Jeep Grand Cherokee vs. Toyota Highlander – Which Insurance is Cheaper?

• For the latest model year, a Toyota Highlander has cheaper car insurance rates than a Jeep Grand Cherokee by an average of $218 per year.
• Out of 34 models in the 2024 midsize SUV segment, the Jeep Grand Cherokee ranks 20^th and the Toyota Highlander ranks ninth for overall insurance affordability.
• If cheap insurance is the top priority, the Laredo A and Laredo trims are the cheapest Jeep Grand Cherokee models to insure, while the LE 2WD and Hybrid LE 2WD trims are the cheapest Toyota Highlander models to insure.

Is Jeep Grand Cherokee or Toyota Highlander insurance cheaper?

Car insurance for a 2024 Jeep Grand Cherokee averages $2,398 per year, while insurance for a 2024 Toyota Highlander costs an average of $2,180 per year, making the Toyota Highlander the model with better average insurance cost.

For the 19 trims available for the 2024 Jeep Grand Cherokee, the cheapest trim to insure is the Laredo A trim at an average cost of $2,100 per year, or $175 per month. The 2024 Toyota Highlander has 20 trim levels available, with the cheapest trim to insure being the LE 2WD model at an average cost of $2,006 per year.

When rates are compared for the 39 trim levels of both 2024 models, the lowest-cost model and trim level is the Toyota Highlander LE 2WD at an average cost of $2,006 per year, and the most expensive trim is the Jeep Grand Cherokee Summit Reserve 4xe costing $2,650 per year.

The table shown below ranks the 12-month and monthly car insurance cost for 2024 Jeep Grand Cherokee and Toyota Highlander models, with average cost for each trim level.

The next chart shows the average cost to insure the two models for the 20 to 50-year-old driver age groups. Average insurance cost ranges from $2,110 to $4,828 per year for a 2024 Jeep Grand Cherokee, and $1,928 to $4,372 for a 2024 Toyota Highlander for the included age groups.

The next tables illustrate the average cost to insure all 2024 trim levels, along with the average rate for each model. The 2024 Toyota Highlander reigns victorious over the 2024 Jeep Grand Cherokee for the cheapest overall car insurance rates.

2023 Jeep Grand Cherokee vs. Toyota Highlander

Insurance cost for a 2023 Jeep Grand Cherokee averages $2,480 per year, and insurance for a Toyota Highlander costs an average of $2,340 per year, making the Toyota Highlander the model with lower average insurance cost.

Out of 16 trim levels for the 2023 Jeep Grand Cherokee, the cheapest auto insurance rates are on the Laredo 2WD trim at a cost of $2,224 per year. The 2023 Toyota Highlander has 22 trim levels available, with the cheapest model to insure being the L 2WD trim at an average cost of $2,050 per year.

When trim-level rates for both models are compared, the cheapest trim to insure is the Toyota Highlander L 2WD at an average of $2,050 per year. The most expensive vehicle to insure is the Jeep Grand Cherokee Summit Reserve 4xe at a cost of $2,676 per year.

The table below compares the 12-month and monthly car insurance cost for 2023 Jeep Grand Cherokee and Toyota Highlander models, showing average cost for each trim level.

The next chart shows the average cost to insure the two models for a range of driver ages. Insurance cost ranges from $2,194 to $4,994 per year for a 2023 Jeep Grand Cherokee, and $2,066 to $4,746 for a 2023 Toyota Highlander for the illustrated age groups.

The tables below display average car insurance rates for every trim level for both 2023 models, as well as an average rate for each model. The cheapest to insure for the 2023 model year is the Toyota Highlander.

2022 Jeep Grand Cherokee vs. Toyota Highlander

For the 2022 model year, the cheaper model to insure on average is the Toyota Highlander. Average car insurance rates for the Jeep Grand Cherokee are $2,414 per year, and insurance for the Toyota Highlander averages $2,204 per year.

Insurance cost varies noticeably for different trim levels, however.

For a 2022 Jeep Grand Cherokee, rates range from the lowest rate of $2,174 per year for the Laredo model up to the most expensive rate of $2,612 for the Summit Reserve 4xe model. For a 2022 Toyota Highlander, rates range from $1,932 per year for the L 2WD model up to $2,480 for the most expensive Hybrid Platinum AWD model.

When trim-level rates for both models are compared, the cheapest trim is the Toyota Highlander L 2WD at an average of $1,932 per year, and the most expensive model and trim level is the Jeep Grand Cherokee Summit Reserve 4xe costing an average of $2,612 per year.

For a 2022 Jeep Grand Cherokee, the cheapest models are the Laredo, L Laredo, and Altitude. The cheapest Toyota Highlander models include the L 2WD, L AWD, and LE 2WD.

From a cost-per-month standpoint, average insurance rates for all 2022 Jeep Grand Cherokee and Toyota Highlander trim levels range from $161 to $218 per month.

