What if you had a sealed tube loop, not vacuum, with a capsule at both ends, say San Francisco and LA. They both leave at the same instant. The pressure created in front of each capsule counter-balances the vacuum wake behind each capsule. Like-wise, the vacuum wake behind each capsule counter-balances the pressure created in front of each capsule. The loop becomes a hydraulic fluid loop, with two capsules accelerating to the same speed in the loop without air resistance because the air is forced along in the loop at the same rate as the capsules.
No vacuum needed, yet the capsules could travel at over 700 mph and never break the speed of sound, as they would be moving at 0 mph relative to the air in the loop.