Join Date: Dec 2002
Location: Washington, DC, Chapel Hill, NC (RDU)
Programs: DL Plat (won't hit DM again) 2MM (2.5), HH Gold, PC Gold, Hyatt Plat
Posts: 5,725
I just did a similar trip -- DCA-JFK-YYZ (all DL on an award ticket) on one ticket and then YYZ-JFK-AMS-KIX on a KL ticket, DL operated YYZ-JFK.
I did risk a same day connection but with a much longer connection time. I gave myself about 4 hours in YYZ just in case there were problems. It worked, but Canadian immigration took about 45 minutes. Security and immigration back to the US was pretty quick, but I do have GE.
I did a same day return connection as well. Allowed 4 hours for the connection in YYZ.