Podcasts
University of Oxford's Podcasts [HEL-related keywords include Chaucer, Old English and Shakespeare]
The Bodleian Libraries' BODcasts [a selection from the above link]
Anglo Saxon Aloud [Michael D. C. Drout's (Wheaton College) daily reading from Anglo-Saxon Poetic Records; no update since 2010...]
Old and Middle English Verse [reading of OE and ME poetry by Dr Robert Rice]
Linguistic Voices on Campus [instructional material by Professor Anja Wanner (University of Wisconsin-Madison); episodes on the grammar of Shakespeare, slang, and Dr Johnson are particularly relevant]
The Open University, Postcolonial English [3 tracks about postcolonial English]
Kevin Stroud, The History of English Podcast [probably the most famous podcast of HEL]
Jamie Jeffers, The British History Podcast [up to the year 1066 for now]
Lexitecture - A Podcast About Words [informal podcast on word origins]
Gone Medieval, The Origins of English ['Using the present day language, place names and dialects as evidence, Ellie [Eleanor Rye] shows us how English was impacted by a series of migrations.']
VOA Learning English, 'Where Did the English Language Come From?' [the audio is available here]
Inglespodcast, 'A History of the English Language in 20 Minutes - AIRC320'
History, eh?: 'History of the English Language with Dr. Mark Sundaram'