Wait for Deals
I was lucky enough to score $20 off at Costco, but that deal is gone now. If you want to save, you should look for Black Friday deals, where we might see $10-$20 off or a bundle of some kind.
After that, 2020 should bring deals by the Spring when we will see more $10-$20 deals arrive. Ultimately you shouldn't expect huge discounts, as even the original controller still commands a $150 price at many stores.
You can expect to save significantly when refurbished and reconditioned Elite Series 2 controllers hit the market in 2020.