Reddit mentions of TROND Aluminum External USB Audio Adapter Sound Card with 3.5mm Stereo Headphone and Mono Microphone Jacks, C-Media CM100B Chipset -Silver

Might be cheaper just to get a USB DAC

https://www.amazon.ca/TROND-Headphone-Microphone-Plug-N-Play-Compatible/dp/B00XUPX2H0/ref=sr_1_15?ie=UTF8&qid=1543250406&sr=8-15&keywords=usb+DAC

I have a G27, which really only has one usb output to begin with, but my setup until recently consisted of a 50 ft usb cable from my computer to a powered usb hub (amazon basic) where I plugged the G27, a $10 small sound card that looked like this, and keyboard and mouse. Rather surprisingly, it all worked flawlessly. I don't know if the hub being powered made all the difference or not, but I didn't want to take any chance.

Headphones only have one plug, for audio. You are talking about headsets, which have one for audio and one for the microphone. I use one of these for that.

I was initially annoyed by this issue and I even bought a [USB Sound Card] (http://www.amazon.com/External-Headphone-Microphone-Plug-N-Play-Compatible/dp/B00XUPX2H0/ref=sr_1_31?ie=UTF8&qid=1450050903&sr=8-31&keywords=usb+audio) to rectify the issue. But as I used the Surface Book more, I noticed that I also use my laptop without a table (lap, sofa, bed) and placement turned out to be a godsend. For my previous laptops, I can't turn them sideways when using them in a sofa for example because it will use the inserted headphone jack as a support. I once broke the inside of the 3.5mm port of my old laptop because of this. With the current design, I don't have to worry about this issue as the jack is at the top.

Bottomline:
Do I hate the placement? Yes and it looks annoying. But it has some benefits for me on how and where I use the laptop.

I was going to do a similar project, but just ended up making it in an enclosure I 3D printed. Here is the way to go:
http://www.pimusicbox.com/

Allows you to access a sonos-like interface on your computer or phone. Isn't quite the same as what you were trying to do, but its 100 times more simple, especially if you don't have much experience doing this sort of stuff.

You will need a powered USB hub, USB sound card, and USB wifi. I suggest these two things for the soundcard and wifi...

http://www.amazon.com/External-Headphone-Microphone-Plug-N-Play-Compatible/dp/B00XUPX2H0/ref=sr_1_1?ie=UTF8&qid=1450757339&sr=8-1-spons&keywords=usb+sound+card&psc=1

http://www.amazon.com/Edimax-EW-7811Un-150Mbps-Raspberry-Supports/dp/B003MTTJOY/ref=sr_1_1?ie=UTF8&qid=1450757359&sr=8-1&keywords=edimax+wifi

One final suggestion, look into changing the grill cloth on the front of it with some new stuff, guitar amp grill cloth works great and this is a great place to buy it.

http://www.mojotone.com/amp-parts?search=Grillcloth

Here is one of you have only one jack https://www.amazon.ca/External-Converter-Headphone-Microphone-Desktops/dp/B07Q1NT97X/ref=mp_s_a_1_12?keywords=audio+to+usb+adapter&qid=1558133412&s=gateway&sprefix=audio+to+usb+&sr=8-12 if you have two than you will need this https://www.amazon.ca/TROND-Headphone-Microphone-Plug-N-Play-Compatible/dp/B00XUPX2H0/ref=mp_s_a_1_11?keywords=audio+to+usb+adapter&qid=1558133412&s=gateway&sprefix=audio+to+usb+&sr=8-11 these are just ones I found quickly on Amazon you might be able to find better ones if you look more

You could try the Trond AC2 USB sound card. It's Linux compatible and has excellent reviews.

https://www.amazon.com/External-Headphone-Microphone-Plug-N-Play-Compatible/dp/B00XUPX2H0