This report is meant to observe and highlight the opportunities for cross-border cooperation initiatives between small and medium cities with respect to territorial development and the reduction of inequalities. A selection of case studies, which is far from being exhaustive, will be presented. It aims at being representative of the diversity of the existing forms of cross-border cooperation in Europe which attempt to transcend differences and improve cohabitation and exchanges across borders. This perspective will hopefully nourish the debate on the steps to be taken in order to strengthen the position of small and medium cities within cross-border dynamics.