Harley Sportster motorcycles for sale in Chicago, Illinois

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2012 Harley-Davidson SPORTSTER 883 IRON

2012 Harley-Davidson SPORTSTER 883 IRON

$8,000

Chicago, Illinois

Year 2012

Make Harley-Davidson

Model SPORTSTER 883 IRON

Category -

Engine 1,200 cc

Posted Over 1 Month

Iron 883 with 1200cc engine installed by Harley dealer when bought brand new. Motorcycle has 3449 miles on odometer. Mods: Biltwell Z handle bars, changed seat to mustang dual passenger seat and passenger pegs.

2014 Harley-Davidson SPORTSTER 883 IRON

2014 Harley-Davidson SPORTSTER 883 IRON

$7,400

Chicago, Illinois

Year 2014

Make Harley-Davidson

Model SPORTSTER 883 IRON

Category -

Engine 883 cc

Posted Over 1 Month

The 2014 Harley-Davidson® Sportster® Iron 833 model XL883N is an amazing way to get started with a custom bobber. From the authentic Harley® 883 cubic centimeter engine to the chopped fenders to the peanut fuel tank, every piece of the Harley Sportster Iron 883 model has the style you want in your custom bike. For 2014, it comes with a powerful new braking system, optional Anti-lock Brakes (ABS) and comfortable new ergonomic hand controls. For a combination of style and value look no further than the H-D® Iron 883 model. This bike is striking in the Sand Camo color with Vance and Hines short shots, custom stitched LaRosa bobber solo seat and Kuriyakyn high flow air filter. This brutal beauty also comes with a leather swing arm bag and Vance and Hines fuelpak autotuner. Its never been laid down, always garage kept and never ridden in the rain. All original stock parts are included.

2016 Can-Am SPYDER RT LIMITED

2016 Can-Am SPYDER RT LIMITED

$7,800

Chicago, Illinois

Year 2014

Make Harley-Davidson

Model SPORTSTER 883 IRON

Category -

Engine -

Posted Over 1 Month

2000 milesMama always said Iron was good for you. This 2014 Iron 883 is all the iron you need. Customized with a stitched bobber seat, growling Vance and Hines short shots, FP3 autotuner, forward controls, kuryakan high performance air filter and custom leather left side saddle bag. You already know that you deserve this.....

2013 Harley-Davidson Heritage Softail Classic

2013 Harley-Davidson Heritage Softail Classic

$7,900

Chicago, Illinois

Year 2013

Make Harley-Davidson

Model SPORTSTER 1200 ANNIVERSARY EDITION

Category -

Engine -

Posted Over 1 Month

THIS IS THE ULTIMATE, "WIDE SHOULDERED" CRUISER ( LIMITED TO ONLY 1,500 IN PRODUCTION) -- A TRUE COLLECTIBLE ONLY 791 MILES A WIDE FRONT END AND CHUNKY 16 INCH TIRE GIVE THIS HARLEY DAVIDSON 1200 CUSTOM A STRONG AND CONTEMPORARY STANCE THAT FEATURES A PULL-BACK HANDLEBAR AND RESHAPED L.E.D. TAIL LAMP. THIS 1200 CUSTOM OFFERS A DIFFERENT LOOK, BUT IT IS SPORTSTER TO THE CORE. IT HAS BOLD, CONTEMPORARY STYLING, NIMBLE HANDLING, AND THE IRRESISTIBLE BEST OF AMERICAN VTWIN PERFORMANCE SEVERAL HIGHLIGHTS OF THIS 110TH ANNIVERSARY EDITION ARE SOLID BRONZE FUEL TANK BADGES, AND A BRIGHT GOLD-TONE BAR AND SHIELD. LIMITED EDITION 110TH ANNIVERSARY COLORS (LIMITED PRODUCTION OF 1,500 ) • L.E.D HEADLAMP TO HELP CUT THROUGH THE NIGHT • QUICK RELEASE - DETACHABLE BACKREST • QUICK RELEASE - DETACHABLE LUGGAGE RACK • ALL 110TH ANNIVERSARY BADGES THROUGHOUT • CUSTOM HARLEY-DAVIDSON COMFORT KNARL ERGONOMIC RUBBER GRIPS ) • BLACK SIDE COVERS TO MATCH BODYWORK FINISH • CHROME, 5 SPOKE CAST ALUMINUM WHEELS FRONT AND REAR • MICHELIN SCORCHER "31" TIRES • H-D1™ Factory Customization • WIDER FOR SPACING AND POLISHED TRIPLE CLAMPS •RESHAPED CLASSIC SPORTSTER "EYE"BROW" OVER THE HEADLAMP • POLISHED FORWARD CONTROLS • TWO UP CUSTOM ANNIVERSARY SEAT WITH 26" SEAT HEIGHT • RE DESIGNED 4.5 GALLON FUEL TANK TO KEEP YOU ON THE ROAD LONGER • 2 INTO 2 DUAL STAGGERED EXHAUST • H-D FACTORY SMART SECURITY SYSTEM INCLUDED ! ! WAIT NO LONGER FOR THIS LIMITED PRODUCTION TRUE CLASSIC EXTENDED WARRANTY AVAILABLE !

