Old Town Transportation That Keeps the Day Smooth
When you need a dependable ride in Old Town, ChiTown Buses delivers. Our luxury fleet covers the neighborhood day and night — door-to-door airport service to O'Hare, executive transfers, and comfortable group transportation for any occasion.
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Why Choose Us for Old Town Travel
Every Old Town booking comes with the same promise: a professional, background-checked chauffeur, a late-model luxury vehicle, complimentary flight tracking on airport trips, and a flat rate quoted upfront. It is luxury transportation made simple.
- Reliable and always on time
- Local chauffeurs who know Old Town
- Comfortable, immaculate rides
- No parking or navigation stress
- Effortless logistics, door to door
Getting Around Old Town
In Old Town, part of Chicago's Central, the day often revolves around spots like The Second City, Wells Street, and St. Michael’s Church. We handle the driving between them — and out to the airports and downtown — so you can focus on where you are going, not how to get there.
From Old Town, O'Hare (ORD) is typically about 28–42 min, while Midway runs roughly 25–40 min. Downtown Chicago is roughly 10–20 min away, traffic depending. We track your flight, build in buffer time, and quote one flat rate, so an early departure or a delayed arrival is never a problem.
Popular trips from Old Town include airport transfers, downtown dinners and shows, corporate and client travel, and weddings across Chicago's Central. From executive sedans and SUVs to Sprinter vans and full coaches, we right-size the vehicle to your group and the occasion. We also serve neighboring The Loop / Downtown, River North, and Streeterville, so multi-stop days and groups spread across the area are easy to coordinate.
Drive Times from Old Town
- O'Hare (ORD)28–42 min
- Midway (MDW)25–40 min
- Downtown Loop10–20 min
Near The Second City · Wells Street · St. Michael’s Church
Get an Instant QuotePremium Service, Every Detail Covered
On-Time, Every Time
- Traffic-aware routing
- Flight tracking on airport runs
- Built-in buffer time
Local Pro Chauffeurs
- Know every street & shortcut
- Licensed & background-checked
- Courteous and discreet
Premium Executive Rides
- Late-model luxury fleet
- Spotless, climate-controlled
- WiFi & USB charging
Flexible & Hourly
- By-the-hour availability
- Multi-stop itineraries
- Wait-and-return service
Fixed, Honest Pricing
- Flat rates quoted upfront
- No surge, no hidden fees
- No charge for flight delays
Licensed & Insured
- Fully compliant operation
- Commercially insured fleet
- Safety-first standards
Old Town Transportation & Popular Routes
From Old Town, we connect you to the airports, downtown, the lakefront, and the suburbs with direct, flat-rate, chauffeured service. Here are some of our most-requested routes from the area.
Popular Old Town services: Party Bus, Point-to-Point, Sports & Concerts · ORD airport transfers
- Old Town → O'Hare (ORD)28–42 min
- Old Town → Downtown Loop10–20 min
- Old Town → Midway (MDW)25–40 min
- Old Town → Navy Pier10–20 min
Old Town Black Car Rates
| To | Sedan | SUV | Time |
|---|---|---|---|
| O'Hare Airport (ORD) | $75 | $95 | 28–42 min |
| Downtown / The Loop | $55 | $75 | 10–20 min |
| Midway Airport (MDW) | $65 | $85 | 25–40 min |
| Navy Pier | $55 | $75 | 10–20 min |
Popular Routes from Old Town
Flat-rate, chauffeured point-to-point routes from Old Town — tap any route for exact drive times, pricing, and details.
Popular Transfers from Old Town
Explore Our Old Town Services
Old Town Airport Transfers
Flight-tracked, flat-rate transfers between Old Town and every Chicago-area airport.
Areas Near Old Town
We also serve the surrounding Chicago neighborhoods and the wider metro. Explore luxury transportation in nearby areas — or see our full Chicagoland service area.
Ride Above the Ordinary in Old Town
From the lakefront skyline to the suburbs, ChiTown Buses pairs a meticulously maintained luxury fleet with professional chauffeurs who know every street. Whether it's an airport run, a wedding, or a night out, you ride in first-class comfort — every mile.
The ChiTown ExperienceLoved by Chicago Travelers
Don't just take our word for it — here's what our clients say.
“ChiTown Buses moved 200 conference guests between McCormick Place and downtown hotels flawlessly. On time, spotless coaches, and the drivers were true professionals.”
Marcus T.
Corporate Event Planner
Luxury Transportation in Old Town
Old Town is exactly the kind of place a dependable car service makes easier: busy when it needs to be, residential where it counts, and always a few minutes from the expressways. In Old Town, airport runs to O'Hare and Midway are a daily request, and we make them effortless with flight tracking, flat rates, and chauffeurs who time the trip around real traffic. We know the local rhythm and plan around it.
We keep Old Town moving with professional chauffeurs, immaculate vehicles, and honest flat rates — the combination that turns a stressful trip into an easy one. Reserve your Old Town ride and travel the effortless way.
Around Old Town, timing is everything, and our chauffeurs treat it that way — leaving early, watching the traffic near The Second City, and adjusting the route so you are never the one running late.
Old Town Transportation FAQs
Common questions about luxury transportation in Old Town.
Call +1 (773) 849-1203Yes. Flight-tracked transfers between Old Town and both O'Hare (ORD) and the other Chicago airports are among our most popular services, with flat-rate pricing and 24/7 availability for early flights.
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Areas We Cover
Book luxury transportation in Old Town in Chicago today
Instant quotes, flat-rate pricing, and five-star service across Chicagoland — available 24/7. Reserve online or call to speak with our team.