Electronics Expo via Walmart offers the Denon Envaya Wireless Bluetooth Music System in Blue, model no. DSB200, for $99 with free shipping. That's the lowest total price we could find by $100, outside of the mention below. It features 57mm drivers, deep bass response, AptX low latency Bluetooth, and the ability to pair with up to eight devices.

A close price: Electronics Expo via Amazon offers it in White for $108.96 with free shipping.