I have the same problems, suspend/un-suspend solves the issue. Ubuntu 16.04 (Tested with default, hwe and mainline 4.9.1 kernels)
Manufacturer: Dell Inc. Product Name: Latitude E5550 ( 0THWR2 ) BIOS Version: A13 BIOS Release Date: 06/23/2016 -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1575078 Title: [XPS 15 9550, Realtek ALC3266] Headphone jack stops working after a while To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/alsa-driver/+bug/1575078/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs