Used 2021 Jeep Grand Cherokee for Sale nearMadison, WI

Compare 2021 Jeep Grand Cherokee Trims

The 2021 Jeep Grand Cherokee offers a range of trims from budget-friendly options to luxurious models, all featuring robust performance and advanced technology.

• Starting at $19,077
• Best MPG/MPGe: 19 city / 26 hwy
• 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 E 4WD — "Who It's For"

The Laredo E 4WD is the pick for shoppers who want a budget-friendly SUV without sacrificing essential features.

• Avg. market price: $19,077 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 682 listings
• View Laredo E 4WD listings

Laredo X 4WD — "Who It's For"

The Laredo X 4WD is the pick for shoppers who want all-wheel drive and extra features without a hefty price tag.

• Avg. market price: $20,544 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 826 listings
• View Laredo X 4WD listings

Limited RWD — "Who It's For"

The Limited RWD is the pick for shoppers who want a well-equipped SUV with good fuel efficiency at a reasonable price.

• Avg. market price: $19,193 (updated weekly)
• MPG/MPGe: 19 city / 26 hwy
• Inventory: 868 listings
• View Limited RWD listings

Limited 4WD — "Who It's For"

The Limited 4WD is the pick for shoppers who want a sporty SUV with advanced features and the best selection in the lineup.

• Avg. market price: $20,990 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 8,001 listings — widest selection in the lineup
• View Limited 4WD listings

Overland 4WD — "Who It's For"

The Overland 4WD is the pick for shoppers who want a luxurious SUV with premium features and off-road capability.

• Avg. market price: $23,817 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 1,891 listings — widest selection in the lineup
• View Overland 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 and comfort.

• Avg. market price: $27,314 (updated weekly)
• MPG/MPGe: 18 city / 25 hwy
• Inventory: 1,290 listings — widest selection in the lineup
• View Summit 4WD listings

Trim Recommendations

Most Popular — Limited 4WD

With 8,001 active listings, the Limited 4WD is the clear volume leader in the lineup.

Browse Limited 4WD listings

Best Budget Option — Laredo E 4WD

At $19,077 avg market price — below the lineup median of $20,767 — it's the most accessible entry point.

Browse Laredo E 4WD listings

Best for Fuel Economy — Limited RWD

The Limited RWD offers the best fuel efficiency in the lineup with 19 MPG city and 26 MPG highway.

Browse Limited RWD listings

These recommendations are based on CarGurus' proprietary market data from November 12, 2026, CarGurus experts' opinions, and generative AI.

How much does the 2021 Jeep Grand Cherokee cost?

Prices have softened 11.77% compared to this time last year, making it a favorable time to shop this model year.

There are 6,268 listings available, which suggests you have a solid amount of inventory to compare.

Is the 2021 Jeep Grand Cherokee a good car?

Yes — the 2021 Jeep Grand Cherokee earns a 4.6/5 user rating and a 7.2/10 expert rating. The standout strength is Look and feel at 9/10.

Owners consistently praise its spacious interior, smooth ride, and impressive power, and they also point to its off-road capability and luxury feel. The overview also frames it as a good fit if you want the familiar two-row Grand Cherokee formula rather than the newer, larger interpretation of the nameplate. On the downside, the expert review calls out an underwhelming base engine and notes that advanced safety features are not standard.

With 35.6% of listings marked as good or great deals, the market still offers some room to shop selectively.

Is the 2021 Jeep Grand Cherokee reliable?

Owners rate it 4.6/5, a strong signal of long-term satisfaction.

The owner summary repeatedly points to a dependable-feeling package, with praise for its smooth ride, spacious cabin, and overall value. It also highlights the kind of traits buyers tend to count on over time, including strong power and a luxury feel. On the expert side, the Grand Cherokee’s performance content emphasizes an excellent eight-speed automatic transmission and a capable, confidence-inspiring setup for daily driving and trail use.

Jeep Wave also includes free scheduled maintenance for the first three years and 36,000 miles of ownership, which can help reduce early ownership costs. For used buyers, the main long-term risk is that age-related wear and uneven maintenance history can matter more here than on newer rivals.

What should I look for when buying a used 2021 Jeep Grand Cherokee?

At 72.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.

You should start with a vehicle history report and then prioritize a thorough pre-purchase inspection, especially if the listing has any accident history. Focus on bodywork quality, panel alignment, tire wear, suspension behavior, and whether all driver-assistance and infotainment features work as expected. Because this model can be optioned very differently by trim, condition and equipment matter a lot.

Key things to evaluate:

• Trim level: The Laredo and Limited are the value-oriented trims, while Overland and Summit move the cabin toward a more premium feel. The Trailhawk is the serious off-road choice, and the SRT and Trackhawk are the performance-focused models.
• Powertrain: The standard 3.6-liter V6 makes 295 horsepower and 260 pound-feet of torque, while the optional 5.7-liter Hemi V8 makes 360 hp and 390 lb-ft and adds stronger towing capability.
• Safety package: The ProTech II Package bundles adaptive cruise control with full stop-and-go, forward-collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, lane-departure warning, lane-keeping assistance, and automatic high-beam headlights. Some trims may not include these features as standard.
• Infotainment: Uconnect 4C with Nav includes navigation, Apple CarPlay, Android Auto, a 4G LTE WiFi hotspot, and Jeep Skill for Amazon Alexa.
• Fuel efficiency: The V8 is described as returning no more than 17 mpg in combined driving, and the review notes that the Grand Cherokee can be thirsty in city use.

