For $90, I boarded my first 20-hour Amtrak train. I would absolutely spend extra money to fly the next time.

I visited friends in Chicago a few weeks ago for the weekend, and I thought it would be fun to ride the AMTRAK train back to New York.

I traveled home via a 2-and-a-half-hour flight from New York to Chicago and a 20-hour Amtrak train ride from Chicago’s Union Station to Manhattan’s Penn Station.

My companion and I stopped at a Walgreens on the way to Union Station to buy some food for the train travel. Don’t tell your friend, but I would hate to be her right now, the elder man said as my friend told him about my planned ride.

To be fair, I also detested the thought of going at that time. Long flights with strangers make me feel claustrophobic, and I’ve always hated long car journeys. I was uncomfortable with the thought of spending 20 hours in one chair.

Here is how my first lengthy train journey went.

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