48 Hours in Chicago

By February 28, 2018 No Comments

…what I wore, where I stayed and where we ate.


Chicago has my heart, it always has. The city has such an amazing energy, lovely people, amazing restaurants and architecture that can’t be beat. I was lucky enough to be able to travel frequently to Chicago during my years with Hyatt. I’ve seen the Bears play (lose to) the Packers at Soldier Field, I’ve watched many a cubs game at Wrigley and put down a few drinks with great friends at the cubby bear.

We have great friends and family who live in the city so it’s always a fantastic time when I visit for Stylemax so here’s a little recap of my 48 hours in Chicago last month.

It’s always a challenge to pack for these buying trips – I want (need) to be fashionable and put together but at the same time, I’m going to be walking a ton and carrying a ton, so comfort is key. I don’t have a fitbit but I imagine I walk 10 miles a day on each day of the show. I also typically head from the show right to dinner so an outfit that can easily transition with a shoe change is essential.

Day 1 of the show is always the longest so I tend to dress in my most comfortable look on this day. Here’s what I wore for a full (10 hour) day of appointments. Chaser distressed tank topped with my favorite Gentle Fawn Duster, my spanx leggings (of course) and nikes. I added a couple statement accessories – my Jenny Bird chain is available in store now – and I was set. This was a great outfit choice, I was comfortable all day and never got too hot and had to start shedding layers. A version of this look will be in definite rotation for future buying trips.

That night I did have a chance to change before heading to dinner with two of my favorite reps at Swift & Sons

It was a pretty casual night out so I just swapped my leggings and sneakers for jeans and booties! My tried and true fave of all time fray hem Joe’s Jeans, a super easy knot sisters button down and the Marc Fisher booties I snagged during the Nordstrom Anniversary Sale – I ditched the statement necklace and added a few fun bracelets.

Dinner at Swift was great – it’s got a fantastic lively atmosphere and great food and drinks – highly recommend!

Day 2 of the show was a little more relaxed – fewer appointments means less walking, but still stuck with the theme of comfy and casual. I paired my embroidered Joe’s with an over-sized sweater by knot sisters and added some faux fur lined lace up booties to the mix.

I was walking distance from so many great cafe’s but found myself at  The Goddess & The Baker for coffee every morning and at Hi-Vibe for a pressed juice and smoothie bowl for lunch each day.

As a hotelier in a past life, I LOVE hotels. I’m super lucky to have access to amazing hotels because of my hubby’s job and for this trip I stayed at The London House

This hotel did not disappoint at all! Great service, beautiful rooms and walking distance to the Mart, which was great during an unseasonably warm couple days in early Feb.

Well there you have it….my 48 hours in my favorite city! Until next time….. xoxo