After one scene, Macaulay Culkin asked Joe Pesci why he never smiled. Pesci told him to shut up. At the time, Pesci said, "He's pampered a lot by a lot of people, but not me, and I think he likes that."
All of the children who appeared in the toy store scene were allowed to take their favorite toy home as part of their salary. Even though it didn't work, Macaulay Culkin was allowed to keep the Talkboy.
A real version of the Talkboy, the tape recorder Kevin plays with in the movie, was created by Tiger Electronics shortly after the film's release (along with its pink-and-purple counterpart, the Talkgirl).
Kevin's room service bill indicates that he ordered two chocolate cakes, six chocolate mousses with chocolate, vanilla, and strawberry ice cream topped with M&Ms, chocolate sprinkles, cherries, nuts, marshmallows, caramel syrup, chocolate syrup, strawberry syrup, whipped cream, and bananas, six custard flans, a pastry cart, eight strawberry tarts, and 36 chocolate-covered strawberries.
The airport scenes were exponentially more difficult to shoot than the first film. The airport had to stay operational during filming, and Macaulay Culkin's newfound celebrity status required extra security due to fans and paparazzi. The scenes at O'Hare International Airport were filmed in February 1991, and kept their Christmas decorations up for the occasion.
The toy store, "Duncan's Toy Chest", is named after Executive Producer Duncan Henderson. The toy store itself is the film's version of an actual New York City store, F.A.O. Schwarz. The exterior of the store is that of the Rookery Building in downtown Chicago, Illinois.
In the original Home Alone (1990), Marv says "Kids are a-scared of the dark". In the sequel, he says almost the same line when Kevin goes into Central Park, changing just one letter and saying "Kids are a-scared of the park".
Not once during this movie or Home Alone (1990) do Harry and Marv call Kevin by name. They have no need, due to the fact that they only know the names of his parents from the details of the first film. All Harry saw at the beginning of Home Alone (1990), was a whiny kid, who was pitching a fit. The bag that Kevin is holding in front of Duncan's Toy Chest only has the last name and initial on it.
During production, John Hughes wrote script drafts for "Home Alone 3", in which Macaulay Culkin would return as a teenage Kevin McCallister. When he found out Culkin quit acting in 1994, he re-wrote the story from scratch.
Coca-Cola products make several appearances in the film, including in scenes when Kevin rides a limousine and when Kevin's cousin Fuller wakes up at the Plaza Hotel. Notably, Pepsi products appeared in Home Alone (1990) instead.
Chris Columbus recalls during filming, "I was up on 140th Street in Harlem. It was three in the morning, and I was walking to get a cup of coffee. These two young kids come up to me and they said, "What's the name of the movie?" I said "Home Alone 2" and they said, "What do you do?" and I said "I'm the director", they said, "Oh, you're John Hughes".
Although it is never mentioned at any point in the film, the names of the Plaza Hotel's concierge, played by Tim Curry is Mr. Hector, and the name of the desk clerk, played by Dana Ivey is Ms. Hester Stone.
Brenda Fricker won the Academy Award for Best Actress in a Supporting Role at the 1990 Oscars. Following Academy tradition, she presented her co-star Joe Pesci with his Best Actor in a Supporting Role award for Goodfellas (1990) the following year.
Throughout the course of the film, Marv steals seven items in broad daylight: mittens, one scarf, one cowboy hat, one wrapped present, earmuffs, a beanie and a handful of change from the bell-ringer's kettle.
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 to Home Alone (1990).
The show Kevin is watching in the first scene, is a fictitious game show called Ding Dang Dong. Appropriately, it was taped on the set of an actual game show, called "$100,000 Fortune Hunt--Illinois". The host in that scene is Bob Eubanks of The Newlywed Game (1966) fame.
In Home Alone (1990), Kevin says to Old Man Marley, "Yeah, I had a friend who got nailed because there was a rumor he wore dinosaur pajamas." At the end of this movie, Fuller is wearing dinosaur pajamas in their hotel room.
In the scene where Kevin visits various landmarks in New York City, the part where he visits the World Trade Center was removed from television broadcasts after 2001, out of respect for the victims of the 9/11 attacks.
For the television version, about twenty minutes of the film is edited in very small sections, because the film is exactly two hours. In order to watch the full version on television, the time slot is extended to two and a half hours.
When Kevin got on the New York plane he sits next to a French man asking him if he's ever been to Florida, the man responds in French, what he said was "what's that? I'm from France and I'm a tourist here, it's my first time coming to America. Do you know a good restaurant? or maybe your parents they know a good place? why aren't you responding? you speak a bit of French right? I don't speak English at all, give me a bit of help at least. My name is Andre, what's your name?"
In the shower scene, Kevin uses an inflatable clown doll and an recording of Frank singing in the shower to fool and spook the concierge into leaving his hotel room. 2 years earlier, Tim Curry (Concierge) played the evil clown Pennywise in Stephen King's IT (1990) (TV Mini-Series).
Until Home Alone 3 (1997) came out on video, the first two Home Alone films had never been packaged together as one unit for sale. When the fourth film was released on home video, a four movie collection on was released DVD was released. Any VHS tape of the fourth film is a collector's item. The first film finally got a special edition release in 2006. This movie has yet to get an updated release.
During the Christmas pageant scene at the beginning of the movie, when the lady playing the piano is knocked over by the prop Christmas tree, the stunt was performed by a male stuntman with visible 5 o'clock shadow (although that does not count as a goof). This fact is not obvious when watching the scene at regular speed, but it is visible when watching the scene in slow motion.
