Chicago Travel Diary | How I Spent a Long-Weekend in the Windy City

Chicago Travel Diary

So I got the chance to visit the beautiful city of Chicago, Illinois over President’s Day weekend and I had the most amazing time! My friend and I got the opportunity to travel with our college on a bus trip for so cheap, so we jumped at the chance to spend the long weekend in the Windy City. I’ll be sharing what we did all weekend and a lot of photos, so be prepared!

Day 1

So after the long bus ride, we finally arrived at our hotel in downtown Chicago. It was around 8 at night, so we just walked around and tried to find something to eat. We wanted to try out deep dish pizza, so we went to Giordano’s after a recommendation from some people. It was really good pizza, I’d definitely have deep dish again!

[one-third-first]Giordano's[/one-third-first]
[one-third]Chicago Travel Diary[/one-third]
[one-third]Magnolia Bakery[/one-third]

 

We also walked through Millenium Park at night and saw the Bean. After that, we went to Magnolia Bakery for some really delicious cake. We ended going there another time on our trip too because it was so good!

Day 2

After getting ready, we ate a quick breakfast at McDonald’s because it was right across from our hotel. Then we walked to Millenium Park again and went to go see Cloud Gate in the daylight. The Bean is really cool, and I recommend going in the morning because there weren’t too many people there but just enough so we could ask someone to take a picture of us!

[one-third-first]Chicago The Bean[/one-third-first]
[one-third]Chicago The Bean[/one-third]
[one-third]Chicago The Bean[/one-third]

[one-half-first]Chicago The Bean[/one-half-first]
[one-half]Chicago The Bean[/one-half]

After this, we headed back to our hotel to meet up with our group to go to the Field Museum. Now to get there, we took a 45-minute walk and man was I dead when we got there! The museum was fun, it was a lot of history and things like that. If we had more time in the city I might have spent more time here, but we did get through most of the exhibits in two hours. I was so sad that Sue the T-Rex wasn’t out though! She was found in South Dakota and I really wanted to see her!

Chicago The Field Museum

(Outfit Details: Sweatshirt, Jeans, Sneakers)

I also got to meet up with one of my closet friends from high school who goes to college out here. We met up in Lincoln Park after I managed to figure out the L system pretty easily. The first time we rode the L Kelsey refused to sit down because she thought it was dirty and gross! She eventually got over that because we used public transit a lot during our trip. We ate at a really good burger place called The Burger and The Butcher, although it was so tiny and crowded. Then we walked down the block a little bit and went to a great ice cream place called Jeni’s Splendid Ice Cream. I got a peanut butter chocolate one and it was so delicious I didn’t even get a chance to take a photo of it!

[one-half-first]Chicago Travel Diary[/one-half-first]
[one-half]Chicago Travel Diary[/one-half]

Day 3

We had all of Sunday to go out and explore, so we did exactly that! We tried to get up earlier this day, but we headed out around 9 to go to this Willis Tower Skydeck. This was quite a long two-hour wait. I heard the lines are a lot shorter during the week, but this was our only day to go! It was a really cool experience to be up 103 floors and see the whole city. We also got to go out on the glass floor, which was a little scary at the beginning but really cool.

[one-half-first]Chicago Travel Diary[/one-half-first]
[one-half]Chicago Travel Diary[/one-half]

[one-third-first]Chicago Travel Diary[/one-third-first]
[one-third]Chicago Travel Diary[/one-third]
[one-third]Chicago Travel Diary[/one-third]

[one-half-first]Chicago Travel Diary[/one-half-first]
[one-half]Chicago Travel Diary[/one-half]

(Outfit Details: Sweatshirt, Jeans, Sneakers)

After this, we went on public transit again and took an L train and a bus to get the Navy Pier. A lot of Navy Pier was under construction, so we didn’t see too much of it and there was just so much to look at! We ate a really good burger place for lunch there and then just walked around. If I come back sometime when it’s warm I want to ride the Ferris wheel!

Chicago Travel Diary

Finally, we took another train out to the Garfield Park Conservatory. We didn’t have a ton of time left in the day before it closed, but we had plenty of time to get through all of the exhibits. Of course, I really enjoyed the arid plant’s section and saw so many beautiful cacti and succulents!

[one-third-first]Garfield Park Conservatory[/one-third-first]
[one-third]Garfield Park Conservatory[/one-third]
[one-third]Garfield Park Conservatory[/one-third]

[one-third-first]Garfield Park Conservatory[/one-third-first]
[one-third]Garfield Park Conservatory[/one-third]
[one-third]Garfield Park Conservatory[/one-third]

After this, we went back to this hotel to rest a little bit and research a place to eat for dinner. We ended up going to an Italian place (that I can’t remember the name of, sorry!) that was near the hotel. We walked around for a bit, did a little shopping, and headed back to Magnolia Bakery to get another piece of that delicious cake!

Day 4

Nothing eventful on the last day. We woke up bright and early to get on the bus by 6 a.m. to head back to SD. We went through some not great weather but made it back to Brookings in one piece. Then it was all getting prepared for the next day of classes and things.

I really fell in love with Chicago! When we first arrived, I was a little overwhelmed with the city and it was the first time I have done a trip without my parent’s help. After the first night, though, I loved the energy and the fact that everything was within walking distance or public transit. There was so much I didn’t get a chance to see, so I hope I can return to this place real soon!

Hope you enjoyed this super long post, let me know if you’ve been to Chicago and your favorite places to go!

renaekarissa

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