He Loves to Fly and He D'ohs/References

Cultural references

 * While in Chicago, Mr. Burns and Homer walk into a salon called "Ferris Bueller's Day of Beauty" in a reference to Ferris Bueller's Day Off. When they exit the salon, they are dressed as Ferris and his friend Cameron, respectively.
 * Lionel Richie sings "Say You, Say Me".
 * Mr. Burns and Homer catch a show at the real-life Second City Theater. Both Dan Castellaneta and guest star Stephen Colbert were members of Second City early in their careers.

Trivia

 * This is the first episode to air after the release of The Simpsons Movie. As such, the opening sequence was changed to see Bart skateboarding through a broken Springfield, over parts of the glass dome, and into the currently being repaired house.
 * The couch gag has Plopper from The Simpsons Movie in and Homer refers to him as his summer love, a reference to The Simpsons Movie being released in summer.