I am always amazed how cheap Chicago-NYP routes can be. Below $100 for coach is a good deal,
Assuming I spend 25 dollars on food aboard, that still means its 115 dollars I spent on Amtrak to Chicago or NYP. Cheaper than any airline fares except 2 or 3 flights.
I am always amazed how people think sitting in coach on Amtrak for 20 hours is the same as sitting in coach in a plane for 2 hours. I have done it and trust me, it is
not the same, wider seats and more legroom notwithstanding. Flights from NYC to Chicago start at $79 and there are a tonne of them for around $125. I just checked for a random weekday later this month and got
45 (yes, forty five) direct fights between LGA/JFK and ORD for $125 or under. And its not like Amtrak offers a lot of flexibility- there are a grand total of
two direct trains from NYP to Chicago, one of them being non-daily.
Sorry, as much as I love trains, under the current setup except the corridor services and short distance hops, Amtrak just doesn't work when it comes to traveling to get from point A to point B efficiently. Amtrak ends up being the vacation transport when I have plenty of free time at hand to relax.