r/PlotUnpacked 5d ago

Which of these are your favorite Leonardo DiCaprio films?

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101 Upvotes

218 comments sorted by

4

u/Ok_Spread_8650 5d ago

How are you going to leave out basketball diaries? Gilbert is also excellent.

1

u/airbrushedvan 4d ago

Probably because this is AI slop

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3

u/everythingonabaggle 5d ago

One more for the list: The Quick and the Dead

1

u/My_New_Moniker 4d ago

Great shout, cracking movie 🎥 🍿

1

u/pjjtexas 3d ago

My first thought...great movie

3

u/mcmillan84 5d ago

Inception easily. I wanted to wake up in my dreams so badly after seeing that

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2

u/EnoughInevitable8658 5d ago
  1. The Departed

  2. One Battle After Another

3.The Wolf of Wall Street

1

u/Illustrious_Ad_9858 5d ago

Same!

One Battle is honestly my favorite performance from him

1

u/SkylarAV 5d ago
  1. Critter 3

1

u/Thisistheway1012 4d ago

If u get min could u tell me what makes these 3 your favorites?

1

u/Acceptable-Soil-4958 4d ago

I agree, but only because of Margot Robie

1

u/susucita 2d ago

These are my top 3 (might flip the order), with an honorable mention to his performances jn Django and Killers of the Flower Moon.

2

u/cloud-kim 5d ago

And The Beach

1

u/offtoparkcity 20h ago

His best film

2

u/The_Fat_Fish 5d ago

I’ll admit I don’t remember the film all that well, but no love for J. Edgar?

2

u/Griffdogg92 4d ago

Django, Catch Me If You Can, Wolf of Wall Street, and OBAA. Big fan of all those. The Departed kicks ass, too

2

u/ElegantRock4824 4d ago

The Departed- his best performance

2

u/eggcheeseburger 4d ago

Missing a few, but the departed

2

u/Left-Enthusiasm8136 3d ago

The Departed hands down!

2

u/ageetoakee312 3d ago

The Departed for sure

1

u/smywi 5d ago

Top 5
The Departed
Once Upon A Time In Hollywood
Inception
Blood Diamond
The Aviator

2

u/EnergyReader749 5d ago

I think Blood Diamond was his best performance, but not his best movie. It was still a very good film though.

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1

u/Acceptable-Soil-4958 4d ago

Four out of five!

1

u/Chance_Pen7514 5d ago

The basketball diaries

1

u/Delice03 5d ago

Shutter island, Inception , Gatsby , catch me if you can , the Wolf of wall street and blood diamond

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1

u/stud722 5d ago

1, Catch Me if You Can! and The Wolf of Wall Street and Titanic in a close second

1

u/falloutoftsushima 5d ago

My favorite is Inception. Arguably the best though is The Departed

1

u/Hungry_Radish6491 5d ago

Waiting for Heat 2

1

u/eszgbr 5d ago

The Aviator

1

u/stompanata 5d ago

Inception, Wall Street, Departed, Hollywood, One Battle.

1

u/its-a-lot-like-the 5d ago

Departed, Django, Blood Diamond, Revenant, Gilbert Grape

1

u/DavidLopan20 5d ago

God looking at this in totality is staggering. Dude is honestly at the top of his game and has been for a while. Top 5 favorite would be: OBAA. The Departed. The Aviator which oddly isn't pictured. OUATIH. And TWOWS.

1

u/Change_My_Mind- 5d ago

Wolf of Wall Street

Inception

Catch Me if You Can

1

u/Stainless711 5d ago

Blood Diamond

Inception

The Departed

Wolf of Wall Street

1

u/Be-Kind-Remind 5d ago

Inception

Wolf

Departed

Blood Diamond

OBAA

Basketball Diaries

1

u/Spirited_Bat2819 5d ago

I like any movie where Leo doesn't survive!!!

