diff --git a/compiler/rustc_span/src/symbol.rs b/compiler/rustc_span/src/symbol.rs
index 368944ffd5cce..75aab1c3f80fd 100644
--- a/compiler/rustc_span/src/symbol.rs
+++ b/compiler/rustc_span/src/symbol.rs
@@ -1056,6 +1056,7 @@ symbols! {
         format_args_capture,
         format_args_macro,
         format_args_nl,
+        format_args_nl_macro,
         format_argument,
         format_arguments,
         format_count,
diff --git a/compiler/rustc_trait_selection/src/error_reporting/traits/mod.rs b/compiler/rustc_trait_selection/src/error_reporting/traits/mod.rs
index d4cc1ceb28002..2c4d491a94ad9 100644
--- a/compiler/rustc_trait_selection/src/error_reporting/traits/mod.rs
+++ b/compiler/rustc_trait_selection/src/error_reporting/traits/mod.rs
@@ -21,7 +21,7 @@ use rustc_infer::traits::{
 };
 use rustc_middle::ty::print::{PrintTraitRefExt as _, with_no_trimmed_paths};
 use rustc_middle::ty::{self, Ty, TyCtxt};
-use rustc_span::{ErrorGuaranteed, ExpnKind, Span};
+use rustc_span::{DesugaringKind, ErrorGuaranteed, ExpnKind, Span};
 use tracing::{info, instrument};
 
 pub use self::overflow::*;
@@ -160,9 +160,20 @@ impl<'a, 'tcx> TypeErrCtxt<'a, 'tcx> {
             })
             .collect();
 
-        // Ensure `T: Sized`, `T: MetaSized`, `T: PointeeSized` and `T: WF` obligations come last.
+        // Ensure `T: Sized`, `T: MetaSized`, `T: PointeeSized` and `T: WF` obligations come last,
+        // and `Subtype` obligations from `FormatLiteral` desugarings come first.
         // This lets us display diagnostics with more relevant type information and hide redundant
         // E0282 errors.
+        #[derive(Debug, PartialEq, Eq, PartialOrd, Ord)]
+        enum ErrorSortKey {
+            SubtypeFormat(usize, usize),
+            OtherKind,
+            SizedTrait,
+            MetaSizedTrait,
+            PointeeSizedTrait,
+            Coerce,
+            WellFormed,
+        }
         errors.sort_by_key(|e| {
             let maybe_sizedness_did = match e.obligation.predicate.kind().skip_binder() {
                 ty::PredicateKind::Clause(ty::ClauseKind::Trait(pred)) => Some(pred.def_id()),
@@ -171,12 +182,30 @@ impl<'a, 'tcx> TypeErrCtxt<'a, 'tcx> {
             };
 
             match e.obligation.predicate.kind().skip_binder() {
-                _ if maybe_sizedness_did == self.tcx.lang_items().sized_trait() => 1,
-                _ if maybe_sizedness_did == self.tcx.lang_items().meta_sized_trait() => 2,
-                _ if maybe_sizedness_did == self.tcx.lang_items().pointee_sized_trait() => 3,
-                ty::PredicateKind::Coerce(_) => 4,
-                ty::PredicateKind::Clause(ty::ClauseKind::WellFormed(_)) => 5,
-                _ => 0,
+                ty::PredicateKind::Subtype(_)
+                    if matches!(
+                        e.obligation.cause.span.desugaring_kind(),
+                        Some(DesugaringKind::FormatLiteral { .. })
+                    ) =>
+                {
+                    let (_, row, col, ..) =
+                        self.tcx.sess.source_map().span_to_location_info(e.obligation.cause.span);
+                    ErrorSortKey::SubtypeFormat(row, col)
+                }
+                _ if maybe_sizedness_did == self.tcx.lang_items().sized_trait() => {
+                    ErrorSortKey::SizedTrait
+                }
+                _ if maybe_sizedness_did == self.tcx.lang_items().meta_sized_trait() => {
+                    ErrorSortKey::MetaSizedTrait
+                }
+                _ if maybe_sizedness_did == self.tcx.lang_items().pointee_sized_trait() => {
+                    ErrorSortKey::PointeeSizedTrait
+                }
+                ty::PredicateKind::Coerce(_) => ErrorSortKey::Coerce,
+                ty::PredicateKind::Clause(ty::ClauseKind::WellFormed(_)) => {
+                    ErrorSortKey::WellFormed
+                }
+                _ => ErrorSortKey::OtherKind,
             }
         });
 
