Summary

• With 116 currently listed for sale near Milwaukee, WI and an average price of $40,987.00, 30.2% of 2025 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

• Favorably reviewed: Owners rated the 2025 Jeep Gladiator 5 / 5 stars.

• 100.0% of 2025 Gladiator models on CarGurus are accident free.

• The 2025 Jeep Gladiator features a unique convertible design, impressive off-road capabilities, and a robust towing capacity of up to 7,700 pounds.

Why it stands out

The 2025 Jeep Gladiator is a distinctive midsize pickup that combines the ruggedness of a truck with the open-air experience of a Jeep. Its unique design allows for the removal of the top and doors, making it an appealing choice for those who enjoy outdoor adventures. The Gladiator is equipped with a powerful 3.6-liter V6 engine that delivers 285 horsepower, ensuring it can handle both on-road and off-road conditions effectively. While it excels in off-road performance, the Gladiator's towing capacity is competitive, especially in its base Sport trim. However, buyers should be aware that as you move up the trim levels, the towing and payload capabilities may decrease. The 2025 model also introduces new paint colors and special editions, enhancing its appeal. Despite some drawbacks, such as less competitive fuel economy and limited advanced safety features, the Gladiator remains a fun and versatile option for those seeking a unique driving experience.

Other model years to consider

• 2021 Jeep Gladiator

  • Average price: $31,399.00
  • Good/great deal percentage: 35.4%
  • User rating: 5 / 5
  • Total listings: 362

• 2020 Jeep Gladiator

  • Average price: $27,536.00
  • Good/great deal percentage: 30.8%
  • User rating: 4.83 / 5
  • Total listings: 253

• 2023 Jeep Gladiator

  • Average price: $32,822.00
  • Good/great deal percentage: 38.0%
  • User rating: 4.82 / 5
  • Total listings: 245

This analysis is based on CarGurus' proprietary market data from July 31, 2026, CarGurus experts' opinions, and generative AI.