Alright, so I'd say watch the weather and the world is your oyster. All times are assuming you are coming from southern California.
LA - Chicago direct (I70/Summit County) - 29 hours
via San Juans (Silverton/Telluride, CO) - 34 hours
via Crested Butte, CO - 33 hours
via Taos, NM - 33 hours
via Salt Lake City - 30 hours
Hell, even if you went past SLC to Jackson, WY it's still only 35 hours. Lake Tahoe is also around the 35 hour range.
I'd say you have more options for a day of skiing than Vail/Summit County without adding too much travel time to your trip. I'm not saying... I'm just saying.