May 11, 1944 – World War II: The Allies make a fourth major attempt to break through the Gustav Line
On May 11, 1944, the Allies launched Operation Diadem tobreak through the Axis defences on the Gustav Line. The Gustav Line was themajor defence of three that was collectively called the Winter Line. The WinterLine itself was one in a series of defences based on German strategy thatrelied on the natural features centered on the ApennineMountains that forms a “spine” alongmuch of the length of Italy.

Successive Allied attacks since January 1944 had failed tobreach the Gustav Line. But on May 19, 1944, a concentrated Allied offensivecombining U.S.5th and British 8th Armies finally breached the Gustav Line, forcing German10th Army to fall back.
Just days later, May 23, U.S. forces that had had also beenbottled up for months at Anzio broke out from the beaches and advancednorthwest toward Rome instead of attacking northeast to cut off German 10thArmy, as planned. As a result, theAllies failed to encircle German 10th Army at the Gustav Line. German 10th Army escaped and, together withGerman 14th Army from Anzio, soon establishednew positions in northern Italy. The Allied planning had also placed Rome inside the American sector, and not the British;instead, the latter were tasked to bypass Romeand pursue the retreating Germans.
On May 23, 1944, the Allies broke through the last of the three Winter Line positions, the Senger Line (renamed from the Adolf Hitler Line). Meanwhile, elements of U.S. VI Corps advancing on Rome were stalled by strong German resistance at the Caesar C Line, but exploited a gap and broke through on June 2, 1944. American units entered Rome unopposed on June 4, 1944, which had been vacated by the Germans on orders by Hitler, who balked at another Stalingrad-type attrition battle in the Italian capital. Rome, which had been declared an “open city” and thus undefended, also had been subject to constant Allied air bombardment. The glory attached to capturing Rome, which had predominated throughout the Allied campaign, was upstaged just two days later, June 6, 1944, when the Allies launched the much more strategically important Operation Overlord, beginning with the amphibious landings on Normandy aimed at the re-conquest of France and occupied Western Europe, and ultimately the defeat of Germany.