At the start of May 35 Squadron's Halifaxes were stood down to undergo modifications to address design flaws. Cheshire obtained a posting to the Atlantic Ferry Organisation to fly a Liberator across the Atlantic. On 4 May 1941 Cheshire reported aboard a Norwegian steamer to begin his trip across the Atlantic. The convoy was not intercepted by the German capital ships, but did suffer multiple attacks from German U-boats, and a number of ships were lost. Luck was with Cheshire however, and he came through unscathed.