Windy City Motors in Chicago, IL
Dealer Analysis 7 Deals Found
392 Cars for sale now, starting at $4,896
Avg. Price: 17573.0
Typical Price Range: 8896.0–25850.0
Average Savings ($) Below Market Price
Avg. Savings: $1,580
Save up to $4,239 below est. market price
% of Used Cars That Are Deals
Avg. Mileage: 110804.0
Typical Mileage Range: 57803.5–166024.0
% of Listings with Valid Price, Mileage, and Photo
- This Dealer
- Average Dealer
Windy City Motors is given a 3.5 "overall dealer rating" based on our analysis of 191 cars the dealer recently listed for sale. This assesses the dealer's price competitiveness, responsiveness to inquiries, and information transparency (how good the dealers are at providing basic information such as vehicle photos, price and mileage).
Inventory Analysis
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Showing 1-20 of 392 Listings
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$24,896
GREAT DEAL
2019 Lexus NX 300 F SPORT
- 39,735 Miles
- Chicago, IL (0 mi away)
- $4,239 Below market value of $29,135
- Low annual miles
- Listed 250 days ago
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Used 2019 Lexus NX 300 F SPORT for Sale
39,735 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $24,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | JTJYARBZ1K2152082 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, internet radio |
| Mileage | 39,735 mi. |
| Transmission | Automatic |
| Exterior Color | Red |
| Interior Color | Black |
| MPG | 25 combined |
| Drivetrain | Front-wheel drive |
$20,896
$21,895
GREAT DEAL
2015 Ford Super Duty F-250 XL
- 114,661 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.5998826 yrs
- $3,069 Below market value of $23,965
- Listed 117 days ago
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Used 2015 Ford Super Duty F-250 XL for Sale
114,661 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $20,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Flex fuel |
| Seats | 6 Seats |
| VIN | 1FT7W2B66FEA53856 |
| Location | Chicago, IL - 0 mi. |
| Features | child safety, anti-theft system |
| Mileage | 114,661 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Gray |
| Drivetrain | 4X4 |
$15,896
GOOD DEAL
2013 Toyota Highlander Base
- 69,185 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 5.686027 yrs
- $1,253 Below market value of $17,149
- Listed 104 days ago
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Used 2013 Toyota Highlander Base for Sale
69,185 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $15,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5TDBK3EH6DS240143 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, alloy wheels, power outlet |
| Mileage | 69,185 mi. |
| Transmission | Automatic |
| Exterior Color | Green metallic |
| Interior Color | Gray |
| MPG | 19 combined |
| Drivetrain | All-wheel drive |
$11,995
GOOD DEAL
1994 Pontiac Firebird Trans Am
- 94,749 Miles
- Chicago, IL (0 mi away)
- $610 Below market value of $12,605
- Low annual miles
- Listed 120 days ago
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Used 1994 Pontiac Firebird Trans Am for Sale
94,749 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $11,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 4 Seats |
| VIN | 2G2FV22PXR2224765 |
| Location | Chicago, IL - 0 mi. |
| Features | alloy wheels, anti-theft system |
| Mileage | 94,749 mi. |
| Transmission | Manual |
| Exterior Color | White |
| Interior Color | Gray |
| Drivetrain | Rear-wheel drive |
$21,850
$22,850
GOOD DEAL
2014 Chevrolet Express 3500
- 82,260 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 7.043043 yrs
- $857 Below market value of $22,707
- Listed 304 days ago
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Used 2014 Chevrolet Express 3500 for Sale
82,260 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $21,850 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 2 Seats |
| VIN | 1GB3G2CG1E1180107 |
| Location | Chicago, IL - 0 mi. |
| Mileage | 82,260 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Gray |
| Drivetrain | Rear-wheel drive |
$29,896
GOOD DEAL
2020 Toyota Sienna LE
- 74,841 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 8.566204 yrs
- $615 Below market value of $30,511
- Listed 163 days ago
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Used 2020 Toyota Sienna LE for Sale
74,841 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $29,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 0 Seats |