diff --git a/library/core/src/macros/mod.rs b/library/core/src/macros/mod.rs
index 8035dccc632d4..e957b5bb7807c 100644
--- a/library/core/src/macros/mod.rs
+++ b/library/core/src/macros/mod.rs
@@ -1027,6 +1027,7 @@ pub(crate) mod builtin {
         reason = "`format_args_nl` is only for internal \
                   language use and is subject to change"
     )]
+    #[rustc_diagnostic_item = "format_args_nl_macro"]
     #[allow_internal_unstable(fmt_internals)]
     #[rustc_builtin_macro]
     #[macro_export]
diff --git a/tests/ui/errors/span-format_args-issue-140578.rs b/tests/ui/errors/span-format_args-issue-140578.rs
new file mode 100644
index 0000000000000..8c91ded833753
--- /dev/null
+++ b/tests/ui/errors/span-format_args-issue-140578.rs
@@ -0,0 +1,32 @@
+fn check_format_args() {
+  print!("{:?} {a} {a:?}", [], a = 1 + 1);
+  //~^ ERROR type annotations needed
+}
+
+fn check_format_args_nl() {
+  println!("{:?} {a} {a:?}", [], a = 1 + 1);
+  //~^ ERROR type annotations needed
+}
+
+fn check_multi1() {
+  println!("{:?} {:?} {a} {a:?}", [], [], a = 1 + 1);
+  //~^ ERROR type annotations needed
+}
+
+fn check_multi2() {
+  println!("{:?} {:?} {a} {a:?} {b:?}", [], [], a = 1 + 1, b = []);
+  //~^ ERROR type annotations needed
+}
+
+fn check_unformatted() {
+  println!("
+  {:?} {:?}
+{a}
+{a:?}",
+        [],
+        //~^ ERROR type annotations needed
+ [],
+a = 1 + 1);
+}
+
+fn main() {}
diff --git a/tests/ui/errors/span-format_args-issue-140578.stderr b/tests/ui/errors/span-format_args-issue-140578.stderr
new file mode 100644
index 0000000000000..6a273e5cd515c
--- /dev/null
+++ b/tests/ui/errors/span-format_args-issue-140578.stderr
@@ -0,0 +1,43 @@
+error[E0282]: type annotations needed
+  --> $DIR/span-format_args-issue-140578.rs:2:28
+   |
+LL |   print!("{:?} {a} {a:?}", [], a = 1 + 1);
+   |                            ^^ cannot infer type
+   |
+   = note: this error originates in the macro `$crate::format_args` which comes from the expansion of the macro `print` (in Nightly builds, run with -Z macro-backtrace for more info)
+
+error[E0282]: type annotations needed
+  --> $DIR/span-format_args-issue-140578.rs:7:30
+   |
+LL |   println!("{:?} {a} {a:?}", [], a = 1 + 1);
+   |                              ^^ cannot infer type
+   |
+   = note: this error originates in the macro `$crate::format_args_nl` which comes from the expansion of the macro `println` (in Nightly builds, run with -Z macro-backtrace for more info)
+
+error[E0282]: type annotations needed
+  --> $DIR/span-format_args-issue-140578.rs:12:35
+   |
+LL |   println!("{:?} {:?} {a} {a:?}", [], [], a = 1 + 1);
+   |                                   ^^ cannot infer type
+   |
+   = note: this error originates in the macro `$crate::format_args_nl` which comes from the expansion of the macro `println` (in Nightly builds, run with -Z macro-backtrace for more info)
+
+error[E0282]: type annotations needed
+  --> $DIR/span-format_args-issue-140578.rs:17:41
+   |
+LL |   println!("{:?} {:?} {a} {a:?} {b:?}", [], [], a = 1 + 1, b = []);
+   |                                         ^^ cannot infer type
+   |
+   = note: this error originates in the macro `$crate::format_args_nl` which comes from the expansion of the macro `println` (in Nightly builds, run with -Z macro-backtrace for more info)
+
+error[E0282]: type annotations needed
+  --> $DIR/span-format_args-issue-140578.rs:26:9
+   |
+LL |         [],
+   |         ^^ cannot infer type
+   |
+   = note: this error originates in the macro `$crate::format_args_nl` which comes from the expansion of the macro `println` (in Nightly builds, run with -Z macro-backtrace for more info)
+
+error: aborting due to 5 previous errors
+
+For more information about this error, try `rustc --explain E0282`.