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New & Used 2026 Jeep Cherokee for Sale near Chester, MA

166 results
Chester, MA
2026 Jeep Cherokee Overland 4WD

2026 Jeep Cherokee

New car | MSRP $45,220

$45,220

Ware, MA
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White Clear Coat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
8
Stock number:
197424
VIN:
3C4PJMC24TT197424

2026 Jeep Cherokee Limited 4WD

2026 Jeep Cherokee

New car | MSRP $42,220

$42,220

Stafford Springs, CT
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Hydro Blue Pearlcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
17
Stock number:
S1411
VIN:
3C4PJMB20TT156774

2026 Jeep Cherokee Limited 4WD

2026 Jeep Cherokee

New car | MSRP $43,810

Negotiable

Ellington, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
'41
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
237153
VIN:
3C4PJMB21TT237153

2026 Jeep Cherokee Laredo 4WD

2026 Jeep Cherokee

New car | MSRP $41,310

Negotiable

Ellington, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
'41
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
TT219156
VIN:
3C4PJMB25TT219156

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $45,305

$45,305

Westfield, MA
18 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White
Fuel type:
Hybrid
Interior color:
Arctic/Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
215114
VIN:
3C4PJMB22TT215114

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $45,990

$45,240

Northampton, MA
18 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White Clearcoat
Fuel type:
Hybrid
Interior color:
Arctic/Black
Transmission:
Continuously Variable Transmission
Stock number:
TT240706
VIN:
3C4PJMC20TT240706

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $42,990

$42,990

Ware, MA
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Hydro Blue Pearl Coat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
1-Speed CVT
Mileage:
23
Stock number:
210360
VIN:
3C4PJMB23TT210360

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $44,305

Negotiable

Ellington, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Diamond Black Crystal Pearlcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
237472
VIN:
3C4PJMB26TT237472

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $44,305

Negotiable

Ellington, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Silver Zynith
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
237476
VIN:
3C4PJMB23TT237476

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $44,995

Negotiable

Bennington, VT
45 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
213503
VIN:
3C4PJMC25TT213503

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $43,590

$43,590

Ware, MA
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Red Hot Pearl Coat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
8
Stock number:
210852
VIN:
3C4PJMB22TT210852

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $48,100

$48,100

Stafford Springs, CT
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
'41
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
214091
VIN:
3C4PJMC22TT214091

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $46,380

$46,380

Bristol, CT
40 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Sting-Gray Clearcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Stock number:
26C0171
VIN:
3C4PJMC21TT211716

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $46,780

$46,780

Bristol, CT
40 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Red Hot Pearlcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Stock number:
26C0172
VIN:
3C4PJMC25TT214232

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $42,220

$42,220

Stafford Springs, CT
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
20
Stock number:
S1410
VIN:
3C4PJMB23TT157529

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $42,220

$42,220

Stafford Springs, CT
39 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Red Hot Pearlcoat
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
16
Stock number:
S1423
VIN:
3C4PJMB2XTT157530

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $40,815

$40,407

East Hartford, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Gray
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
JC210599
VIN:
3C4PJMB25TT210599

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $43,710

$43,710

Ellington, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
Bright White
Fuel type:
Hybrid
Interior color:
Global Black
Transmission:
Continuously Variable Transmission
Mileage:
19
Stock number:
TT157667
VIN:
3C4PJMB24TT157667

Preparing for a close up...

Photos coming soon

2026 Jeep Cherokee

New car | MSRP $43,215

$43,215

East Hartford, CT
38 mi away
Year:
2026
Make:
Jeep
Model:
Cherokee
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
1.6L I4 Hybrid
Exterior color:
White
Fuel type:
Hybrid
Interior color:
Black
Transmission:
Continuously Variable Transmission
Mileage:
0
Stock number:
JC40824
VIN:
3C4PJMB24TT240824

  1. Home
  2. / Used Cars
  3. / Jeep Cherokee
  4. / 2026
  5. / Massachusetts
  6. / Chester
Overview
FAQs
Picture of 2026 Jeep Cherokee

Jeep rethinks a popular model by taking a page from rivals.

The Jeep Cherokee returns for the 2026 model year after a two-year hiatus. It’s once again a compact crossover SUV aimed at popular models such as the Honda CR-V and the Toyota RAV4, but features more traditional styling than its predecessor. That’s not the only thing about the Cherokee that got a major rethink, because this is also the first Cherokee—and the only current North American-market Jeep—with a hybrid powertrain.

Verdict: The redesigned Cherokee successfully merges traditional Jeep styling with the winning template for mainstream crossover SUVs.

2026 Jeep Cherokee FAQs

Is the 2026 Jeep Cherokee a good car?

CarGurus experts gave the 2026 Jeep Cherokee an overall rating of 7/10 and 2026 Jeep Cherokee owners have rated the vehicle a 0/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

Is the 2026 Jeep Cherokee safe?

CarGurus experts gave the 2026 Jeep Cherokee a safety rating of 7/10.

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