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Tailwind Cycles

4.6 (41 reviews)
Open 11:00 am - 7:00 pm

Services - Tailwind Cycles

Bike repair and maintenance

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Reviews With Photos

My awesome new bike! (And my awesome husband.)
Kathleen L.

This is a great little neighborhood bike shop, where you go not just to get an amazing bike, but also a whole lot of expertise. They know everything about bikes and provide any service you will need on your bike in the future. So nice to be able to patronize a neighborhood shop and get all of the extra service that goes with that!

Christmas bike!

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7 months ago

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2 years ago

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6 years ago

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2 years ago

Business owner information

Photo of Steven B.

Steven B.

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3 years ago

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3 years ago

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5 years ago

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2 years ago

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3 years ago

Shoutout to Tailwind Cycles who fixed my flat tires in like zero minutes and had me back on my way. Really appreciate them.

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4 years ago

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2 years ago

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5 years ago

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6 years ago

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6 years ago

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3 years ago

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7 years ago

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5 years ago

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6 years ago

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3 years ago

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6 years ago

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6 years ago

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7 years ago

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5 years ago

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6 years ago

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6 years ago

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6 years ago

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7 years ago

Super awesome and super friendly service! Pricing is very reasonable. If you need to bring your bike in, this is the place to go!

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7 years ago

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6 years ago

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8 years ago

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5 years ago

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Photo of Randy C.
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9 years ago

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8 years ago

Great bike shop! Everyone here is super friendly and helpful. If you're on the north side of Chicago this is the bike shop you wanna go to!

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9 years ago

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7 years ago

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9 years ago

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8 years ago

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Photo of Mary K W.
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8 years ago

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8 years ago

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9 years ago

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Ask the Community - Tailwind Cycles

Review Highlights - Tailwind Cycles

Eventually, I realized I was able to pay using Zelle, and Steven was also super helpful in guiding me in the steps to use Zelle.

Mentioned in 3 reviews

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$$

Lakeview

Always reliable and fair pricing. Convenient location on Broadway. I mean if you get a flat on LSD…read moreit's relatively easy to walk over to Broadway since it runs parallel and throw your bike on a bus. For my single speed and racing bikes always on time with good service and fair pricing. Nice selection and if you don't see it they have no problem ordering direct. Quality small local business. Check them out, Spring is coming.

In response to the (mostly) positive reviews to this place, I trusted them to provide quality…read moreservice. My rating is due to bike service issues, not personnel. The workers were what you'd expect as far as being nice - but the mechanics are amateur at best. After my first disappointment with their routine "maintenance service", I wanted to give them another shot with my brakes. After all, I yearn to have a good relationship with a local bike shop. And sadly, it's a bigger disappointment than my first visit. I asked for them to bleed both brakes. I received a call saying they're "fine" and suggested NOT bleeding brakes; but the pads and rotors were caked in oil and other residue (I cleaned them both 3 days ago). But I figured you gotta trust the pros, right? Wrong. I figured they'd replace the pads, clean the rotors and call it a day. After all, I hadn't sanded the pads this past time and they are getting old (10 months). Nope, just VERY poorly sanded the existing brake pads, cleaned the rotor below my normal standard and was charged nearly $50. For that. To sand 4 little brake pads and (presumably) apply some rubbing alcohol to the rotors. $50. Look at the picture of the brake pads after they serviced them. Lmao. I could have done that for $2 at home since all I need is a little more rough sand paper. Ha. And no, it didn't help my brakes at all. They produced very little friction, we're extremely loud and there was even a clicking noise from my drivetrain on my ride home I haven't even diagnosed yet. I just had to write this review. Ha. Should have just told them to screw off and bleed the damn brakes. To me, it's simple. This is a classic big city bike shop that is money hungry. $50 for that is LAUGHABLE. I could take this to my hometown bike shop and for that money they'd do a bleed, drivetrain clean, fork pressurization, frame clean, etc. And after all that, I still need my brakes bled. They didn't do it. Ha. EDIT: Attached is the video of my new wheel sound! I think it's just the dork disk, but still.

Tailwind Cycles - bike_repair_maintenance - Updated May 2026

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