MacOS

You can using command line to open Chrome with proxy:

open -na "Google Chrome" --args --proxy-server='socks5://127.0.0.1:7890'

• Change socks5://127.0.0.1:7890 to your proxy.

Linux

You can using command line to open Chrome with proxy:

nohup /Applications/Google\ Chrome.app/Contents/MacOS/Google\ Chrome --proxy-server='socks5://127.0.0.1:7890' > /dev/null 2>&1 &

• Change socks5://127.0.0.1:7890 to your proxy.
• Using nohup and & to run it in the background.
• Using > /dev/null 2>&1 & to hide the output.