October 11, 2026 · 12 min read

Chicago Valentine's Day Massacre Audio Walking Tour

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Unos 5,5 km, más o menos 77 minutos a paso tranquilo.

  1. 1Chicago History Museum
  2. 2The Pierre (old Parkway Hotel)
  3. 3St. Valentine's Day Massacre site
  4. 4Dewes MansionTour completo
  5. 5Anna Sage's flat, 2858 N ClarkTour completo
  6. 6Biograph TheaterTour completo
  7. 7Alexian Brothers Hospital siteTour completo

Esta ruta está narrada

Pulsa reproducir en las primeras 3 paradas para escuchar una demo de 30 segundos de la narración. En la app, la introducción y esas 3 paradas se escuchan completas y gratis, y cada una te avisa con un sonido al llegar. Todo el recorrido narrado es tuyo por $17.99, un pago único que conservas para siempre.

Funciona con Garmin, Komoot, Strava, OS Maps y cualquier app de GPX.

Chicago Valentine's Day Massacre Audio Walking Tour

Two of Chicago's most famous crimes happened about a mile apart in Lincoln Park, five years from each other. On the morning of February 14, 1929, seven men were shot dead in a North Side garage. Nobody was ever convicted. On a summer night in 1934, federal agents shot John Dillinger, the man Washington had branded Public Enemy Number One, outside a neighborhood movie theater. Both stories end in the same hospital. This walk tells them in order, on the streets where they happened, with two short stops for context along the way. It runs about 5.5 kilometers, from the Chicago History Museum to the corner where that hospital once stood, one of our story-driven self-guided walking tours. The gangsters in this story are not its heroes. Real people died here, some of them men who never carried a gun, and the walk tells it plainly.

Before you set off

The walking takes about eighty minutes. With the stories, allow about two hours. The route is flat, on city sidewalks the whole way, through a busy, leafy neighborhood of shops and old apartment buildings. Buses on Clark Street stop at the museum, and the Brown and Purple Line station at Sedgwick is less than a kilometer to the west. At the end, the Fullerton station on the Red, Brown and Purple Lines is about a ten-minute walk away. Check the current transit map before you go. Every stop works from the sidewalk. The massacre site is now the lawn of a home for older people, and the old hospital corner has housing too, so keep your voice down and stay on the public walk. Two of the stops are context stops. The other five are where the story happened.

Chicago History Museum

You're outside the Chicago History Museum, at Clark Street and North Avenue, on the edge of Lincoln Park. It's the right place to begin, because its collections hold this story. The museum's photo archive from the old Chicago Daily News includes pictures of the crowds that gathered after Dillinger died in 1934.

First, the world of 1929. Prohibition took effect across the country in January 1920. Making and selling alcohol was now a crime, and gangs took over the trade. In Chicago, two outfits fought for it. On one side stood the organization of Johnny Torrio and Al Capone. On the other stood the North Side Gang.

The North Siders paid for that war in leaders. Their first boss, Dean O'Banion, was killed in 1924. The next, Hymie Weiss, was killed in 1926. After that the gang was run by George Moran, known as Bugs. By 1929, Moran's business was beer and whiskey, and his territory included these streets.

That is where we're headed: to the hotel where Moran lived, and to the garage less than a block away where his gang kept its trucks. Prohibition would last until December 5, 1933.

Head north along Clark Street with the park on your right. Bear right onto Lincoln Park West and follow it to Dickens Avenue. The Pierre is on the corner. It's about fourteen minutes.

The Pierre (old Parkway Hotel)

A pond in Lincoln Park with the skyline at sunset, Chicago

You're in front of The Pierre, a condominium building at 2100 North Lincoln Park West. In 1929 this was the Parkway Hotel. There is no marker.

This is where Bugs Moran lived. The gang's garage was less than a block away, just behind you across the alley, on Clark Street. On the morning of Thursday, February 14, 1929, Moran was expecting a truckload of whiskey to arrive there at about half past ten.

According to the building's own history, another man from this story lived here too: Reinhardt Schwimmer, an optometrist who liked to spend time around the gang. He would be in the garage that morning. He was not a gunman.

Moran was running late. As he approached the garage, he saw what looked like a police car outside. Sources disagree on the details. The Mob Museum says he was on foot with two associates and simply walked on by. Other historians say he was driving, passed the garage, and went for coffee. Either way, the one thing everyone agrees on is that he saw the car, and he stayed away.

That choice saved his life.

Walk west along Dickens Avenue to Clark Street and turn right. The site is a few doors north, on your right. It's about three minutes.

St. Valentine's Day Massacre site

You're on Clark Street, at number 2122. Look at the fenced lawn in front of you. It belongs to a building for older residents, the Margaret Day Blake Apartments. There is no plaque and no sign. Please stay on the sidewalk. Behind the lawn, across the alley, you can see the Pierre.

Here stood the garage of the SMC Cartage Company. At about half past ten on that Thursday morning, a car pulled up and men got out, two of them dressed in police uniforms. The Mob Museum says four men; other accounts say up to six. They carried two Thompson submachine guns and a shotgun. Inside were seven men. The seven were lined up against the back wall of the garage and shot.

Their names were Peter Gusenberg, 41. Frank Gusenberg, 37. Albert Kachellek, 42. Adam Heyer, 40. Albert Weinshenk, 36. Reinhardt Schwimmer, 29. And John May, 35. Schwimmer and May were not gunmen.

One living thing in the garage was unhurt: a German shepherd named Highball, tied to a truck.

Frank Gusenberg was still alive. He had been shot many times; sources disagree on how many. He was taken to a hospital, where he refused to name anyone. Later histories report that when he was asked who shot him, he said no one did. He died about three hours later.

No one was ever convicted. Capone was in Florida at the time. The garage itself was torn down in 1967. The bricks of its back wall were saved, and today they are at the Mob Museum in Las Vegas.

Continue north on Clark Street, past Fullerton Avenue, to Wrightwood Avenue. Turn right, and the mansion is a short way along on your right, at the corner of Hampden Court. It's about seventeen minutes.

El recorrido completo continúa en la app

Distancia
5,5 km
A pie
77 min
Pasos
~7600
Narración
17 min

Qué incluye

  • Las 7 paradas, narradas por completo
  • Funciona sin conexión una vez descargado en la app
  • Tus amigos caminan gratis una sola compra cubre a todos los que caminan contigo

Nuestros recorridos están pensados para ser meditativos e inmersivos: te mueves y simplemente escuchas. Siempre son mejores en compañía, y la app reproduce la narración sincronizada, para que tú, tu pareja y tus amigos escuchen cada parada al mismo tiempo.

Dewes Mansion

You're at 503 West Wrightwood Avenue, in front of a richly ornate mansion. Look at the entrance.

El resto de esta parada está en el recorrido de audio completo.

Anna Sage's flat, 2858 N Clark

Lincoln Park and the North Side lakefront from above, Chicago

You're on Clark Street at number 2858. An apartment building stands at this address today.

El resto de esta parada está en el recorrido de audio completo.

Biograph Theater

The Biograph Theater marquee on Lincoln Avenue, Chicago

You're in front of the Biograph Theater, at 2433 North Lincoln Avenue. It opened in 1914, designed by Samuel Crowen, in red pressed brick and white terra cotta.

El resto de esta parada está en el recorrido de audio completo.

Alexian Brothers Hospital site

You're at the corner of Belden and Racine. Near this corner, at 1200 West Belden Avenue, stood the Alexian Brothers Hospital.

El resto de esta parada está en el recorrido de audio completo.

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Unos 5,5 km, unos 77 minutos a ritmo suave · 7 paradas

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