1993 Harley-Davidson FLSTN

1993 Harley-Davidson FLSTN

$3,000

Chicago, Illinois

Year 1979

Make Harley-Davidson

Model SPORTSTER 1000

Category -

Engine -

Posted Over 1 Month

79' Sportster 5400 miles, Clean, new battery, new petcock, new regulator, runs good, does need some work.

2008 Harley-Davidson Street Glide - Base

2008 Harley-Davidson Street Glide - Base

$5,800

Chicago, Illinois

Year 2007

Make Harley-Davidson

Model SPORTSTER 1200 LOW

Category -

Engine -

Posted Over 1 Month

2007 Harley Davison Sportster 1200 Custom Low with only 8500 miles . Beautiful yellow and black tone, new battery, Stage 1 Performance Kit installed, Vance & Hines Straight Shot pipes make great exhaust sound. This bike has been taken good care of. Never dropped, never in accident. Always parked in garage, maintenance has been done regularly at dealership (as shown in pic). Will also include backrest, sissy bar, bag and windshield. Have to sell because of family reasons. Clean title in hand. Cash Only. If interested please reply email. Thanks.

2010 BMW S 1000 RR

2010 BMW S 1000 RR

$5,900

Chicago, Illinois

Year 2012

Make Harley-Davidson

Model SPORTSTER 883 IRON

Category -

Engine -

Posted Over 1 Month

Like new, mate black paint, low miles!

2017 BMW R Nine T Scrambler

2017 BMW R Nine T Scrambler

$7,500

Chicago, Illinois

Year 2013

Make Harley-Davidson

Model SPORTSTER 1200 CUSTOM

Category -

Engine -

Posted Over 1 Month

LOOK NO FURTHER! Hears your chance to get a like new, low mileage (1015 miles) Harley Sportster in a crystal pearl coat red. I purchased the bike brand new and it's always been garage kept with yearly oil changes. It's never been dropped. I have screamin eagle pipes that provide a nice throaty sound and an engine guard. I don't need to sell the bike I just don't have the time to ride. Asking $7,500obo. Test rides are only allowed to people with a valid M class license and cash in hand or deposit. Can email or text for a quicker response. Absolutely NO TRADES or help selling the bike. 2013 Harley-Davidson XL1200C Sportster 1200 Custom Key Features: • Black side covers to match bodywork finish • Chrome, 5-spoke cast aluminum wheels front and rear • Michelin® Scorcher® "31" tires (big fat tires) • Wider fork spacing and polished triple clamps • Reshaped classic Sportster "eyebrow" over the headlamp • Taillight is smaller and has a new shape with a bright, low-maintenance LED element • Front suspension rates are re-tuned to match the new tire/wheel combination. 39 mm front fork with 30 degrees rake. • Pull-back handlebar mounted on a curved riser incorporates an LED warning light display • Polished forward foot controls • Two-up seat is standard with 26.5 inch laden seat height • 4.5-gallon fuel tank offers long riding range • Powertrain finished in black powdercoat with chrome coversPowertrain finished in black powdercoat with chrome covers

