Roundtrip Rides for Chesterfield
Roundtrip's Rider App makes it easy to manage your Chesterfield transportation — book, edit, or cancel rides right from your phone or browser, no phone call needed.
Register to Ride
Chesterfield members can register for a Roundtrip account here: roundtriphealth.com/chesterfield_access_on_demand
Book a Ride
- Tap Book Trip.
- Enter your pickup and drop-off locations.
- Choose your vehicle type (rideshare may be your only option) and your reason for the trip.
- Choose your date and time. You can book a one-way or round trip, and be picked up right away or later.
Chesterfield County has service area and trip-reason rules. If your addresses or trip reason don't meet them, you won't be able to complete booking. Questions about service areas? Call Mobility Services at (804) 706-2796.
Weekly appointments, like dialysis? Set up a Repeating Ride so you don't have to rebook it every time.
Need a ride home? Book it as a Will-Call ride — it waits until you tap a button to launch it once your appointment is done.
Payment
Choose your payment method. This depends on how Chesterfield County set up your transportation benefit.
- Subsidized rides: if you're a Chesterfield Mobility Services member, you'll see your subsidy amount and can add a card for any remaining balance.
Once everything looks right, tap Book Trip Now or Pay Now.
A hold is placed on your card when the ride is booked. It becomes a charge once the ride is done, or a fee if there's a missed connection.
Cancel or Change a Ride
Go to My Trips and tap View Details.
- To cancel: tap Cancel Ride and let us know why.
- To change the time or place: tap Edit Trip.
- Ready to go home? If you booked a Will-Call ride, tap Launch Will Call.
Managing Rides by Text
Don't have the app? No problem. After booking, you'll get a secure link by text.
- Open the link and verify your identity.
- View your ride details.
- Tap I'm Ready for Pickup to launch a will-call ride, or cancel if plans change.
[Add screenshots: secure link ride management flow]
The Roundtrip 24/7 Navigation Center can also help with launching or canceling rides: 1 (804) 277-4866.
Notifications
You'll get text or voice call updates about your ride, in English or Spanish based on your preference. These come from Roundtrip's notification numbers: (215) 309-9702 or (321) 320-9219.
If your ride is a rideshare:
- Your ride is booked
- Your ride is dispatched to find a driver
- A canceled ride is redispatched to find a new driver
- A driver is assigned — includes their name, phone number, ETA, and vehicle details
- The driver arrives at pickup
- Your ride is canceled
- A reminder to launch a will-call ride
If your ride is any other vehicle type:
- Your ride is booked
- Your ride is edited
- A transportation provider is assigned
- A reminder 24 hours before your ride
- Your provider reports they're running late
- Your ride is canceled
Not getting these as expected? Contact Chesterfield Mobility Services at (804) 706-2796 or the Roundtrip 24/7 Navigation Center at 1 (804) 277-4866.

After verification, you can launch or cancel your scheduled ride. Click “I’m Ready For Pickup” to launch your will-call ride.
