What I Wore in Chicago | 4 Travel Outfits (& a Vlog!)


Happy Monday friends! To kick off the Chicago posts, today I’m sharing what I wore while I was traveling. I like to keep things pretty minimal when I’m away, and for this trip I ended up packing 13 pieces of clothing. It gave me a lot of options to choose from, but still let me just take a carry-on bag, because who wants to stand in the check-in line? For travel I like to stick to a few basics that I know will be comfortable and easy to wear, and I also like to throw in a fun piece or two to mix things up. Staples in my travel wardrobe include stretchy jeans, striped tees, comfy sweaters, sneakers, and a crossbody bag. Read on to the end to find my Chicago travel vlog which features three more outfits!

Whether you’re planning a travel wardrobe, or just want some easy outfit inspiration, read on!



IMG_2371For this look, I knew I was going to be doing a lot of walking, so I opted for my most comfortable jeans and a simple striped tee.

For a layer of warmth, I added my classic swing style trench. It gives the look a little more polish without being too stuffy. I also added my favorite gauzy scarf and my watch to make sure I got where I needed to be on time.






IMG_2436 Comfort and security are two key factors to bare in mind when traveling.

My floral Rifle Paper Co. Keds kept my feet happy while walking all over the city, and my vintage cross-body bag kept my valuables safe and near to hand while I did some shopping.

IMG_2445 vintage-coach-regina-handbag-black

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While I was away, I thought it would be fun to create an outfit diary and travel vlog. I had so much fun making this video, and I really hope you enjoy following me around Chicago and Evanston! Be sure to subscribe to my YouTube channel if you haven’t already!

What does your go-to travel outfit look like? I’d love to hear!

3 thoughts on “What I Wore in Chicago | 4 Travel Outfits (& a Vlog!)

  1. I love this outfit, Lauren!! It’s so Parisian chic! Also, I love the touch of the white scarf–it really brings the outfit together.

    Can’t wait to see the vlog! 🙂


  2. Loved the video. Your Video content is improving by laps and bound with each new video. Truly loved the outfits. Great job.

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