Windy City Motors in Chicago, IL
Dealer Analysis 13 Deals Found
449 Cars for sale now, starting at $2,995
Avg. Price: 19096.6
Typical Price Range: 9925.7–28850.0
Average Savings ($) Below Market Price
Avg. Savings: $1,846
Save up to $4,164 below est. market price
% of Used Cars That Are Deals
Avg. Mileage: 108765.0
Typical Mileage Range: 56507.2–164358.0
% of Listings with Valid Price, Mileage, and Photo
- This Dealer
- Average Dealer
Windy City Motors is given a 3.4 "overall dealer rating" based on our analysis of 242 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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Domestic/Foreign
Luxury/Non-Luxury
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449
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35
Showing 1-20 of 449 Listings
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$12,896
$14,896
GREAT DEAL
2022 Chevrolet Spark 1LT CVT
- 45,950 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 10.023501 yrs
- $1,677 Below market value of $14,573
- Listed 21 days ago
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Used 2022 Chevrolet Spark 1LT CVT for Sale
45,950 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $12,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 4 Seats |
| VIN | KL8CD6SAXNC016943 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 45,950 mi. |
| Transmission | CVT |
| Exterior Color | Silver |
| Interior Color | Black |
| MPG | 33 combined |
| Drivetrain | Front-wheel drive |
$24,896
GREAT DEAL
2019 Lexus NX 300 F SPORT
- 39,735 Miles
- Chicago, IL (0 mi away)
- $4,164 Below market value of $29,060
- Low annual miles
- Listed 158 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 |
$14,850
GREAT DEAL
2015 Chrysler 200 Limited
- 26,793 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 4.6205087 yrs
- $3,390 Below market value of $18,240
- Listed 348 days ago
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Used 2015 Chrysler 200 Limited for Sale
26,793 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $14,850 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C3CCCAB6FN717508 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, alloy wheels, satellite radio, voice recognition |
| Mileage | 26,793 mi. |
| Transmission | Automatic |
| Exterior Color | Silver |
| Interior Color | Black |
| MPG | 28 combined |
| Drivetrain | Front-wheel drive |
$17,995
GREAT DEAL
2018 Chevrolet Equinox LT
- 27,397 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.409462 yrs
- $2,523 Below market value of $20,518
- Listed 348 days ago
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Used 2018 Chevrolet Equinox LT for Sale
27,397 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $17,995 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 2GNAXTEX7J6303784 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, internet radio, alloy wheels |
| Mileage | 27,397 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 24 combined |
| Drivetrain | 4X4 |
$15,896
GREAT DEAL
2013 Toyota Highlander Base
- 69,185 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 5.681667 yrs
- $1,815 Below market value of $17,711
- Listed 11 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)
- $799 Below market value of $12,794
- Low annual miles
- Listed 27 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 |
$29,896
GOOD DEAL
2020 Toyota Sienna LE
- 74,841 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 8.674633 yrs
- $2,174 Below market value of $32,070
- Listed 71 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 |
$27,896
$28,995
GOOD DEAL
2019 Jeep Wrangler Unlimited Rubicon
- 106,958 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 9.770157 yrs
- $1,112 Below market value of $29,008
- Listed 82 days ago
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Used 2019 Jeep Wrangler Unlimited Rubicon for Sale
106,958 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $27,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 4-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4HJXFN7KW538531 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, satellite radio |
| Mileage | 106,958 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 22 combined |
| Drivetrain | 4X4 |
$44,896
$48,995
GOOD DEAL
2022 Chevrolet Tahoe High Country
- 103,417 Miles
- Chicago, IL (0 mi away)
- $1,305 Below market value of $46,201
- High annual miles
- Listed 103 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 |
$29,896
GOOD DEAL
2005 Bentley Continental GT Turbo
- 57,656 Miles
- Chicago, IL (0 mi away)
- $2,089 Below market value of $31,985
- Low annual miles
- Listed 320 days ago
