10,665 Used cars for sale near
Invalid ZIP
- Selection of the controls below will refresh the page with new results
- 25 miles
- 50 miles
- 75 miles
- 100 miles
- 150 miles
- 200 miles
- 250 miles
- 500 miles
- unlimited
Used Cars for Sale in Madison, WI for Every Budget
SortFilter
- Used
- Selection of the controls below will refresh the page with new results
- Most Relevant
- Price High to Low
- Price Low to High
- Distance Near to Far
- Distance Far to Near
- Newest
- Year Newest
- Year Oldest
- Miles Low to High
- Miles High to Low
Featured Sellers
2023 Jeep Grand Cherokee L Limited
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 23E
- - Trailer Tow Group (b) Rear Load Leveling Suspension Full Size Spare Ti...
- - Dual Pane Panoramic Sunroof
1- Sale Price: $33,900
- Used
- 28,508 Mi.
- Automatic
- 4WD-AWD
- -
- 6 Cyl.
- 84 Days on site
Must Go! Special2024 Dodge Durango RT Premium
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Tow ''n Go Package 295/45ZR20 BSW AS Tires 7 and 4 Pin Wiring Harness ...
- - Quick Order Package 22U R/T Premium Red Accent Stitching Suede Headlin...
- - 2nd Row Fold/tumble Captain Chairs
1- Sale Price: $41,600
- Used
- 34,035 Mi.
- Automatic
- 4WD-AWD
- -
- 8 Cyl.
- 192 Days on site
Must Go! Special2024 Dodge Durango RT Premium
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - 5.7L HEMI V8 Engine
- - Tow and Go Pkg.
- - Towing/Camper Pkg
1- Sale Price: $42,700
- Used
- 24,985 Mi.
- Automatic
- 4WD-AWD
- -
- 8 Cyl.
- 200 Days on site
2024 Jeep Wagoneer L Base
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Premium Group I 20 X 9.0 Premium 2 Aluminum Wheels Reversible Carpet/v...
- - Quick Order Package 25E
- - Diamond Black Crystal PC
1- Sale Price: $46,600
- Used
- 26,272 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 53 Days on site
2024 Jeep Grand Wagoneer Series II Obsidian
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 28T Obsidian 23 Speaker McIntosh Reference Audio S...
- - Convenience Group III Active Driving Assist System Intersection Collis...
- - MOPAR Interior Protection Package All-Season Floor Mats Cargo Tray
1- Sale Price: $54,200
- Used
- 62,740 Mi.
- Automatic
- 4WD-AWD
- Gray
- 6 Cyl.
- 32 Days on site
2025 RAM 1500 Rebel
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Advanced Safety Group Active Driving Assist System Surround View Camer...
- - Towing Technology Group Trailer Hitch Line-Up Assist Trailer Reverse G...
- - Technology Group Head Up Display LED CHMSL Lamp Digital 3.0 Rear View ...
1- Sale Price: $58,200
- Used
- 1,445 Mi.
- Automatic
- 4WD-AWD
- Beige
- 6 Cyl.
- 32 Days on site
Better Than Book2015 Ford F-250 Lariat
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Chrome Package Unique Chrome Mirror Caps 6 Angular Chrome Step Bars 18...
- - FX4 Off-Road Package Transfer Case and Fuel Tank Skid Plates Hill Desc...
- - Lariat Ultimate Package Memory Power Heated/cooled Driver''s Seat Memo...
1- Sale Price: $27,340
- Used
- 180,299 Mi.
- Automatic
- 4WD-AWD
- -
- 8 Cyl.
- 19 Days on site
2024 Chrysler Pacifica Touring L
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 27L
- - Power liftgate rear cargo door
- - Blind Spot Detection
1- Sale Price: $22,500
- Used
- 63,918 Mi.
- Automatic
- FWD
- White
- 6 Cyl.
- 87 Days on site
2022 Chrysler Pacifica Limited
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 27P
- - Power liftgate rear cargo door
- - Ventilated driver and front passenger seats
1- Sale Price: $26,300
- Used
- 57,683 Mi.
- Automatic
- FWD
- White
- 6 Cyl.
- 53 Days on site
Must Go! Special2024 Chrysler Pacifica Pinnacle
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Trailer Tow Group Hitch with 2 Receiver Trailer Sway Damping 7 and 4 P...
