Episode 5: Originally aired October 11 to October 17, 2016
- Juke Joint Hen: Bing Futch: Unresolved Blues
- Wandering Eye: United Steel Workers of Montreal: Broken Trucks and Bottles
- Bad Habit: Dan McKinnon: Dan McKinnon
- Best Friend Blues: Louis Janelle: Dance Everybody
- Belt Line Blues: Danny Marks: Cities in Blue
- I Got the Walkin’ Blues: Shuggie Otis: Shuggie Otis Plays the Blues
- Runnin’ Through the Bayou: Steve Groves: Notes from the Underground
- Cross-Eyed Cat: Muddy Waters: Blues Sky
- Follow Me Chicken: Nathan Williams: Zydeco’s Greatest Hits
- Roll On In: Julian Fauth: Ramblin’ Son
- Strange Fruit: Nina Simone: Anthology
- Aunt Jemima: Cecile Doo Kingue: Gris
- Time Will Tell : Koko Taylor : Deluxe Edition
- When You Feel Lonely: Shun Kikuta: Risin’ Shun
- Stray Cat Strut: Stray Cats: Stray Cats
- No Boom Boom: Chuck D. and the Fine Arts Militia: Lightning in a Bottle
- Drop Your Guns: Sule: Sule
- New Orleans: The Louisiana Gator Boys: Blues Brothers 2000
- My Cat Fell In the Well: Manhattan Transfer: Bop Doo-Wop
- Put a Lid On It: Squirrel Nut Zippers: Hot
- Indian Summer: Sidney Bechet: The Bluebird Sampler
- Caledonia Blues: Sippie Wallace: Sippie Wallace Vol 1
- Beautiful Places: Suzi Silva: Suzi Silva
- Parce Que Y A Toi : Terez Montcalm : Voodoo
- Is You Is Or Is You Ain’t My Baby : Dinah Washington : Diva
- Farther On Up the Road: Bobby Bland and BB King: The Best of BB King, Bobby Bland & Little Junior Parker
- Hush, Hush: Etta James: Blues to the Bone
- Mustang Sally: Buddy Guy: Damn Right I Got the Blues
- Think Twice Before You Go: John Lee Hooker: The Best Of
- Dustbowl: Joe Bonamassa: Dustbowl
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