Greetings from Chicago! It’s currently 6.30pm here but about 12.30am in the UK… the perfect time to write a blog post, obviously!
Although most of you will be asleep in preparation for Monday morning (sorry about that), I thought I’d share a few outfit shots from my holiday so far. Today is our last day in Chicago as we’ll be flying out to New York tomorrow, so here’s a little look at what I’ve been wearing in the Windy City…

American Apparel tee, Topshop skirt, ASOS necklace, Urban Outfitters hat, Katie and Kelly sandals
We landed in Chicago on Thursday afternoon but our first day was lost in a haze of jet lag and mac ‘n’ cheese. Friday was gloriously sunny so we headed up to the roof terrace of the apartment we’re staying at and took some shots. The views from up there are stunning – you can see Lake Michigan’s port in the background – and there’s a fire pit, BBQs, sun loungers, comfy chairs and even a TV. Amazing.
Day Three
Topshop dress via eBay, H&M cardigan, Converse sneakers, ASOS necklace
Saturday was a bit dull, so we headed up the Sears Tower (now known as the Willis Tower) where vertigo ruled as we inched out on to the glass balconies and looked out over the city. More amazing views of Chicago from the tallest building in the Western Hemisphere.

House of Holland dress via charity shop, Hummel hi tops c/o Sarenza, ASOS necklace, Emma Fox bag, Target belt, Urban Outfitters hat
Today (or yesterday, UK readers) was gorgeously hot and sunny so bare legs were necessary… although the combination of short skirt + Windy City + boat tour probably wasn’t my cleverest idea. We visited the famous Bean and marvelled at the skyline reflected in it, then took hundreds of photos lying down under it. We also went to The House of Blues for gospel brunch which was AMAZING. More on that (and all our activities) soon.
Tonight we’re heading up the Hancock Tower for cocktails at sunset, then it’s on to NYC tomorrow. See you soon!
i love all your outfits! jealous of the amazing weather!!
http://mrmrswalsh.blogspot.co.nz/
I have always wanted to go to lake Michigan, I can’t belleive how blue the water is.
The final outfit is my favourite, super cute dress
Http;//bythelock.blogspot.co.ik
cute outfits!love your floral print dress 🙂
http://chocolatefashioncoffee.blogspot.com/
great looks loving the pink shoes i could never wear them and look that stylish! XX Ilana @ My Modern Vintage
Looking good Jen, and the terrace sounds amazing!
Enjoy, and look forward to hearing more about your travels.
xx
Looks amazing! You look so cute in the floral dress and hightops <3
xx
You look like you’re having an amazing time! I love all your outfit too Jen! Enjoy NYC!
Sophie
x
The last outfit looks amazing, so bright and summery!
highsocietyfashion.blogspot.com
gorgeous outfits, love the last dress especially! Ahh it’s grey skies here as per so you’re not missing anything! xo
Perfect holiday outfits. I love your necklaces too, most of my statement ones are from Urban Outfitters as well. Now following you! Hope you get the chance to check out my blog at some point, have a fab holiday! Cxx
http://www.shoppedanddropped.com
Love the day four look. And all your smiles 🙂
This looks like so much funny, lovely outfits and I hope you enjoy the rest of your trip xo
this has made me miss chicago! its so lovely there xx
Looks like you’re having an amazing time, jeal! x
I love your outfits in Day Three, they’re so summery and individual! Great style, it looks like a brilliant place to be.
http://www.hipstalurquirkyfashion.blogspot.co.uk
Love the floral dress.
Little Miss Sunshine Style
It looks so blue and bright and gorgeous. Your oufits are amazing. Seriously envious!
Your style is so quirky and seems so personal to you, I love it!
Lovely blog 🙂
http://t0astandtea.blogspot.co.uk x
darling! love that red & white stripedy number. & i’ve gotta second molly’s comment. she’s completely right : ) xo.
Oh it is looking like the best holiday ever! Hope you are having an azmazing time =)
xx
emsipop.blogspot.co.uk
Your hi-tops are amazing, looks like you had a great time!
http://tallgirlinthegreendress.blogspot.co.uk/
xxx
It’s a awesome blog
You look amazing glad you are having a nice time.
Clearly picked a better time of year to visit Chicago than me, I went in the winter and could only see clouds from the top of the Sears tower.
Enjoy the rest of your trip.
Lucy
http://www.thesuburbanstyle.com
Wow, it looks like you’ve had an amazing start to your trip. I look forward to reading more! 🙂
R xx
I am loving the pink flowery dress and pink sneakers combo. With a mirror-ish background, it looks fabulous! Look forward to seeing more pictures from your trip!
xoxo
I LOVE that floral dress!
http://omg-fashions.blogspot.co.uk
Day Four’s flowery dress ROCKS! I’m taking you on holiday with me for wardrobe planning and execution. Please note this role is unpaid, but will involve travel. Thanks in advance!
Your sandals are fab! Plus you’re so cute! Hope you visit back 🙂
Izzy xo
http://www.swampedinflowers.blogspot.com
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I am SOOOOOOOOOOO happy you went to the ‘bean’!! I think I left a bit of my heart in Chicago. What a fab time in America, I’ve just been catching up on your posts, it’s almost like being there. 🙂 BBxx
just been looking through all your road trip pics, some top places. bit of a dream to do this.
I adore you…really!!!
You have the skill of fitting perfectly in every place that you visit! 🙂
Very nice pictures!