The DAC in the Airport Express is low quality. I agree with Mesch that it's your weak link. I'm sure your system is capable of showing an improvement, but whether you can hear it is the question. I was in your shoes a few years ago and I replaced an AE with a MHDT Paradisea. The Paradisea was noticeably smoother and more enjoyable. It wasn't a radical change, but the sound was less fatiguing and more natural. Initially, I continued to stream from a laptop to AE to DAC. I loved the convenience, but I continued to look for ways to improve things. I stumbled into a
Stereophile review of the Airport Express that made me realize the AE was adding jitter and distortion. Eventually, I replaced it with a Mac Mini connected to the DAC with an optical cable. The change wasn't radical, but I noticed a more cohesive sound. Eventually, I realized the Paradisea was my weak link. I wanted more resolution, so I replaced it with a Bel Canto DAC3. That was a big leap forward, but at 4 times the cost of the Paradisea. I could go on with my personal experience, but my point is that improvements usually aren't huge. They are often subtle, but they accumulate over time and suddenly your system is at a new level. It's very cool to see that kind of change. You don't have to be OCD to hear the difference.
There are lots of great sounding, low cost DACS like Musical Fidelity VDac, Cambridge DacMagic, HRT Music Streamer, PS Audio Digital Link III, etc. That's where I would start if I were in your shoes.
A free thing you can do to get better sound is to rip your music in AIFF if you're on a Mac or WAV if you're on Windows. A good article on the differences:
WhatÂ’s the Difference Between All These Audio Formats?I hope this helps.