A vintage Polaroid camera on a light background, accompanied by text promoting a movie tour related to John Hughes and Chicago's North Shore.

I grew up in the 80s and I am all about those classic movies. Having kids, it’s been fun to introduce them to the movies that I loved so much. Amazingly, my kids actually like a lot of the same movies that I like. Especially John Hughes’ movies. So, yeah, I’ve succeeded in that area–getting my kids to like the movies and music that meant the world to me. It makes a mama proud 🙂

When talking about where we should go on summer vacation, we ended up deciding to make a trek to Chicago. The last time I visited Chicago for anything other than a flight layover, it was about 22 years ago. It was an amazing city and I remember loving it. But this time, we decided to see if we could go see it through the eyes of John Hughes. We basically made a scavenger hunt throughout the North Shore and city of Chicago to locate all the movie locations we could find from my classic 80s faves like Ferris Bueller’s Day Off, Sixteen Candles, The Breakfast Club, She’s Having a Baby, Uncle Buck, Planes, Trains and Automobiles, and our family favorite Christmas movie, Home Alone.

I did some research before we left, thinking if I found a few places it would be fun to see a couple. But, the North Shore area is loaded with enough locations you could fill multiple days finding them! So we queued up our favorite John Hughes movie soundtrack songs on Spotify and went exploring!

Sixteen Candles

“Ohhh, sexy girlfriend!” Yup, here is the house that Samantha Baker lived in when she woke up to find everyone had forgotten her 16th birthday in Sixteen Candles.

A large brick house with a white front door and multiple windows, surrounded by well-maintained lawns and trees.
3022 Payne Street, Evanston, IL
A residential driveway lined with vibrant flowers and lush greenery, leading to a house with a visible address sign '1407'.
Jake Ryan’s house, 1407 Waverly, Highland Park, IL

Here is the church where Samantha’s sister, Ginny, got married. “I really love Rudy. He is totally enamored to me. I mean, I’ve had men who’ve loved me before, but not for six months in a row.“

A historic brick building with a tall tower and a red roof, surrounded by green trees and well-maintained landscaping.
Glencoe Union Church, 263 Park Street, Glencoe, IL

I love when all the guests drive away to find Jake waiting across the street for Samantha. “Me?” “Yeah, you.“

View of a pathway leading to a street surrounded by green trees and bushes, with a concrete surface and a handrail.
Glencoe Union Church, 263 Park Street, Glencoe, IL

She’s Having a Baby

Here is the church where the movie starts off for the wedding of Jake and Kristy Briggs. It’s fun to note this church is just steps away from Kevin’s house in Home Alone.

Historic stone building with a large tree in the foreground and a pathway leading to the entrance.
Winnetka Congressional Church 725 Pine Street, Winnetka, IL

We visited the neighborhood where the Briggs lived and you could imagine the neighborhood block party going on. “You haven’t done a thing to get ready for this.” “I did. I washed the dog, didn’t I?” “You burned the dog!“

A two-story family house with light-colored brick and blue shutters, featuring a front door with a decorative pediment. A basketball hoop is positioned beside the house, and there are shrubs and a well-kept lawn in the front yard.
Brigg’s Residence, 56 Salem Lane, Evanston, IL
Exterior view of Sunset Foods grocery store under a blue sky with clouds, featuring an American flag, landscaping, and a circular driveway.
Sunset Foods, Northbrook, IL

Here is the train station that Jake would grab a train to work. Also, this is walking distance to the church from Sixteen Candles.

“How do you feel about slavewages?” “Slavewages are okay.” “How do you feel about alcoholics?”
“Um, I like alcoholics?”

Historic train station with a shingled turret, brick façade, and a waiting platform beside railway tracks on a cloudy day.
Glencoe Train Station, Glencoe, IL
Interior view of a spacious train station featuring tall columns, decorative ceiling patterns, and wooden benches with people seated.
Union Station, Chicago

“In the end, I realized that I took more than I gave, I was trusted more than I trusted, and I was loved more than I loved. And what I was looking for was not to be found but to be made.”

The Breakfast Club

The Breakfast Club was filmed at “Shermer High School” which was once Maine North High School, but is actually now a police station. It looks exactly the same as in the movie, minus the school sign. We were able to talk to some really nice police officers when we visited, who directed us downstairs to see a special bulletin board with signed memorabilia from the cast members. The football field scene at the end is filmed at Glenbrook North High School, which is the same school from Ferris Bueller’s, as well as the high school John Hughes attended himself!

“It is now 7:06. You have exactly 8 hours and 54 minutes to think about why you are here – to ponder the error of your ways.”

Exterior view of a modern building with a large entrance, surrounded by a clear blue sky and scattered clouds.
9511 Harrison Street, Des Plaines, IL
Display case featuring 'The Breakfast Club' movie poster, with related memorabilia and notes.
9511 Harrison Street, Des Plaines, IL

“Dear Mr. Vernon, we accept the fact that we had to sacrifice a whole Saturday in detention for whatever it was we did wrong. But we think you’re crazy to make us write an essay telling you who we think we are. You see us as you want to see us – in the simplest terms, in the most convenient definitions. But what we found out is that each one of us is a brain……and an athlete……and a basket case……a princess……and a criminal.Does that answer your question? Sincerely yours, the Breakfast Club.”