| VIN | 5TDKZ3DC3LS064281 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, captain's chair, child safety, navigation, backup camera |
| Mileage | 74,841 mi. |
| Transmission | Automatic |
| Exterior Color | Gray |
| Interior Color | Gray |
| MPG | 21 combined |
| Drivetrain | Front-wheel drive |
$17,995
FAIR DEAL
2014 Tesla Model S 85
- 53,635 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 9.464058 yrs
- $259 Above market value of $17,735
- Listed 311 days ago
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Used 2014 Tesla Model S 85 for Sale
53,635 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $17,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Fuel Type | Electric |
| Seats | 5 Seats |
| VIN | 5YJSA1H13EFP32236 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, alloy wheels |
| Mileage | 53,635 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| MPG | 89 combined |
| Drivetrain | Rear-wheel drive |
$36,995
FAIR DEAL
2021 Jeep Wrangler Unlimited High Altitude
- 31,231 Miles
- Chicago, IL (0 mi away)
- $954 Above market value of $36,041
- Low annual miles
- Listed 185 days ago
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Used 2021 Jeep Wrangler Unlimited High Altitude for Sale
31,231 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $36,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4HJXEG9MW614269 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 31,231 mi. |
| Transmission | Automatic |
| Exterior Color | Granite crystal metallic |
| MPG | 20 combined |
| Drivetrain | 4X4 |
$13,896
$14,896
FAIR DEAL
2004 HUMMER H2 Base
- 149,993 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 5.6965938 yrs
- $413 Above market value of $13,482
- Listed 350 days ago
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Used 2004 HUMMER H2 Base for Sale
149,993 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $13,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 5GRGN23U54H101826 |
| Location | Chicago, IL - 0 mi. |
| Features | alloy wheels, anti-theft system |
| Mileage | 149,993 mi. |
| Transmission | Automatic |
| Exterior Color | Yellow |
| Interior Color | Gray |
| Drivetrain | Four-wheel drive |
$21,850
FAIR DEAL
2019 Toyota Tacoma SR
- 64,934 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 11.007147 yrs
- $458 Above market value of $21,391
- Listed 304 days ago
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Used 2019 Toyota Tacoma SR for Sale
64,934 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $21,850 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 4 Seats |
| VIN | 5TFRX5GN7KX157035 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, backup camera, voice recognition, power outlet, anti-theft system |
| Mileage | 64,934 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 21 combined |
| Drivetrain | 4X2 |
$28,850
FAIR DEAL
2021 Volvo S60 Recharge T8 Inscription
- 33,626 Miles
- Chicago, IL (0 mi away)
- $1,018 Above market value of $27,831
- Low annual miles
- Listed 86 days ago
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Used 2021 Volvo S60 Recharge T8 Inscription for Sale
33,626 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $28,850 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Plug-in Hybrid |
| Seats | 5 Seats |
| VIN | 7JRBR0FL6MG124465 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 33,626 mi. |
| Transmission | Automatic |
| Exterior Color | Pine gray metallic |
| Interior Color | Black |
| MPG | 69 combined |
| Drivetrain | All-wheel drive |
$35,896
$36,896
FAIR DEAL
2024 Toyota 4Runner SR5
- 46,080 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 13.812954 yrs
- $369 Above market value of $35,527
- Listed 62 days ago
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Used 2024 Toyota 4Runner SR5 for Sale
46,080 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $35,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | JTEMU5JR6R6258349 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 46,080 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Black |
| MPG | 17 combined |
| Drivetrain | 4X4 |
$44,896
$48,995
FAIR DEAL
2022 Chevrolet Tahoe High Country
- 103,417 Miles
- Chicago, IL (0 mi away)
- $901 Above market value of $43,994
- High annual miles
- Listed 195 days ago
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Used 2022 Chevrolet Tahoe High Country for Sale
103,417 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $44,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 1GNSKTKL3NR364953 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 103,417 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Brown |