Which 2021 Jeep Grand Cherokee trim should I buy?

The 2021 Jeep Grand Cherokee is offered in 6 trim levels: Laredo, Limited, Overland, Summit, Trailhawk, SRT, Trackhawk.

Here's the short version:

• Laredo: This is the entry point if you want the Grand Cherokee’s core style and capability without paying for the more luxurious or specialized trims.
• Limited: This is the best-value trim for most shoppers because it adds a more upscale feel while staying below the premium and specialty models.
• Overland: Choose this if you want a stronger luxury lean and more of the premium cabin experience.
• Summit: This is the most upscale mainstream choice, with the richest interior presentation and the most premium-feeling equipment.
• Trailhawk: Pick this if off-road capability is your priority, since it is the trim aimed at serious trail use.
• SRT: This is the performance-focused choice for buyers who want a sportier Grand Cherokee.
• Trackhawk: This is the most extreme performance model in the lineup.

Advanced safety features are not standard across the lineup, so check equipment carefully on any used example.

Is now a good time to buy a used 2021 Jeep Grand Cherokee?

This is a moderate market for selective buyers, so it rewards comparison shopping.

• Deal availability: 35.6% of listings are priced as good or great deals.
• Inventory: There are 6,268 listings available.
• Price trend: Prices have softened 11.77% compared with last year.
• Clean inventory: 72.2% of listings are accident-free.

If you find a listing below $21,654, that's toward the low end of the year-round range and worth acting on quickly.

What is the 2021 Jeep Grand Cherokee's resale value?

The current average of $21,654 sits slightly below last year's $24,542.

That decline suggests the market has already adjusted downward, which can help you buy at a more favorable point in the cycle. For a future seller, that also means resale value may depend heavily on trim, condition, and equipment rather than just the badge alone. Well-kept examples with desirable features should hold up better than higher-mileage or lightly equipped versions.

Vehicles with strong owner satisfaction ratings, like this model year's 4.6/5, tend to retain buyer demand, which supports resale value over time.

Is the 2021 Jeep Grand Cherokee safe?

The 2021 Jeep Grand Cherokee earns a five-star overall rating from NHTSA in 4WD form, while 2WD versions drop to four stars overall with a three-star rollover resistance rating.

It earns a 4/10 safety score from our experts.

The Grand Cherokee’s standard safety equipment depends on trim, but the ProTech II Package adds adaptive cruise control with full stop-and-go, forward-collision warning, automatic emergency braking, blind-spot monitoring, rear cross-traffic alert, lane-departure warning, lane-keeping assistance, and automatic high-beam headlights. It also includes a backup camera with guidance lines, parking sensors, and ParkSense parking assistance. The major caveat is the IIHS result: the Grand Cherokee earns a Marginal driver rating and a Poor front-passenger rating in small-overlap frontal testing, and its headlights also rate Poor unless you upgrade.

Should I buy a 2021 Jeep Grand Cherokee or consider a different year?

If you're weighing the 2021 against nearby model years, here's how to think about it:

Choose the 2021 if:

• 35.6% of listings are priced as good or great deals.
• At 72.2% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
• Price trend: Prices have softened 11.77% compared with last year.
• Owners rate it 4.6/5 — a strong satisfaction signal.
• The outgoing model still offers stylish design, premium materials, and strong capability before the redesign arrives.

Consider the 2020 if:

• At $19,675, the 2020 costs less than the current year's $21,654 average.
• It remains an appealing but flawed choice with strong off-road capability.

Consider the 2022 if:

• At $25,854, the 2022 costs more than the current year's $21,654 average.
• It brings a redesigned cabin with more technology and sophistication.

The bottom line: If you want the familiar two-row Grand Cherokee formula and a softer used price, the 2021 is the sweet spot. If you’re most price-sensitive, the 2020 is the cheaper path; if you want the newer design and tech, move up to the 2022.

How does the 2021 Jeep Grand Cherokee compare to the 2021 Ford Explorer?

Expert Pros & Cons (per CarGurus review team)

2021 Jeep Grand Cherokee:

• Pros: Stylish design, Premium interior materials, Great handling.
• Cons: Underwhelming base engine, Advanced safety features are not standard.

2021 Ford Explorer:

• Pros: Multiple powertrain options, Great handling, Spacious third row.
• Cons: Interior materials feel cheap, Advanced safety features are not standard.

Our experts score the 2021 Jeep Grand Cherokee 7.2/10 and the 2021 Ford Explorer 7.5/10. The Explorer edges ahead on score, powertrain variety, and third-row space, while the Grand Cherokee counters with a more upscale feel and stronger design appeal. If you care most about interior polish and classic SUV character, the Jeep has the edge; if you need more passenger flexibility, the Ford is the more practical pick.

Read our full side-by-side expert comparison here.

These recommendations are based on CarGurus' proprietary market data from November 10, 2026, CarGurus experts' opinions, and generative AI.