Kevin lands at LaGuardia and sees the view above. While its direction — facing west towards Manhattan from Queens — is accurate, the airport is nowhere near this close to Midtown.
How did Kevin get on top of the World Trade Center by himself?!
The hotel pool where Kevin loses his swim trunks is not The Plaza pool; it’s actually the pool at the Four Seasons in Chicago. (Home Alone 2 was produced and written by John Hughes, who’s known for his Chicago ties.)
Duncan’s Toy Chest is said to be based on the famous FAO Schwarz toy store, located near The Plaza on Fifth Avenue and 59th Street. This is where Duncan’s Toy Chest seems to be situated in the film, based on the fact that Kevin is able to outrun the wet bandits the first time he runs into them, outside the store. But why did Kevin take a limo to Duncan’s in the first place if it’s so close to The Plaza?
In reality, Duncan’s Toy Chest scenes were shot in Chicago. The exterior is The Rookery building, while the interior shots were filmed at the Uptown Theater.
Kevin’s uncle’s house is located at 51 West 95th St. But it’s actually on the Universal Studios backlot in Los Angeles, on the “Brownstone Street.”
When Kevin flees the wet bandits’ kidnapping outside The Plaza, he runs to Bethesda Terrace in Central Park. That’s nearly a mile-long jog. There’s no way out-of-shape Joe Pesci can keep up with young Kevin for that long!
After Kevin visits Pigeon Lady’s Carnegie Hall bungalow, he sees a shining star illuminated on a building and heads towards it. That building has a sign that says St. Anne’s Hospital for Children, but it’s actually a part of Columbia’s Teachers College, located on West 120th Street. This is about 75 blocks from Carnegie Hall.
Kevin again flees Duncan’s Toy Chest, which we’ve already established is located near The Plaza, all the way to his uncle’s house at 51 West 95th St. That’s more than a two-mile run. We see him and the bandits, who are trailing just behind, turn just one corner, W. 95th and Central Park West.
The Pigeon Lady is first spotted at the Gapstow Bridge over The Pond, a five-minute walk from The Plaza near Central Park’s southeast entrance. This is also where Kevin finds The Pigeon Lady in the film’s closing scene. It makes sense that this would be “her spot,” considering she lives at Carnegie Hall, a mere ten-minute walk away.
However, when Kevin flees his uncle’s house on the Upper West Side, he enters Central Park at West 96th Street and finds her nearby with her birds at a second location, the Inscope Arch. In actuality, the Inscope Arch is located near the Gapstow Bridge, at East 62nd Street near the Central Park Zoo. Which is to say, this is on the complete opposite side of the park. Inscope Arch is seen again when the Pigeon Lady saves Kevin from the bandits.
Kevin then runs from Inscope Arch, which is supposed to be on the Upper West Side, to the Christmas tree in Rockefeller Center, located on East 49th Street in Midtown, 50-some blocks away.