Using Bluetooth speaker and headphone jack simultaneously I can connect my normal speakers to my headphone jack. I can also connect my Bluetooth speaker and it plays great too, But I can't play them at the same time.

I have Wi-Fi speakers around and they will play fine, but once the Bluetooth is paired anything through the headphone jack is silent.

Is there some setting I'm missing?
You can do this in the Audio MIDI Setup built into recent editions of OSX:


Open up the Audio MIDI Setup application (located in the applications/utilities folder)
On the "audio devices" window that opens up you'll see a list of devices on the left and a little plus icon in the bottom left hand corner. Click the plus icon.
Click "Create multi-output device" (on older versions of OSX you may only have the option to Create Aggregate device)
Add the different devices you need to this new device.


You're done, now you can send audio to this new device as if it were a single audio output.

Extra side note: You can change the name of the multi-output device if you want, something like "mic jack and bluetooth speakers".

Enjoy!