Used Chrysler 300 for Sale in Chicago, IL
Buy a luxurious Chrysler 300 in the Windy City
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245 listings
- New Listing$12,899great price$3,830 below market
- 72,849 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Knoxville, TN / 457 miles away from Chicago, IL
CarFax 1-Owner,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,4-Wheel Disc Brakes,8-Speed A/T,A/C,A/T,ABS,Adjustable...
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: 2C3CCAAG8JH278152
Stock: JH278152P
Certified Pre-Owned: No - Price Drop$20,997great price$3,775 below market
- 41,797 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Berman Chrysler Dodge Jeep Ram (13 mi away)
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Located in Oak Lawn, IL / 13 miles away from Chicago, IL
Apple CarPlay/Android Auto, Black Chrome Surround 300S Grille, Black Headlamp Bezels, Black LED Taillamps, Black Noise 300 Badge, Black Noise Wing Bad...
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: 2C3CCAAG7NH134324
Stock: J3206A
Certified Pre-Owned: Yes
Listed since: 05-17-2025 - $25,217good price$2,531 below market
- 30,071 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- RubyCar - Chicago (In-stock online)
- Free home delivery*
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Located in Matteson, IL / 27 miles away from Chicago, IL
Certified. Certification Program Details: Type your description here Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX. RubyCar by ...
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: 2C3CCABG8NH167475
Stock: 99812510
Certified Pre-Owned: No
Listed since: 02-01-2024 - $8,995great price$3,573 below market
- 108,053 miles
- No accidents, 2 owners, corporate fleet vehicle
- 19 City / 31 Hwy MPG
- Family Car Corner (17 mi away)
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Located in Robbins, IL / 17 miles away from Chicago, IL
Visit Family Car Corner LLC to shop our great deals. You can contact us or call 7**-2**-4*** to schedule your test drive today. Child Safety Door Lock...
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/31 Highway)
Listing Information:
VIN: 2C3CCAAG1FH769444
Stock: 1581
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$14,997great price$2,878 below market
- 75,077 miles
- No accidents, 4 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Hamilton, NJ / 688 miles away from Chicago, IL
CarFax No Accidents Reported,High Demand,Rare Find,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,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: 2C3CCAEG8KH555622
Stock: KH555622U
Certified Pre-Owned: No - Price Drop$26,498good price$3,253 below market
- 33,089 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Johnston, IA / 314 miles away from Chicago, IL
CarFax No Accidents Reported,CarFax 1-Owner,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Leather Seats,Navigation System,Premium Sound,...
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: 2C3CCABG1PH641043
Stock: PH641043VP
Certified Pre-Owned: No - Price Drop$26,887good price$2,862 below market
- 33,107 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- RubyCar - Denver (In-stock online)
- Home delivery*
Close
Located in Aurora, CO / 907 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! CARFAX One-Owner. Clean CARFAX. RubyCar by Avis is a national online retailer that allows you to shop thousands ...
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: 2C3CCABG7PH599798
Stock: 52940473
Certified Pre-Owned: No
Listed since: 09-17-2024 - Not Priced
- 119,735 miles
- 1 accident, 2 owners, personal use only
- 17 City / 25 Hwy MPG
- Cars 147 Used Autos (18 mi away)
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Located in Midlothian, IL / 18 miles away from Chicago, IL
Two owners. Runs and drives well. 119k original miles.15 Day or 500 mile Powertrain Warranty comes standard on ALL vehicles.Extended warranty avail...
