Five characters from Cheers (1982); Norm, Cliff, Frasier, Lillith and Rebecca, made appearances on the show. No characters from Wings crossed over to any Cheers episodes, though Thomas Haden Church played an unrelated character on a Cheers episode prior to being cast on Wings.
Prior to joining the cast as Antonio, Tony Shalhoub had played an unnamed waiter in an earlier episode. In an episode featuring clips from that appearance, Antonio said he worked as a waiter when he first arrived on Nantucket.
Tony Shalhoub's father and mother's names are Joe and Helen, matching the two lead characters in "Wings". Additionally, his father's brother's name is Brian, the same as the show's character Joe. Coming from a NY theatre background and unfamiliar with the then year old program, Shalhoub was unaware of this until he saw his audition script.
Thomas Haden Church left the series when cast in the FOX Sitcom Ned and Stacey (1995). Lowell was written off by having him enter the Witness Protection Program after he saw a Mob hit. Brian Haley replaced Church as new mechanic Budd Bronski, but was written out of the series without explanation after only one season.
The aircraft in the opening and closing credits (N121PP) is still in use with Cape Air Airlines of Hyannis, Massachusetts. One of Cape Air's primary destinations in its New England operation (they also operate in Florida, the Caribbean, and Micronesia) is, in fact, Nantucket. This particular aircraft exclusively serves the New England market, so on any given day it is probably flying in and out of Nantucket. When filmed for the credits, 121PB was in the livery of the now-defunct Express Air of New Bedford, Massachusetts. Shortly after the filming, it became the property of Cape Air and has been used in that airline's service ever since. Prior to Express Air, it was in service for Provincetown-Boston Airlines (hence the PB in the registration), which went out of business the year before Cape Air started.
Kevin Conroy was considered for the part of Joe. Conroy would soon go on to do the voice of Batman in the 1990's animated series and related projects. Tim Daly would go on to provide the voice of Superman in a crossover/companion series related to Conroy's Batman projects.
In one episode, Helen is watching home movies of one of her childhood birthday parties. Young Brian is seen wearing a T-Shirt saying "STAR TREK LIVES". Steven Weber would later guest star on an episode of Star Trek: Deep Space Nine (1993), and Tim Daly's father James Daly guest starred on the original Star Trek (1966) series. The "Star Trek" series, like "Wings", were all produced by Paramount Television (the original series began as a Desilu production).
The character name Carlton Blanchard, played by William Hickey (I), was taken from a character in the movie Wings (1927), where he was played by William Hickey (II). (Coincidentally, William Hickey (I), who appeared in this series, was born the year the movie was released.)