Great place to start for a beginner. A simple 3 movie trilogy about Marvels Greatest character. These films are also among the most influential to the superhero movie genre(for Marvel, it's these and X-Men that paved the way).

Although considered weaker than the first 2, this should not be skipped. It's a messy film, but still has a lot of great moments and an emotional finale.

MCU starts here. From Iron Man to Far From Home, you should watch the MCU straight, in an unbroken run. For added context, anything produced under "Marvel Studios" is considered MCU. Films which came before released in an era before the MCU existed, and so they were part of their own individual worlds/stories. Those movies, mainly Spider-Man & X-Men, were produced under Sony and 20th Century Fox respectively(Marvel Comics sold the film rights in the late 90s due to financial trouble). Oh, and make sure to watch the credits of each film to make sure there's no extra scenes or teasers. The MCU popularized that.

End of Phase 1. Forgot to mention that the MCU can be and is broken into phases, or chapters. Phase 1 was Iron Man through The Avengers. Phase 2, Iron Man 3 to Antman. Phase 3, Captain America Civil War to Spider-Man Far From Home. Also, in case you were wondering, the best way to watch the MCU is in release order. It's the most simple way to follow the story.

Here comes the end. The 3rd Phase does end with Far From Home, but Endgame to most people is the best jumping off point if you wanted an end point. From here on out, I won't be listing every MCU film. It's your decision on what you choose to watch. However, there are a few good MCU films I'll be recommending.

Now for a detour onto The Amazing Spider-Man Duology. Since you'll likely be skipping around from now on. It's best you start sliding in some other non-MCU films. I strongly recommend watching these films before continuing.

The Fox X-Men movies start here

Fox released two other X-Men related films after this one, but they were both bad. So, I'm recommending skipping both. You're not missing much.

Marvels first success in film

Make sure to watch the superior directors cut. Not to be confused with the great Netflix Daredevil series. Same character though.

Deadpool enters the MCU. Now that you've seen the Fox movies, you're ready for this film. I had you watch some other earlier films as well because Deadpool & Wolverine makes reference of them.

Beginning of the Spider-Verse trilogy

Finale of the Spider-Verse trilogy

Rest of these are pretty stand alone