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Overhead view of four roasted chicken legs with summer squash and cherry tomatoes on a baking sheet.

Sheet-Pan Crispy Chicken with Squash and Tomatoes – Easy One-Pan Dinner with Roasted Veggies

Molly
This sheet-pan crispy chicken with squash and tomatoes is a one-pan dinner made for weeknights—featuring golden-brown roasted chicken thighs, caramelized squash, and sweet cherry tomatoes. It’s simple, clean, naturally gluten-free, and full of flavor. Perfect for meal prep, family dinners, or when you need a fuss-free, high-protein meal that delivers real comfort.
Prep Time 15 minutes
Cook Time 40 minutes
Total Time 55 minutes
Course Dinner
Cuisine American
Servings 4 servings
Calories 470 kcal

Ingredients
  

  • 1.5 lbs bone-in skin-on chicken thighs (about 4 pieces)
  • 2 medium yellow squash sliced into half-moons
  • 1 pint cherry tomatoes
  • 3 tbsp olive oil
  • 3 cloves garlic minced
  • 1 tsp smoked paprika
  • 1 tsp dried oregano or thyme
  • Salt and black pepper to taste
  • Juice of 1/2 lemon
  • Fresh parsley or basil for garnish optional

Instructions
 

  • Preheat the oven: Set to 425°F and line a large sheet pan with parchment or foil.
  • Prep the veggies: Toss squash and cherry tomatoes with 1.5 tbsp olive oil, half the garlic, salt, pepper, and dried herbs. Spread evenly on the sheet pan.
  • Season the chicken: Pat thighs dry, rub with remaining olive oil, garlic, smoked paprika, salt, and pepper.
  • Arrange everything: Nestle chicken thighs skin-side up among the veggies.
  • Roast: Bake for 35–40 minutes, until chicken is crispy and internal temp reaches 165°F.
  • Finish: Squeeze lemon juice over everything, top with fresh herbs, and serve hot.

Notes

Secret Tips for Sheet-Pan Crispy Chicken

  • Dry the chicken skin thoroughly with paper towels—moisture is the enemy of crispness.
  • Preheat the sheet pan in the oven before adding ingredients for extra caramelization.
  • Don’t crowd the pan—space equals crisp, especially for the chicken skin and roasted vegetables.
  • Use parchment for easier cleanup, but skip it if you want deeper browning directly on the pan.
  • Finish with a quick broil for golden, extra-crispy skin.
  • Add lemon zest to the olive oil rub for a boost of bright, savory flavor.
  • Toss cherry tomatoes in at the 15-minute mark if you prefer them just blistered, not collapsed.
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