers.com/reservations or (888) 420-0177. Select ORD or MDW.
Flight number, airline, terminal, destination.
Sedan from $120, SUV from $150, S-Class from $300, Sprinter from $540.
Chauffeur with name sign. Flight tracking adjusts for delays.
Everything you need to know about our luxury car service
Last Updated: April 2026
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