Subprocess timeout failure

check_output() with timeout is essentially:

with Popen(*popenargs, stdout=PIPE, **kwargs) as process:
    try:
        output, unused_err = process.communicate(inputdata, timeout=timeout)
    except TimeoutExpired:
        process.kill()
        output, unused_err = process.communicate()
        raise TimeoutExpired(process.args, timeout, output=output)

There are two issues:

It leads to the behaviour that you observed: the TimeoutExpired happens in a second, the shell is killed, but check_output() returns only in 30 seconds after the grandchild sleep process exits.

To workaround the issues, kill the whole process tree (all subprocesses that belong to the same group):

#!/usr/bin/env python3
import os
import signal
from subprocess import Popen, PIPE, TimeoutExpired
from time import monotonic as timer

start = timer()
with Popen('sleep 30', shell=True, stdout=PIPE, preexec_fn=os.setsid) as process:
    try:
        output = process.communicate(timeout=1)[0]
    except TimeoutExpired:
        os.killpg(process.pid, signal.SIGINT) # send signal to the process group
        output = process.communicate()[0]
print('Elapsed seconds: {:.2f}'.format(timer() - start))

Output

Elapsed seconds: 1.00

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