The table below ranks the yearly and monthly cost of car insurance for 2022 Jeep Grand Cherokee and Toyota Highlander models, showing cost for each trim level of both models.

The bar chart below compares Jeep Grand Cherokee insurance to Toyota Highlander insurance average rates for the 2022 model year and for different driver ages.

The tables below detail insurance rates for all trim levels of 2022 Grand Cherokee and Highlander models. The 2022 Jeep Grand Cherokee has an average insurance cost of $2,414 and the 2022 Toyota Highlander is $2,204, making the Toyota Highlander cheaper by $210 per year.

2021 Jeep Grand Cherokee vs Toyota Highlander

When comparing insurance rates for the 2021 Jeep Grand Cherokee and Toyota Highlander models, the Toyota Highlander has cheaper rates by an average of $152 per year for this model year.

The chart below demonstrates the average cost to insure both 2021 models rated for drivers aged 20 to 50. For a 2021 Jeep Grand Cherokee, average car insurance cost ranges from $2,130 to $4,874 per year for these driver ages. A 2021 Toyota Highlander costs from $1,998 to $4,598 to insure per year.

The 2021 Jeep Grand Cherokee has 26 trim levels available, with the cheapest trim level to insure being the Laredo 2WD model at an average cost of $1,984 per year.

The 2021 Toyota Highlander has 17 trims available, with the cheapest trim level to insure being the L 2WD trim at an average cost of $1,982 per year, or about $165 per month.

When average insurance prices for all 43 trim levels for both 2021 models are compared, the lowest-cost model and trim level to insure is the Toyota Highlander L 2WD at an average of $1,982 per year. The most expensive trim is the Jeep Grand Cherokee Trackhawk Signature Leather 4WD at a cost of $2,842 per year.

The tables below show the expected annual car insurance cost by trim level for both 2021 models, along with an average cost for each model. The 2021 Toyota Highlander has cheaper average car insurance rates than the 2021 Jeep Grand Cherokee.

2020 Jeep Grand Cherokee vs Toyota Highlander

For 2020 Jeep Grand Cherokee and Toyota Highlander models, the Toyota Highlander has lower-cost car insurance by an average of $122 per year.

The next chart shows the average cost to insure the two models for different driver ages. Average insurance cost ranges from $2,050 to $4,686 per year for a 2020 Jeep Grand Cherokee, and $1,944 to $4,472 for a 2020 Toyota Highlander for the driver ages used.

Out of 26 trims for the 2020 Jeep Grand Cherokee, the cheapest auto insurance rates are on the Laredo 2WD trim at a cost of $1,910 per year. Out of the 17 trim levels available for the Toyota Highlander, the cheapest 2020 trim to insure is the L 2WD trim at a cost of $1,928.

When all 43 trims of both models are combined and compared, the lowest-cost model and trim to insure is the Jeep Grand Cherokee Laredo 2WD at an average rate of $1,910 per year. The most expensive model and trim level is the Jeep Grand Cherokee Trackhawk Signature Leather 4WD at an average of $2,734 per year.

The tables below show both 2020 models and all trim levels available for each one, as well as the overall average rate for each model. The cheapest to insure for the 2020 model year is the Toyota Highlander.

2019 Jeep Grand Cherokee vs Toyota Highlander

When comparing car insurance rates for 2019 models, a Jeep Grand Cherokee costs an average of $2,126 per year to insure and a Toyota Highlander costs $2,062, making the Toyota Highlander cheaper to insure by $64 per year for 2019.

The next chart visualizes the average cost to insure both 2019 models for four different driver age groups. For a 2019 Jeep Grand Cherokee, average car insurance cost ranges from $1,888 to $4,326 per year for the age groups used in the chart. A 2019 Toyota Highlander costs from $1,828 to $4,208 to insure per year.

For the 11 trim levels available for the 2019 Jeep Grand Cherokee, the cheapest trim to insure is the Laredo 2WD trim at an average cost of $1,854 per year, or $155 per month.

For the 17 trim levels available for the Toyota Highlander, the cheapest 2019 model to insure is the LE 2WD trim at a cost of $1,854.

When average car insurance prices for all 28 trims of both models are combined and sorted by cost, the overall cheapest vehicle to insure is the Jeep Grand Cherokee Laredo 2WD at an average rate of $1,854 per year. The overall most expensive vehicle to insure is the Jeep Grand Cherokee Trackhawk 4WD at an average cost of $2,584 per year.

The two tables below display average car insurance rates for each trim level, including an overall average rate. The model with the cheapest auto insurance rates for 2019 is the Toyota Highlander.

2018 Jeep Grand Cherokee vs Toyota Highlander

When comparing average insurance cost for 2018 models, the Jeep Grand Cherokee costs an average of $2,000 per year to insure and the Toyota Highlander costs $1,970, making the Toyota Highlander the winner by $30.

The chart below demonstrates the average cost to insure both models for a range of driver ages. Average car insurance cost ranges from $1,778 to $4,056 per year for a 2018 Jeep Grand Cherokee, and $1,750 to $4,014 for a 2018 Toyota Highlander for these driver ages.

