Here the Osprey comes out on top again with a maximum speed of 275 knots (316 mph) compared to the Chinooks 170 knots (196 mph), so the Osprey could always get to the designated point quicker.
No, not always. Especially in USMC operations, there may not be FW escorts, so you’re at the mercy of your escorts. You outrun the cobras as the the handful of F35s are busy elsewhere while at the MEU level, you make yourself a bigger fatter target than you already are.