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Recipe  •  6 May 2025

 

Chicago-Style Braised Italian Beef Sandwiches

This sandwich is my childhood all wrapped up in a beefjus-soaked Italian sub roll.

This sandwich is my childhood all wrapped up in a beefjus-soaked Italian sub roll. There's nothing quite like a Chicago-style beef, whether it be from my grandma's kitchen or from the best fast-food chain to exist, Portillo's. (I am forever patiently waiting/or an East Coast location.) The classic sandwich is made with thinly shaved roast beef, but you probably don't have a deli slicer at home, unless your husband owns a grocery store, like Tina's did. I.find this braised beef version to be much more feasible than, and just as tasty as, the original, with no slicing required. I opt for beef shanks here because the bone and its marrow add a great depth of flavor to the braising liquid that's then used as the jus for dipping. I'm not the biggest fan of green peppers on the regular, but here, I find them as essential to the sandwich as the spicy giardiniera. You can find Chicago-style giardiniera online or make the Chicago-Style Fennel Giardiniera (page 46) for even more fun. 

 

MAKES FOUR 6-INCH (15 CM) SUBS 

INGREDIENTS

  • 4 pounds (1.8 kg) beef shanks (3 or 4 pieces, 1½ inch/4 cm thick) 
  • 2 teaspoons porcini mushroom powder (see Tip on page 66) 
  • Kosher salt and freshly cracked black pepper, to taste 
  • Olive oil, for searing 
  • 6 garlic cloves, smashed 
  • 3 celery stalks, roughly chopped 
  • 2 large yellow onions, roughly chopped
  • 1 tablespoon dried oregano
  • 2 teaspoons garlic powder 
  • 2 teaspoons onion powder
  • 1 teaspoon red pepper flakes
  • One 12-ounce (360 ml) bottle amber ale of choice 
  • 2 cups (480 ml) unsalted beef stock, homemade (see page 90) or store-bought 
  • 1 dried bay leaf
  • ½ bunch fresh thyme sprigs 

 

For Serving 

  • 3 green bell peppers, stems removed, halved, and ribs and seeds removed 
  • Olive oil, for drizzling 
  • Kosher salt and freshly cracked black pepper, to taste 
  • Four 6- to 8-inch (15 to 20 cm) Italian sub rolls, split 
  • Chicago-style giardiniera, homemade (see page 46) or store-bought, to taste 

 

  1. Preheat the oven to 325°F (165°C) with a rack positioned in the lower third.
  2. Season the beef all over with the mushroom powder and a generous amount of salt and black pepper.
  3. Coat the bottom of a large, heavy-bottomed oven-safe pot with olive oil, and heat over medium heat until the oil begins to ripple. Add the beef in batches, and sear until deeply golden, 5 to 7 minutes per side. Transfer to a plate.
  4. Add the garlic, celery, and onions, and cook, stirring occasionally, until lightly browned and slightly softened, 7 to 9 minutes. Add the oregano, garlic powder, onion powder, and red pepper flakes, and cook until aromatic, 30 seconds.
  5. Deglaze the pan with the beer, scraping up the brown bits from the bottom of the pan, and reduce by half, 2 or 3 minutes. Add the beef stock, bay leaf, and thyme, along with the reserved beef and any accumulated juices, bring to a simmer, and cover.
  6. Transfer the pot to the oven, and bake for 3 to 3½ hours, until the meat is tender and shreds easily with a fork.
  7. Remove the pot from the oven. Increase the oven temperature to 400°F (200°C).
  8. Place the peppers on a sheet tray, toss with a generous drizzle of olive oil, and season with salt and black pepper. Turn the peppers cut side down, and bake for 30 to 40 minutes, until very, very soft. Let cool slightly. Remove the skins and then slice into 1½-inch (4 cm) strips.
  9. Meanwhile, transfer the beef to a cutting board. Use a fork to gently break up the meat into bite-size pieces. (Don't completely shred the meat. You want nice, small chunks.) Discard any large bones.
  10. Strain the liquid from the pot through a fine-mesh strainer into a medium pot. This is the jus for the sandwich. Bring the jus to a soft simmer over medium heat. Season with salt and black pepper. Return the meat to the jus, reduce the heat to very low, and keep warm until ready to serve.
  11. To serve, use a slotted spoon to scoop up some meat from the jus and pile it on a roll. Quickly dip the base of the roll in the jus to soak slightly. Top with the soft green peppers and some giardiniera, and serve.

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