5:39 AM – Henry wakes me up. I tell him to go back to bed.  He does, and I get out of bed.


6:00 AM – I pump, have breakfast, and say hello to Henry when he re-emerges from his bedroom at 6:05 AM.  I wake up Kristien and pass off Henry because I am already SO late.  I finish packing, say goodbye to everyone – Claire is up by now, too! – and leave.


6:20 AM – Drive to the airport.  Jam to the best CD of all time.


7:10 AM – Park car, take shuttle to the terminal, go through security with my mobile boarding pass (the best) and make my way to my gate.  On the flight, I read a book and do work.


9:10 AM – Arrive in Chicago!


9:30 AM – Get in line for my rental car. Once I finally have it, I sit in the car for a while and plan out my day.  Here’s what I write down – with emojis and everything.  I manage to do it all but go to the beach!


10:15 AM – Drive to Whole Foods and pick up some snacks. 


11:00 AM – Check in my hotel room, eat lunch, pump, and be lazy on my iPhone.  The peace and quiet of the hotel room is SO lovely.  After an hour, I get dressed and leave for my event…


1:00 PM – I go to a local library and give my first of my scheduled talks.  The next day, I’m scheduled to host a workshop and deliver the keynote at the Kappa Delta Chi annual conference.  This library event was really fun and I got to meet a nice reader named Faith!


2:45 PM – Go back to the hotel room, change into workout clothes and pack a bag, and get ready to drive into the city. 


3:00 PM – Proceed to sit in horrendous traffic for an hour and 15 minutes.   Seriously, cars were craaaawling.  Poor Chicago – you have terrible traffic!


4:26 PM – Get lost but eventually find FlyWheel.   I seriously can’t believe I paid $26 to attend a single spin class but… It was really good.  I love the stadium-style cycling room, the fact that they turn off all the lights, and the crazy club music.  45 minutes flew by!


5:18 PM – I leave my stuff in a locker at FlyWheel and go for a run.  I run 3 miles out to “the Bean” and back!  I love-love-love all the beautiful architecture.  Chicago makes up for its awful traffic in more ways than one!  While I’m running, I make mental plans for the Husband and I to make a return trip to Chicago next summer – he would love it but has never been.




6:00 PM – I arrive back at FlyWheel and take a shower there.  I get my car out of the garage and head over to Chicago’s Pizza because I heard they offer gluten-free Chicago deep dish pizza!  I am definitely going off the rails with Vegetarian Whole 30 with this dinner, but come on – gluten-free Chicago deep dish must be tasted!  (I owe you guys a post about this… I started to fall off the Whole30 wagon on this work trip.  I would say that still I’m eating vegetarian Whole 30 for 90% of my food.  It’s officially over on Wednesday so expect a post after then!).


7:20 PM – After sitting in traffic for another hour and ripping apart the pizza with my bare hands and eating it while I drove (#1 – why didn’t they precut it?! #2 – Sadly, it wasn’t anything super special), I finally arrive back at the hotel. 


7:30 PM to 9:30 PM – I read a book, review my notes for my workshop tomorrow, and fall in bed at 9:30 after chatting with the Husband on the phone.  I lay in the middle of the bed and make bed angels!  Wahoo for hotel sleep. <3 <3 <3


Do you like to travel for work?



  • Bets July 13, 2015, 7:26 am

    I’m glad you got to see a little bit of Chicago. I just moved home to Cleveland after living in Chicago and this post made me miss it so much. The traffic is killer though. My husband travels a lot for work and I’m always so jealous that he gets to sleep in quiet hotel rooms with big beds – one day I’d like to book a room just to get away!

  • Molly July 13, 2015, 7:56 am

    Chicago! Glad you had fun in our city. Is it just me or don’t you just love O’Hare airport? The scent of Garret’s popcorn gives it the special touch.
    And I-90 traffic is usually a headache!

  • Elizabeth Beil July 13, 2015, 8:21 am

    What a long day! Getting those workouts in on long days make you feel so much better. I love doing that when I travel! We love Chicago and going back in few weeks, can’t wait!

  • Amber @ Busy, Bold, Blessed July 13, 2015, 8:51 am

    It’s my understanding that real Chicago deep dish is supposed to be eating with a knife and a fork so maybe that’s why they didn’t cut it? I’m shocked you were able to eat it while driving lol… but maybe that partly explains why it wasn’t anything special.