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Used 2005 Bentley Continental GT Turbo for Sale
57,656 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $29,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 12-cylinder |
| Fuel Type | Gas |
| Seats | 4 Seats |
| VIN | SCBCR63W25C026520 |
| Location | Chicago, IL - 0 mi. |
| Features | navigation, leather upholstery, alloy wheels |
| Mileage | 57,656 mi. |
| Transmission | Automatic |
| Exterior Color | Moonbeam silver |
| Interior Color | Gray |
| MPG | 12 combined |
| Drivetrain | All-wheel drive |
$21,850
GOOD DEAL
2019 Ram Ram Pickup 1500 Big Horn
- 118,241 Miles
- Chicago, IL (0 mi away)
- $1,009 Below market value of $22,859
- Listed 284 days ago
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Used 2019 Ram Ram Pickup 1500 Big Horn for Sale
118,241 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $21,850 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 6 Seats |
| VIN | 1C6RRFFG7KN920080 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, backup camera, alloy wheels, voice recognition |
| Mileage | 118,241 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 21 combined |
| Drivetrain | 4X4 |
$23,995
FAIR DEAL
2010 Toyota FJ Cruiser Base
- 75,039 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.9181247 yrs
- $383 Above market value of $24,378
- Listed 19 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 |
$17,896
FAIR DEAL
2017 Jeep Wrangler Unlimited Rubicon
- 154,591 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 7.1136675 yrs
- $0 Above market value of $17,895
- Listed 67 days ago
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Used 2017 Jeep Wrangler Unlimited Rubicon for Sale
154,591 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $17,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4HJWFG6HL525582 |
| Location | Chicago, IL - 0 mi. |
| Features | child safety, alloy wheels, satellite radio, power outlet, anti-theft system |
| Mileage | 154,591 mi. |
| Transmission | Automatic |
| Exterior Color | Billet gray |
| Interior Color | Black |
| Drivetrain | 4X4 |
$43,995
$44,995
FAIR DEAL
2023 Acura MDX SH-AWD w/Advance
- 41,434 Miles
- Chicago, IL (0 mi away)
- $322 Above market value of $44,317
- 2 Price Drops in 123 days
- Listed 122 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 |
$26,896
$27,896
FAIR DEAL
2017 Toyota Tacoma TRD Sport
- 112,069 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 10.327852 yrs
- $465 Above market value of $26,430
- Listed 82 days ago
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Used 2017 Toyota Tacoma TRD Sport for Sale
112,069 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $26,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 3TMCZ5AN1HM117251 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, internet radio |
| Mileage | 112,069 mi. |
| Transmission | Automatic |
| Exterior Color | White |
| Interior Color | Black |
| MPG | 20 combined |
| Drivetrain | 4X4 |
$16,995
FAIR DEAL
2005 HUMMER H2 Base
- 120,871 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 5.7385616 yrs
- $360 Above market value of $16,634
- Listed 136 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 |
$28,850
FAIR DEAL
2021 Volvo S60 Recharge T8 Inscription
- 33,626 Miles
- Chicago, IL (0 mi away)
- $78 Above market value of $28,928
- Low annual miles
- Listed 178 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 |
$17,995
FAIR DEAL
2014 Tesla Model S 85
- 53,635 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 9.596302 yrs
- $215 Above market value of $18,210
- Listed 218 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 |
$26,896
$27,896
FAIR DEAL
2021 Jeep Grand Cherokee 80th Edition
- 48,631 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 6.6072474 yrs
- $85 Above market value of $26,981
- Listed 200 days ago
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Used 2021 Jeep Grand Cherokee 80th Edition for Sale
48,631 Miles
Chicago, IL (0 mi away)
| Category | Used Cars |
| Price | $26,896 |
| For Sale By | dealer |
| iSeeCars Dealer Score | |
| Engine | 6-cylinder |
| Fuel Type | Gas |
| Seats | 5 Seats |
| VIN | 1C4RJEBG9MC835529 |
| Location | Chicago, IL - 0 mi. |
| Features | bluetooth, child safety, navigation, backup camera, leather upholstery |
| Mileage | 48,631 mi. |
| Transmission | Automatic |
| Exterior Color | Burgundy |
| Interior Color | Black |
| MPG | 21 combined |
| Drivetrain | 4X2 |
$21,850
FAIR DEAL
2019 Toyota Tacoma SR
- 64,934 Miles
- Chicago, IL (0 mi away)
- Remaining Lifespan: 11.333587 yrs
- $193 Above market value of $22,043
- Listed 212 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 |
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