Join Date: Dec 2002
Location: Danville, CA, USA;
Programs: UA 1MM, WN CP, Marriott LT Plat, Hilton Gold, IC Plat
Posts: 18,110
$195 sounds high for a weekend flight. When I lived in DC, we used to regularly see roundtrips for $118+tax on southwest (MDW-BWI nonstop) and occasionally similar fares on UA and/or AA.
Have you checked the UA fares? They have a number of Chicago promotions, including flights from my SFO base for $150+
If you can't find something for $150, I would hold off as you won't have any trouble finding late-deals on hotel rooms in February.