2013 Harley-Davidson SPORTSTER 1200 CUSTOM

2013 Harley-Davidson SPORTSTER 1200 CUSTOM

$7,500

Chicago, Illinois

Year 2013

Make Harley-Davidson

Model SPORTSTER 1200 CUSTOM

Category -

Engine -

Posted Over 1 Month

LOOK NO FURTHER! Hears your chance to get a like new, low mileage (1015 miles) Harley Sportster in a crystal pearl coat red. I purchased the bike brand new and it's always been garage kept with yearly oil changes. It's never been dropped. I have screamin eagle pipes that provide a nice throaty sound and an engine guard. I don't need to sell the bike I just don't have the time to ride. Asking $7,500obo. Test rides are only allowed to people with a valid M class license and cash in hand or deposit. Can email or text for a quicker response. Absolutely NO TRADES or help selling the bike. 2013 Harley-Davidson XL1200C Sportster 1200 Custom Key Features: • Black side covers to match bodywork finish • Chrome, 5-spoke cast aluminum wheels front and rear • Michelin® Scorcher® "31" tires (big fat tires) • Wider fork spacing and polished triple clamps • Reshaped classic Sportster "eyebrow" over the headlamp • Taillight is smaller and has a new shape with a bright, low-maintenance LED element • Front suspension rates are re-tuned to match the new tire/wheel combination. 39 mm front fork with 30 degrees rake. • Pull-back handlebar mounted on a curved riser incorporates an LED warning light display • Polished forward foot controls • Two-up seat is standard with 26.5 inch laden seat height • 4.5-gallon fuel tank offers long riding range • Powertrain finished in black powdercoat with chrome covers

2017 Harley-Davidson Street Glide Special

2017 Harley-Davidson Street Glide Special

$4,995

Chicago, Illinois

Year 2008

Make Harley-Davidson

Model SPORTSTER 883

Category -

Engine 883 cc

Posted Over 1 Month

Beautiful Vivid Black. Only 80 original miles! Yes, 80. Bought in 2008 and only rode twice by original owner. All original except drag bars added. Perfect starter Harley. Excellent condition - only a small ding on the tank and tiny scratch on the pipe. Absolutely perfect running condition.

2004 Yamaha Tt-R125 L

2004 Yamaha Tt-R125 L

$4,800

Chicago, Illinois

Year 2000

Make Harley-Davidson

Model Sportster 1200 CUSTOM

Category -

Engine 1,200 cc

Posted Over 1 Month

READY TO RIDE! RUNS LOUD and FAST! Super clean 2000 Harley Davidson Custom Sportster 1200. 18,000 miles. Loads of custom chrome! Vance Hines exhaust. Screamin' Eagle performance. Drag bars. Freeway bars with foot pegs. Red LED under lighting. Black and dark red with red pin striping. Garage kept, meticulously maintained. Kryptonite disk lock and reminder cable. No dents, no scratches. Cash.

