Used 2020 Jeep Gladiator for Sale near Ontario

Summary

• With 126 currently listed for sale and an average price of $35,945 CAD, 25.4% 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 pickup segment, especially for buyers who want a truck that feels more adventurous than conventional.

Its distinctive Jeep character is hard to miss. The seven-slot grille and bold wheel arches give it a familiar look, while the doors and roof can be removed with a wrench and a T40 Torx bit, with storage bags available as an option. The Uconnect system uses a five-inch, seven-inch, or 8.4-inch touchscreen and includes Apple CarPlay and Android Auto on most models. Power comes from 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, the Gladiator’s appeal is its blend of capability and lifestyle versatility. It offers a towing capacity of up to 3,460 kilograms with the Max Tow package, and its off-road hardware includes Trail Rated badges, with the Rubicon adding Rock-Trac 4x4 and an upgraded 4:1 low-range ratio. At the same time, it is not the most practical choice for everyone: the load capacity is between 500 and 770 kilograms depending on the model, and the ride is described as stiffer than that of other midsize trucks. Still, for shoppers who value open-air driving, serious off-road talent, and strong resale value, the 2020 Jeep Gladiator has a very clear identity.

Other model years to consider

• 2021 Jeep Gladiator

  • Average price: $39,673 CAD
  • Good/great deal percentage: 26.9%
  • User rating: 5 / 5
  • Total listings: 182

• 2023 Jeep Gladiator

  • Average price: $45,747 CAD
  • Good/great deal percentage: 33.7%
  • User rating: 4.82 / 5
  • Total listings: 172

• 2024 Jeep Gladiator

  • Average price: $53,487 CAD
  • Good/great deal percentage: 36.3%
  • User rating: 4.5 / 5
  • Total listings: 135

This analysis is based on CarGurus' proprietary market data from September 7, 2026, CarGurus experts' opinions, and generative AI.