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$28,998fair price$603 above market
- 8,254 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OK to IL*
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Located in Tulsa, OK / 600 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
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: 2C3CCAAG6PH677215
Stock: 27678220
Certified Pre-Owned: No - Price Drop$26,489good price$3,118 below market
- 34,369 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- RubyCar - Nashville (In-stock online)
- Home delivery*
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Located in Mount Juliet, TN / 397 miles away from Chicago, IL
Priced below KBB Fair Purchase Price! Clean CARFAX. CARFAX One-Owner. 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: 2C3CCABG2PH620413
Stock: 53258730
Certified Pre-Owned: No
Listed since: 09-23-2024 - New Listing$51,590fair price$1,352 below market
- 10,043 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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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 - Price Drop$17,790fair price$270 below market
- 95,296 miles
- No accidents, 2 owners, corporate fleet vehicle
- 18 City / 27 Hwy MPG
- Elgin Chrysler Dodge Jeep RAM (In-stock online)
- Home delivery*
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Located in Streamwood, IL / 27 miles away from Chicago, IL
Gloss Black 2017 Chrysler 300 S AWD 8-Speed Automatic 3.6L V6 24V VVT 1-Yr SiriusXM Guardian Trial, 300S Premium Group, 5-Year SiriusXM Traffic Servic...
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: 2C3CCAGG4HH606801
Stock: F14244A
Certified Pre-Owned: No
Listed since: 07-14-2025 - $50,990good price$2,010 below market
- 9,790 miles
- No accidents, 2 owners, personal use only
- 15 City / 24 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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJ5PH502036
Stock: 2003875454
Certified Pre-Owned: No
Listed since: 07-19-2025 - New Listing$32,990fair price$736 below market
- 3,346 miles
- No accidents, 2 owners, personal use only
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Grand Rapids, MI / 125 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: 2C3CCADG2PH573185
Stock: 2003930481
Certified Pre-Owned: No
Listed since: 07-25-2025 - $8,650good price$1,356 below market
- 128,318 miles
- 1 accident, 1 owner, personal use only
- 18 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Troy, MI / 232 miles away from Chicago, IL
High Value Options,Bluetooth,Heated Seats,Keyless Start,Leather Seats,Remote Start,Satellite Radio,4-Wheel Disc Brakes,8-Speed A/T,A/C,A/T,ABS,Adjusta...
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:
21 Combined MPG (18 City/27 Highway)
Listing Information:
VIN: 2C3CCARG0DH604339
Stock: DH604339P
Certified Pre-Owned: No - $51,998fair price$650 below market
- 11,306 miles
- No accidents, 2 owners, personal use only
- 15 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from VA to IL*
Close
Located in Midlothian, VA / 612 miles away from Chicago, IL
CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...
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:
18 Combined MPG (15 City/24 Highway)
Listing Information:
VIN: 2C3CCAPJ3PH502102
Stock: 27286722
Certified Pre-Owned: No - $27,590fair price$791 below market
- 24,629 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 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: 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: 2C3CCABG0NH228852
Stock: 2003847883
Certified Pre-Owned: No
Listed since: 07-08-2025 - New Listing$47,495good price$2,609 below market
- 22,254 miles
- No accidents, 1 owner, personal use only
- 15 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Troy, MI / 232 miles away from Chicago, IL
CarFax No Accidents Reported,Rare Find,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Heated Steering Wheel,Keyless Start,Lane ...
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: 2C3CCAPJ9PH500354
Stock: DPH500354
Certified Pre-Owned: No - New Listing$23,999good price$1,520 below market
- 41,694 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Reseda, CA / 1,753 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:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG0MH626433
Stock: 7VRT2P
Certified Pre-Owned: No
Listed since: 06-17-2025 - $8,995fair price$782 below market
- 97,154 miles
- No accidents, 4 owners, corporate fleet vehicle
- 19 City / 31 Hwy MPG
- Route 6 Auto Max (20 mi away)
Close
Located in Markham, IL / 20 miles away from Chicago, IL
WWW.ROUTE6AUTOMAX.COM APPLY NOW BIG SCREEN 1ST TIME BUYER PROGRAMS PRICED TO SELL 7**-2**-9*** office line ask for sales. Good Credit, Bad Credit,...
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: 2C3CCAAG4EH138654
Stock: 138654
Certified Pre-Owned: No
Listed since: 09-20-2024 - $6,000fair price$730 below market
- 188,514 miles
- 2 accidents, 3 owners, personal use only
- 19 City / 31 Hwy MPG
- Burr Oak Auto (16 mi away)
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Located in Blue Island, IL / 16 miles away from Chicago, IL
Non-smoker owner, Vehicle Runs Well, Smooth ride, Upgraded stereo, Regularly maintained, Lots of storage, Seats as good as new, Must test drive, D...
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/31 Highway)
Listing Information:
VIN: 2C3CCAAG7CH289274
Stock: F0078
Certified Pre-Owned: No
Listed since: 09-05-2023 - $27,988fair price$727 below market
- 12,271 miles
- 1 accident, 1 owner, personal use only
- 19 City / 30 Hwy MPG
- Jake Sweeney Express (In-stock online)
- Home delivery*
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Located in Cincinnati, OH / 245 miles away from Chicago, IL
Jake Sweeney Is Here to Help! If you are in need of a new or used vehicle, we are offering you the ability to shop online and have your vehicle delive...
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: 2C3CCAAG4PH510092
Stock: D80061
Certified Pre-Owned: No
Listed since: 05-30-2025 - $14,995fair price$251 below market
- 93,559 miles
- No accidents, 2 owners, rental vehicle
- 19 City / 30 Hwy MPG
- Prime Auto Finance (20 mi away)
Close
Located in Hammond, IN / 20 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: 2C3CCAEG4JH159315
Stock: HS10723
Certified Pre-Owned: No
Listed since: 07-19-2025 - $26,990fair price$961 below market
- 28,444 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Las Vegas, NV / 1,522 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: 2C3CCABG7NH228878
Stock: 2003842125
Certified Pre-Owned: No
Listed since: 07-02-2025 - New Listing$23,999fair price$886 below market
- 57,539 miles
- No accidents, 1 owner, rental vehicle
- 19 City / 30 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Pelham, AL / 594 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:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCABG7NH167709
Stock: 7VYT52
Certified Pre-Owned: No
Listed since: 04-09-2025 - $22,495fair 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 - $27,990fair price$923 below market
- 25,142 miles
- No accidents, 1 owner, personal use only
- 19 City / 30 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:
23 Combined MPG (19 City/30 Highway)
Listing Information:
VIN: 2C3CCADG2NH131035
Stock: 2003909461
Certified Pre-Owned: No
Listed since: 07-20-2025 - $4,995fair price$67 below market
- 179,428 miles
- No accidents, 2 owners, personal use only
- 17 City / 25 Hwy MPG
- Sam's Auto Sales (8 mi away)
Close
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/25 Highway)
Listing Information:
VIN: 2C3JA53G05H105149
Stock: 105149
Certified Pre-Owned: No
Listed since: 05-03-2025 - $24,990fair price$347 below market
- 35,835 miles
- No accidents, 1 owner, corporate fleet vehicle
- 19 City / 30 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in New York City, NY / 713 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: 2C3CCAAG2PH580951
Stock: 2003861736
Certified Pre-Owned: No
Listed since: 07-07-2025
Showing 43 - 63 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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