Used 2020 Toyota Land Cruiser for Sale nearChicago, IL

Compare 2020 Toyota Land Cruiser Trims in Chicago, IL

The 2020 Toyota Land Cruiser offers a blend of luxury and off-road capability, with a strong V8 engine and a variety of features.

• Starting at $82,995
• Best MPG/MPGe: 13 city / 17 hwy
• Most Popular: AWD

Trim Overview

Prices updated weekly from CarGurus listings.

Quick Compare Table

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

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Trim Deep Dives

AWD — "Who It's For"

The AWD is the pick for shoppers who want a luxurious SUV with off-road capability without stepping up to a higher price point.

• Avg. market price: $82,995 (updated weekly)
• MPG/MPGe: 13 city / 17 hwy
• Inventory: 26 listings
• View AWD listings

Heritage Edition AWD — "Who It's For"

The Heritage Edition AWD is the pick for shoppers who want a more tech-forward SUV with unique styling without sacrificing performance.

• Avg. market price: $82,995 (updated weekly)
• MPG/MPGe: 13 city / 17 hwy
• Inventory: 8 listings — lower availability; may limit negotiating room
• View Heritage Edition AWD listings

Trim Recommendations

Most Popular — AWD

With 26 active listings, the AWD is the clear volume leader in the lineup.

Browse AWD listings

Best Budget Option — AWD

At $82,995 avg market price — below the lineup median of $82,995 — it's the most accessible entry point.

Browse AWD listings

These recommendations are based on CarGurus' proprietary market data from September 2, 2026, CarGurus experts' opinions, and generative AI.

Is the 2020 Toyota Land Cruiser a good car?

Yes — the 2020 Toyota Land Cruiser earns a 5/5 user rating and a 6/10 expert rating. The model scores 7/10 across Performance, Form and function, and Safety.

It stands out as Toyota’s flagship SUV, with a full-size body-on-frame layout, two- or three-row seating, and a long-running design that still gets minor cosmetic, mechanical, and technology updates. That makes it a strong fit if you want serious capability with a plush ride and a more refined feel than a typical rugged SUV.

The trade-off is value: the Land Cruiser is described as poor value for money, so you’re paying for capability and refinement rather than bargain pricing. Even so, 17.3% of listings are priced as good or great deals, which gives you some room to shop carefully.

Is the 2020 Toyota Land Cruiser reliable?

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

The Land Cruiser’s reputation is built around durability, serious capability, and a proven V8 powertrain. Its body-on-frame construction and full-time four-wheel drive support the kind of long-haul, hard-use ownership that buyers often associate with lasting dependability. The performance notes also point to a proven setup with direct injection, variable valve timing, and an eight-speed automatic.

On the ownership side, the cost-effectiveness notes reinforce that this is a high-priced vehicle, so long-term risk for used buyers is less about basic toughness and more about paying a premium for upkeep, repairs, and depreciation on an expensive SUV.

What should I look for when buying a used 2020 Toyota Land Cruiser?

Accident-free inventory is solid at 75% — always verify the vehicle history report.

You should still check the history report carefully, because a strong accident-free share does not guarantee the individual vehicle you’re considering is clean. Prioritize a thorough inspection of the body, undercarriage, and off-road hardware, and pay close attention to overall condition since this SUV is often bought for demanding use.

Key things to evaluate:

• Trim level: The standard model includes a third row for eight-passenger seating, while the Heritage Edition is a two-row, five-passenger SUV with black perforated leather-trimmed seating, a tonneau cover, blackened trim, a Heritage Edition grille with black inserts and a darkened chrome surround, darkened-chrome mirrors, 18-inch bronze BBS wheels, and a heritage badge.
• Powertrain: You get a 5.7-liter V8 with direct injection and variable valve timing, rated at 381 horsepower and 401 pound-feet of torque, paired with an eight-speed automatic and full-time 4WD. It runs on regular unleaded and is tuned for capability rather than efficiency.
• Safety package: Toyota Safety Sense P includes a pre-collision system with pedestrian detection, lane-departure warning with sway-warning system, automatic high beams, and adaptive cruise control. The Land Cruiser also includes Toyota’s Star Safety System, plus 10 airbags, active headrests, active seatbelt pretensioners, trailer sway control, parking assist sonar, hill start assist, and Safety Connect.
• Infotainment: The Land Cruiser has a 9-inch touchscreen, Toyota Premium Audio with Integrated Navigation, 14 JBL speakers, Bluetooth, USB, SiriusXM, HD Radio, Siri Eyes Free, and a CD player. It does not include Apple CarPlay or Android Auto, and the screen can feel small by current standards.
• Fuel efficiency: The EPA estimates 13 mpg city, 17 mpg highway, and 14 mpg combined.

Which 2020 Toyota Land Cruiser trim should I buy?

The 2020 Toyota Land Cruiser is offered in 2 trim levels: Land Cruiser and Heritage Edition.

Here's the short version:

• Land Cruiser: This is the better-value choice if you want the standard three-row layout and the available Rear Seat Entertainment Package, which is offered only on this trim. It gives you the core Land Cruiser experience without the Heritage Edition’s styling extras.
• Heritage Edition: This is the more distinctive pick if you want the two-row layout, black perforated leather-trimmed seating, bronze BBS wheels, and the retro-inspired exterior treatment. It suits you best if you care more about appearance and a five-passenger setup than maximum seating capacity.

Toyota Safety Sense P is standard, so you do not need to move up a trim for the core driver-assistance suite.

Is now a good time to buy a used 2020 Toyota Land Cruiser?

This is a moderate market for selective buyers, so you should shop carefully and compare listings before moving quickly.

• Deal availability: 17.3% of listings are priced as good or great deals.
• Inventory: There are 52 listings available.
• Clean inventory: 75.0% of listings are accident-free.

Is the 2020 Toyota Land Cruiser safe?

The Land Cruiser has not been crash-tested by the National Highway Traffic Safety Administration or the Insurance Institute for Highway Safety, so there is no independent crash-test rating to cite.

It earns a 7/10 safety score from our experts.

Toyota Safety Sense P is standard and includes a pre-collision system with pedestrian detection, lane-departure warning with sway-warning system, automatic high beams, and adaptive cruise control. It also comes with Toyota’s Star Safety System, plus 10 airbags, active headrests, active seatbelt pretensioners, trailer sway control, parking assist sonar, hill start assist, and Safety Connect.

Should I buy a 2020 Toyota Land Cruiser or consider a different year?

If you're weighing the 2020 against nearby model years, here's how to think about it:

Choose the 2020 if:

• 17.3% of listings are priced as good or great deals.
• Accident-free inventory is solid at 75% — always verify the vehicle history report.
• Owners rate it 5/5 — a strong satisfaction signal.
• It adds minor cosmetic, mechanical, and technology updates while keeping the Land Cruiser’s plush-yet-capable character.

Consider the 2021 if:

• It carries a luxury price but is leaving the U.S. market after that model year.

The bottom line: If you want the classic Land Cruiser formula and can live with the price, the 2020 is the better path because it delivers the core capability and refinement buyers want from this SUV. If you’re price-sensitive, shop the 2020 carefully and focus on clean-history examples, since the market still has some deal opportunities and the 2021 is mainly a last-call alternative rather than a clear upgrade.

These recommendations are based on CarGurus' proprietary market data from September 11, 2026, CarGurus experts' opinions, and generative AI.