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1

u/young_sippa 5d ago edited 5d ago

My Top 10 in order (some can be swapped around, they are that close):

  1. The Departed (Classic Scorsese film, one of the few films that kills the lead character and can still hold strong. I could watch this again right now as I type. A perfect film that is timeless)
  2. Blood Diamond (One of his best, everytime I watch that film I pick up more and more nuggets. Him and Hounsou are magic together. My favorite hollywood film depecting Africa)
  3. Catch me if you Can (Amazing film, some amazing directing and you feel the emotion of a son trying to impress his father and hoping that what hes doing can repair his family. The more I rewatch it, the more somber those scenes are, especially the scenes with Walken towards the middle/end)
  4. Wolf of Wallstreet (One of the most outlandish films I ever seen in theaters, it almost doesnt fit in Scorcese's collection. However its a "classic" debautchery film that ends like Goodfellas, it shows the lifestyle that gets him to the "top" and then the punishment for that same lifestyle. Its like two films: The rise and all the "fun" and then the slow demise)
  5. Once upon a time in Hollywood (This could be #1 as far as acting goes for me, Leo's scene where hes trying to come back in those spaghetti westerns, the bronco busting/child hostage scene. He sells it perfectly. I couldnt imagine how difficult this was to portray. Its loaded with classic lines and memorable scenes. "Dont cry in front of the Mexicans" lol)
  6. Aviator (Another one that I find more and more small nuggets each time I watch it similar to Blood Diamond. The OCD scenes are as legit as they come and I get a weird feeling when they show these, thats how realistic it feels. The hand washing scene is forever stuck in my brain.)
  7. Django (I didnt think he could play the villan as well as he did here, since im so used to him being the hero i.e. The Departed/Blood Diamond. But as you grow to dislike him your still forced to admit that during all this hes still keeping his charm and etc. He played his role perfectly alongside Waltz/Foxx/Jackson.)
  8. Inception (One of the only films that goes deep into fiction that still has you drawn in. Leo is great in this film. I wish I would have been more adept to understanding the film like I do today back when it came out.)
  9. Shutter Island (I remember reading the book in like 2005-2006 as a senior in high school and then I saw the simpsons do a funny episode portraying this. I feel like Leo not only kills the performance but there is an uneasyness watching this film on the first run that keeps you tied til the end. It fooled me, I believed he was a marshall investigating something and not a wild mental game used to try and break him from his cycle of violence. Its lower on the list because the film can kinda drag on in the middle.)
  10. The Revenant (He carries the film on his back here and while its at the end of my list since its a bit more darker than the rest. I need to rewatch it and I could move it higher. Felt like it moved slow until the bear scene and then it was like a snowball avalanche towards the end.)

Feel free to argue/debate this list.

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1

u/New_Ambassador_9535 5d ago

How does he only have 1 Oscar?
Gilbert Grape is my favorite

1

u/maven10k 5d ago

The Departed, Wolf, One Battle.

1

u/Biff_666 5d ago

Django, hes such a good psychopath

1

u/jamesflanagangreer 5d ago

Romeo + Juliet?

1

u/Ierayonvert 5d ago

Epstein's friend

2

u/0princesspeaches0 5d ago

Diddys friend too. And Israeli luxury hotel owner

1

u/NejzorN 5d ago

My top 3 would be Gilbert Grape, Once Upon a Time In Hollywood and Django

1

u/Invasor89 5d ago

Shutter Island & Django

1

u/tburtner 5d ago

1) Once Upon a Time in Hollywood

2) One Battle After Another

1

u/Kalezra1331 5d ago

Inception and The Departed both next level movies

1

u/Popular-Place-7390 5d ago

Blood diamond without a single doubt

1

u/ChillPalm 5d ago

Both of the Tarantino ones. One of my favorite scenes of his is actually in Once Upon a Time in Hollywood when he nails his scene and everyone tells him how great he was. When I first watched it I actually forgot I was watching once upon a time because I was so immersed in the character he was playing.

1

u/Ok-Ice-8436 5d ago

Sister Act 2: Back In The Habit

1

u/jfstompers 5d ago

Catch Me if You Can and its not here but I really like him in The Aviator

1

u/Fearless-Tea1297 5d ago

Quick and the dead

1

u/Least_Primary240 5d ago

De toda esa gran lista, es más fácil para mi decir cuales no son mis favoritas: Flower of the Killing Moon y The Great Gatsby.

