The widespread contamination of soils and aquifers by non-aqueous phase liquids (NAPL), such as crude oil, poses serious environmental and health hazards globally. Understanding the infiltration characteristics of NAPL in soil is crucial in mitigating or remediating soil contamination. The infiltration characteristics of crude and diesel oils into undisturbed loessal soil cores, collected in polymethyl methacrylate cylindrical columns, were investigated under a constant fluid head (3 cm) of either crude oil or diesel oil. The infiltration rate of both crude and diesel oils decreased exponentially as wetting depth increased with time. Soil core size and bulk density both had a significant effect on NAPL infiltration through the undisturbed soil cores; a smaller core size or a greater bulk density both reduced oil penetration to depth. Compacting soil in areas susceptible to oil spills may be an effective way to reduce contamination. The infiltration of NAPL into soil cores was spatially anisotropic and heterogeneous, thus recording the data at four points on the soil core is a good way to improve the accuracy of experimental results. Our results provided information about crude and diesel oils, rather than their components, and may have practical value for remediation of contaminated loessal soils.