Skipping I90 Chicago route going from MA to SD

Get your atlas out and check this route.

Go south until you can get on I-84 west. (I don't know where you are starting.)

I-84 to I-81 south near Scranton, PA
I-81 to I-80 West
I-80 to I-76 west of Youngstown, OH
I-76 to I-71 south
I-71 to I-270 around the west side of Columbus, OH
I-270 to I-70
I-70 to I465 around the south side of Indianapolis
I-465 to I-74
I-74 to I-474 around south side of Peoria
I-474 to I-74
I-74 to I-80
I-80 to I-29 north of Davenport, Iowa
I-29 to I-90 in Souix Falls, SD

Tom