Recent hydrodynamic simulations and observations of radio jets have shown that the surrounding environment has a large effect on their resulting morphology. To investigate this we use a sample of 50 Extended Radio Active Galactic Nuclei (ERAGN) detected in the Observations of Redshift Evolution in Large Scale Environments (ORELSE) survey. These sources are all successfully cross-identified to galaxies within a redshift range of $0.55 leq z leq 1.35$, either through spectroscopic redshifts or accurate photometric redshifts. We find that ERAGN are more compact in high-density environments than those in low-density environments at a significance level of 4.5$sigma$. Among a series of internal properties under our scrutiny, only the radio power demonstrates a positive correlation with their spatial extent. After removing the possible radio power effect, the difference of size in low- and high-density environments persists. In the global environment analyses, the majority (86%) of high-density ERAGN reside in the cluster/group environment. In addition, ERAGN in the cluster/group central regions are preferentially compact with a small scatter in size, compared to those in the cluster/group intermediate regions and fields. In conclusion, our data appear to support the interpretation that the dense intracluster gas in the central regions of galaxy clusters plays a major role in confining the spatial extent of radio jets.