The 2018 Jeep Grand Cherokee has 11 trims available, with the cheapest trim level to insure being the Laredo 2WD model at an average cost of $1,778 per year, or $148 per month.

Out of the 16 trim levels available for the Toyota Highlander, the cheapest 2018 trim to insure is the LE 2WD trim at a cost of $1,772 per year, or about $148 per month.

When looking at the aggregated rates by trim for both models, the cheapest vehicle to insure is the Toyota Highlander LE 2WD at an average cost of $1,772 per year. The overall most expensive vehicle to insure is the Jeep Grand Cherokee Trackhawk 4WD at an average cost of $2,462 per year.

The tables shown below show average car insurance cost by trim level for a 2018 Jeep Grand Cherokee and Toyota Highlander, along with the average rate for each model. The model with the cheapest overall car insurance cost for 2018 is the Toyota Highlander.

2017 Jeep Grand Cherokee vs Toyota Highlander

When comparing insurance rates for 2017 models, a Jeep Grand Cherokee costs an average of $1,912 per year to insure and a Toyota Highlander costs $1,878, making the Toyota Highlander cheaper to insure by $34 per year for this comparison year.

The chart below demonstrates the average cost to insure the two models for drivers from age 20 to 50. For a 2017 Jeep Grand Cherokee, the average car insurance cost ranges from $1,704 to $3,878 per year for the included driver ages. A 2017 Toyota Highlander costs from $1,670 to $3,820 to insure per year.

Out of 16 trims for the 2017 Jeep Grand Cherokee, the cheapest rates are on the Laredo 2WD model at a cost of $1,716 per year, or around $143 per month. For the 14 trims available for the Toyota Highlander, the cheapest 2017 model to insure is the LE 2WD model at a cost of $1,704 per year, or $142 per month.

When all 30 trims of both models are combined and compared, the cheapest model and trim level to insure is the Toyota Highlander LE 2WD at a cost of $1,704 per year, and the most expensive trim is the Toyota Highlander Hybrid Platinum 4WD at a cost of $2,076 per year.

The tables shown below display the expected annual car insurance cost by trim level for both 2017 models, including an overall average rate. The cheapest model to insure for the 2017 model year is the Toyota Highlander.

2016 Jeep Grand Cherokee vs Toyota Highlander

For 2016 Jeep Grand Cherokee and Toyota Highlander models, the Jeep Grand Cherokee has lower-cost car insurance by an average of $126 per year.

The chart shown below displays the average cost to insure the two models for drivers aged 20 to 50. Insurance cost ranges from $1,534 to $3,462 per year for a 2016 Jeep Grand Cherokee, and $1,650 to $3,748 for a 2016 Toyota Highlander for the example age groups.

For the 15 trims available for the 2016 Jeep Grand Cherokee, the cheapest model to insure is the Laredo 2WD trim at an average cost of $1,482 per year.

For the 12 trim levels available for the Toyota Highlander, the cheapest 2016 trim to insure is the LE 2WD model at a cost of $1,674 per year, or $140 per month.

When rates for all 27 trims of both models are combined and sorted by cost, the lowest-cost model and trim level to insure is the Jeep Grand Cherokee Laredo 2WD at an average rate of $1,482 per year, and the most expensive model and trim level is the Toyota Highlander Hybrid Platinum 4WD costing an average of $2,078 per year.

The tables shown below display the cost to insure the available trim levels for both 2016 models, plus the average rate for each model. The cheapest of the two models to insure for the 2016 model year is the Jeep Grand Cherokee.

2015 Jeep Grand Cherokee vs Toyota Highlander

For 2015 Jeep Grand Cherokee and Toyota Highlander models, the Toyota Highlander has lower-cost car insurance by an average of $82 per year.

The rate chart below displays the average cost to insure both 2015 models with different drivers at the wheel. For a 2015 Jeep Grand Cherokee, average car insurance cost ranges from $1,556 to $3,518 per year for the illustrated age groups. A 2015 Toyota Highlander costs from $1,482 to $3,356 to insure per year.

The 2015 Jeep Grand Cherokee has nine trims available, with the cheapest trim to insure being the Laredo 2WD trim at an average cost of $1,564 per year.

For the 12 trim levels available for the Toyota Highlander, the cheapest 2015 model to insure is the LE 2WD trim at a cost of $1,496.

When looking at the aggregated rates by trim for both models, the cheapest model and trim level to insure is the Toyota Highlander LE 2WD at an average of $1,496 per year. The highest-cost model and trim level is the Jeep Grand Cherokee SRT8 4WD at an average of $1,930 per year.

The next two tables display the average cost to insure all 2015 trim levels, including the average rate for each model.

Additional Jeep Grand Cherokee and Toyota Highlander Resources

• Jeep Grand Cherokee Insurance Rates
• Toyota Highlander Insurance Rates
• Midsize SUV Insurance Rate Comparisons