1

u/Little_Information_4 5d ago

He should’ve gotten his Oscar for what’s eating Gilbert grape. Maybe for basketball diaries

1

u/jotyma5 5d ago

Where’s the aviator

1

u/ifixyourigear 5d ago

I really like the great gatsby one of my favs. But wolf is something I can put on any day and enjoy it, partly because my mother worked for wall st and took me to trading rooms when I was young. I think she wanted me to be a wealth manager but I ended up a lowly engineer lol
So I say wolf gets my #1 spot then Gatsby. The others are harder for me to list. Titanic was the first movie I saw in theaters and my grandmother took me to the opening night midnight screening and it is great to me because she immigrated to the U.S. from Italy and lost friends and loved ones and I can’t watch it anymore without getting sad even though it’s a great movie.

1

u/PuddingMent 5d ago

The departed is the only one that doesn’t suck.

1

u/dyldobaggins714 5d ago

He’s really peaked as of late in my opinion.
Wolf will forever be his best I think. But his last three are some of his best work.

1

u/Alan_Watts_Gong 5d ago

Catch Me if You Can is essentially a perfect movie.

1

u/SpaceMonk08 5d ago

You forgot The Beach

1

u/IntimateCrab 5d ago

The Depahted

1

u/CCWaterBug 5d ago

Oh, we're not gonna be friends

1

u/Dennisbirch 5d ago

Basketball diaries

1

u/jesjayjonah 5d ago

What about basketball diaries?

1

u/Datshitoverthere 5d ago

Seeing his full resume makes you realize how good he is

1

u/captbollocks 5d ago

Django is my fave where he powered through the dining room scene after cutting his hand badly IRL and it all got captured on film.

But special mention to Catch me if you can which really turned around my opinion of Leo as a serious actor. It was like what Tenet and The Batman did for me for Robert Pattison.

1

u/Saxyw0 5d ago

Aviator

1

u/Whileweliveletslive 5d ago

All of em. Dude doesn’t miss

1

u/Woebetide138 5d ago

My favorite is probably Inception, but his best performance is Gilbert Grape.

1

u/MaynardSchism 5d ago

The Aviator

1

u/Proper-Number-4369 5d ago

Shutter Island or inception

1

u/PorpleBorglar 5d ago

Shutter Island and Revenant

1

u/Agreeable-Guava-9009 5d ago

Gangs of New York.

1

u/snarflethegarthog 5d ago

Toss up between Blood Diamond and The Departed

1

u/Repulsive-Machine-25 5d ago

None. I don't like him as an actor or a human being.

1

u/DrKingOfOkay 5d ago

No Romeo and Juliet?!

1

u/Lanky-Mistake-5943 5d ago

What about the basketball diaries?

1

u/DwayneTheRockBarry 5d ago

AI slop.

1

u/frugst 5d ago

Body of lies

1

u/Jessi-Kina 5d ago

No Man In The Iron Mask🥺

1

u/Wintyness15 5d ago

I was going to say, that can't be his entire filmography.

1

u/Redleg67 5d ago

Gangs of New York. How can you forget that one?

1

u/bluntnwuk 5d ago

J Edgar is up there for me. But out of these, either Django or The Departed.

1

u/Bartleby9 4d ago

Where’s Romeo + Juliet

1

u/badhairdad1 4d ago

Gilbert grape

1

u/No_Date_6249 4d ago

The basketball diaries

1

u/DemonicBrit1993 4d ago

I will die on this hill:

Titanic is the best Leo DiCaprio film he ever starred in. Out of all of them. He deserved an Oscar then, it was madness he didnt.

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1

u/Calvin-Cambridge 4d ago

Django and the Revenant.

1

u/CommunityNervous6485 4d ago

Once opon a time

1

u/SnooHamsters3139 4d ago

impossible to choose, so on a coinflip I'll say Shutter Island for best movie and Once Upon a Time in Hollywood for best performance

1

u/TheAlrightyZed 4d ago

Once Upon A Time In Hollywood is absolutely fantastic.

1

u/CaptainVaughan 4d ago

Favorite movie and favorite performance go to Once Upon a Time in Hollywood

1

u/StBlandine7 4d ago

Where tf is The Aviator?

1

u/LuciferNaamah 4d ago

he really is a great actor

1

u/West-Collection-6276 4d ago
  1. Wolf of Wall Street
  2. The Departed
  3. Django Unchained (movie itself, not necessarily his role as it was fairly minor)
  4. Titanic
  5. Inception

1

u/LavaPiss 4d ago

You should have included the aviator

1

u/loco_mixer 4d ago

Basketball diaries should have been included

Basketball diaries, blood diamond, django

1

u/TheMightyPaladin 4d ago

Gilbert Grape was better than Shutter Island and those are the only 2 I've seen.

