This all looks correct to me:
adconrad@nosferatu:~$ TZ=America/Santiago date -d '23:00 April 25, 2015 UTC'
Sat Apr 25 20:00:00 CLST 2015
adconrad@nosferatu:~$ TZ=America/Santiago date -d '23:00 April 26, 2015 UTC'
Sun Apr 26 20:00:00 CLT 2015
adconrad@nosferatu:~$ TZ=America/Santiago date -d '23:00 April 27, 2015 UTC'
Mon Apr 27 20:00:00 CLT 2015
adconrad@nosferatu:~/tzdata/vivid/tzdata-2015c$ dpkg -l tzdata | grep ^.i
ii tzdata 2015c-1 all time zone and daylight-saving time
data
** Changed in: tzdata (Ubuntu)
Status: New => Fix Released
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https://bugs.launchpad.net/bugs/1445909
Title:
Chile abolishes Daylight Saving Time
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