A fenced sports field under a blue sky with scattered clouds, featuring stadium lights and a scoreboard in the background.
Glenbrook North High School 2300 Shermer Road, Northbrook, IL

Ferris Bueller’s Day Off

While the house Ferris lived in is actually in California, we were able to spot tons of sites in the North Shore area. Where the Save Ferris water tower was (unfortunately recently repainted) we found this cool plaque commemorating the movie sites and John Hughes. The site at Glencoe Beach, overlooking Lake Michigan, was the spot Cameron had his meltdown. It looked exactly the same as in the movie. We also found the neighborhood behind Northbrook High School is where Ferris went running through backyards at the end of the movie.

Information board about John Hughes and his movie 'Ferris Bueller's Day Off' (1986), featuring a photo of Hughes, movie poster, and notable film locations in Northbrook.
A view of a grassy area featuring a sign about John Hughes' movies, including 'Ferris Bueller's Day Off,' with a water tower in the background under a blue sky.
Northbrook Public Library, Northbrook, IL

“Bueller? Bueller? Bueller?” “Um, he’s sick. My best friend’s sister’s boyfriend’s brother’s girlfriend heard from this guy who knows this kid who’s going with the girl who saw Ferris pass out at 31 Flavors last night. I guess it’s pretty serious.”

Entrance of the Seely Center for the Performing Arts, featuring brick architecture, stairs, and glass doors under a partly cloudy sky.
Glenbrook North High School, 2300 Shermer Road, Northbrook, IL

“The question isn’t ‘What are we going to do?’ The question is ‘What aren’t we going to do?’”

Sign indicating the location where characters Ferris, Cameron, and Sloane were filmed in the movie Ferris Bueller's Day Off (1986).
Willis Skydeck (once the Sears Tower) Chicago
A person viewing a colorful pointillist painting depicting a park scene with people, animals, and trees, framed in a gallery.
Art Institute of Chicago
A large red sculpture with sweeping arches stands in front of a modern glass skyscraper, reflecting its surroundings, in an urban plaza.
Parade location Dearborn Street, Downtown Chicago
A scenic view of a beach and ocean framed by lush greenery and trees under a blue sky.
Glencoe Beach, 160 Hazel Avenue, Glencoe, IL

Uncle Buck

There were several places we spotted for Uncle Buck that we didn’t stop to see, all nearby. The elementary school, the high school where Uncle Buck picks up Tia. That is actually the same high school where the inside locations for Home Alone were built! New Trier High School in Winnetka, IL. We spotted locations in Winnetka, as well, where Tia was walking home from the party and Uncle Buck picked her up. But the one location we did stop by to take a photo was the house itself where Uncle Buck spends the week watching his nieces and nephews.

A large, white two-story house with black shutters, surrounded by green trees and well-maintained shrubbery, on a sunny day.
Russell Residence 2602 Lincoln Street, Evanston, IL

“How would you like to spend the next several nights wondering if your crazy, out-of-work, bum uncle will shave your head while you sleep? See you in the car.”

Planes, Trains, and Automobiles

I always thought that this was the same house as the house in Home Alone, but I found out when we located it, I was wrong! It is a different beautiful home, much like the homes that fill all the quaint towns of the North Shore.

A large two-story brick house with a front porch, surrounded by a well-maintained lawn and shrubs, under a clear blue sky.
230 Oxford Road, Kenilworth, IL

“Six bucks and my left nut says we’re not going to be landing in Chicago.”

Home Alone

Ok, while I absolutely adore all the other movies on this list, this was it, the “Silver Tuna.” This was the house I wanted to see so badly. Home Alone has always been my favorite Christmas movie and my favorite house. We went to Winnetka, Illinois to find it and it was beautiful! The neighborhood is exactly like it is in the movie, the neighboring houses are just the same. The Murphy’s house is across the street and Old Man Marley’s house is right next door. A couple of slight changes have been made to the home, but otherwise, it appeared just how I hoped it would.

A large brick house with green shutters and a well-maintained front yard, surrounded by trees and a black metal fence.
671 Lincoln Ave, Winnetka, IL

“This house is so full of people, it makes me sick! When I grow up and get married, I’m living alone!”

A two-story suburban house with a sloped roof, dark siding, and a front porch surrounded by greenery.
The Murphy’s House 656 Lincoln Ave, Winnetka, IL

“Have a great trip, bring me back something French!”

Exterior view of a brick school building featuring large windows, a front entrance with stairs, and a flagpole with an American flag.
Haven Middle School from Home Alone 2 2417 Prairie Ave, Evanston, IL
Front view of a stone church building with large stained glass windows, surrounded by greenery and under a twilight sky.
Church from Home Alone 1024 Lake Ave, Wilmette, IL

When looking for Kevin McCallister’s home, we worked our way through what could be my favorite town in Illinois (which is saying a lot because all of these towns were truly spectacular!), Winnetka. Walking through this town, you could just see Home Alone there. The grocery store where Kevin got his mac and cheese and detergent, the park where he went running from the police after stealing a toothbrush, the pharmacy where he found the toothbrush, which is now home to the best ice cream ever, all of it!

We had a blast exploring all the movie locations for some of the greatest films ever and highly recommend that if you ever find yourself just north of Chicago, you take the time to do the same!

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