Not likely. First of all connecting UPS' in series is discouraged. Surge strips with LC filtering should not be connected to the output of a UPS as well. The exception would be true sine wave output UPS products. Others are stepped approximation to sine wave and that's where the problems start.
The downstream UPS is likely to stay on battery even though the first UPS inverter is supplying power. The watchdog monitoring power will treat the non sinusoidal waveform as rogue power and to maintain protection will turn its own inverter on. Additionally any hash filtering (LC) on UPS number two will produce an un-necessary load on its inverter!
If you have two identical model UPS' side by side (parallel) powering a resistive dummy load the runtimes won't be identical due to electronic tolerances and (most of all) SLA tolerances and overall health. SLA state is not tightly monitored on consumer grade UPS products. The chief purpose is to provide a means for you to save work when the power flickers or goes out from an interruption caused by a plethora of possibilities.