Preferred connection time between Long Distance (LD) trains

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I know there are people who regularly plan to spend the night in Chicago rather than relying on Amtrak's same-day connections, but in 20-plus cross-country trips we have never done this.
We’ve done 11 trips east on SWC No. 4 where we had a same day connection in Chicago with CL No. 30. We’ve made all of them with the exception of one and that was due to extreme weather encountered in Missouri which delayed our train by 7 hours. Fortunately, we had a guaranteed connection and Amtrak put us up in a hotel for the night, gave each of us $40 worth of food coupons, and sent us out on the next day’s CL No. 30 which, incidentally, arrived at our destination (Toledo) only three minutes late. We’ll be doing this trip again next month and we fully expect to make our same day connection in Chicago.
 
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