A system for collecting a fluid sample from a machine having a fluid module is provided. The system includes a docking station disposed on the machine. The system also includes a pump selectively disposed in fluid communication with the fluid module of the machine. The pump is configured to draw a fluid from the fluid module. The system further includes an Unmanned Aerial Vehicle (UAV). The UAV is configured to detachably dock onto the docking station. The UAV is also configured to collect the fluid sample from the pump.