Some example numbers for the space shuttle.
The LO2 loading pipes at the shuttle launch pads were insulated by means of vacuum jackets. (as were the feedlines in the orbiter)
...a new 8-inch diameter vacuum-jacketed fill line is required...The present fill line is a 6-inch vacuum-jacketed line about 1400 feet in length.
Source: Booster Systems Briefs, pdf page 245
This picture shows the distance from the LO2 storage sphere to the launch pad.
Source: What happened to boiled-off gases from the storage tanks at Launch Complex 39?
LO2 flowrates during loading of the shuttle External Tank varied but maxed out at 1400 gallons per minute. Delta p was up to 55 psi.
Source: USA training documents, personal notes. Annotations mine.
Note on the units: these are historical documents, use some perspective.