With the recent advances in autonomous vehicles, there is an increasing need for sensors that can help monitor tire–road conditions and the forces that are applied to the tire. The footprint area of a tire that makes direct contact with the road surface, known as the contact patch, is a key parameter for determining a vehicle’s effectiveness in accelerating, braking, and steering at various velocities. Road unevenness from features such as potholes and cracks results in large fluctuations in the contact patch surface area. Such conditions can eventually require the driver to perform driving maneuvers unorthodox to normal traffic patterns, such as excessive pedal depressions or large steering inputs, which can escalate to hazards such as the loss of control or impact. The integration of sensors into the inner liner of a tire has proven to be a promising method for extracting real-time tire-to-road contact patch interface data. In this research, a tire model is developed using Abaqus/CAE and analyzed using Abaqus/Explicit to study the nonlinear behavior of a rolling tire. Strain variations are investigated at the contact patch in three major longitudinal slip driving scenarios, including acceleration, braking, and free-rolling. Multiple vertical loading conditions on the tire are applied and studied. An intelligent tire prototype called KU-iTire is developed and tested to validate the strain results obtained from the simulations. Similar operating and loading conditions are applied to the physical prototype and the simulation model such that valid comparisons can be made. The experimental investigation focuses on the effectiveness of providing usable and reliable tire-to-road contact patch strain variation data under several longitudinal slip operating conditions. In this research, a correlation between FEA and experimental testing was observed between strain shape for free-rolling, acceleration, and braking conditions. A relationship between peak longitudinal strain and vertical load in free-rolling driving conditions was also observed and a correlation was observed between FEA and physical testing.