Often situated at the mouth of a freeway or a bridge,  the cinematic equivalent pops up in the most peculiar places.
With the most peculiar consequences.

Close Encounters of the Third Kind (1977)
Richard Dreyfuss chases the mysterious sky lights on a blacked-out night.
They rush through a tollbooth, thereby restoring its power.
The scene even appeared on a 1977 Wonder Bread collector card series.


Blazing Saddles (1974)
The absurdity of it all.   A single tollbooth in the middle of the desert, that Lamarr’s posse can simply go around.
But no.  “Has anyone got a dime?” , followed by “Somebody’s gotta go back and get a shit-load of dimes”

The Godfather (1972)
Sonny’s demise takes place at the tollbooth of the Long Beach Causeway.   He’s on his way to confront Carlo, who has beaten up Connie (Sonny’s sister).  The attendant drops the change, the tollbooth door closes, Sonny looks to his right. A hail of bullets.   James Caan (Sonny) later appeared in a film called Henry’s Crime, where he plays the cellmate of a disgruntled tollbooth attendant.

The Phantom Tollbooth (1970)
A boy comes home one day to find a tollbooth in his room, and drives his toy car through it to emerge into another world. A live action / animated film , directed by Chuck Jones, Abe Levitow and Dave Monahan.

Hudson Hawk (1991)

Hudson himself managed to make his way through a tollbooth, whilst on an ambulance gurney, by throwing exact change at it as he flashes by.

Big Daddy (1999)
Adam Sandler works one day a week in a tollbooth, despite having a degree in law.  The $200,000 compensation he was awarded from a vehicle accident is a main reason for his lack of motivation.

The Long Kiss Goodnight (1996)
The fireball in the finale, destroys everything in its path, including the tollbooth that Samuel L Jackson and co barely make it through.

In Men in Black (1997), Will smith and Tommy Lee Jones drive through the tunnel, upside-down, and through the tollbooth, where they even have exact change! ($1).
…and yes we acknowledge there are a few films out there actually called Toll Booth (1994, 2004)