Spray a skillet with oil, and heat on medium high. Add the chicken sausage. Cook for 5 minutes, turning occasional to brown the sausage all over. Remove from heat, and set aside to cool. Slice the sausage when it has cooled.
Add a tablespoon of the olive oil to the skillet, heat on medium. Add the onions, cook for about 5 minutes until they begin to soften. Add the garlic, cook for another minutes.
Add the kale to the skillet in batches, stirring it to combine with the onions. The gradual addition of the kale gives it time to cook down a bit and make room for more.
After the kale has been added, stir in the tomatoes, cooking wine, basil and oregano. Salt and pepper to taste. Bring to a simmer, and cover.
Begin cooking pasta according to package instructions after adding the kale and tomatoes to the skillet.
After the kale has cooked covered for about 10 minutes, stir in the reserved sausage. Simmer uncovered for another 10 minutes or so, until the kale is tender and the pasta has finished cooking.
When the pasta is cooked, drain and toss with the kale and sausage mixture. Plate the pasta, and pass cheese for topping at the table. Enjoy with an Italian red wine–perhaps from Puglia!