Techniques for a seamless wireless local area network upgrade using dynamic coverage estimations are described. In one embodiment, a method includes determining, at a network controller of a wireless local area network (WLAN) comprising a plurality of wireless access points, a first set of wireless access points that provide redundant wireless connectivity to client devices. The method also includes determining, at the network controller, a second set of wireless access points among a remaining group of wireless access points excluding the first set of wireless access points that provide redundant wireless connectivity to client devices. The method includes performing a first upgrade of software associated with each wireless access point in the first set of wireless access points. Upon completion of the first upgrade, the method includes performing a second upgrade of software associated with each wireless access point in the second set of wireless access points.