Chicago Bike to Work Week: What to Wear

Office Appropriate Outfits - Summer

Polka dot cardigan, with gray ankle pants and bubble necklace for Bike to Work Week

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Cardigan – The Limited (similar) | Tank – The Limited (similar) |Pants – The Limited (similar) | Necklace – JF&A Show (similar) | Shoes – (similar)

This week is Bike to Work Week in Chicago and since I only live 1.5 miles from my office I do occasionally bike there. The most difficult part for me, though, is figuring out what to wear while on my bike. Do I wear my regular work clothes? Do I wear workout clothes and change once I get to work? I’ve done it both ways and it really depends on the weather.

For example, today was supposed to be cool in the morning. So I decided to wear running tights, a t-shirt and a jacket (and bike shoes, of course) on my bike and change into my work clothes when I got to work. Except it was actually quite warm on my bike! Which means even though I overdressed, I’m glad I didn’t wear my office outfit because I sweated in my Chicago Marathon shirt instead of my polka dot cardigan.

Riding my bike to work can be quite a challenge and requires a bit of planning the night before. Deciding what to wear, what to pack, and making sure I don’t forget anything. Still, it’s a nice way to start my morning and Bike to Work Week always reminds me to get out on my bike more often.

Do you bike? How do you get to work?

Also linking up with Mix & Match Fashion and Vodka Infused Lemonade

19 replies on “Chicago Bike to Work Week: What to Wear

  1. Bethany @ Accidental Intentions

    I would like to add “trying not to die” to the list of reasons why biking to work is challenging. Haha. My office tossed around the idea of doing Bike to Work Week, and fortunately I could use my lack of a bike as an excellent excuse for not participating, but even if I did have a bike I think my response would have been a resounding, “Heck no.” Way, way too much terror involved in that kind of commuting, plus the whole sweating thing. I figure the fact that I walk/CTA my entire commute counts enough, right? I mean, I’m still not driving, which seems to be the ultimate purpose of Bike to Work Week, or at least a sub-purpose.

    1. Erin @ Loop Looks Post author

      I totally agree that until the city finally finds the money and deals with the politics to put more bike lanes in, people will be terrified to ride their bikes. I’ve gotten pretty good at it and, honestly, sometimes I prefer street riding to riding on the lake front path. That place is also downright terrifying!

  2. Katie

    It definitely seems like it would be a challenge to bike to work and still look presentable, I biked to work one summer and I always need to have a change of clothes. (But I’m messy, so maybe that’s just me.) I really like the gray colors with the teal-ish blues, you have such an eye for color pairings!

  3. Kandi

    I love the polka dot cardigan. The color combo is right up my alley too.
    I don’t bike to work but I live in the ‘burbs. I could ride my bike the 2ish miles to the train station but I never have. I don’t have a proper bike lock and on my way home I’d have to tackle a pretty killer hill.

    1. Erin @ Loop Looks Post author

      Print out all the photos of me wearing crops and take them to your HR department and tell them crops are not evil. And that you feel discriminated against because you’re tall and it’s hard to find pants long enough anyway.

  4. Catherine

    That’s exactly what I’ve worried about when I’ve thought about riding my bike to work before. But I think this is a perfect outfit and I love the polka dots!

  5. kilax

    I am surprised that Chicago does not have Bike to Work Week during the week of National Bike to Work day! Anyways. I could bike to my second job! If my bike wasn’t broken 🙂 LOL.

      1. kilax

        Ride your bike to work day was May 17 (the day we did trapeze!).

        Both my new tires (well, tubes) are flat. One actually popped. I am riding Brian’s bike again this morning though 😉

  6. Bri Marie

    I’ve always wanted to get a bike for a bike commute, but my bus+walking is so dang convenient, I just can’t bring myself to spend money to change my habits. I’m able to get a jump-start on reading email while not sweating, and I show up ready to start the day. But gosh, that little bit of exercise in the morning sure would get my early morning energy level up! So awesome that you bike sometimes!!

    1. Erin @ Loop Looks Post author

      Unfortunately I get motion sick if I read in a car/bus/subway so no blog or email reading for me when I take the train to work. So I’m not really missing out on it when I bike!

  7. Lauren @ Lauren Runs

    National Bike to Work week is in May sometime.

    I actually like dresses with hot pants underneath! And I need to get more A-Line skirt/dresses to go with this as well… pencil skirts are a little to skinny for cycling.

    I will often wear my bottoms for work on my ride in, but have a workout tee that I’m wearing since I sweat! And in the heat of the summer, I definitely wear only workout gear!

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