A FlyerTalk Posting Legend
Join Date: Sep 2009
Location: Minneapolis: DL DM charter 2.3MM
Programs: A3*Gold, SPG Plat, HyattDiamond, MarriottPP, LHW exAccess, ICI, Raffles Amb, NW PE MM, TWA Gold MM
Posts: 102,617
You can book it, but it's likely to be more expensive because you will have a broken fare (which also restricts SDC/SDS options, although that's unlikely to matter in this case). You'll need to have one fare component to the "long connection" (actually stopover) and a new fare component departing from the "long connection" (stopover) airport. OTOH, there's always a chance that married segment logic could make the broken fare cheaper.