If you rip dts tracks separately (ie by chapter) with DVD Audio Extractor, there will be gaps and actual little chunks missing at the start of each chapter. You need to rip the whole disc for dts and split the tracks after converting back to flac. I haven't found an automated workaround for that yet unfortunately. The "workaround" most people use to avoid splitting them manually in a DAW app is to generate a cue file (like we're back in 1998). Most media players still support that actually. Otherwise you can split them in a DAW or split them based on the cue file if it's accurate enough for you.
ffmpeg will fully decode dts2496 BTW if you are working with that. So some things have improved! Decode straight to flac, not wav! (You need more complex flags in the command to go to wav or it defaults to both 44.1k and 16 bit assuming CD res is wanted. flac output by default preserves the original sample rate and bit depth.)
After that, most media player apps have gapless playback. Even the Windows stuff like Foobar. (Not sure about the stock stuff like Windows Media Player though.)
The above replies are incorrect, sorry. DVD Audio Extractor drops some samples and makes a dropout at the beginning of every chapter if you split by chapter to dts files with direct stream demux. You actually lose little bits of audio. You really have to make a single dts file for the whole disc and then convert that single file to a single flac file. Really truly. Generate a cue file if you don't want to split it up manually.
For tracks that have enough of a silent gap to begin with, you'll never notice it. Program that segues will get slaughtered.
This only applies to direct demuxing to dts for surround program. DVD Audio Extractor will be seamless splitting by chapters to flac for stereo program.
I still use this app for ripping DVDV discs to dts files. Haven't tracked down an upgrade yet. The dts2496 format is the ringer in that many apps and media players only decode the core data. The ffmpeg app will fully decode it however and it's freeware. The command is: ffmpeg -i Title.dts Title.flac
An alternative is to just copy the VIDEO_TS folder to hard drive and play it directly with Kodi media player (if you can get past the garish GUI). Kodi used the same codec as ffmpeg and will fully decode dts2496 as well. Kodi is also freeware.