Chicago, Illinois

Skydeck Chicago

Skydeck Chicago in the Willis Tower
(formerly the Sears Tower)

My first blog post…my first trip as a solo traveler. 

Chicago has been a city that I have wanted to visit for a few years now. I’ve heard so many good things about it and how clean the city is…what everyone has told me I found out in July that they were all true. Chicago also know as (The Windy City), (Chi Town), and (The Second City) to name a few was the perfect city to travel solo for the first time. I went for four days and three nights. I felt safe and had something to do at all times of the day and night.

Highlights of my trip.


Considering I was traveling for the first time as a solo traveler, I decided to continue with another first and that would be to stay at a hostel. I went onto and searched for Chicago hostels. There were a few that came up in the search. I decided upon The Hollander in the Wicker Park area of Chicago. The price was fantastic and the reviews were very good. I opted to stay in an all female room that consisted of 6 beds and bathroom in the room. The shower and toilet were separate and the sink was outside so each person can get to each without waiting while someone was in the shower to use the sink or toilet. I found this to be very convenient. It was also very clean.

**Only downfall was that the train was right outside our windows, so if that bothers you…if you choose to stay here ask for a room the furthest away from the tracks. For me, it didn’t bother me at all. 

First Stop.


My first stop after I checked in was Wrigley Field to see the Chicago Cubs play the Chicago White Sox! What a fantastic experience that was. This was also a first, first time attending a sports event alone. I sat next to two very nice families and enjoyed a very exciting game. I always like going to sports events in different cities to experience the different traditions they have. It was a packed stadium that day and I of course had to get some Cubs gear (looking like a local traveling solo tip). 



The Cubs won!

Deep Dish Pizza

Well, I could not go to Chicago and not try the deep dish. Before I left for Chicago I asked some Chicago natives as well as those that visited in the past what their favorite was. The top three that were mentioned were Gino’s East, Lou Malnati’s, and Giordano’s. I got to two out of the three, below are my opinions on Lou’s and Gino’s.

Pictured above is Lou Malnati’s personal pie. It was the perfect size for me. The sauce was tasty and the crust was the best part. It did not have a ton of cheese which was fine by me. I liked Lou’s over Gino’s because of the consistency and taste of the crust.



Gino’s East was delicious as well and I got some toppings-zucchini and mushrooms. The vegetables were fresh and the sauce was very good. The crust at Gino’s was not as good as I thought it was going to be. The personal was also pretty big, enough for two people. I ended up giving half to one of the less fortunate on the street (if ya know what I mean). 

Which is your favorite?

*Chicago is known for its food. I cannot wait to go back and eat around the city and try all of the great restaurants that were recommended to me. Three days was enough to see a lot of the city, but not enough to see it all. 

Things To Do

Chicago is filled with so many things to do. I was there for three full days and I was up at 7 a.m. and out the door by 8 not returning to my hostel until 11 p.m. I wanted to get the most out of my trip and see as much as I could possibly see. 

Before I left I did my research and I found getting the Chicago CityPASS a way to see a good amount of attractions. With the CityPASS, you get a discount and CityPASS line privileges. Attractions included in the CityPASS are the Shedd Aquarium, Skydeck Chicago, The Field Museum, Museum of Science and Industry or 360 CHICAGO (John Hancock Building), and Adler Planetarium or The Art Institute of Chicago

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The pass is $99.75, thats over $100 in savings if you were to do each individually. TOTALLY WORTH IT!