Chicago to Indianapolis is a clean 185-mile shot down I-65 South. This is the Midwest's busiest executive corridor, connecting Chicago's financial district to Indianapolis's pharmaceutical and motorsports industries.
185 miles
Distance
3 hours
Drive Time
162 min
Productive Time
$0
Surge Pricing
24/7
Availability
Chicago to Indianapolis is a clean 185-mile shot down I-65 South. This is the Midwest's busiest executive corridor, connecting Chicago's financial district to Indianapolis's pharmaceutical and motorsports industries. Demand peaks massively during Indianapolis 500 week in May — book 30+ days ahead for Indy 500 weekend.
The primary highway corridor is I-65 South through Northwest Indiana and Lafayette. Toll roads along this route include Chicago Skyway, Indiana Toll Road (I-90/I-80) — all tolls are included in your flat rate at no extra cost.
Pickup City
Airports: ORD (O'Hare), MDW (Midway)
Destination City
Airports: IND
| Factor | Detailed Drivers | Uber Black | Amtrak / Train | Drive Yourself |
|---|---|---|---|---|
| Total Time (Door-to-Door) | 3 hours | 3 hours + wait | 234 min+ (station overhead) | 3 hours (you drive) |
| Productive Time | 162 min | 162 min | ~97 min (spotty Wi-Fi) | 0 min |
| Surge Pricing | Never | 1.5–3.5x during peak | Peak fares 1.5–2x | Gas prices vary |
| Privacy | Full — take calls freely | Shared with driver | None | Full |
| Luggage | Unlimited (trunk space) | Limited | 2 bags + carry-on | Unlimited |
| Corporate Billing | NET 30 invoicing | Credit card only | Credit card / corporate card | Expense reports |
Turn 3 hours of travel into billable work. Wi-Fi, quiet cabin, and no interruptions. A VP earning $400K/yr recovers $519 in productive time per trip.
We pick you up at your exact address in Chicago and drop you at your exact destination in Indianapolis. No stations, no terminals, no last-mile taxi.
One price covers the entire 185 miles journey including all tolls (Chicago Skyway), fuel, and gratuity. No surge pricing, no hidden fees.
Traveling with colleagues or family? You pay per vehicle, not per person. An Escalade fits 6 passengers for the same flat rate — that's 1/6th the cost per person compared to individual train tickets.
Depart exactly when you want. No fixed timetables, no boarding windows, no delays. Early morning, late night, holidays — we operate 24/7/365.
Let a professional handle the road while you rest, prepare, or decompress. Arrive at your destination ready to perform — not tired from driving.
For a 185 miles trip taking 3 hours, comfort is essential. Choose the vehicle that fits your party.
| Vehicle | Passengers | Best For | Luggage | Hourly Rate |
|---|---|---|---|---|
| Mercedes S-Class | Up to 3 | Executive travel, solo or duo | 3 bags | $75–95/hr |
| Cadillac Escalade | Up to 6 | Recommended for 185 miles trips | 6 bags | $95–125/hr |
| Mercedes Sprinter Van | Up to 14 | Corporate groups, team transport | 14 bags | $125–175/hr |
| Mini Coach | Up to 28 | Large groups, corporate events | 28 bags | Contact for rate |
Select Chicago to Indianapolis and enter your exact pickup and drop-off addresses. Choose your vehicle class and preferred departure time.
Review your all-inclusive flat rate — covering the full 185 miles, all tolls, fuel, and chauffeur gratuity. No hidden fees, no surge pricing.
Your uniformed chauffeur arrives at your door. Settle into your private cabin with Wi-Fi and charging. Arrive in Indianapolis refreshed and on time.
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Common questions about private car service from Chicago to Indianapolis