Round Trip Airport
Service Chicago

Why Book Both Legs at Once

Booking the outbound and the return together does two things a pair of one-way trips cannot. First, it locks in your ride home before you leave — so when you land tired after a long flight, the car is already assigned and waiting instead of you opening an app and watching the price climb. Second, it saves about 10 percent versus reserving two separate transfers. You commit the round trip once, and the return is held on the books even if your trip is days or weeks out.

How the Upfront Round Trip Works

Each leg is an upfront fare to or from O'Hare and Midway — the same transparent pricing as a one-way transfer, with the round-trip discount applied across the pair. The outbound is straightforward: the chauffeur picks you up at your door at the scheduled time and gets you to the terminal with margin for check-in and security. The return is where the value shows. Your return flight number goes on the booking, so the only thing that changes the pickup is the plane, not a guess.

Return-Flight Tracking and Wait Time

We monitor your return flight in real time. If it lands early, the chauffeur is already there; if it is delayed, the pickup shifts automatically and you are not charged for the delay. Once you are on the ground there is a 60-minute complimentary wait window at arrivals, which covers the realistic span between wheels-down and actually reaching the curb with your bags — deplaning, the walk, and baggage claim. The chauffeur meets you curbside or, on request, inside at baggage claim, rather than leaving you to find a car in a crowded pickup zone.

Who Uses Round-Trip Service

Business travelers on a fixed itinerary book round trips so the office or travel manager handles one reservation and one invoice. Families heading out on vacation lock the return so the end of the trip is not a scramble with kids and luggage. Anyone flying out of O'Hare or Midway who already knows their return date saves money and removes a decision from the back end of the trip. Choose a sedan, SUV, or Sprinter depending on the group and the bags, and reserve both legs at (224) 801-3090 or online.