    • Caitlin July 13, 2015, 9:00 am

      Ohhh that makes sense. Well it wasn’t really deep dish as I know it – it was like a glutenfree thin crust that went up the sides but wasn’t thick and chewy. So it was kind of meh.

  • Kate July 13, 2015, 8:51 am

    I have never lived in a large city and anytime I visit one I get a little wanderlust. Though the thought of all the traffic makes me content to be here in SC!

  • Anne Weber-Falk July 13, 2015, 9:19 am

    You must have hit rush hour. I don’t think the traffic is so bad during the off times and away from the areas of construction. Chicago is a great place for a getaway. Boat tours, walking tours, THE LAKE! Navy Pier and so many museums. I love a good neighborhood walk too. Hope to have you back sooner rather than later.

  • Amanda July 13, 2015, 9:45 am

    I need to visit Chicago! We recently moved to Dayton from Philly… and I need to see what this whole Chicago “beach” is all about. Missing the shore!

  • Sagan July 13, 2015, 9:55 am

    Chicago looks so lovely! I’ve never been but it’s definitely on my list.

    Traveling for work can be great 🙂 It’s fun to visit new places & do “working vacations.”

  • Laura @ July 13, 2015, 10:39 am

    Awesome that you were able to pack in so much activity! When we go on vacation we tend to pick “nature” destinations like hiking or the beach. I’m starting to think I may need to work in some more “big city” type destinations, too! Driving in unfamiliar places makes me super anxious, so I’ll have to pick walkable spot (or at least one with good public transportation- ha!).

  • julia@yogawinehappinesscom July 13, 2015, 11:37 am

    I’m glad you enjoyed your time here! Rush hour traffic is the worst! I try to avoid it at all costs. That’s too bad that the gluten free crust wasn’t good…the regular crust and pizza at Chicago’s is usually great!

  • Melissa @ Mel's Miles July 13, 2015, 11:42 am

    I live in Chicago and work in the suburbs, which makes for an AWFUL commute. Luckily, I’m moving closer to my job next month 🙂

    Glad you enjoyed your time here – the architecture is lovely, for sure!

  • Katalina@ Peas and Peonies July 13, 2015, 11:53 am

    Yes, Chicago is beautiful I used to live there, and the architecture and everything except traffic and winter winds is amazing.

  • Erin @ Her Heartland Soul July 13, 2015, 12:57 pm

    I wish I traveled more! I love Siggis!

  • Lesley July 13, 2015, 1:20 pm

    Chicago is such a great city. And I love a hotel room all for myself!!

  • Lisa July 13, 2015, 4:29 pm

    I love flywheel but here in new york its more like $35 a class i believe. If this was your first time it should have been free!

  • Kate @KateMovingForward July 13, 2015, 11:04 pm

    I LOVE Chicago! The architecture is so fabulous, I spend all my time there looking up! We are popping up there really quick this weekend for the Rock n Roll 5K which is right on Millenium Park–it’s going to be awesome! And we will for sure be getting deep dish!

  • Kim July 14, 2015, 9:19 am

    I’m going to Chicago for the first time in a couple of weeks! And funny enough, I’m in the middle of my third whole30 – trying to wrap up before I travel. 🙂 I really wanted to try Soul Cycle while I’m there, but I’m in the same boat and am trying to talk myself into spending that much on a single class when my month membership is $75 back home.

  • Christine July 14, 2015, 3:57 pm

    Chicago pizza is typically served takeout “uncut” because it slows the soggyfication (not a real word but I like it) of the crust. In other words, and uncut crust will get sloggy slower than a cut one. Any good deep dish place will give you your takeout pizza uncut and will only cut it if you request they do so.

    • Caitlin July 15, 2015, 6:33 am

      Now I know 🙂 🙂 Haha I was SOOOOOOOOOO confused.

  • Kelley July 14, 2015, 7:00 pm

    <3 Chicago! That sounds like the perfect day!!!

  • Jenn K July 14, 2015, 10:50 pm

    I live in Chicago and loved this recap. Glad you like the city! Can you please talk a little about pumping, especially when you travel for work? I’m a FTM and returning to work in 2 wks. Shortly thereafter I have a work trip. Super nervous about finding time to pump on a business trip. If you’ve already posted about this, could you please direct me to where it’s at in the archives? Thank you and take care! Ps Claire is darling!

  • Faith July 24, 2015, 5:17 pm

    I’m so late on seeing this but ahhhhhh it was so nice meeting you too! You should totally come back to Chicago next summer!:)
    I’m so glad to hear the rest of your visit went well.

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