- - Quick Order Package 27S
- - Smart device and keyfob engine start control
1- Sale Price: $39,700
- Used
- 39,273 Mi.
- Automatic
- 4WD-AWD
- White
- 6 Cyl.
- 170 Days on site
Must Go! Special2025 Jeep Compass Limited
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 29G
- - Blind Spot Detection
- - Uconnect w/Bluetooth handsfree wireless device connectivity
1- Sale Price: $23,300
- Used
- 34,680 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 120 Days on site
Better Than Book2026 RAM 2500 Big Horn
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 2UZ Big Horn
- - Night Edition Firestone Brand Tires Gloss Black Nostrils/mic Black Gri...
- - Big Horn Level 1 Plus Equipment Group Google Android Auto SiriusXM Rad...
1- Sale Price: $48,300
- Used
- 9,911 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 12 Days on site
Must Go! Special2026 RAM 2500 Big Horn
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 2UZ Big Horn
- - Night Edition Firestone Brand Tires Gloss Black Nostrils/mic Black Gri...
- - Big Horn Level 1 Plus Equipment Group Google Android Auto SiriusXM Rad...
1- Sale Price: $45,950
- Used
- 27,961 Mi.
- Automatic
- 4WD-AWD
- Black
- 8 Cyl.
- 96 Days on site
Must Go! Special2025 RAM 2500 Big Horn
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 2UZ Big Horn
- - Night Edition Gloss Black Nostrils/mic Black Grille LT285/60R20E OWL O...
- - Big Horn Level 1 Plus Equipment Group Google Android Auto SiriusXM Rad...
1- Sale Price: $43,700
- Used
- 24,925 Mi.
- Automatic
- 4WD-AWD
- Blue
- 8 Cyl.
- 103 Days on site
2026 Honda CR-V Hybrid Sport Touring
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Apple CarPlay/Android Auto smart device wireless mirroring
- - Traffic Jam Assist hands-on cruise control
- - Collision Mitigation Braking System (CMBS) + Forward Collision Warning...
1- Sale Price: $40,200
- Used
- 18,096 Mi.
- Automatic
- 4WD-AWD
- Black
- 4 Cyl.
- 44 Days on site
Better Than Book2023 Jeep Renegade Latitude
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 22B
- - Solar Yellow Clearcoat
- - Apple CarPlay/Android Auto smart device mirroring
1- Sale Price: $19,600
- Used
- 57,950 Mi.
- Automatic
- 4WD-AWD
- Yellow
- 4 Cyl.
- 24 Days on site
2024 Dodge Durango GT Plus
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 2BG GT Plus Google Android Auto Red Accent Stitchi...
- - 2nd Row Fold/tumble Captain Chairs
- - Keyfob window control
1- Sale Price: $31,950
- Used
- 32,984 Mi.
- Automatic
- 4WD-AWD
- Red
- 6 Cyl.
- 11 Days on site
2017 Dodge Challenger GT
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Driver Convenience Group Remote Start System Blind Spot and Cross Path...
- - Quick Order Package 21B
- - Power Sunroof
1- Sale Price: $25,340
- Used
- 5,090 Mi.
- Automatic
- 4WD-AWD
- Black
- 6 Cyl.
- 11 Days on site
Must Go! Special2025 Jeep Compass Limited
Description: SummaryAt Sugar Loaf Chrysler Dodge Jeep Ram (Formerly Chrysler Winona) we strive to deliver the highest quality experience for anyone that walks through our door and are dedicated to long-term customer satisfaction and loyalty. We are a Customer First Award for Excellence Certified by J.D. Power winner since 2018. Price does NOT include Tax, Title...Features:- - Quick Order Package 29G
- - Silver Zynith Metallic CC
- - Blind Spot Detection
1- Sale Price: $23,300
- Used
- 30,162 Mi.
- Automatic
- 4WD-AWD
- Silver
- 4 Cyl.
