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487 listings
- New Listing$15,595great price$5,110 below market
- 76,274 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Zeigler Cadillac of Lincolnwood (72 mi away)
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Located in Lincolnwood, IL / 72 miles away from Milwaukee, WI
2020 Chrysler 300 Limited Bright White Clearcoat NAVIGATION w/BACKUP CAMERA*, BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, LEATHER HEATED SEATS*, VEN...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAEG1LH141843
Stock: P4408
Certified Pre-Owned: No
Listed since: 03-05-2025 - Price Drop$22,927fair price$446 above market
- 19,501 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Green Chevrolet (179 mi away)
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Located in Peoria, IL / 179 miles away from Milwaukee, WI
2020 Chrysler 300 Touring Bright White ClearcoatJUST ARRIVED HIGHLY SOUGHT AFTER!Experience the perfect blend of style, comfort, and technology i...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG3LH205029
Stock: P4337
Certified Pre-Owned: No
Listed since: 05-27-2025 - $9,999great price$3,187 below market
- 157,192 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Your Choice Auto Sales of Elmhurst (77 mi away)
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Located in Elmhurst, IL / 77 miles away from Milwaukee, WI
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABGXKH617929
Stock: EM-617929
Certified Pre-Owned: No - Price Drop$17,216good price$1,353 below market
- 109,618 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- S & H Auto Sales Elkhart (134 mi away)
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Located in Elkhart, IN / 134 miles away from Milwaukee, WI
Just in! This NICE 2021 Chrysler 300 Touring AWD has just ONE OWNER! Remote Start, Leather, Heated Front Seats, Rear Camera and more! Come see this...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG3MH526378
Stock: E526378
Certified Pre-Owned: No
Listed since: 03-28-2025 - $30,590
- 18,542 miles
- No accidents, 1 owner, personal use only
- Carvana - Chicago (69 mi away)
- Home delivery*
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Located in Chicago, IL / 69 miles away from Milwaukee, WI
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
Listing Information:
VIN: 2C3CCABT3KH722891
Stock: 2003831681
Certified Pre-Owned: No
Listed since: 06-19-2025 - $20,562fair price$36 above market
- 82,673 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Mills Chevrolet (167 mi away)
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Located in Davenport, IA / 167 miles away from Milwaukee, WI
Priced below KBB Fair Purchase Price! Granite Crystal Metallic Clearcoat 2021 Chrysler 300 S 4D Sedan 3.6L V6 24V VVT 8-Speed Automatic RWD
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG8MH634523
Stock: X15476
Certified Pre-Owned: No
Listed since: 05-01-2025 - New Listing$20,995fair price$374 below market
- 79,576 miles
- 2 accidents, 4 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Auto House of Bloomington (187 mi away)
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Located in Bloomington, IL / 187 miles away from Milwaukee, WI
Check out this 2021 CHRYSLER 300 S. Clean Car Fax. ONLY 79K MILES! Features include: alloy wheels, cruise control, back up camera, leather, heated sea...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG0MH545447
Stock: 545447
Certified Pre-Owned: No
Listed since: 06-11-2025 - New Listing$17,100good price$3,157 below market
- 80,001 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- Best Car Finance (106 mi away)
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Located in Frankfort, IL / 106 miles away from Milwaukee, WI
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCAGG7KH648922
Stock: 10050
Certified Pre-Owned: No - New Listing$16,995fair price$429 above market
- 106,040 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- Auto House of Bloomington (187 mi away)
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Located in Bloomington, IL / 187 miles away from Milwaukee, WI
Check out this 2019 CHRYSLER 300 S! 2 OWNER! Clean Car Fax. Features include: alloy wheels, cruise control, back up camera, push to start, leather, he...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCAGG4KH654614
Stock: 654614
Certified Pre-Owned: No
Listed since: 07-16-2025 - New Listing$16,495fair price$549 above market
- 97,236 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Auto House of Bloomington (187 mi away)
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Located in Bloomington, IL / 187 miles away from Milwaukee, WI
Check out this 2019 CHRYSLER 300 TOURING. Clean Car Fax. 2 OWNER! Features include: alloy wheels, cruise control, back up camera, and much more. CAL...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG0KH663870
Stock: 663870
Certified Pre-Owned: No
Listed since: 07-25-2025 - Not Priced
- 34,452 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Guaranteed Motor Cars - Lansing (104 mi away)
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Located in Lansing, IL / 104 miles away from Milwaukee, WI
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG4KH738861
Stock: PH123M
Certified Pre-Owned: No
Listed since: 06-26-2025 - $17,895good price$2,727 below market
- 75,574 miles
- 2 accidents, 2 owners, rental vehicle
- 18 City / 27 Hwy MPG
- Schererville Auto Sales (108 mi away)
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Located in Schererville, IN / 108 miles away from Milwaukee, WI
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCAKG0KH706201
Stock: 706201
Certified Pre-Owned: No - Price Drop
- 30,438 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- S & H Auto Sales Elkhart (134 mi away)
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Located in Elkhart, IN / 134 miles away from Milwaukee, WI
CARFAX One-Owner. Clean CARFAX. Bright White Clearcoat 2021 Chrysler 300 Touring AWD 8-Speed Automatic 4D Sedan 3.6L V6 24V VVT 18/27 City/Highway MPG...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG6MH683547
Stock: E683547
Certified Pre-Owned: No
Listed since: 07-21-2025 - 35,276 miles
- 1 accident, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- 94 Nissan of South Holland (101 mi away)
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Located in South Holland, IL / 101 miles away from Milwaukee, WI
4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy wheels, AM/FM radio: SiriusXM, Anti-whiplash front head restraints, Apple CarPlay...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG5KH502608
Stock: P8690
Certified Pre-Owned: No
Listed since: 07-17-2025- 68,302 miles
- No accidents, 1 owner, personal use
- 18 City / 27 Hwy MPG
- Berger Chevrolet (117 mi away)
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Located in Grand Rapids, MI / 117 miles away from Milwaukee, WI
Heated Seats, Onboard Communications System, iPod/MP3 Input, Satellite Radio, Back-Up Camera, All Wheel Drive, TRANSMISSION: 8-SPEED AUTOMATIC 850RE.....
