Used Convertibles for Sale Under $40,000 Near Chicago, IL

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2021 Jaguar F-TYPE

P300 Convertible RWD

59,930 miles

$30,755

Fair Deal

$597/mo est.

Arlington Heights, IL

23 mi away

Year:: 2021
Make:: Jaguar
Model:: F-TYPE
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 296 hp 2L I4
Exterior color:: Santorini Black Metallic
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Mars Red/Flame Red Stitch
Transmission:: Automatic
Mileage:: 59,930
Stock #:: 4412
VIN:: SAJDD5GX6MCK75013

2019 BMW 2 Series

M240i xDrive Convertible AWD

51,927 miles

$28,990

Year:: 2019
Make:: BMW
Model:: 2 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 335 hp 3L I6
Exterior color:: Black Sapphire Metallic
Combined gas mileage:: 25 MPG
Fuel type:: Gasoline
Interior color:: Cognac/Dark Brown
Transmission:: 8-Speed Automatic
Mileage:: 51,927
Stock #:: WC1766
VIN:: WBA2N3C59K7D34492

2018 Mercedes-Benz E-Class

E 400 4MATIC Cabriolet AWD

108,548 miles

$20,990

Year:: 2018
Make:: Mercedes-Benz
Model:: E-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 329 hp 3L V6
Exterior color:: Lunar Blue Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Brown (Macchiato Beige / Black)
Transmission:: Automatic
Mileage:: 108,548
Stock #:: JF033443
VIN:: WDD1K6GB3JF033443

2016 Ford Mustang

EcoBoost Premium Convertible RWD

106,000 miles

$13,995

Year:: 2016
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 310 hp 2.3L I4
Exterior color:: Competition Orange
Combined gas mileage:: 24 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: 6-Speed Automatic
Mileage:: 106,000
Stock #:: 10149Q
VIN:: 1FATP8UH3G5299851

2012 BMW 1 Series

128i Convertible RWD

29,659 miles

$12,950

Year:: 2012
Make:: BMW
Model:: 1 Series
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 230 hp 3L I6
Exterior color:: Blue Water Metallic
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 29,659
Stock #:: VK2341
VIN:: WBAUL7C5XCVM82506

2007 Saturn Sky

Roadster

65,700 miles

$11,000

Year:: 2007
Make:: Saturn
Model:: Sky
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 177 hp 2.4L I4
Exterior color:: Onyx Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 5-Speed Automatic
Mileage:: 65,700
Stock #:: 81699
VIN:: 1G8MB35B37Y103152

2002 Ford Thunderbird

Deluxe RWD

24,886 miles

$18,977

Year:: 2002
Make:: Ford
Model:: Thunderbird
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 252 hp 3.9L V8
Exterior color:: Thunderbird Blue
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Midnight Black
Transmission:: Automatic
Mileage:: 24,886
Stock #:: AS19879
VIN:: 1FAHP60A32Y111422

2024 Mazda MX-5 Miata

Club RWD

1,099 miles

$33,900

Year:: 2024
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: [46V] Soul Red Crystal Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Manual
Mileage:: 1,099
VIN:: JM1NDAC71R0609538

2022 BMW Z4

sDrive30i RWD

34,588 miles

$31,999

Year:: 2022
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black Sapphire Metallic
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 34,588
Stock #:: 6236
VIN:: WBAHF3C02NWX82334

2016 Volkswagen Eos

Komfort SULEV

97,427 miles

$10,980

Year:: 2016
Make:: Volkswagen
Model:: Eos
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 200 hp 2L I4
Exterior color:: Deep Black Pearl
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Titan Black
Transmission:: Automatic
Mileage:: 97,427
Stock #:: 261438A
VIN:: WVWBW8AHXGV001129

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2016 Mercedes-Benz SLK

300

70,967 miles

$16,988

Year:: 2016
Make:: Mercedes-Benz
Model:: SLK
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 241 hp 2L I4
Exterior color:: Red
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Transmission:: 9-Speed Automatic
Mileage:: 70,967
Stock #:: NU3324
VIN:: WDDPK3JA4GF115084

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2003 Chevrolet Corvette

Convertible RWD

15,863 miles

$23,999

Year:: 2003
Make:: Chevrolet
Model:: Corvette
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 350 hp 5.7L V8
Exterior color:: Electron Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 15,863
Stock #:: AS19539
VIN:: 1G1YY32G535100392

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2022 BMW Z4

sDrive30i RWD

37,254 miles

$29,995

Year:: 2022
Make:: BMW
Model:: Z4
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 255 hp 2L I4
Exterior color:: Black
Combined gas mileage:: 28 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 37,254
Stock #:: 8767
VIN:: WBAHF3C04NWX91729

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2007 Pontiac Solstice

Base

38,809 miles

$11,977

Year:: 2007
Make:: Pontiac
Model:: Solstice
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 177 hp 2.4L I4
Exterior color:: Pure (Summit White)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 38,809
Stock #:: AS19642
VIN:: 1G2MB35B17Y133535

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2003 Chevrolet SSR

LS RWD

60,171 miles

$18,900

Year:: 2003
Make:: Chevrolet
Model:: SSR
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 300 hp 5.3L V8
Exterior color:: Slingshot Yellow
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 4-Speed Automatic
Mileage:: 60,171
Stock #:: 45516
VIN:: 1GCES14P73B102322