- 121 Days on site
2022 RAM 1500 Tradesman 4x4 4dr Quad Cab 63 ft SB Pickup
Description: 1 Owner! Clean Carfax, no accidents! RAM BOX cargo management system! Factory remote start! 4WD! Rear view camera! 5.7L, V8 Hemi gas engine! Factory Mopar spray in bedliner! Towing package! 17 inch alloy wheels wrapped in BRAND NEW 265/70R17 All Season tires! Seating for 6! Chrome appearance group! Uconnect 5 with 8.4 inch touchscreen display! Blue...Features:- - 4wd Selector - Electronic Hi-Lo
- - 4wd Type - Part Time
- - Abs - 4-Wheel
1- Sale Price: $21,995
- Used
- 109,785 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 50 Days on site
Must Go! Special2018 Ford Transit 350 HD 2dr 138 in WB DRW Cutaway Chassis w9950 Lb GVWR
Description: 1 Owner! 10 foot Reading enclosed service body with 10 locking boxes and overhead ladder rack! Dually! One ton! Heavy Duty! 9950# GVWR package! Heated drivers seat! 3.7L, V6 engine! Versatile work vehicle! Towing package! Integrated electric brake controller! Power, heated towing mirrors! Nice and tall 195/75R16C General Grabber HD tires all the wa...Features:- - Airbag Deactivation - Passenger Switch
- - Axle Ratio - 4.10
- - Front Airbags - Dual
1- Sale Price: $21,995
- Used
- 191,338 Mi.
- Automatic
- RWD
- Red
- 5 Cyl.
- 771 Days on site
2025 Chevrolet Silverado 2500 LT 4x4 4dr Crew Cab SB
Description: 1 Owner! Full factory warranty! Heated seats! Heated steering wheel! Navigation! Remote Start! 4 Wheel Drive! Full crew cab! HD rear vision camera! 6.6L, V8 L5P Duramax turbo diesel engine! Heavy Duty! Short Box! 17 inch alloy wheels wrapped in BRAND NEW LT245/75R17 Nexen Roadian HTX2 Load Range E (10 ply) tires all the way around! Towing package! ...Features:- - 4wd Selector - Electronic Hi-Lo
- - 4wd Type - Part Time
- - Abs - 4-Wheel
1- Sale Price: $54,995
- Used
- 33,777 Mi.
- Automatic
- 4WD-AWD
- Blue
- 8 Cyl.
- 53 Days on site
2023 Chevrolet Silverado 2500 Work Truck 4x2 4dr Crew Cab LB
Description: 1 Owner! Factory powertrain warranty! Clean Carfax, no accidents! FULL CREW CAB! Back up camera! 6.6L, V8 gas engine! Heavy Duty! 6 speed automatic transmission! BRAND NEW LT245/75R17 Nexen Roadian HTX2 Load Range E (10 ply) tires all the way around! Matching A.R.E. contractor cap with side cabinet storage! KargoMaster overhead ladder rack! Seating...Features:- - Abs - 4-Wheel
- - Air Filtration
- - Airbag Deactivation - Occupant Sensing Passenger
1- Sale Price: $32,995
- Used
- 73,049 Mi.
- Automatic
- RWD
- White
- 8 Cyl.
- 24 Days on site
2022 Chevrolet Silverado 1500 LT 4x4 4dr Crew Cab 58 ft SB w2FL
Description: 1 Owner! Heated Seats! Heated Steering Wheel! Remote Start! Full crew cab! Spray in bedliner! Access Lorado roll up tonneau cover! HD rear vision camera! Towing package! 4 Wheel Drive! 20 inch aluminum wheels wrapped in BRAND NEW 275/60R20 Kumho tires all the way around! 2.7L turbo high output engine! Brand new turbo just installed by GM dealer! 13...Features:- - 4wd Selector - Electronic
- - 4wd Type - Part Time W/ On Demand Setting
- - Abs - 4-Wheel
1- Sale Price: $26,995
- Used
- 100,540 Mi.
- Automatic
- 4WD-AWD
- White
- 4 Cyl.
- 39 Days on site
2021 RAM 2500 Big Horn 4x4 4dr Crew Cab 8 ft LB Pickup
Description: 1 Owner! 6.4L, V8 HEMI gas engine! Back up camera! 4WD! Heavy Duty! Crew Cab! Long Box! 18 inch polished aluminum wheels wrapped in like new LT275/70R18 Hankook Dynapro AT2 Load Range E (10 ply) tires all the way around! Towing package! Integrated electric brake controller! Extendable, heated towing mirrors! Power folding side mirrors! Ranch Hand h...Features:- - 4wd Selector - Electronic Hi-Lo
- - 4wd Type - Part Time
- - Abs - 4-Wheel
1- Sale Price: $26,995
- Used
- 141,274 Mi.