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:
20 Combined MPG (17 City/25 Highway)
Listing Information:
VIN: 2C3JA53GX5H506935
Stock: 15687-TR
Certified Pre-Owned: No
Listed since: 03-07-2025 - $9,995good price$2,359 below market
- 143,998 miles
- No accidents, 3 owners, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- M&S Auto Sales (9 mi away)
Close
Located in Chicago, IL / 9 miles away from Chicago, IL
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: 2C3CCAAG3JH278303
Stock: HS26319
Certified Pre-Owned: No
Listed since: 07-13-2024 - $7,995good price$1,683 below market
- 48,998 miles
- No accidents, 1 owner, personal use only
- 17 City / 24 Hwy MPG
- Sam's Auto Sales (8 mi away)
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Located in Chicago, IL / 8 miles away from Chicago, IL
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:
20 Combined MPG (17 City/24 Highway)
Listing Information:
VIN: 2C3LA53G16H165550
Stock: 165550
Certified Pre-Owned: No
Listed since: 08-19-2024 - Price Drop$27,696fair price$1,833 below market
- 35,037 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- RubyCar - Denver (In-stock online)
- Home delivery*
Close
Located in Aurora, CO / 907 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! Clean CARFAX. RubyCar by Avis is a national online retailer that allows you to shop thousands of high-quality, s...
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: 2C3CCABG2PH561007
Stock: 53030972
Certified Pre-Owned: No
Listed since: 10-07-2024 - $46,590fair price$1,696 below market
- 30,075 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 1,447 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: 2C3CCAPJ0PH500680
Stock: 2003803319
Certified Pre-Owned: No
Listed since: 06-11-2025 - $23,000good price$1,958 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 - $22,590good price
- 50,547 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in San Antonio, TX / 1,053 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: 2C3CCAAG9LH220618
Stock: 2003821063
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$12,753good price$1,847 below market
- 123,868 miles
- No accidents, 2 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Pittsburgh, PA / 405 miles away from Chicago, IL
CarFax No Accidents Reported,Rare Find,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyle...
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: 2C3CCAGG1HH577855
Stock: S577855A
Certified Pre-Owned: No - $24,990good price$2,091 below market
- 20,431 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Richmond, VA / 606 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: 2C3CCAAG2LH120232
Stock: 2003855658
Certified Pre-Owned: No
Listed since: 06-28-2025 - New Listing$23,499fair price$299 below market
- 51,975 miles
- No accidents, 2 owners, rental vehicle
- 18 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Vista, CA / 1,720 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: 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: 2C3CCARG7MH558475
Stock: 8DWD3T
Certified Pre-Owned: No
Listed since: 06-10-2025 - $22,990fair price$10 below market
- 61,162 miles
- No accidents, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Indianapolis, IN / 164 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:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARGXMH567154
Stock: 2003813402
Certified Pre-Owned: No
Listed since: 06-13-2025 - Price Drop$39,970good price$1,332 below market
- 10,934 miles
- No accidents, 1 owner, personal use
- 16 City / 25 Hwy MPG
- Sherman Dodge Chrysler Jeep Ram (11 mi away)
Close
Located in Skokie, IL / 11 miles away from Chicago, IL
CARFAX One-Owner.Certified.Bright White Clearcoat 2023 Chrysler 300 SS Odometer is 3208 miles below market average!RWD 8-Speed Automatic HEMI ...
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: Yes
Features and Specs:
19 Combined MPG (16 City/25 Highway)
Listing Information:
VIN: 2C3CCABTXPH580952
Stock: E7911
Certified Pre-Owned: Yes
Listed since: 06-17-2025 - $54,590fair price$682 above market
- 5,885 miles
- No accidents, 2 owners, personal use only
- 15 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 589 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: 2C3CCAPJ0PH501165
Stock: 2003798038
Certified Pre-Owned: No
Listed since: 06-18-2025 - $26,430fair price$929 below market
- 11,224 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Orlando, FL / 980 miles away from Chicago, IL
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Satellite Radio,WiFi Hotspot,4-W...
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: 2C3CCAAG9NH218127
Stock: NH218127
Certified Pre-Owned: No
Showing 22 - 42 out of 245 listings
Consumer Reviews for the Chrysler 300
Read recent reviews for the Chrysler 300
2023 300s - life in the faster lane
3733fred, 07/02/2024
2023 Chrysler 300
I read multiple reviews on the 300 series before purchase. I test drove comparable Genesis, Mercedes, Lexus and Cadillacs and even dipped into the Hondas, Toyota and Hyundai smaller sedans. Nothing compared to the 300 in terms of value and only a few had an engine like the Hemi. It is not the best handling car but it is decent. This car is a joy to drive with an engine that reminds me of … my younger days. To date there have been no issues with the car.
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