The first two Home Alone films are not the only John Hughes films that Ralph Foody has been in. He's from Chicago, so he's a natural choice for appearing in a Hughes movie. More notably, he plays the old man who steals the ring from Jim Belushi in Curly Sue (1991).
A twelve-year-old Greg Sestero was so enthralled by Home Alone (1990) that he wrote a spec script for a sequel titled "Home Alone 2: Lost in Disney World". In the script, Kevin accidentally boards a plane to Florida, where he visits the titular theme park and bonds with his neighbor Drake (who Sestero intended to play) as they confront a team of bandits who have broken put of prison to work incognito as park janitors. Sestero sent his script, as well as a poster, proposals for the marketing campaign/soundtrack and a request for a cross-promotional deal between 20th Century Fox and (its future asset owner) Disney, to Hughes Entertainment, which were returned to him a month later with a letter from John Hughes reading "Believe in yourself, have patience, and always follow your heart". Sestero was inspired by Hughes' letter to purse acting and writing professionally. Ironically, the eventual sequel bares striking similarities to Sestero's script, including the concept of Kevin being separated from his family by taking a different flight, and having to confront the Wet Bandits following their prison escape. Obviously, despite the use of Florida (where the rest of the McCallisters go on vacation), there are no references to Disney World, while the more original plot element of Kevin bonding with someone of his age was replaced with a reprise of his meeting with an older outcast as in the first film. Sestero eventually discussed the first film's influence on him and his script with Macaulay Culkin in a June 2018 episode of the latter's podcast Bunny Ears.
On Home Alone (1990) the Soda that we can see Fuller drink during the movie is Pepsi Cola. In this movie, they promote Coca-Cola. However when Kevin arrives to New York City, you can see a giant Pepsi Cola sign on the landscape scenes.
Chicago-area band Enuff Z'nuff recorded their song "Happy Holiday" to be used in the film. However, the producers ultimately used Darlene Love's "All Alone On Christmas", so the band put the song on their "Peach Fuzz" album. It has also appeared on several "hair metal" Christmas compilations, including "We Wish You A Hairy Christmas" and "Monster Ballads Xmas".
Kevin gets yelled at by one of his family members for something that he did in both movies. Kevin gets yelled at by Buzz at the end of the original for destroying his room, and yelled at by his dad at the end of this movie, for spending nine hundred sixty-seven dollars on room service at the hotel.
When Chris Columbus scripted Young Sherlock Holmes (1985), Watson believed Holmes obsessed over a case, even at Christmas, because unlike other boys his age, he had no family to which to go home, like Harry Potter and Kevin McCallister. Columbus has ties to both the Harry Potter and Home Alone franchises.
When robbing the toy store, after Harry say to himself "Merry Christmas Harry", Marv says to himself "Happy Hanukkah Marv". Hanukkah being the Jewish celebration for Christmas. Daniel Stern is from a Jewish family.
In the novelization for Young Sherlock Holmes (1985), Watson says London is the largest and richest city in the world; Kate says New York City is one of the biggest cities in the world, and Chris Columbus scripted the other film.
Frank Oz: After Harry Lime and Marv Merchants leave the fish market and walk down the sidewalk, Marv steals money from the red donation can. Right after Marv says "Now we're the sticky bandits" the scene changes. Frank Oz places money into the red donation can and walks away.
The trivia items below may give away important plot points.
According to Daniel Stern, his first take for the scene where Marv gets electrocuted using the sink made Chris Columbus laugh so hysterically, he couldn't yell "cut!" even after Stern had collapsed on the floor and finished the scene.
The renovated house, where Kevin sets up his traps, is not actually in New York City. All the scenes of the house, and the surrounding neighborhood, were filmed at the Hollywood backlot, Brownstone Street.
Donald J. Trump: Makes an appearance in the Plaza lobby, where Kevin asks him for directions. President Donald Trump owned the hotel during the making of this film. He bought it from The Childs Company (now called Sonesta) for 407.5 million dollars in 1988, but sold a controlling interest to Saudi and Asian investors for 325 million dollars in 1995, retaining a management and policy-setting role in the hotel's operations.
In the beginning of the novelization, a prologue, which ends up being Marv's nightmare in prison, he and Harry sneak away from the cops and return to Kevin's house to seek revenge on Kevin. Kevin bolts into the garage with Marv and Harry in hot pursuit. Harry and Marv end up triggering extra traps that Kevin had set up in the garage. Kevin watches as Marv ends up triggering a trap where a running lawnmower falls on his head (This was a trap featured in Home Alone 3 (1997)).
In the trailer, when Harry stumbles into the duffel bag trap containing the tools, it shows all the tools falling on him. Then the last one falls out and knocks him to the ground. In the movie itself, Harry is immediately knocked to the ground when the tools fall out.
The location in the park by the large fountain where Kevin escapes from Harry and Marv, was later used in the film Mr. Deeds (2002), when Deeds and Babe share stories and see the firetrucks they follow.
This, and the original Home Alone, feature a character the audience is tricked into thinking he or she is mysterious and dangerous, but eventually ends up helping Kevin in the end defeat Harry and Marv. The original had Old Man Marley, and this movie featured the Pigeon Lady.
Just like the first movie. It's Buzz's fault again. If Buzz hadn't ruined Kevin's solo during the school Christmas Concert and humiliated him and called him a "little trout sniffer" when apologizing to him in front of the family. Kevin wouldn't had been sent to the 3rd floor again and he wouldn't had got separated from the family at the airport and got on the wrong plane and wouldn't had to do battle with Harry and Marv again.