Three Cats in Chicago

three cats ollie and sasha travel is sweet

Three Cats in Chicago

Written By: Andrew
December 28, 2018

Three Cats in Chicago

With a mere 10 days left on our visa and countless miles travelled, three cats, await us in Chicago for our final house sit in the USA. Touching down at Chicago Midway Airport, we now have to decide, how to get to our sit. Will it be via a train, taxi, uber, Lyft or shuttle. After asking questions at several desks, we decide a shuttle will be our best option. However, we will first have to go via downtown Chicago to drop off other passages first. Free tour of Chicago included, yay 😊. The ride into Chicago was awesome, we had great conversation with the other passengers. We were given some useful tips and enjoyed some laughs as well. Americans are such accommodating people, I guess that’s why we love coming here. After an hour ride, we reach our final destination.

We are greeted by a chilly -3 ̊ C, that cuts right through us. Furthermore, we aren’t dress for the conditions, thus the frigid temperature hit us quickly. Our Home Owner had left the key in a padlock which used a dial key lock. Unfortunately, due to the temperature it had frozen and we are unable to turn the dial. Unable to contact the Home Owner, we resort to opening our bags on the sidewalk and change clothes to suit the freezing conditions. At one stage I took off my shirt to put on my thermals, which really showed how cold it was. Finally, after what seemed an eternity, we communicated with the home owner. She advised us to store our bags around on the back patio and head to the local Starbucks. Hot coffee and warm surrounds, who were we to argue 😊.

Meeting the Three Amigos

Anti-climactic to say the least, as our three cats were very shy to begin with. But Ollie didn’t take long to come out of his shell. He was the outgoing of the three cats.

three cats ollie pondering travel is sweet

However, Sasha did come out of his shell as well.

three cats sasha travel is sweet

Charlie was the timid one of them all, by the end he was allowing as to pat him for a brief period of time.

three cats charlie trying to sleep travel is sweet

They all loved to play for periods in the day, chasing the laser dot or the stick with the toy mouse on it. The rest of the day was spent curled up in a warm place sleeping. Identifying each cat took a bit, as they were all the same colouring, with minor distinctions.

Ollie had a white stripe on his nose and he didn’t mind a scratch. Ollie suffers from asthma, so I had to administer his medicine via an inhaler two times a day, that was a first for me.

three cats ollie travel is sweet

Sasha was the big boy out of them all, we did get to cuddle with him a couple of times.

three cats sasha the eyes travel is sweet

Charlie, the quietest and could be distinguished by the black tears that would gather in his eyes. While they were a little stand offish, they were lovely cats to look after.

three cats charlie travel is sweet


As this was our third visit to Chicago, we didn’t do any sightseeing. However, Chicago has some amazing place to see and things to do. Check out Trip Advisor for a good overview of attractions. If you would like to know more about our house and pet sitting way of life click here.

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Take care

Andrew & Carolyn

Travel is Sweet (Dream It, Experience It, Treasure It)

Travel Tips

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