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- Actor-Inspired Element: Marv is revealed to be Jewish in this one, a trait he shares with his actor, Daniel Stern.
- Adored by the Network: The movie (and the first one) are inevitably broadcast on TV in many countries during Christmas time.
- Beam Me Up, Scotty!: "Merry Christmas, you filthy animal" has been accredited to Kevin or one of the Wet Bandits. The gangster Johnny from Angels with Even Filthier Souls actually says this line, although Kevin mouths it while escaping from the Plaza.
- Blooper: Donald Trump's cameo actually has him point Kevin in the wrong direction to the desk.
- California Doubling: While some of the film was shot on location in New York, all the scenes with Kevin's family in Florida were shot in California, the scenes with Duncan's Toy Chest were filmed in Chicago, and Kevin's uncle's house was set on the Universal Studios backlot in Los Angeles.
- Cast the Runner-Up: Ally Sheedy was one of many candidates to play Kate. She makes a cameo as an airport clerk as a favour to John Hughes.
- Colbert Bump: The film featuring "It's Beginning to Look a Lot Like Christmas" by Johnny Mathis led to increased requests to hear it on radio stations during the holidays.
- Completely Different Title: It's known as "Mom, I missed the plane again" in France. Same in Italy, with the addition of "I got lost in New York" as a subtitle.
- Defictionalization: The Talkboy
from Lost in New York was originally conceived as a non-working prop for the film; one letter-writing campaign from 1990s kids later, and it was Defictionalized by Tiger Electronics. It sold well enough that several variants were created, such as a pink-and-purple version called the Talkgirl. - Deleted Scene: A deleted scene featured Kevin having a similar aftershave scene in the Plaza like in the original. Chris Columbus cut the scene for two reasons. The film was already two hours long, and he was afraid that people would accuse this film of being a remake rather than a sequel. The scene made it to the novelization.
- Dyeing for Your Art:
- Joe Pesci had a rather thick head of hair at the time that had to be shaved bald.
- Devin Ratray likewise had let his hair grow to shoulder length between films, and it had to be buzzed to the same length as before.
- Edited for Syndication:
- Most network broadcasts since 2001 cut out the scene where Kevin visits the World Trade Center's observation deck. VH1 retained it in a July 2021 airing, however.
- When ABC Family / Freeform airs the movie, the following traps from Uncle Rob's house are cut for commercial time (or to shorten the violence):
- Marv getting hit with the second, third and fourth bricks.
- Marv's battle with the staple gun.
- Marv being electrocuted by the sink.
- The tool chest squashing Harry and Marv.
- Since at least 2014, Canada's CBC Television has cut the scene featuring Donald Trump's cameo where Kevin asks Trump where the hotel desk is. Despite this happening about a year before he announced his presidential bid, that didn't stop viewers (particularly Trump's own supporters) from alleging political motivations five years after the fact, including (not surprisingly) Trump himself, who blamed Canadian Prime Minister Justin Trudeau (who wasn't even prime minister at the time) for the edits! Freeform and VH1 have retained the Trump cameo.
- Freeform has a new cut as of 2021 that restores the edited out traps at Uncle Rob's house. However, the scenes where the families rush to leave the house and Kevin getting separated the airport, as well as Kevin exploring New York City, are butchered. Also, the part where Kevin sets the traps up is cut.
- Kids' Meal Toy: Hardee's sold a set of four Children's Meals with punch-out figures, stickers, and cups in the 1992 holiday season.
- Missing Trailer Scene: The trailer showed one of Kevin's traps involving a bunch of tools falling on Harry. The trailer has Harry No-Sell most of the tools (with only a change in expression to show for it), only for a massive wrench to knock him down; in the movie, Harry collapses when the first set of tools fall on him, with the wrench falling as a mere punctuation mark on the scene.
- The Other Darrin: Maureen Elisabeth Shay replaces Angela Goethals as Linnie McCallister.
- For the Latin dub, due to change of a studio, most of the original actors voicing the McAllisters and the Wet Bandits were recast.
- Real-Life Relative: The hotel operator, with whom Kevin makes a reservation pretending to be his father, is played by Chris Columbus's wife, Monica Devereux, while his daughter is the little girl in the toy store.
- Referenced by...: The scene in Harry Potter and the Chamber of Secrets where Ron tries to warn Harry about the surrounding spiders mirrors the same scene where Marv tries to warn Harry about the Pigeons preparing to attack them. Bonus points for not only having both characters say the name "Harry" in a similar nervous tone, as well as both movies being sequels to their respective firsts, and finally all four movies being directed by Chris Columbus.
- Technology Marches On:
- Today, Kevin would not have been able to be put on the wrong flight. Airlines now use an electronic scanning system when taking tickets, and the attendant would not have been able to allow Kevin to board the plane without his ticket being scanned, at which point the system would have alerted her that his ticket was for the wrong flight. Also, most passengers today opt for electronic boarding passes on their cellphones, so the mess of paper tickets caused by Kevin running into the attendant likely would not have been as big, and paper tickets used today clearly have the passenger's full name printed, which would have made it much easier to find Kevin's if he had one.
- Kevin would have discovered Uncle Rob being out of the country much sooner by reaching him or his townhouse from a cell phone.
- With the rise in popularity of keyless check-in options in the post-2020 world due to the COVID-19 pandemic, Kevin might have had an easier time checking into a hotel without revealing his dad wasn't there had the film been set 30 years later.
- Wag the Director: The reason Donald Trump has a cameo is because Chris Columbus wanted to film in The Plaza Hotel's actual lobby. Trump, the hotel's owner at the time, only agreed if he could appear in the film. Columbus was considering editing out Trump's scene, but eventually left it in after test audiences responded positively to it.
- What Could Have Been:
- John Hughes originally wrote Kevin to have a gun, but was convinced to change it to something that could be taken onto a flight, which eventually resulted in the famous Talkboy.
- It was originally scripted that Kevin was going to rain more paint cans down the stairs.
- At one point, John Candy was going to make a cameo as Gus Polinski. However, Candy was bitter about the small pay he got for the first film despite its massive financial success and refused to return.
- One trap not used in the final version of the film but used in the novelization (in place of the electric sink scene) featured Kevin putting superglue on a piece of cloth that Marv would try to use to clean his face, and when it naturally got stuck, he yanked it off so hard that he also pulled his beard off in the process.
- Working Title: Alone Again.
- You Look Familiar: Sandra Macat, who played Santa's elf in the first movie, returns as a flight attendant when the family boards the plane to Florida.
