Exploring Beautiful Chicago

What an amazing past few days spent in the Windy City. The people, the food, the sites and scenes. Everything was pretty fantastic and I'm so happy we finally got to experience everything Chicago has to offer. Being the typical blogger that I am, I took a million photos and there's just no way to include them all but I've created a few collages to ease the photo overload.  

Friday/Day 1:

- Arrived in Chicago around 1:30 pm
- Grabbed a quick lunch at Potbelly Sandwich Shop
- Met up with Kate and her husband at Plymouth Rooftop bar
- Toured the streets of downtown Chicago
- Checked out The Bean
- Hunkered down under a tent while it rained cats and dogs
- Got dressed for K's birthday dinner
- Grabbed a drink at The Signature Lounge on the 96th floor of the Hancock building and enjoyed the beautiful views of the city
- K's birthday dinner at Ditka's Restaurant
- Rooftop drinks at Vertigo Sky Lounge
- Late night drink at Miller's Pub

 Saturday/Day 2:

- Met up with Kate and Nikki at Giodarno's for some deep dish pizza. Had a blast chatting and meeting Nikki for the first time.
- Walked to meet up with the guys at Rock Bottom Rooftop bar
- Took an Uber taxi to the Navy Pier
- Walked around the Navy Pier and grabbed a drink from Margaritaville
- Architecture boat tour at 3:15 pm
- Went up in the Ferris Wheel at the pier. Got some beauitful views of the city.
- Drink ar Three Dots and a Dash. (Very strong Hawaiian drinks)
- Dinner at Cantina Lareda Mexican restaurant (amazing!)
- Drink at Elephant & Castle (hotel bar)

We took the Shoreline Architecture River Tour which I highly recommend to learn some history and view all the beautiful buildings and towers.

Sunday/Day 3:

- Brunch at Bridge House Tavern on the river (best brunch ever and $5 Bloody Marys)
- Took the train to Wrigleyville
- Gift shopping in Wrigleyville and quick drink at The Dugout bar
- Cubs vs Pirates game at 1:20 pm
- Bar hopping in Wrigleyville. We checked out Cubby Bear, Vines and Sluggers bars
- Dinner at Elephant & Castle (the restaurant at our hotel because we were exhausted)

Monday/ Day 4:

- Skydeck at the Sears/Willis Tower
- Shopping on State St.
- Lunch at Giordano's (so K could get some deep dish pizza)
- Drink at Dick's Last Resort on the river
- More shopping and exploring downtown
- Drink at the Berghoff
- Headed back to hotel to pack bags & get dressed for dinner
- Last dinner in Chicago at The Purple Pig

Thanks to Steph @ Life According to Steph for recommending The Purple Pig and giving me some really great tips for the trip! I love tapas style food and everything we tried was nothing short of amazing. Some of the items we ordered: Tuscan Kale & Romaine Caesar Salad, Milk Braised Pork Shoulder, Eggplant Caponata with Goat Cheese and a few other things. Everything was excellent!

Tuesday/Day 5:
- Rush to airport for 10:40 am flight
- Last minute gift shopping in the airport
- Stopped by Garrett's popcorn shop for some Chicago style popcorn

I loved every minute of being in this beautiful city and it was a really nice break from work, blogging and everyday life. Until we meet again Chicago!


  1. This looks like a really fun time!! That pizza looks so good!


  2. Fabulous! We didn't get to do The Signature Lounge. I wanted to get up there at night. Your pics are great!

    So glad you loved The Purple Pig. I'd go back there any time!

  3. Don't you just want to move there!?!? I am obsessed with Chicago, so much fun and so much stuff to do. I love all of the places you visited. A great breakfast place is Yolk, if you ever make it to Chicago again.

  4. What an amazing trip! It looks like you guys had perfect weather & I love that last picture of the buildings!

  5. I'm super impressed you have your recap up! Such an amazing time with you guys and I am completely in love with Chicago. Can't wait to go back sometime :-D

  6. You got so much done in your time there! I am dying to see a game at Wrigley! I will be turning to you for advice for a trip there soon!

  7. Absolutely love your chicago recap and now I want to travel there even more!! So glad you guys had a wonderful time!!

  8. Wow, Chicago looks beautiful! I have some friends who live there so I definitely want to make it over there someday! :)

  9. Looks like so much fun! That deep dish looks amazing! Looks like you got to see so much of the city.

  10. glad you had so much fun! 3 very good friends of mine live in Chicago and it is a great city! If it wasn't so cold in the winter I might live there too!!

  11. Looks like so much fun!!!!! I have always wanted to go, but the cold weather throws me off so I dont think I could ever live there!

    Lisa @ Showered With Design

  12. Y'all did so much in that trip. Chicago is a great city to explore.

    1. Yup we definitely packed our days full to see as much as possible. I'm exhausted! lol But it was all worth it! So. much. fun.

  13. when i visited i did the bean, had a drink at the signature room (which was AMAZING at night) and checked out the willis tower too. chicago is so freakin fun!

  14. OMG your trip looks amazing! Looks like you guys had amazing weather and all that food... yum! Glad you had an amazing trip girl!

    <3, Pamela

  15. gahh so jealous! looks like you had such an amazing time, so jealous! it has been so long since i have been to chicago, and we are pretty close! boo. you guys packed so much in, crazy!

  16. omg the pizza! the bloody mary's!! This is my kind of city!

  17. Girl you did it all! Glad you had a great time!

  18. Looks like you had an amazing time! I also tend to pack my days full when I'm traveling, which my husband hates. So fun!

    Tif @ Bright on a Budget

  19. Wow you certainly got everything in!!! I love Chicago so much! The Signature room is still one of my favorite spots!

  20. You packed so much in! You literally did everything in Chicago, so fun!!

  21. I thought your instagram pictures made me excited, but I think this just multiplied it by a million! Looks like a fantastic time and you did soooo much! I'll definitely be using this as my go-to for when I'm there next week!!

  22. Looks like you all had tons upon tons of fun! Seeing all these photos makes me miss Chicago from when I was there back in July :(

  23. Chicago looks soooo fun!!!! I love it! I havent been around much last week so glad I popped in to read my feed and saw this post of awesome. Got me geared up to travel!

  24. I'm delayed with commenting, but it looks like you had a wonderful and super busy trip to Chicago! I'm glad you had a great experience :-)