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG1MH536097
Stock: J33946
Certified Pre-Owned: No
Listed since: 07-16-2025- Price Drop$8,799great price$2,735 below market
- 149,996 miles
- 1 accident, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Your Choice Autos - Waukegan (48 mi away)
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Located in Waukegan, IL / 48 miles away from Milwaukee, WI
The 2018 Chrysler 300 Limited 4dr Sedan with the 3.6L V6 engine is a stylish, comfortable, and feature-packed luxury sedan. Below are its notable feat...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAEG5JH140336
Stock: WYC-140336
Certified Pre-Owned: No
Listed since: 02-05-2025 - Price Drop$18,498great price$2,986 below market
- 57,677 miles
- No accidents, 2 owners, personal use
- 19 City / 30 Hwy MPG
- Thomas Dodge Chrysler Jeep Ram of Highland (106 mi away)
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Located in Highland, IN / 106 miles away from Milwaukee, WI
7 Year/100,000 Mile Limited Warranty! 3-month/3,000-mile Maximum Care coverage. This coverage protects over 5,000 vehicle components, and it begins wh...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG1LH173648
Stock: H46978A
Certified Pre-Owned: Yes
Listed since: 04-19-2025 - 100,773 miles
- No accidents, 2 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- AA Automotive (6 mi away)
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Located in Cudahy, WI / 6 miles away from Milwaukee, WI
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG3KH691022
Stock: 19chr300
Certified Pre-Owned: No- $24,990good price$2,018 below market
- 20,431 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Richmond, VA / 657 miles away from Milwaukee, WI
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCAAG2LH120232
Stock: 2003855658
Certified Pre-Owned: No
Listed since: 06-28-2025 - $24,956good price$3,188 below market
- 49,500 miles
- No accidents, 1 owner, rental vehicle
- 18 City / 27 Hwy MPG
- Baker Chevrolet of Allegan (112 mi away)
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Located in Allegan, MI / 112 miles away from Milwaukee, WI
Chrysler 300 Touring Non-Smoker, AWD. Priced below KBB Fair Purchase Price! 18/27 City/Highway MPG Baker Chevrolet of Allegan is car buying the way it...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCASGXNH229071
Stock: BB5467
Certified Pre-Owned: No
Listed since: 07-02-2025 - $17,895good price$2,111 below market
- 85,713 miles
- No accidents, 3 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Golf Mill Ford (69 mi away)
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Located in Niles, IL / 69 miles away from Milwaukee, WI
2018 Chrysler 300 S Granite Crystal Metallic Clearcoat RWD 4D Sedan3.6L V6 24V VVT 8-Speed AutomaticClean CARFAX.19/30 City/Highway MPG **With some av...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABGXJH261304
Stock: X14805B
Certified Pre-Owned: No
Listed since: 07-07-2025
Showing 1 - 21 out of 487 listings
Consumer Reviews for the Chrysler 300
Read recent reviews for the Chrysler 300
Best car for the dollar!
Jacob, 03/27/2019
2019 Chrysler 300 C 4dr Sedan (5.7L 8cyl 8A)
Dollar for dollar there is no better!!! Came from an S -Class, while the 300 is down a rung or two from that , I only paid a third of the price. 33% of the price for 80% of the experience is a WIN-WIN for the 300C. 300 and Hemi never stop pleasing!
UPDATE - 3 years later and still great! Buy one while you still can!
Used 2020 Chrysler 300 in Milwaukee, WI Values
Estimated values
2020 Chrysler 300 Limited 4dr Sedan (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $15,197 | $17,512 | $19,754 |
| Clean | $14,802 | $17,035 | $19,192 |
| Average | $14,144 | $16,241 | $18,256 |
| Rough | $13,288 | $15,208 | $17,039 |
The average list price of a used 2020 Chrysler 300 in Milwaukee, Wisconsin is $19,960. The average mileage on a used Chrysler 300 2020 for sale in Milwaukee, Wisconsin is 73,085. Based on the average mileage of 73,085 for used 2020 Chrysler 300 for sale in Milwaukee, WI and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Chrysler 300 2020 in Milwaukee, Wisconsin to be $14,144.
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