So Beverley, you're saying no to the table and chairs working together? The table is quite rustic and I've got two boys so I'd like to keep the chairs more casual. I do prefer upholstered chairs.

Would this table be better with the chairs?

Legacy Metalworks Extension Trestle Dining Table, Oak · More Info

The other chair I was considering...

I like your chairs with "cross" design table.

Do you think the second chair I'm considering is a good choice with the trestle table?

I really do like the trestle table, the color is perfect to marry my woods and I got it for a reasonable price. I like the second table as well, but I'm concerned about the color working simply because I cannot see it in person and I cannot return it if I purchase it.

Well, I'd like to see the mid-century item[s].... ?

Maybe? cause the heft of the barrel back goes a bit with table 'posts'??

Midcentury Modern Barrel Backed Dining Chair, Gray Leather · More Info

$169.

Lavin Dining Chairs, Set of 2 · More Info

Course idk if it'd go, but this green might --

GDF Studio Mid-Century Modern Fabric Upholstered Bench, Olive Green · More Info

Your second chair is a good option. The wood doesn't need to perfectly match from table to chairs.