…with no GPS and no map.
The end of my Business School journey began with a road trip to Chicago. The day was not the smoothest. My very last class turned out to be a mini-exam, which I had completely forgotten about. You can imagine how that went. Then BI showed up in our rental car an hour late due to technical difficulties. On the bright side, our rental card was not one of: GM, Ford, Chevrolet, or Toyota, the four brands that I now refuse to drive. It was a white Mitsubishi, and so far in my experience with rental cars, it’s the best car I’ve driven. Plus I have inexplicable good feelings towards white cars (a.k.a. love).
We were only armed with a set of instructions from Google Maps (but no actual map) and had no GPS. We were lost before we even left University Town. We couldn’t find the highway. Our male counterparts would mock us to death if they knew. Since we were both girls, we pulled into a gas station at an intersection and asked for directions. It turned out the highway was literally half a second down the road. and the gas station attendant thought our question was some sort of bad April fool’s joke. I wish it was.
It didn’t take us long to reach the border, but hilarity ensued at U.S. customs.
“Where are you going?” The customs officer asked us. I’m used to American customs officers looking grim and unsmiling, but this one looked downright angry.
“Chicago,” we both said with a grin.
“What are you going to Chicago for?” He asked, unamused.
“Just for fun.” Apparently ‘just for fun’ was not on the list of acceptable responses. The customs officer did not look like he understood ‘fun.’
“Where are you going in Chicago?” He finally asked in a monotone.
“What do you mean? We’re going to be hanging out in downtown Chicago.” Apparently ‘hanging out’ was also not on the list of acceptable responses.
“What do you have in your trunk?”
“Our stuff.” We were clearly not the most articulate pair.
“Are you planning to leave any of ‘your stuff’ in the U.S.?”
“Huh? Why would we leave our stuff in the U.S.?”
The customs officer looked like he wanted to eat us, but he finally let us through.
In hindsight, if I had given standard responses like “vacation”, “clothes,” and “no,” we would have gotten through much faster. For two very smart girls, we can be incredibly airheaded sometimes.
After we were in Detroit, our instructions told us to go off the highway in search of another highway that would eventually lead us back to the highway we were driving on. We didn’t read far enough down the instructions to realize this, so we followed the instructions and got off the highway. And, you guessed it, we were lost.
We gave up on trying to follow the instructions and headed back. The detour cost us almost an hour, but at least we were heading in the right direction again. At this point, we decided to ignore Google’s instructions and just head west. All roads must lead to Chicago, right?
We pulled into a McDonald’s for dinner (because apparently there are no other options along a highway that crosses three states), and this is when we realized how Canadian we were.
First of all, there are no vegetarian options in the McDonald’s here. Salad comes with cheese, and we’re both lactose intolerant. Second of all, the serving sizes are massive. Third of all, there are no washrooms in the U.S.. There are restrooms.
We had almost nothing for dinner and instead, returned to the car to munch on our baby carrots and freshly cut bellpeppers. Nom nom.
Also, toll booths suck. Seriously, what’s with that? Stopping highway traffic every couple miles to throw in a few bucks? For a country that’s focused on productivity and efficiency, they should really rethink their toll booth system. Oh, and we also realized we were Canadian when we were scrounging to come up with 50 cents USD.
We didn’t make it to the city until past 10pm, but it was worth it. Chicago looks beautiful at night.

This morning, I woke up at 5am because I couldn’t sleep. Maybe I was too excited. I went for a stroll outside and watched the sun rise behind Buckingham Fountain. It wasn’t quite as breathtaking as watching the sun rise from the San Francisco boardwalk, but watching the sun rise in a different city is always exhilarating. Watching a city wake up in the early hours of the dawn is an experience for the senses, and my favourite thing to do as a tourist.
Whoever said that Chicago is like the Toronto of the mid-west was wrong. Chicago is much more beautiful. I haven’t seen anything yet and I already notice why this city is known for its architecture, art, and music. The Californian coast might have been more breathtaking during sunrise, but the Chicago city itself is much nicer, with its parks and wide pedestrian lanes and old-fashioned architecture and boutique music shops.
I can already feel myself falling in love with Chicago.
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