Skip to FiltersReport abuse
359 listings
- Price Drop$17,216fair price$168 below market
- 109,618 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- S & H Auto Sales Elkhart (86 mi away)
Close
Located in Elkhart, IN / 86 miles away from Chicago, IL
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 - Price Drop
- 30,438 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- S & H Auto Sales Elkhart (86 mi away)
Close
Located in Elkhart, IN / 86 miles away from Chicago, IL
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 - 48,761 miles
- Insurance loss reported, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- AutoSavvy - Merrillville (32 mi away)
Close
Located in Merrillville, IN / 32 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
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: 2C3CCARGXNH139733
Stock: 89686
Certified Pre-Owned: No- Price Drop$25,600great price$2,621 below market
- 35,731 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Ed Napleton Honda of Oak Lawn (13 mi away)
- Home delivery*
Close
Located in Oak Lawn, IL / 13 miles away from Chicago, IL
CARFAX One-Owner. Priced below KBB Fair Purchase Price! Silver Mist Clearcoat 2023 Chrysler 300 4D Sedan S 3.6L V6 24V VVT RWD Odometer is 1379 miles ...
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: 2C3CCABG2PH585307
Stock: RT4263
Certified Pre-Owned: No
Listed since: 06-04-2025 - $17,987great price$2,153 below market
- 95,342 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Russ Darrow Chrysler Jeep Dodge Ram of Milwaukee (90 mi away)
Close
Located in Milwaukee, WI / 90 miles away from Chicago, IL
2021 Chrysler 300 Touring Velvet Red Pearlcoat 3.6L V6 24V VVT RWD 8-Speed Automatic WE SHIP NATIONWIDE!!!, MANUFACTURER CERTIFIED, 18" x 7.5" Polishe...
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: 2C3CCAAG3MH520625
Stock: CJH8550
Certified Pre-Owned: No
Listed since: 06-13-2025 - $51,590fair price$570 below market
- 10,043 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Carvana - Chicago (41 mi away)
- Home delivery*
Close
Located in Chicago, IL / 41 miles away from Chicago, IL
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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJ8PH500572
Stock: 2003834607
Certified Pre-Owned: No
Listed since: 06-22-2025 - New Listing$20,990fair price
- 73,111 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 803 miles away from Chicago, IL
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: 2C3CCAAG8MH572137
Stock: 2003809432
Certified Pre-Owned: No
Listed since: 06-23-2025 - New Listing$22,999fair price$1,122 below market
- 55,232 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Concord, CA / 1,831 miles away from Chicago, IL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 2C3CCABG1MH525661
Stock: 7V54FQ
Certified Pre-Owned: No
Listed since: 06-26-2025 - $23,000good price$1,712 below market
- 33,042 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 1,527 miles away from Chicago, IL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Star...
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: 2C3CCABG2MH636977
Stock: MH636977P
Certified Pre-Owned: No - $9,999great price$2,996 below market
- 157,192 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Your Choice Auto Sales of Elmhurst (17 mi away)
Close
Located in Elmhurst, IL / 17 miles away from Chicago, IL
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$49,994good price$1,602 below market
- 12,978 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Zeigler Honda of Racine (60 mi away)
Close
Located in Mount Pleasant, WI / 60 miles away from Chicago, IL
1 OWNER CLEAN CARFAX! 1 OF 2000!Odometer is 1699 miles below market average!NAVIGATION, APPLE CARPLAY, ANDROID AUTO, BLIND SPOT MONITOR, REMOTE S...
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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJ6PH542464
Stock: P12347A
Certified Pre-Owned: No
Listed since: 07-08-2025 - $24,799fair price$838 below market
- 37,987 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Fresno, CA / 1,743 miles away from Chicago, IL
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 2C3CCABG3MH523717
Stock: 7V42TP
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$29,349fair price$909 below market
- 17,291 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Dempsey Dodge Chrysler Jeep Ram (50 mi away)
Close
Located in Plano, IL / 50 miles away from Chicago, IL
Recent Arrival! 3.6L V6 24V VVT.Odometer is 21128 miles below market average! 19/30 City/Highway MPGDempsey's has the Lowest Tax Rate in the Stat...
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: 2C3CCABG7PH662138
Stock: P7099
Certified Pre-Owned: No
Listed since: 04-28-2025 - Price Drop$25,544good price$1,697 below market
- 45,017 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Fieldhouse Ford (53 mi away)
Close
Located in Demotte, IN / 53 miles away from Chicago, IL
Power MOONROOF, Apple CarPlay/Android Auto, Heated front seats, ONLY ONE Previous Owner, LEATHER Trimmed Sport Seats, CLEAN Vehicle History Report, Wh...
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: 2C3CCABG8PH585408
Stock: CHYP0950
Certified Pre-Owned: No
Listed since: 07-16-2025 - $22,590
- 85,089 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 580 miles away from Chicago, IL
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: 2C3CCABG9MH529263
Stock: 2003854611
Certified Pre-Owned: No
Listed since: 06-28-2025 - Price Drop$24,990fair price$507 below market
- 39,553 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 1,788 miles away from Chicago, IL
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: 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: 2C3CCABG3MH636969
Stock: 2003827586
Certified Pre-Owned: No
Listed since: 06-30-2025 - Price Drop$22,990
- 77,452 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Atlanta, GA / 586 miles away from Chicago, IL
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: No
History Provider: AutoCheck
Title Details: Clean Title
Salvage Vehicle: No
Frame Damage: No
Theft History: No
Lemon Status: No
Free History Report: Yes
Features and Specs:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG3MH549685
Stock: 2003862630
Certified Pre-Owned: No
Listed since: 07-02-2025 - $21,295fair price
- 67,563 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Grapevine, TX / 805 miles away from Chicago, IL
CarFax No Accidents Reported,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigatio...
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: 2C3CCABG6MH549728
Stock: MH549728DW
Certified Pre-Owned: No - $20,923good price$1,029 below market
- 81,392 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Salem, OR / 1,774 miles away from Chicago, IL
CarFax No Accidents Reported,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats...
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: 2C3CCABG6MH523596
Stock: V523596
Certified Pre-Owned: No - Price Drop$21,590fair price$259 below market
- 52,152 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cincinnati, OH / 253 miles away from Chicago, IL
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: 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: 2C3CCAAG0MH626546
Stock: 2003830420
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$24,990fair price$234 below market
- 42,603 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Salt Lake City, UT / 1,254 miles away from Chicago, IL
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: 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: 2C3CCABG2MH636963
Stock: 2003862734
Certified Pre-Owned: No
Listed since: 07-11-2025
Showing 1 - 21 out of 359 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 2021 Chrysler 300 in Chicago, IL Values
Estimated values
2021 Chrysler 300 Touring L 4dr Sedan AWD (3.6L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $18,684 | $21,085 | $23,510 |
| Clean | $18,285 | $20,597 | $22,924 |
| Average | $17,620 | $19,784 | $21,948 |
| Rough | $16,755 | $18,726 | $20,679 |
The average list price of a used 2021 Chrysler 300 in Chicago, Illinois is $25,145. The average mileage on a used Chrysler 300 2021 for sale in Chicago, Illinois is 57,504. Based on the average mileage of 57,504 for used 2021 Chrysler 300 for sale in Chicago, IL 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 2021 in Chicago, Illinois to be $17,620.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.