New & Used 2027 Jeep Grand Cherokee for Sale nearWinter, WI

Compare 2027 Jeep Grand Cherokee Trims

The Grand Cherokee lineup offers a range of trims from budget-friendly options to luxurious models, all featuring versatile 4WD capabilities.

• Starting at $47,179
• Most Popular: Limited 4WD

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

Listing prices sourced from CarGurus — updated weekly. OEM specs from manufacturer data.

Missing data displayed as "—".

Trim Deep Dives

Laredo 4WD — "Who It's For"

The Laredo 4WD is the pick for shoppers who want a well-equipped SUV without breaking the bank. It's a great entry point into the Grand Cherokee lineup.

• Avg. market price: $50,301 (updated weekly)
• Inventory: 2,300 listings — widest selection in the lineup
• View Laredo 4WD listings

Laredo X 4WD — "Who It's For"

The Laredo X 4WD is the pick for shoppers who want advanced features and AWD without a hefty price tag. It's a solid choice for those needing versatility.

• Avg. market price: $47,179 (updated weekly)
• Inventory: 830 listings
• View Laredo X 4WD listings

Altitude RWD — "Who It's For"

The Altitude RWD is the pick for shoppers who want a stylish SUV with modern features without the added cost of AWD. It's a great standard option.

• Avg. market price: $50,301 (updated weekly)
• View Altitude RWD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want luxury features without the AWD premium. It's a refined choice for everyday driving.

• Avg. market price: $50,301 (updated weekly)
• View Limited RWD listings

Altitude 4WD — "Who It's For"

The Altitude 4WD is the pick for shoppers who want AWD capabilities with stylish features at a competitive price. It's a versatile option for various conditions.

• Avg. market price: $48,834 (updated weekly)
• Inventory: 2,389 listings — widest selection in the lineup
• View Altitude 4WD listings

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a sporty SUV with premium features and AWD. It's the most popular trim for good reason.

• Avg. market price: $50,449 (updated weekly)
• Inventory: 8,111 listings — widest selection in the lineup
• View Limited 4WD listings

Trailhawk 4WD — "Who It's For"

The Trailhawk 4WD is the pick for shoppers who want off-road capability combined with luxury features. It's perfect for adventurous drivers.

• Avg. market price: $50,301 (updated weekly)
• Inventory: 619 listings
• View Trailhawk 4WD listings

Summit 4WD — "Who It's For"

The Summit 4WD is the pick for shoppers who want the ultimate luxury SUV experience with advanced technology. It's ideal for those who prioritize comfort.

• Avg. market price: $50,301 (updated weekly)
• Inventory: 1,219 listings — widest selection in the lineup
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 8,111 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo X 4WD

At $47,179 avg market price — below the lineup median of $50,301 — it's the most accessible entry point.

Browse Laredo X 4WD listings

These recommendations are based on CarGurus' proprietary market data from October 29, 2026, CarGurus experts' opinions, and generative AI.