- Automatic
- 4WD-AWD
- Black
- 8 Cyl.
- 44 Days on site
Must Go! Special2015 RAM ProMaster 2500 2dr CommercialCutawayChassis 136 in WB
Description: 1 Owner! Clean Carfax, no accidents! 10 foot enclosed Reading service body with 5 locking boxes on each side! Overhead ladder rack! Sliding door to cargo area! Ideal utility / service truck! Say YES to convenience and say GOODBYE to crawling around in the back of your cargo van searching for tools, parts & equipment! Nice and tall LT225/75R16 Advan...1- Sale Price: $17,995
- Used
- 171,538 Mi.
- Automatic
- FWD
- White
- 6 Cyl.
- 219 Days on site
2021 Chevrolet Silverado 1500 Work Truck 4x2 2dr Regular Cab 8 ft LB
Description: 1 Owner! Clean Carfax, no accidents! 5.3L, V8 gas engine! BRAND NEW 265/70R17 Yokohama Geolandar tires all the way around! Brand new brakes all the way around! Back up camera! Towing package! Power release tailgate! Keyless entry! Power windows, locks and mirrors! Traction control! Rear bumper steps! Air conditioning! Cruise control! Check out the ...Features:- - Abs - 4-Wheel
- - Active Grille Shutters
- - Air Filtration
1- Sale Price: $16,995
- Used
- 132,173 Mi.
- Automatic
- RWD
- Silver
- 8 Cyl.
- 63 Days on site
Better Than Book2024 GMC Sierra 1500 Pro 4x4 2dr Regular Cab 8 ft LB
Description: 1 Owner! 4X4! Clean Carfax, no accidents! Factory powertrain warranty! Rear vision camera! Towing package (9,500 lb capacity)! 5.3L, 8 cylinder engine! Nice and tall tires all the way around! Bluetooth with wireless Android auto and Apple carplay! Keyless entry! Lane keep assist! Forward collision alert! Rear bumper steps! Power windows, locks and...Features:- - 4wd Selector - Electronic
- - 4wd Type - Part Time W/ On Demand Setting
- - Abs - 4-Wheel
1- Sale Price: $29,995
- Used
- 92,133 Mi.
- Automatic
- 4WD-AWD
- White
- 8 Cyl.
- 30 Days on site
2023 Nissan Rogue S AWD 4dr Crossover
Description: 1 Owner! Clean Carfax, no accidents! 35 miles per gallon highway! ALL WHEEL DRIVE! Back up camera! 1.5L, 3 cylinder engine! NissanConnect with Apple CarPlay and Android Auto! 17 inch aluminum wheels! Rear park assist sensors! Push button start! Full steering wheel controls! Power windows, locks and mirrors! Keyless entry! Rear wiper! Spoil yourself...Features:- - 4wd Type - On Demand
- - Abs - 4-Wheel
- - Air Filtration
1- Sale Price: $17,995
- Used
- 94,138 Mi.
- Automatic
- 4WD-AWD
- -
- 3 Cyl.
- 50 Days on site
Must Go! Special2022 Mercedes-Benz Metris Cargo 3dr 126 WB Mini Van
Description: Clean Carfax, no accidents! Back up camera! Partition separating cargo area! 2.0L, 4 cylinder engine! Bluetooth with usb ports! BRAND NEW 235/55R17 Nexen tires all the way around! Power windows, locks and mirrors! Keyless entry! Traction control! Cruise control! Air conditioning! Full steering wheel controls! Ideal work vehicle! Check out the condi...Features:- - Abs - 4-Wheel
- - Air Filtration
- - Airbag Deactivation - Occupant Sensing Passenger
1- Sale Price: $22,995
- Used
- 99,833 Mi.
- Automatic
- RWD
- White
- 4 Cyl.
- 144 Days on site
Customize your budget
Monthly budget search results are estimated, based on a -month loan term with $ down payment, $ trade-in value, and % APR. Inputs can be personalized using the calculator. Payment calculations are only an estimate and do not include tax, title, or other fees.