| MPG | 16 combined |
| Drivetrain | 4X4 |
$34,995
2022 Jeep Grand Cherokee Altitude
- 11,737 Miles
- Chicago, IL (0 mi away)
- Market Price: $33,315
- Low annual miles
- Listed 80 days ago
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Used 2022 Jeep Grand Cherokee Altitude for Sale
11,737 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $34,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4RJHAGXN8623262 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, leather upholstery, alloy wheels |
| Mileage | 11,737 mi. |
| Transmission | Automatic |
| Exterior Color | Bright white |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | 4X4 |
$16,995
2005 HUMMER H2 Base
- 120,871 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 5.735326 yrs
- Market Price: $16,144
- Listed 228 days ago
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Used 2005 HUMMER H2 Base for Sale
120,871 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $16,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 5GRGN23U25H121940 |
| Location | Chicago, IL - 0 mi. |
| Features | leather upholstery, alloy wheels, anti-theft system |
| Mileage | 120,871 mi. |
| Transmission | Automatic |
| Exterior Color | Black |
| Interior Color | Black |
| Drivetrain | Four-wheel drive |
$8,895
2011 Honda Accord EX-L
- 143,531 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.035613 yrs
- Market Price: $8,305
- Listed 17 days ago
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Used 2011 Honda Accord EX-L for Sale
143,531 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $8,895 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1HGCP2F83BA061553 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, leather upholstery, sunroof, alloy wheels |
| Mileage | 143,531 mi. |
| Transmission | Automatic |
| Exterior Color | Brown |
| Interior Color | Black |
| MPG | 27 combined |
| Drivetrain | Front-wheel drive |
$25,896
2021 Jeep Grand Cherokee Laredo X
- 50,486 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.4435472 yrs
- Market Price: $24,567
- Listed 269 days ago
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Used 2021 Jeep Grand Cherokee Laredo X for Sale
50,486 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $25,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4RJFAG1MC772093 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, alloy wheels |
| Mileage | 50,486 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 21 combined |
| Drivetrain | 4X4 |
$43,995
$44,9952023 Acura MDX SH-AWD w/Advance
- 41,434 Miles
- Chicago, IL (0 mi away)
- Market Price: $41,723
- Low annual miles
- Listed 214 days ago
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Used 2023 Acura MDX SH-AWD w/Advance for Sale
41,434 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $43,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 7 Seats |
| VIN | 5J8YE1H81PL020109 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 41,434 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Brown |
| MPG | 21 combined |
| Drivetrain | All-wheel drive |
$23,995
2010 Toyota FJ Cruiser Base
- 75,039 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.8801146 yrs
- Market Price: $22,004
- Listed 111 days ago
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Used 2010 Toyota FJ Cruiser Base for Sale
75,039 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $23,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | JTEBU4BF3AK077338 |
| Location | Chicago, IL - 0 mi. |
| Features | anti-theft system |
| Mileage | 75,039 mi. |
| Transmission | Automatic |
| Exterior Color | Maroon |
| Interior Color | Black |
| MPG | 18 combined |
| Drivetrain | 4X4 |
$10,896
$19,8502007 Cadillac Escalade Base
- 137,385 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 4.3268046 yrs
- Market Price: $9,731
- Listed 112 days ago
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Used 2007 Cadillac Escalade Base for Sale
137,385 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $10,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 8-cylinder |
| Fuel Type | Gas |
| Seats | 8 Seats |
| VIN | 1GYFK63837R138933 |
| Location | Chicago, IL - 0 mi. |
| Features | child safety, leather upholstery, satellite radio, power outlet, anti-theft system |
| Mileage | 137,385 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Brown |
| MPG | 14 combined |
| Drivetrain | All-wheel drive |
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