Any advice on our Chicago food itinerary?

My wife and I are heading to Chicago for 6 nights over Labor Day weekend (8/29-9/4) for our annual trip (from San Diego), to eat and drink our way through the city. And this time we're actually starting to scope neighborhoods for a likely move to Chicago in the next year.

We've put together a bunch of reservations, but was hoping for any feedback or advice on things to add/modify/delete, especially if they're not worth it, overhyped, etc., or adding places that are great neighborhood bars, under the radar gems. We're mid-30s, staying in River North, but looking to explore anywhere, particularly the West Town area, up to Logan Square, Bucktown, Lincoln Park, West Loop.

Thanks a ton and any feedback is appreciated. Here's what I've got (if listed, we have a reservation where applicable):

Thursday (arrive mid-afternoon)

• Dinner: Elske
• Post-Dinner: ?

Friday (head to West Town/Lincoln Park to walk around/explore)

• Breakfast: Kasama, aiming to get to there early
• Walk the 606
• Lunch: ? Looking for somewhere in the neighborhoods we'll be walking around in
• Cocktails: Berkshire Room
• Dinner: Bavette's
• Post-Dinner: Library; but also looking for recs for a good Friday night spot (really want to check out Meadowlark, Violet Hour)

Saturday

• Lunch: Monteverde
• Dinner: Rose Mary
• Post-Dinner: maybe Blind Barber, The Office

Sunday

• Brunch: Aba
• Daytime bar hopping
• Dinner: Momotaro/Alla Vita; or put name in at Armitage Ale House and grab a drink somewhere around there while we wait

Monday (Labor Day)

• Wendella Architecture Tour
• Dinner: Avec; or Union; or put name in at Armitage Ale House and grab a drink somewhere around there while we wait

Tuesday

• Dinner: Maxwell Trading