Round Trip Car Service Chicago
Book both legs of your trip and save 10%. Flat-fare pricing, real-time flight tracking, and the same luxury service in both directions.
Reserve Your Chicago Limo
Instant availability, flat fares locked at booking, no peak-hour upcharges. Confirmed by text in under 15 minutes.

How Round Trip Booking Works
Book Both Legs
Enter your pickup and return details when booking online, or tell us both legs on the phone. The 10% discount applies automatically.
Ride to Your Destination
Your chauffeur picks you up on time in a late-model luxury vehicle. Flat-fare pricing means no meter and no surprises.
We Track Your Return
For airport pickups, we monitor your flight. For events, your driver arrives at your scheduled return time. Text updates keep you informed.
Ride Home — 10% Saved
Your return ride is confirmed and discounted. Same vehicle class, same professional service, same flat-fare pricing.
Round Trip Pricing Examples
See exactly how much you save by booking round trip instead of two separate one-way rides.
| Route | 2x One-Way | Round Trip |
|---|---|---|
| Downtown to O'Hare (Sedan) | $260 | $234 |
| Downtown to O'Hare (SUV) | $330 | $297 |
| NW Suburbs to Midway (Sedan) | $260 | $234 |
| Downtown to O'Hare (Sprinter) | $680 | $612 |
| Naperville to O'Hare (SUV) | $330 | $297 |
All prices include gratuity, tolls, flight tracking, and free wait time. 10% round-trip discount applied automatically when booking both legs.
When to Book Round Trip
Airport Round Trip
The most popular round-trip booking. We take you to the airport and pick you up when you return. Your return driver monitors your flight in real time — if you land early or late, they adjust. No rebooking, no extra charge.
- ✓Flight tracking on both legs
- ✓30-60 min free wait time at airport
- ✓Same vehicle class guaranteed
- ✓Luggage assistance at curb
Event Night Out
Book a drop-off and pickup for concerts, sporting events, galas, or dinner. We drop you at the venue and return at your specified time. No parking fees, no designated driver needed, no peak pricing when the event lets out.
- ✓Drop-off at venue entrance
- ✓Scheduled return pickup
- ✓No parking costs
- ✓Skip the post-event surge
Business Meetings
Get delivered to your meeting and picked up when it ends. For multi-stop days, combine a round trip with hourly service. Corporate accounts available for recurring bookings.
- ✓Professional appearance guaranteed
- ✓On-time arrival for meetings
- ✓Flexible return timing
- ✓Corporate billing available
The Logic Behind the 10% Discount
The round-trip discount is not a gimmick — it reflects how the work actually breaks down on our side. When you book both legs at once, dispatch can plan the vehicle and chauffeur around your return instead of fielding a fresh request later. That efficiency is real, so we pass 10% of it back to you. The price is still flat and still locked at booking; the round trip just starts from a lower combined number than two separate one-ways would.
The bigger savings, though, is the one that does not show on the invoice: your return ride is already confirmed before you leave. No opening an app at the airport after a long flight, no peak pricing to dodge when an event lets out and everyone is hailing at once, no wondering whether a car will be available at 11 PM on a Sunday. A round-trip booking removes the second decision entirely — the car is yours coming and going.
Return-Flight Tracking and Wait Time
The return leg is where a round trip earns its keep. We monitor your inbound flight in real time, so if you land early the car is already there, and if you are delayed the pickup simply moves with you — no call to make, no re-booking, no extra charge for the change. Your chauffeur watches the actual arrival, not the schedule you booked weeks ago, which is the whole point of using a service that tracks the flight rather than an app that does not.
Built into every airport round trip is free wait time at the terminal — 30 minutes for domestic arrivals and 60 for international — with the chauffeur inside at baggage claim rather than circling arrivals. That window covers the slow bag carousel and the customs line without a meter starting. For event and business round trips the same principle applies: you give us the return time, and if the evening runs long, a quick call to (224) 801-3090 at least two hours out adjusts it at no charge.
When a Round Trip Just Makes Sense
The clearest case is the airport turnaround: a flat-fare ride out, flight-tracked ride back, same vehicle class both ways, 10% off the combined fare. Business travelers book it for the certainty — the return is locked, so a late meeting or a tight connection never turns into a scramble for a car. Frequent flyers set up a corporate account so the whole thing is one line item.
Event nights are the other natural fit. We drop you at the venue and return at your stated time, which means no parking fees, no designated driver, and no standing in a surge line when a concert or game empties out all at once. Across 8,000-plus trips since 2018 and a 4.9-star rating from 512 Google reviews, the round trip is the booking people repeat — because the second leg already went right the first time.
Round Trip FAQ
How much do I save on a round-trip booking?
You save 10% on the combined fare. For example, a round-trip sedan from downtown Chicago to O'Hare would be $260 if booked as two separate one-way trips, but $234 when booked as a round trip — saving you $26. The savings increase with larger vehicles: a round-trip Sprinter saves $68.
Do I get the same driver for both legs?
We prioritize assigning the same driver for both legs when timing allows. For airport round trips where there are days between legs, you may get a different driver but will always receive the same vehicle class and the same professional service.
What if my return flight is delayed?
We track your flight in real time. If it is delayed, your driver's pickup time adjusts automatically. You do not need to call, rebook, or pay extra. This is included with every airport round-trip booking at no additional cost.
Can I change my return time after booking?
Yes. Contact us at least 2 hours before your scheduled return and we will adjust the time at no extra charge. For same-day changes with less than 2 hours notice, call (224) 801-3090 and we will do our best to accommodate.
Is the round-trip discount available on all vehicles?
Yes. The 10% round-trip discount applies to every vehicle in our fleet — sedans, SUVs, Sprinters, stretch limos, and party buses. It applies to airport transfers, point-to-point rides, and event transportation.
Book Both Legs. Save on Both.
Round-trip bookings save you 10% and guarantee your return ride is confirmed before you even leave.
What Our Customers Say
“Took the ride from the city to the suburbs and it was incredibly comfortable. The driver was friendly, knew the best route to avoid traffic, and the flat fare was much cheaper than what Uber quoted.”
— Google Reviews
“Booked a long-distance trip and it was the most relaxing drive I've ever had. Clean vehicle, professional driver, and the flat fare meant I could just sit back and enjoy the ride without watching the meter.”
— Google Reviews
Lock Your Round Trip Transfer
Flat-fare ORD + MDW + Loop · Same chauffeur all trip · 4.9★ · No peak pricing
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