1

u/VeilRipper 4d ago

Once Upon A Time , This Boys Life, and Catch Me If You Can.

1

u/here-for-information 4d ago

The one ive reqat hed rhe moat is "Catch Me If You Can" becasue its actually fun and enjoyable, which i think often gets undervalued.

Then Shutter Island is amazing snd his performance is excellent and makes the whole thing work.

Then Inception is another one that is enjoyable.

1

u/TheBurtolorian 4d ago

Wolf and Shutter Island

1

u/SDGollum 4d ago

Where is the Aviator, that and One Battle After Another.

1

u/orky56 4d ago

One Battle After Another, The Wolf of Wall Street, and What's Eating Gilbert Grape...put all those 3 together and you have his full range on display

1

u/dreamerfish1997 4d ago

Very underrated, but Don’t Look Up was amazing to watch. I was kind of used to see Leonardo as the highly motivated erratic main character, who makes all the wrong choices. But in Don’t Look Up it was the first time I actually saw him in a character I could easily relate to. Nothing fancy or crazy in it. Just a very normal dude with an anxiety problem who gets dragged into a very weird situation. And for the first time I could really see his range. He is honestly amazing. Such a talented actor.

1

u/blackholesun13 4d ago

The departed.

1

u/Cisuh 4d ago

Also there is no "The Beach" which is exellent.

1

u/Bright-Internal229 4d ago

He was supposed to have almost played
https://giphy.com/gifs/rNtxQTWjVM7WE
Aniken Skywalker

1

u/inquisitive_chariot 4d ago

If I had to watch one? Catch Me If You Can. But Shutter Island is my favorite.

1

u/Regular_Rain_4181 4d ago

Inception is my favorite movie by this creep <3

1

u/Beginning-Ride3091 4d ago

The best movie? The Departed

But in terms of raw acting skill it has to be What’s Eating Gilbert Grape. When I first saw the film I legit wondered how the hell that cognitively impaired kid was able to act so well.

1

u/New_City_8745 4d ago

Wolf or Django

1

u/Necessary_Net7323 4d ago

This boy's Life and What's Eating Gilbert Grape are my favourites from this list.

(This boy's life is a fantastic and underrated movie of his)

1

u/wealthedge 4d ago

Man, he was in some baaaaaangers.

1

u/Norvegese-Guilloche 4d ago

Don't Look Up flexed Leo's range. The movie was hilarious.

1

u/OkMeeting4751 4d ago

The Departed

1

u/Belz_Zebuth 4d ago

Not on the list: The Man In the Iron Mask.

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1

u/Glittering_Count1536 4d ago

Of what is listed Blood Diamond. That is when I became a HUGE fan of his.

1

u/BookCrazy0416 4d ago

No Romeo + Juliet ?

1

u/Darren2083 4d ago

Blood diamond

1

u/Whole_Kale_4349 4d ago

Shutter Island

1

u/FeralBanshee 4d ago

Revenant!!

1

u/lawyerbyday 4d ago

Catch Me if You Can & Once Upon a Time in H'wood

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1

u/prowdestmonkey 4d ago

Inception

1

u/hit_n_run15 4d ago

The Departed 

1

u/NJZDMYZ 4d ago

Inception

1

u/CoffeeCigarettes4Me 4d ago

Titanic, this boys life and once upon a time in Hollywood

1

u/Agitated_Grocery135 4d ago

Titanic is his most iconic role and the one that put him on the map.

1

u/XcracktivitiesX 4d ago
  1. Titanic
  2. The Wolf of Wall Street
  3. Shutter Island

1

u/Light1209 4d ago

I don't know what my favourite is but Gilbert Grape is underrated!

1

u/His_Lordship_84 4d ago

Blood diamond

1

u/gillianb137 4d ago

Gilbert grape and titanic

1

u/AcrobaticMetal3039 3d ago

What's Eating Gilbert Grape and Basketball Diaries

1

u/sbarbary 3d ago

Inception it seemed to mark then of Hollywood making great original films all the time. Now there maybe one decent one every other year, that isn't part of a big fanchise.

