Chicago

Airplane! (1980)

This spoof comedy takes shots at the slew of disaster movies that were released in the 70s. When the passengers and crew of a jet are incapacitated due to food poisoning, a rogue pilot with a drinking problem must cooperate with his ex-girlfriend turned stewardess to bring the plane to a safe landing.

Judgment Night (1993)

New father Frank (Emilio Estevez) departs for a night out, joining friends Mike (Cuba Gooding Jr.) and Ray (Jeremy Piven) as they head to a boxing match. At the last minute, they are joined by John (Stephen Dorff), Frank’s brother. Stuck in gridlock traffic, the guys take a shortcut that gets them lost. In a very dangerous neighborhood, they witness a murder by a gang leader called Fallon (Denis Leary). They flee, but Fallon now wants them hunted down and and eliminated.

Uncle Buck (1989)

“Uncle Buck” is a 1989 American comedy film written, directed by John Hughes, and starring John Candy and Amy Madigan with supporting roles by Jean Louisa Kelly, Macaulay Culkin, Gaby Hoffmann, Garrett M. Brown and Elaine Bromka.

Vice Versa (1988)

After an airport mishap leaves businessman Marshall Seymour (Judge Reinhold) in possession of a mysterious skull following a trip to the South Pacific, he unwittingly falls victim to its magical powers when he and his son Charlie (Fred Savage) swap bodies. Unable to switch back, each must lead the other’s life while trying to figure out the cause of the sudden change — all the while avoiding a pair of smugglers intent on getting their hands on the apparently valuable skull.

Dutch (1991)

Workingman Dutch (Ed O’Neill) is dating the divorced Natalie (JoBeth Williams), and he offers to drive her stuffy 13-year-old, Doyle (Ethan Randall), from his private school in Atlanta to his mother’s home in Chicago for Thanksgiving. Doyle is not interested as he blames Natalie for the divorce and wants nothing to do with Mom’s new boyfriend, especially given the man’s lowly, working-class roots. This pairing makes for a journey filled with bickering, mishaps, and, eventually, bonding.

Risky Business (1983)

Ecstatic when his parents leave on vacation for a few days, high school senior Joel Goodsen (Tom Cruise) cuts loose with his best friend Miles. After an attempt at securing the services of a prostitute goes slightly awry, Joel hires gorgeous Lana (Rebecca De Mornay) for a night of delight. Stunned by the amount of Lana’s “bill” the next morning, Joel grows frantic after he crashes his father’s Porsche. In an effort to raise lots of money fast, a desperate Joel turns the house into a brothel.

Brewster’s Millions (1985)

After losing his position as a minor-league pitcher, Montgomery Brewster (Richard Pryor) learns his great-uncle has left him $300 million. To inherit it, Brewster must spend $30 million in 30 days under a complicated set of rules that forbid him from donating too much to charity or retaining any new assets when the period is up. Unable to share details about the will’s odd conditions with anyone, Brewster sets out to spend his money under the stern eye of paralegal Angela Drake (Lonette McKee).

National Lampoon’s Vacation (1983)

Clark Griswold, and his supportive wife, Ellen, take their two teenage children, Rusty and Audrey, on a cross-country trip from the suburbs of Chicago, all the way to sunny California’s Walley World amusement park. However, anything that can go wrong will go wrong, and before long, Ellen’s cousin, Catherine, and her husband, Eddie, enter the picture, and Clark is on the verge of blowing a gasket. How hard can it be to have the perfect vacation?