10 Essential Classic Movies You Should Have Seen By Now

We have been stuck endlessly searching through multiple streaming platforms just to find a good movie to entertain us for a while. Quarantining has left us with a lot of nostalgia and time to revisit the good old days (like last month). These are are the best classic movies you should have seen by now and where to watch them. You are so welcome.

Photo Credit: Good Will Hunting

Good Will Hunting (1997)

Hulu, Amazon Prime

It’s just great to see young and handsome Matt Damon and Ben Affleck as poor and rugged Southie boys and the legendary Robin Williams in his prime. Good Will Hunting is a very moving film about a poor 20-year-old janitor with attachment issues who attends Harvard with unapparelled intelligence, especially in math. 

Photo Credit: IMDb

Monty Python and the Holy Grail (1975)

Netflix, Amazon Prime

Monty Python and the Holy Grail is one of the best comedies from its era and still holds up to this day. The story follows King Arthur on a quest for the Holy Grail but, with a fresh perspective, adds a silly element to the classic adventure.

Photo Credit: Planes, Trains and Automobiles

Planes, Trains and Automobiles (1987)

Amazon Prime

Although this movie is usually a more festive watch in November, it is a great all-around, Midwest-based classic. Neal’s flight to Chicago gets diverted to Wichita, Kansas, when all he wants is to get back home to see him family for Thanksgiving. He’ll take a lot of steps to get there.

Photo Credit: Titanic

Titanic (1997)

Amazon Prime

Titanic may be the most popular film on this list, so if you haven’t seen this one, you better get on it. The story is an entertaining romance in which two people fall in love on a beautiful cruise only to have it end in disaster. Spoiler alert!

Photo Credit: Step Brothers

Step Brothers (2008)


Step Brothers is the most recently made film on this list and a personal favorite. The combination of the hilarious Will Ferrell and Adam McKay as 40-year-old idiots living with their newly married parents is pure comedy.

Photo Credit: IMDb

Casino Royale (2006)


This is the only free James Bond movie out there right now and it has the best poker scene of all time. This is a high-class film with all the classic James Bond spy elements, including the attractive female co-star staple.  

Photo Credit: Space Jam

Space Jam (1996)


Michael Jordan meets the Looney Tunes in this film. Bugs and the gang need Mike’s help to win a basketball game that puts the fate of their world at stake!

Photo Credit: Indiana Jones and the Raiders of the Lost Ark

Indiana Jones and the Raiders of the Lost Ark (1981)


The first of the series is about Indiana Jones being hired to find the mythical lost ark before the Nazis. This set the standard for all adventure movies after it with the giant boulder, a cowboy outfit, and slapstick comedy.  

Photo Credit: The Shawshank Redemption

The Shawshank Redemption (1994)


Based on a Stephen King novel, this movie is about an escape from prison. Main character Andy Dufresne is sentenced for killing his wife and her lover and his decades in prison with Morgan Freeman are worth the watch.

Photo Credit: The Big Lebowski

The Big Lebowski (1998)


Jeff Lebowski is mistaken for a millionaire and is caught up helping the real Lebowski find his wife. He helps get her back with his bowling buddies in this criminally hilarious comedy.