2015 Harley-Davidson STREET GLIDE SPECIAL FLHXS

2015 Harley-Davidson STREET GLIDE SPECIAL FLHXS

$7,999

Chicago, Illinois

Year 2013

Make Harley-Davidson

Model Sportster 1200 ANNIVERSARY EDITION

Category -

Engine 1,200 cc

Posted Over 1 Month

THIS IS THE ULTIMATE, "WIDE SHOULDERED" CRUISER ( LIMITED TO ONLY 1,500 IN PRODUCTION) A TRUE COLLECTIBLE ONLY 791 MILES A WIDE FRONT END AND CHUNKY 16 INCH TIRE GIVE THIS HARLEY DAVIDSON 1200 CUSTOM A STRONG AND CONTEMPORARY STANCE THAT FEATURES A PULL-BACK HANDLEBAR AND RESHAPED L.E.D. TAIL LAMP. THIS 1200 CUSTOM OFFERS A DIFFERENT LOOK, BUT IT IS SPORTSTER TO THE CORE. IT HAS BOLD, CONTEMPORARY STYLING, NIMBLE HANDLING, AND THE IRRESISTIBLE BEST OF AMERICAN VTWIN PERFORMANCE SEVERAL HIGHLIGHTS OF THIS 110TH ANNIVERSARY EDITION ARE SOLID BRONZE FUEL TANK BADGES, AND A BRIGHT GOLD-TONE BAR AND SHIELD. LIMITED EDITION 110TH ANNIVERSARY COLORS (LIMITED PRODUCTION OF 1,500 ) • L.E.D HEADLAMP TO HELP CUT THROUGH THE NIGHT • QUICK RELEASE - DETACHABLE BACKREST • QUICK RELEASE - DETACHABLE LUGGAGE RACK • ALL 110TH ANNIVERSARY BADGES THROUGHOUT • CUSTOM HARLEY-DAVIDSON COMFORT KNARL ERGONOMIC RUBBER GRIPS ) • BLACK SIDE COVERS TO MATCH BODYWORK FINISH • CHROME, 5 SPOKE CAST ALUMINUM WHEELS FRONT AND REAR • MICHELIN SCORCGER "31" TIRES • H-D1™ Factory Customization • WIDER FOR SPACING AND POLISHED TRIPLE CLAMPS •RESHAPED CLASSIC SPORTSTER "EYE"BROW" OVER THE HEADLAMP • POLISHED FORWARD CONTROLS • TWO UP CUSTOM ANNIVERSARY SEAT WITH 26" SEAT HEIGHT • RE DESIGNED 4.5 GALLON FUEL TANK TO KEEP YOU ON THE ROAD LONGER • 2 INTO 2 DUAL STAGGERED EXHAUST • H-D FACTORY SMART SECURITY SYSTEM INCLUDED ! ! WAIT NO LONGER FOR THIS LIMITED PRODUCTION TRUE CLASSIC FINANCING AND EXTENDED WARRANTY AVAILABLE !

1996 Harley-Davidson Sportster 883

1996 Harley-Davidson Sportster 883

$3,000

Chicago, Illinois

Year 1996

Make Harley-Davidson

Model Sportster 883

Category -

Engine -

Posted Over 1 Month

1996 Harley-Davidson Sportster 883 , 1996 HD Sportster 883. Low mileage, 2 owners. Well maintained. Mini apes, forward controls, loud pipes, windshield, saddle bags, bra, Gerbing heated gear plug in. $3,000.00

2007 Harley-Davidson Sportster 883 CUSTOM

2007 Harley-Davidson Sportster 883 CUSTOM

$5,000

Chicago, Illinois

Year 2007

Make Harley-Davidson

Model Sportster 883 CUSTOM

Category Standard Motorcycles

Engine -

Posted Over 1 Month

2007 Harley-Davidson Sportster 883 CUSTOM, CHICAGO -Immaculate Sportster, garage kept, Vance and Hines short shots, stage 1 intake, Harley stock 2 up seat with back rest. $5,000.00

2009 Harley-Davidson Sportster Xr1200 X

2009 Harley-Davidson Sportster Xr1200 X

$3,022

Chicago, Illinois

Year 2009

Make Harley-Davidson

Model Sportster Xr1200 X

Category Sport Bikes

Engine 1,200 cc

Posted Over 1 Month

2009 Harley-Davidson Sportster Xr1200 X, VIN: 1HD1LA6369K445507 Engine Size (cc): 1,200 Year: 2009 Make: Harley-Davidson Model: Sportster Mileage: 17,200 CLEAN 2009 HARLEY DAVIDSON XR1200 17,200 MILES, BRILLIANT SILVER DENIM, HARLEY SECURITY SYSTEM, DUAL 4 PISTON CALIPER'S, SUPERTRAPP MUFFLERS. $3,022.00

Showcase Ads

1942 Harley Davidson WLC

1942 Harley Davidson WLC

Basin, WY

$17,000

1941 BMW R75 WITH SIDECAR

1941 BMW R75 WITH SIDECAR

Olive Branch, MS

$40,750

1982 Yamaha TZ500

1982 Yamaha TZ500

Hauser, ID

$20,000