And another find:
1911-06-12 Chicago Tribune
Ivy Isabell Caldwell obtained a scholarship for University of Chicago
Edit: actual wording 'The scholarship to the University of Chicago from the Frances Shimer School, Mount Carroll, Ill., has been given to Miss Ivy Isabel Caldwell of Chicago.'
She got married in 1914, three years later.
Pleased to see a mention of Capt William Caldwell in South Bend in 1902 - that was a good find. 
Your friend was very busy taking clippings yesterday
The scholarship from Francis Shimmer School should have been on your timeline for a newspaper article dated 8 June 1911 - reply 30 on the original thread in February 2024.
Marvellous to remember these things from 2 years ago. 
https://www.rootschat.com/forum/index.php?topic=880505.27
The other completed thread "William Caldwell" was the one used because we couldn't attach records to the long look up board thread. One of those attachments was the Apprentice's Indentures for Merchant Navy UK for William Caldwell.
https://www.rootschat.com/forum/index.php?topic=880729.msg7718005
Sandra
Your memory is impressive! I must have missed this entry completely about the scholarship or just forgotten it.

Pleased to say I hadn't forgotten about William Caldwell being in the merchant navy. However I wonder if he might have moved to the military navy later? Did that ever happen? Perhaps in wartime.
ADD: looking at the 1911 newspaper article, I didn't appreciate that the wording meant she'd got a scholarship to the University of Chicago. The announcement is a bit convoluted isn't it? I thought it just meant she'd graduated from Frances Shimer with scholarship honours but didn't really understand the information.