In this paper, a new generator of continuous distributions called the odd flexible Weibull-H family is proposed and studied. Some of its statistical properties including quantile, skewness, kurtosis, hazard rate function, moments, incomplete moments, mean deviations, coefficient of variation, Bonferroni and Lorenz curves, moments of the residual (past) lifetimes and entropies are studied. Two special models are introduced and discussed in-detail. The maximum likelihood method is used to estimate the model parameters based on complete and upper record data. A detailed simulation study is carried out to examine the bias and mean square error of maximum likelihood estimators. Finally, three applications to real data sets show the flexibility of the new family,