Earlier quoted context omitted.
Listening is extremely subjective though. Headphone types can be better / worse for certain listening habits (there are people out there who don't think great bass makes great music, folks), and for different ears. Music taste itself is extremely subjective. Best thing is still to get to a trusted hifi store nearby with your own, known music in best quality and your current best headphone model and test through candi…
My current earbud benchmark is the Panasonic ErgoFit line. [1] To be fair, I don't use an external DAC or source high quality sound on the road. But for $10 and tolerable, good enough for travel. [1] https://www.amazon.com/gp/aw/d/B00E4LGVUO/
Cheap but surprisingly good end: Superlux HD668B (20-40$, as they got popular you may need to watch out for counterfeits). IMHO they are on par with some popular 200$ - 300$ Beyerdynamic / Sennheiser / AKG models. You may want to follow one of the online guides to replace the ear cup plastic with velour.
Fakespot: A (90%)
Expensive end: AudioQuest Nighthawk, 1st model. Their sound is unique and "purist audiophiles" may not like it, but they work pretty well with my listening habits; the experience has been pure joy so far and they are very comfortable.
Fakespot: A (90%)
Listening habits: Metal (symphonic-, power-, progressive-, i.e. complex and with classical music elements; e.g. Blind Guardian) and some Depeche Mode