Karl pulls an injured Ben along, after being captured by the Losties in ("Through the Looking Glass, Part 1")  (promotional still).

The characters in Lost are often literally or symbolically forced to deal with imprisonment, both on-Island and in their pasts.

Literal imprisonment

The following characters have been shown off the Island literally behind bars or in custody.

Desmond-mini.jpg Desmond Southway Garrison prison
Jack-mini.jpg Jack Local jail
Kate-mini.jpg Kate Custody of U.S. Marshal
Sawyer-mini.jpg Sawyer Federal prison
Sayid-mini.jpg Sayid Imprisoned during war
Interrogated by CIA
Hurley-mini.jpg Hurley L.A. County Jail
Richard-mini.jpg Richard Prison in Tenerife

The following list shows when any characters have literally been imprisoned.

Season 1

Sawyer in prison in ("Every Man for Himself")  (promotional still).

Season 2

Josh Randall as Nathan in 'The Other 48 Days'

Season 3

Karl in Room 23. ("Not in Portland")

Season 4

Season 5

Season 6

Symbolic imprisonment

Some may never be free of their pasts.

The Lost Experience