3x22 ben karl promotional
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-miniDesmondSouthway Garrison prison
Jack-miniJackLocal jail
Kate-miniKateCustody of U.S. Marshal
Sawyer-miniSawyerFederal prison
Sayid-miniSayidImprisoned during war
Interrogated by CIA
Hurley-miniHurley L.A. County Jail
Richard-miniRichard Prison in Tenerife

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

Season 1

3X04 SawyerPrison
Sawyer in prison in ("Every Man for Himself")  (promotional still).

Season 2

Nathan tigerpit

Josh Randall as Nathan in 'The Other 48 Days'

Season 3

3X07 KarlRoom23
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

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