Over the Weekend, Fall Break in Chicago

Okay so this week's Over the Weekend is more than a few days late, my apologies, but it was too good not to share. Unless you've been living under a rock, you probably already know that I spent my fall break (a.k.a. Columbus Day Weekend) in Chicago. I wanted to share with y'all a fun recap of my action packed few days in the Windy City. I apologize for the length of this post. Soooo many people have asked what my friend Liz and I were up to, what all we saw and wanted to see more photos. So I thought why not include it all here! Hope you enjoy!! xoxo

Friday, October 10th 
Friday was the longest day of my life, literally. I was awake for a full day, 24 hours straight. It started by waking up at 2:30 a.m. to get ready and finish packing. I didn't necessarily have to be up that early, but was just too excited to sleep (I would regret that later). The shuttle service to the airport picked us up shortly after 4:00 a.m. and we made our rounds picking up other passengers. If you're in the DMV area and need to get to BWI or Dulles Airport, I highly recommend SuperShuttle Service. It's only $30 for the first passenger and $10 for each additional. It's a great service if you're traveling with a large group. After a short wait at Dulles Airport, about a two hour flight and lots of turbulence #reasonsIhateflying, we finally landed in the windy city. To save some money we decided to take the train into the city. It only cost us $5 and a short 30-minute ride, saving us a ton of money since we decided against a car service. We then headed to the Wyndham Grand Chicago Riverfront, where we'd be staying throughout our trip. Thank you to our dear friend Wendy and the fabulous crew at Wyndham (thanks Sarah!), we were given a room on the 38th (top) floor, with the most amazing view from a hotel room I've ever seen.

My friend Liz and I quickly threw our bags in the room (which was ready for us at 8:45 a.m. by the way, killer service) and headed out to tour the city. First stop was Millennium Park to see "the bean" and then off to walk through the River North area. We ate lunch at Public House (the most amazing pumpkin beer, ever) and headed down to Navy Pier to catch our boat tour. Seadog Speedboat Cruises was one of the only boat tours that offered both lake and river views, so we just had to do it. It was blisteringly cold, and windy (shocker), but worth every second for these incredible views. Oh and side note, did you know the Farris Wheel was founded right there at Navy Pier in Chicago?! The first one EVER was built and tested in the same spot where the current one stands!! How cool!

After the boat tour we decided to warm ourselves up at the local Margaritaville with a drink and then headed back to the hotel for a quick outfit change. Later in the evening we met up with one of our sorority sisters (and friend who hooked us up at the Wyndham) Wendy and her boyfriend. After a quick dinner and drinks, we headed down to the ever popular Hubbard Street to experience Chi-Town's nightlife. At this point I had been going for 20 hours straight. After three cups of coffee and one five hour energy, a single beer put me to sleep. So we cut the night short and headed back to the hotel.

Saturday, October 11th
This was by far my favorite day! After going 24 hours straight, my friend Liz and I decided to sleep in late on Saturday morning. We enjoyed some House Hunters: Renovation marathon on HGTV and some in-room coffee before heading out to Chicago's famous deep dish pizza chain, Giordano's. I've had Chicago style pizza before, but never stuffed. It was pretty good, but I will always be a New York City style pizza girl (sorry Chicago)!

Another one of our sorority sisters, Hannah, met up with us at Giordano's before we headed downtown to the John Hancock Building. That is where I witnessed the most impressive view you will ever see out of a women's restroom, EVER. I'm not kidding. People flock to the Signature Room's women's restroom for the greatest view in the city. Every now and then you'll catch a woman trying to sneak her boyfriend or husband into the bathroom to see the view as well. It is really THAT impressive.

After waiting in line for almost an hour and a half, we made it up 96 floors and back down. Talk about ears popping. We then headed a few blocks down the road to The Drake Hotel for "high tea" time. Let's just say the fanciest non-fancy people enjoyed some cheap Prosecco instead of tea and devoured with our hands some meats and cheeses #sorrywerenotsorry. I felt so fancy and wished "I'm so fancy" was playing over the speakers.

To continue our marathon of sightseeing, we took an Uber (PTL they have Uber in Chicago too!) to Lincoln Park to meet back up with our friend Wendy and her boyfriend. We walked around the neighborhood, stopped for some pics outside Wrigley Field, and then headed to a fun Mexican restaurant for dinner. To finish off the night we had a drink at a local pub and then headed back to the hotel.

Sunday, October 12th
Our last day in the Windy City was a relaxing one. Filled with shopping, more eating at Joe's Crabhouse and Sunda New Asian (the best brussels sprout salad, ever), and walking around the city. I snagged the most perfect white dress for the holidays and a few essentials from H&M. It was an early night in, as we had another early wake up call for our flight back to DC on Monday morning.

I've been told countless times that Chicago is truly an amazing and clean city. I never really knew what people were talking about till I visited. The views are incredible, the dining and nightlife scenes are fantastic, the streets are impeccable (with almost zero trash and the sidewalk planters are filled to the brim with mums and pumpkins for fall), and the people are just out of this world friendly. If I could live anywhere other than DC (because I just love the District wayyy to much to move), I would live in Chicago. I highly recommend a visit soon if you've never experienced it!

Happy Hump Day friends! And if you made it this long and read every word, I have some Garrett Popcorn waiting for you as a reward, ha! 

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Ellen | A Pop of Pink said...

This looks like an awesome trip! I can't believe the view is that incredible from a women's restroom! I have never been to Chicago, but I would love to visit some day.

Ellen | A Pop of Pink

Primp & Proper said...

Thanks Ellen!! It really was a fun weekend! You should definitely take a trip soon. Promise it's worth it :)


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