Used 2020 Jeep Gladiator for Sale near Toronto, ON

Summary

• With 129 currently listed for sale and an average price of $34,951.00 CAD, 28.7% of 2020 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

• Favourably reviewed: Owners rated the 2020 Jeep Gladiator 4.83 / 5 stars.

• 100.0% of 2020 Gladiator models on CarGurus are accident free.

Why it stands out

The 2020 Jeep Gladiator stands out because it brought the Gladiator name back for the 2020 model year as Jeep’s first midsize truck in decades. It combines Wrangler-inspired off-road ability with truck utility, and its modified Jeep Wrangler JL platform gives it a reinforced frame, a longer wheelbase, and a dedicated five-foot bed. That mix makes it unusual in the segment: it is built for buyers who want a pickup, but also want the kind of open-air, adventure-focused character that Jeep is known for.

Its distinctive appeal is reinforced by the removable doors and roof, plus the fold-down windshield, which create an open-air driving experience that is rare in any truck. The Gladiator also comes with Jeep’s Uconnect system, with five-inch, seven-inch, or 8.4-inch touchscreens and Apple CarPlay and Android Auto on most models. Under the bonnet is a 3.6-litre Pentastar V6 with 285 horsepower and 260 lb-ft of torque, paired with either a six-speed manual or an eight-speed automatic, and four-wheel drive is standard across the range. For buyers who care about capability, the Gladiator’s Trail Rated badge, available locking differentials, sway bar disconnect, and rock-crawling focus help it lean harder into off-road use than most midsize trucks.

There are trade-offs, though. The Gladiator’s load capacity is between 500 and 770 kilograms depending on the model, which is decent but slightly lower than some rivals, and its ride is described as stiffer than other midsize trucks. It is also priced higher than other midsize trucks, so it makes the most sense for buyers who will actually use its specialised strengths. Even so, its strong resale value, broad trim range, and unusual blend of truck practicality and Jeep personality make the 2020 Gladiator a compelling choice for adventure-minded shoppers.

Other model years to consider

• 2021 Jeep Gladiator

  • Average price: $39,167.00 CAD
  • Good/great deal percentage: 29.0%
  • User rating: 5 / 5
  • Total listings: 176

• 2023 Jeep Gladiator

  • Average price: $46,588.00 CAD
  • Good/great deal percentage: 31.9%
  • User rating: 4.82 / 5
  • Total listings: 166

• 2024 Jeep Gladiator

  • Average price: $52,794.00 CAD
  • Good/great deal percentage: 32.6%
  • User rating: 4.5 / 5
  • Total listings: 135

This analysis is based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.