I use a therminator to chill 2+ bbls of wort. It takes a bit over an hour, recirculating with a march nano pump the whole time. I put a thru-mometer type thing on the outlet of the chiller and when the wort out gets under 70 I move the outlet hose to the fermenter and transfer the wort there. If it needs to drop a couple of degrees the glycol takes care of it, although this last time I let it go too long and it was 65F (the chill water was colder than it had been).
I considered using two chillers in series, but since I only have one cold water line available and the therminator is super efficient it seems pointless. The outlet water from the chiller seems close to the wort exit temp, and that is with the cold water going full blast. A friend has two he uses for his one bbl system and says it chills faster though, on a single water supply.
Do you NEED to use two chillers? No, but it might help, especially if you have more than one cold water supply. It also depends on your ground water temps - now that the weather has cooled it is not as big of an issue but during the summer that might have been nice to have.