Seeing Cowboy Bebop chronologically shows you a better development of the main characters, all of them are linked to the past in some way and this holds them in their own mind, at the end of the plot, we get to see everyone finally overcoming their past and being able to move on with their lives (depending on how you look at it).
Watching Cowboy Bebop non-chronologically also has fun watching the random adventures of a group of bounty hunters.
Another important point to highlight in the anime is the issue of the shaman, which is shown in several parts throughout the animation, it is important to remember a phrase that is said at the beginning of the anime about the men of the earth becoming stars when they die, after the final scene of the anime, we don't know what happens to Spike Spiegel, but we see a star rise to the sky, and from that, each one with its own conclusion.
