Top 10 Cheapest Cars to Insure

5. Jeep Compass Sport - $1,140

Next up is the Jeep Compass Sport, featuring a 2.0-liter four-cylinder engine with 158 hp and 141 lb-ft of torque. Priced from $19,590, it’s one of the more affordable vehicles on the list while offering SUV versatility with Jeep’s namesake. The Compass Sport is estimated to cost $1,140 a year to insure – just like the Chrysler Town & Country Touring – and gets 23 MPG in the city and 30 MPG on the highway.