Some of my choices have already been mentioned, but I hadn't seen these yet:
Memphis Belle, both the original documentary and the cinematic portrayal.
Twelve O'Clock High, movie and TV series.
The Tuskegee Airmen -- late '90s docudrama about the 332nd Fighter Group.
Red Tails--story of the Tuskegee Airmen with a bit more CGI and action. Note: I had previously spoken with several of the surviving Tuskegee flyers at several air shows and reenactments--one of them described in detail the destruction of the German destroyer resulting from a machine-gun strafing run.
Combat--1960's tv series that some troops recently fighting in urban areas reportedly called upon from memory for tactics and technique.
Battleground--story of the 101st Airborne and their contribution to the Bulge.
Threads--British film about the unravelling of society and civilization after nuclear exchange. Unnerving and unsettling but good.
Jericho--TV series about a small Kansas town trying to survive after multiple terrorist nukes take out major US cities.
Escape from New York and Escape from L.A.--schlocky but fun Dystopian rebel-vs.-facist society films. And the basis for at least part of one module.
Tears of the Sun
Heaven Knows, Mr. Allison
So Proudly We Hail--WW2 nurses on Corregidor
Since You Went Away--Home Front during WW2
The Fighting Seabees--John Wayne vs. the Japs on Guadalcanal
633 Squadron--Mosquitos on a suicide bombing mission to Norway
Glory--54th Mass in the American Civil War
Dad's Army--British sitcom about the Home Guard/Local Defense Volunteers during WW2
'Allo, 'Allo--the machinations of a French Resistance cell and the occupying German troops in a small French village.