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2023 MINI Cooper

S Convertible FWD

42,050 miles

$26,299

Year:: 2023
Make:: MINI
Model:: Cooper
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 189 hp 2L I4
Exterior color:: MINI Yours Enigmatic Black Metallic
Combined gas mileage:: 31 MPG
Fuel type:: Gasoline
Interior color:: Gray (Satellite Grey)
Transmission:: Automatic
Mileage:: 42,050
Stock #:: LV569
VIN:: WMW43DL09P3P50711

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2012 Audi S5

3.0T quattro Prestige Cabriolet AWD

52,920 miles

$17,995

Year:: 2012
Make:: Audi
Model:: S5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 333 hp 3L V6
Exterior color:: Phantom Black Pearl
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 7-Speed Automatic
Mileage:: 52,920
Stock #:: NAC1090
VIN:: WAUVGAFH1CN001229

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2004 Chevrolet SSR

LS RWD

48,672 miles

$22,995

Year:: 2004
Make:: Chevrolet
Model:: SSR
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 300 hp 5.3L V8
Exterior color:: Smokin' Asphalt
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black (Ebony)
Transmission:: Automatic
Mileage:: 48,672
Stock #:: AS19854
VIN:: 1GCES14P04B109291

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2009 Mercedes-Benz SL-Class

SL 63 AMG

30,709 miles

$37,995

Year:: 2009
Make:: Mercedes-Benz
Model:: SL-Class
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 518 hp 6.3L V8
Exterior color:: Majestic Black Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black Premium Leather
Transmission:: 7-Speed Automatic
Mileage:: 30,709
Stock #:: 8381-TR
VIN:: WDBSK70F89F147207

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2018 Audi A5

2.0T quattro Premium Plus Cabriolet AWD

58,028 miles

$23,263

Year:: 2018
Make:: Audi
Model:: A5
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: All-Wheel Drive
Engine:: 252 hp 2L I4
Exterior color:: Brilliant Black
Fuel type:: Gasoline
Interior color:: Black w Leather Seating Surfaces
Transmission:: 7-Speed Automatic
Mileage:: 58,028
Stock #:: MP3912A
VIN:: WAUYNGF59JN020040

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2005 Chrysler Crossfire

Limited Roadster RWD

57,671 miles

$7,985

Year:: 2005
Make:: Chrysler
Model:: Crossfire
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 215 hp 3.2L V6
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Dark Slate Gray
Transmission:: 5-Speed Automatic
Mileage:: 57,671
Stock #:: JN1746C
VIN:: 1C3AN69L75X054582

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2003 Ford Mustang

Premium Convertible RWD

89,541 miles

$5,995

Year:: 2003
Make:: Ford
Model:: Mustang
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 190 hp 3.8L V6
Exterior color:: Blue
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Brown (Beige)
Transmission:: 4-Speed Automatic
Mileage:: 89,541
VIN:: 1FAFP44463F367213

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2006 Chrysler PT Cruiser

Touring Convertible FWD

101,899 miles

$5,850

Year:: 2006
Make:: Chrysler
Model:: PT Cruiser
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Front-Wheel Drive
Engine:: 150 hp 2.4L I4
Exterior color:: Silver
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray Cloth
Transmission:: 4-Speed Automatic
Mileage:: 101,899
Stock #:: W5782
VIN:: 3C3HY55EX6T250326

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2025 Mazda MX-5 Miata

Grand Touring RWD

1,512 miles

$34,295

Fair Deal

$643/mo est.

Manufacturer certified

Evanston, IL

11 mi away

Year:: 2025
Make:: Mazda
Model:: MX-5 Miata
Body type:: Convertible
Doors:: 2 doors
Drivetrain:: Rear-Wheel Drive
Engine:: 181 hp 2L I4
Exterior color:: Aero Gray Metallic
Combined gas mileage:: 30 MPG
Fuel type:: Gasoline
Interior color:: Brown (Tan)
Transmission:: 6-Speed Manual
Mileage:: 1,512
Stock #:: PM21460
VIN:: JM1NDAD79S0655123

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Used Convertibles for Sale Under $40,000 Near Chicago, IL

2021 Jaguar F-TYPE

$30,755

2019 BMW 2 Series

$28,990

2018 Mercedes-Benz E-Class

$20,990

2016 Ford Mustang

$13,995

2012 BMW 1 Series

$12,950

2007 Saturn Sky

$11,000

2002 Ford Thunderbird

$18,977

2024 Mazda MX-5 Miata

$33,900

2022 BMW Z4

$31,999

2016 Volkswagen Eos

$10,980

2016 Mercedes-Benz SLK

$16,988

2003 Chevrolet Corvette

$23,999

2022 BMW Z4

$29,995

2007 Pontiac Solstice

$11,977

2003 Chevrolet SSR

$18,900

2023 MINI Cooper

$26,299

2012 Audi S5

$17,995

2004 Chevrolet SSR

$22,995

2009 Mercedes-Benz SL-Class

$37,995

2018 Audi A5

$23,263

2005 Chrysler Crossfire

$7,985

2003 Ford Mustang

$5,995

2006 Chrysler PT Cruiser

$5,850

2025 Mazda MX-5 Miata

$34,295

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