In this case, "front" means "frontier" or "border". A two front war means fighting a war against two or more enemies on different borders of your country.
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The number one issue of having to fight a two-front war was deciding on how to best divide the U.S. forces. Secondly, was finding on how to best protect the two sides of the United States.
The U.S. did not fight a two front war in WW1. It fought only on the western front.
World War Two was fought in the Pacific and the Atlantic and Western Europe and Eastern Europe (and Africa) at the same time. So technically the war was fought on many fronts. In Europe it was a two front war on the West and East side. When you consider the USA the war was fought on two sides of the nation in two different oceans and different countries so they considered it a two front war too.
The European Front and the Pacific Front.
World War I was fought on two major fronts. The Eastern Front was located in the Middle East and the Western Front was situated in France.