It is 892 miles from Chicago, IL to Hartford, CT. It will take you approximately 14-and-a-half hours to drive.
There are 21 Hartfords in the US, none of them are in Massachusetts. I'll guess you meant Connecticut, which is 14 hours from Chicago.
It is 865 miles according to Google Maps.
It is 139 miles according to Google Maps.
3 or so Hours from Hartford, CT
3 or so Hours from Hartford, CT
It will take you about 26.5 hours to drive the 1,672 miles between the two cities.
About 3.5 hours.
The drive from Hartford, CT to Mont-Tremblant, QC, Canada will be a distance of 409 mi, and your looking at just under 7 hours driving time.
It will take 1 day 10 hours to drive from san Jose calofornia to Chicago Illinois.
To get from Chicago, Illinois to Birmingham, Alabama, it will take 10 hours and 28 minutes.
== == About six hours, depending on the delay at the Canadian border crossing.