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hi,

concerning JACK/QjackCtl , you only have to get the audio playback right, at first. I really don'rt know at all if the RPi4 internal audio (bcm2835 Headphones) would work to JACK, but I would try this on QjackCtl > Setup > Settings:

- on the Parameters tab, set Driver: to "alsa" and select the explicit device name that represents the headphones output, from the Interface: drop-down list of device names, if any, and do not go with the "(default)" one; if nothing is listed, on a terminal command-line to to list all the existing ALSA audio devices, with NAMEs in brackets (eg. "[NAME ] ..."; make it "hw:NAME" as for the Interface: entry field and try again;
- on the Advanced tab, set Audio: to "Playback Only" (and not "Duplex"); leave everything else at their default settings;
- hit Start and look for results in the Messages window;

on the MIDI front, you will only need to check in QjackCtl > Connections (or Graph), whether the iConnectMIDI are shown as ALSA(-MIDI) ports: that's all you need to connect to Qtractor MIDI for recording later.

hth.
cheers