We describe the first X-ray observations of five short orbital period ($P_B < 1$ day), $gamma$-ray emitting, binary millisecond pulsars. Four of these, PSRs J0023+0923, J1124$-$3653, J1810+1744, and J2256$-$1024 are `black-widow pulsars, with degener
ate companions of mass $ll0.1 M_{odot}$, three of which exhibit radio eclipses. The fifth source, PSR J2215+5135, is an eclipsing `redback with a near Roche-lobe filling $sim$0.2 solar mass non-degenerate companion. Data were taken using the textit{Chandra X-Ray Observatory} and covered a full binary orbit for each pulsar. Two pulsars, PSRs J2215+5135 and J2256$-$1024, show significant orbital variability while PSR J1124$-$3653 shows marginal orbital variability. The lightcurves for these three pulsars have X-ray flux minima coinciding with the phases of the radio eclipses. This phenomenon is consistent with an intrabinary shock emission interpretation for the X-rays. The other two pulsars, PSRs J0023+0923 and J1810+1744, are fainter and do not demonstrate variability at a level we can detect in these data. All five spectra are fit with three separate models: a power-law model, a blackbody model, and a combined model with both power-law and blackbody components. The preferred spectral fits yield power-law indices that range from 1.3 to 3.2 and blackbody temperatures in the hundreds of eV. The spectrum for PSR J2215+5135 shows a significant hard X-ray component, with a large number of counts above 2 keV, which is additional evidence for the presence of intrabinary shock emission and is similar to what has been detected in the low-mass X-ray binary to millisecond pulsar transition object PSR J1023+0038.
