Detailed analysis of mesoscale transport of ozone across the tropopause over east Asia during the spring of 2001 is conducted using regional simulations with the University of Wisconsin Nonhydrostatic Modeling System (UWNMS), in situ flight data, and a new two‐scale approach to diagnosing this ozone flux. From late February to early April, synoptic activity regularly deformed the tropopause, leading to observations of ozone‐rich (concentration exceeding 80 ppbv) stratospheric intrusions and filaments at tropospheric altitudes. Since model resolution is generally not sufficient to capture detailed small‐scale mixing processes, an upper bound on the flux is proposed by assuming that there exists a dynamical division by spatial scale, above which the wind conservatively advects large‐scale structures, while below it the wind leads to irreversible transport through nonconservative random strain. A formulation for this diagnosis is given and applied to ozone flux across the dynamical tropopause. Simulations were chosen to correspond with DC‐8 flight 15 on 26–27 March over east Asia during the Transport and Chemical Evolution Over the Pacific (TRACE‐P) campaign. Local and domain‐averaged flux values using this method agree with other numerical and observational studies in similar synoptic environments. Sensitivity to numerical resolution, prescribed divisional spatial scale, and potential vorticity (PV) level is investigated. Divergent residual flow in regions of high ozone, and PV gradients tended to maximize flux magnitudes. We estimated the domain‐integrated flow of ozone out of the lowermost stratosphere to be about 0.127 Tg/day. Spectral analysis of the wind field lends support for utilization of this dynamical division in this methodology.