Should I repot this orchid?

[Diamond Maverick]

My grandmother has this orchid that belonged to my grandfather (so the orchid itself has sentimental value), and it's highly highly overgrown. Problem is, its root structure is interwoven and 'stuck' to the pot - cement, as it were. If I were to repot this plant, might I just stick it in a larger pot since I think pulling it out of the pot is out of the question? Or should I just cut off the bunch that's growing off of it? Or should I leave well enough alone?

The plant itself recently (in the last couple months?) flowered, and there were many nice blooms, so whether the plant blooms or not is not a problem. The root mass seems healthy enough, as does the plant.






^The bunch to the left is what I was talking about when I asked whether I should cut it off by itself.