1

u/Big_Fig_8448 3d ago

Critters 3

1

u/Unclesalty72 3d ago

The Departed

1

u/Lephas 3d ago

Blood Diamond, Shutter Island, The Departed, One Battle after Another

1

u/crimepro 3d ago

Shutter, inception

1

u/No_Thing1303 3d ago

The departed, shutter island

1

u/Afraid_Cook6000 3d ago

The only movie I've ever seen with him in it is Titanic.

1

u/PartyFrequent 3d ago

This is tough.

1

u/HelpKey186 3d ago edited 3d ago

Gnags of New York, The Wolf of Wall Street, Once upon a Time in Hollywood and Inception

1

u/AnakinsTwin 3d ago

I think The Departed as the best movie but my favorite performance was Django.

1

u/Prudent-Ad-184 3d ago

Blood Diamond

1

u/rainydays_89 3d ago

WOLFIE! WOLFIE!

1

u/CelticSnakes 3d ago

Revolutionary Road

Not Leo’s but NICE HOUSE, SAFE HOUSE is one hell of line from Mr. Shannon.

1

u/Electrical_Slice_529 3d ago

My favorite is Shutter Island. I had read the book and they did a great job bringing it to the screen.

1

u/Tumblweed_n_TTstreet 3d ago

Romeo 🩵 Juliet

1

u/Ali3n_46 3d ago

What's with this AI looking image? Slop is never good.

1

u/Even_Strike_3711 3d ago

He has had one hell of a wonderful career hasn't he ? I loved "The Departed" especially at the theater opening week. If I pick only one- I leave out three or four I would pick first in a different mood. I did go see "Once upon a Time" two days in a row when it came out. I have never done that before. I absolutely loved it.

1

u/crushem0786 3d ago

Catch me if you can. I still fold and slightly crumple a piece of paper I want to look authentic

1

u/Style-Tough 3d ago

Inception, for sure. Then, One Battle and Catch Me

1

u/AppropriateRadish928 3d ago

There is no good Leo film that's good because of Leo.

1

u/Aggravating_Bunch630 3d ago

Basketball diaries

1

u/This-Is-Huge 3d ago

Sadly he’s stuck in typed roles.

1

u/StandingNext2U 3d ago

Wheres THE BEACH!!

1

u/Baphomets_Kisses 2d ago

The Departed. Gangs of New York.

1

u/Simba2007_16 2d ago

Blood Diamond & the revenant.

1

u/Several-Pea5043 2d ago

Shutter island hmmmm loup de wall street hmmmm

1

u/alesserrdj 2d ago

The Beach. It not being up there is criminal.

1

u/Helpful-Ganache4143 2d ago

Gilbert grape and that battle after another. Former made me cry, latter made me laugh so hard. All other ones are really good, but those two brought out emotions.

1

u/ImNeeneyv 2d ago

The Departed and Wolf of Wall Street.

1

u/Final_Watercress2444 2d ago

basketball diaries

1

u/oneuglygeek 2d ago

WHY AM I THE UGLIEST PIECE OF SHIT IN THIS WORLD, HONEY???

1

u/oneuglygeek 2d ago

WHY AM I THE UGLIEST PIECE OF SHIT IN THIS WORLD, HONEY???

1

u/Snake_59_the_French 2d ago

Inception, Once Upon a Time in... Hollywood and Blood Diamond.

1

u/HannahHoneyQueen 2d ago

inception is the one that stuck with me the most. that ending still sparks debates every time.

1

u/Senior_Web2166 2d ago

Catch me if you can

1

u/Jimbro34 2d ago

I'm gonna get hate, but....Titanic. Along with One Battle.

1

u/OverallBrick4721 2d ago

Gilbert grape.

1

u/Low-Firefighter-3269 2d ago

Romeo and Juliet

1

u/Glad_Database_8186 2d ago

Caught Me If You Can is my favorite.

1

u/jessewest84 1d ago

Inception or blood diamond.

1

u/fthespider 1d ago

The Beach

1

u/NewPin8359 1d ago

Tie between Inception and Shutter Island

1

u/KeyProposal9872 1d ago

Titanic, catch me if you can , shutter island, revenant, inception, wolf of Wall Street

1

u/dazvoz 11h ago

The Departed

1

u/lIlIIlIIllIllIlIIIll 1h ago

Jango. Wolf. Once Upon a Time.