Pulp Fiction
Collateral
Airplane
Terminator 2: Judgement Day
The Naked Gun: From the Files of Police Squad

A few more that have come to mind, may have already been mentioned.

Tremors - I can quote a lot of this. A really fun watch.
An American Werewolf in London - great horror with just the right amount of comedy
The Fugitive - no matter how many times I've seen this, I love watching this story unfold
Speed - easy to just turn your brain off and enjoy the ride
Both National Treasure films - I really like these sorts of adventures
Cliffhanger - one of Stallone's best
Demolition Man - see above

The Devil’s Brothers (1933) https://youtu.be/SZLXhEoBTHc

Bringing Up Baby (1938) https://youtu.be/F25nzu6hh0Q

The Adventures of Robin Hood (1938) https://youtu.be/BpqR6Ca-LL8

His Girl Friday (1940) https://youtu.be/-IS-KvD2_Zo

The Great Dictator (1940) https://youtu.be/zroWIN-lS8E

The Philadelphia Story (1940) https://youtu.be/oCfuPPR7wnQ

The Three Musketeers (1948) https://youtu.be/9S-GyXIiUj8

The Crimson Pirate (1952) https://youtu.be/Izws4RmQUBo

The Court Jester (1956) https://youtu.be/Pt37TRvU_Mw

Some Like It Hot (1959) https://youtu.be/b3gj5_6DHRY

North By Northwest (1959) https://youtu.be/K0c2HJ4AO6o

One, Two, Three (1960) https://youtu.be/Qo2Xsng4s5g

The Great Race (1965) https://youtu.be/9biklE2wA6M

The Fearless Vampire Killers (1967) https://youtu.be/W527bf_qpqM

Point Blank (1967) https://youtu.be/b3gj5_6DHRY

Oscar (1967) https://youtu.be/GVMwIawdN9E

Le Samouraï (1967) https://youtu.be/Fs0XYssIlbo

Bulitt (1968) https://youtu.be/BsvD806qNM8

Butch Cassidy and the Sundance Kid (1969) https://youtu.be/KyR7XB0VBPM

The Getaway (1972) https://youtu.be/wMXIG8o0ef0

Charley Varrick (1973) https://youtu.be/TxaqjQWQVAk

The Sting (1973) https://youtu.be/_nAIb_J9T5M

La nuit américaine (aka Day for Night in US, 1973) https://youtu.be/qSqfhjt-Gg8

L‘aile ou la cuisse (aka Brust oder Keule in Germany, 1976) https://youtu.be/1cOZjeszYqs

Alien (1979) https://youtu.be/LjLamj-b0I8

Blade Runner (1982) https://youtu.be/eogpIG53Cis

...just to name a few movies I could re-watch any day. I could go on forerver.

Plus of course everybody‘s darlings like Star Wars 1977/1980/1983 and lots of Disney, Pixar, Studio Ghibli movies.

@Jumpin, didn't want to quote you, but that was a good list. I actually haven't watched American Psycho since it first came out and then, I was just a dumb kid. Didn't understand it. I need to watch it now that I know a little more about the workings of the world.

I don't even know how many times I've rewatched The Dark Knight.

Lord of the Rings I suppose by myself. I am always down to rewatch multiple movies with friends though.

I LOVED The Dark Knight. Still do but the more I watch it, the more it kinda falls apart.

Goodfellas
Aliens
The Terminator
Dredd
Heat
LOTR
American Psycho
The Naked Gun 1-33 1/2
Hot Shots 1-2
Loaded Weapon
Almost every Chackie Chan movie

Many more, but none current era movies (except for Dredd2012). Really having a hard time watching any newer flicks even once.

I find the whole trilogy endlessly rewatchable. The second one is one of my favourite comedy films of all time.

Sexshop clerk: Is this some kind of bust?

Frank: Well... it's very impressive yes but we need to ask you a few question.