A Weekend in The Windy City

Hello Joyflakes!

A couple of weekends ago I went with my girlfriend to visit her family in Chicago. We will be heading to see them again very soon (as in on Wednesday) but due to a bout of Black Friday Crazy, we go them a GIANT tv for christmas that need to be delivered without also trying to pack in all of our other gifts and bags. So we loaded up the Blueberry, my beloved Yaris, and hit the road to the big city.

We left later than expected and arrived at Misha's parents house around 9 o'clock, just in time for a very late (or on time if your Persian) dinner of delicious homemade Persian food. Although by the time we were finished with dinner it was already nearing eleven, we decided to set up their new tv. While this generally means unplugging and moving one tv out of the way and then putting the new tv in its place and plugging it back in, the new tv was about double the size so we also had a LOT of furniture moving to do. By the time everything was said and done, it was midnight and we were exhausted.

The next morning we had a delicious french toast bake and headed to target for a quick emergency shoe fix. I had managed to only bring one pair of shoes, my favorite black ballet flats, which would be no good in the cold or the wet that we were expecting to get over the weekend. After finding an AMAZING pair of black heeled booties and a new pair of black pointed toe pumps that fit like a dream, we got on the road and headed out of the suburbs and in to Misha's sister Sara's house in the city.

I have to say, Chicago is one of the strangest big cities I've ever been in. Sure, there's a downtown, and there are little neighborhoods that each have their own charms, and there are multiple options for public transportation, but everything is so spread out! Maybe i'm just biased and think that every big city should look and feel like New York, but I'm literally surprised and weirded out by it every time we visit. Plus, the trains run above ground more than underground which I find very disconcerting for some reason.


Anyway, we got to her sisters house and had a delicious homemade columbian soup made by Sara's boyfriend Drew and planned our afternoon in the city.

We started off with a trip to the Christkindlmarkt for a pretzel and to wander between the booths. Unlike our first trip there this season, it was PACKED. There were ten million people and wandering between booths you were more likely to get lost than find anything you were looking for. So we snagged a pretzel (pizza, grilled cheese, and original bavarian -- YUM!) and made our way out of the market.

Next was a trip to Misha's sisters office building for a christmas photo op with the giant tree in the lobby.




After multiple tries for a good picture, we headed back out into night to check out Macy's shop windows on our way to the outdoor tree in millennium park. Oh Chicago, you sure do know how to make things look christmassy!



Thoroughly done with the christmas crowds, we headed off to find a beverage before meeting up with Misha's sisters friends for a birthday party. Our plan, was to find someplace between our train stop and the pizza place we were headed to, but we didn't find someplace we liked until we were literally next-door. 


The Drinkingbird is a perfect spot to grab a drink and catch up with friends. It isn't too loud or too dark which makes it an ideal spot in my opinion. The entire vibe of the place was what I would call "classy dive" and it was right up our alley. We relaxed, had a couple of delicious drinks, and snacked on fantastic fondue while we chatted about our lives, our plans for the holidays, and everything in between. 

After drinks, we popped next-door for pizza and pitchers of cheap beer in celebration of Sara's friends birthday and then it was off to meet up with even more old friends and drinks in Boys Town. 

When we head to Chicago, we generally don't spend much time in the city. We tend to stay in the burbs enjoying family time so it was great to just be tourists for the day and let the city take us where it wanted. I love unplanned tourists days. How about you? What do you like to do when you're in the windy city?

XOXO,
Kae