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Red Wine-Marinated Steak with Balsamic Onions and Slaw

Photo: Jennifer Causey
Active time 40 mins
Total time 5 hrs, 45 mins
Yield

Serves 8 (serving size: 3 oz. steak, about 1 cup onions, and about 3/4 cup cabbage mixture)

When you roast red onions with balsamic vinegar, they turn a deep purple color and become sweet-and-sour umami bombs. Paired with beefy flank steak and a fresh, crunchy cabbage slaw, they make for a gorgeous platter and a satisfying meal. The onions are so delicious, in fact, that you might want to make a double batch; they’ll keep in the refrigerator for a few days, and you can add them to salads, pastas, or pizzas. Reducing the red wine concentrates its flavor and takes away its bite, making for a delicious, flavorful marinade. Cook this with either hanger or flank steak, whichever you prefer.

Ingredients

  • 2 cups dry red wine (such as Merlot)
  • 1 tablespoon fennel seeds
  • 1 teaspoon crushed red pepper
  • 3 thyme sprigs
  • 1 (2-lb.) flank steak, trimmed
  • 5 small red onions (about 2 1/4 lb.), peeled and each cut into 8 wedges, root end intact
  • 1/2 cup balsamic vinegar
  • 1/4 cup water
  • 2 teaspoons kosher salt, divided
  • 1 1/2 teaspoons black pepper, divided
  • 6 cups thinly sliced red cabbage
  • 1/4 cup thinly sliced green onions
  • 3 tablespoons extra-virgin olive oil
  • 3 tablespoons red wine vinegar

Nutrition Information

  • calories 297
  • fat 13.1 g
  • satfat 4 g
  • monofat 6.9 g
  • polyfat 0.9 g
  • protein 25 g
  • carbohydrate 17 g
  • fiber 4 g
  • cholesterol 68 mg
  • iron 2 mg
  • sodium 544 mg
  • calcium 72 mg
  • sugars 9 g
  • Est. Added Sugars 0 g

How to Make It

  1. Place red wine, fennel seeds, crushed red pepper, and thyme sprigs in a small saucepan; bring to a simmer over high. Reduce heat to medium, and simmer, stirring occasionally, until reduced to 3/4 cup, about 10 minutes. Cool completely, about 10 minutes. Pour wine mixture through a fine wire-mesh strainer; discard solids. Place steak in a large ziplock plastic bag. Add wine mixture, seal bag, and turn to coat steak. Marinate in refrigerator, turning occasionally, 4 hours or overnight.

  2. Preheat oven to 400°F.

  3. Place red onion wedges in a 13- x 9-inch glass baking dish. Add vinegar, 1/4 cup water, 1/4 teaspoon salt, and 1/2 teaspoon black pepper; cover with foil. Bake at 400°F for 45 minutes; turn onions over. Uncover and bake until liquid is syrupy and onions are tender, about 20 minutes. Remove and discard root ends from onion wedges; separate the onion wedges into "petals."

  4. Preheat grill to high (450°F to 550°F).

  5. Remove steak from marinade; discard marinade. Sprinkle steak with 1 1/2 teaspoons salt and remaining 1 teaspoon black pepper. Place steak on oiled grill grates, and grill, uncovered, until desired degree of doneness, 5 to 6 minutes per side. Let stand 5 minutes. Slice crosswise against the grain.

  6. Combine cabbage, green onions, oil, red wine vinegar, and remaining 1/4 teaspoon salt in a bowl. Toss to coat. Place cabbage mixture on a platter with steak, onions, and any accumulated juices from the steak.