Here are the details on the pre-cruise flight from Detroit to Anchorage, with a layover in Chicago
United Airlines 4749
operated by SKYWEST DBA UNITED EXPRESS
Jet Embraer 175
Economy class
From DTW Detroit Metro
Departing Date: Thursday, July 18, 2024 Departing Time: 11:00 AM
To ORD Chicago Ohare
Arrival Date: Thursday, July 18, 2024 Arrival Time: 11:27 AM
United Airlines 450
Jet Boeing 737
Economy class
From ORD Chicago Ohare
Departing Date: Thursday, July 18, 2024 Departing Time: 4:14 PM
To ANC Anchorage
Arrival Date: Thursday, July 18, 2024 Arrival Time: 7:57 PM
Since it's open jaw (as opposed to round trip) I figured the post cruise flight isn't a factor here, but FWIW: Vancouver to Detroit via Air Canada. I can add those details too if that will help?