diff --git a/src/main/java/seedu/trippie/command/AddPlaceCommand.java b/src/main/java/seedu/trippie/command/AddPlaceCommand.java
index 40ef15183a..a676c0093e 100644
--- a/src/main/java/seedu/trippie/command/AddPlaceCommand.java
+++ b/src/main/java/seedu/trippie/command/AddPlaceCommand.java
@@ -105,15 +105,21 @@ public void execute(Ui ui, TrippieData trippieData) {
     }
 
     public void sortPlaceList(List<Place> sortedPlaces) {
-        for (int i = 0; i < sortedPlaces.size(); i++) {
-            for (int j = i + 1; j < sortedPlaces.size(); j++) {
+        Boolean swapped = false;
+        for (int i = (sortedPlaces.size() - 1); i >= 0; i--) {
+            for (int j = i - 1; j >= 0; j--) {
                 if (sortedPlaces.get(i).getPlaceDay() == sortedPlaces.get(j).getPlaceDay()
-                        && sortedPlaces.get(i).getPlaceStartTime() > sortedPlaces.get(j).getPlaceStartTime()) {
+                        && sortedPlaces.get(i).getPlaceStartTime() < sortedPlaces.get(j).getPlaceStartTime()) {
                     Collections.swap(sortedPlaces, i, j);
-                } else if (sortedPlaces.get(i).getPlaceDay() > sortedPlaces.get(j).getPlaceDay()) {
+                    swapped = true;
+                } else if (sortedPlaces.get(i).getPlaceDay() < sortedPlaces.get(j).getPlaceDay()) {
                     Collections.swap(sortedPlaces, i, j);
+                    swapped = true;
                 }
             }
+            if (swapped == false) {
+                break;
+            }
         }
     }
 }
diff --git a/text-ui-test/EXPECTED.TXT b/text-ui-test/EXPECTED.TXT
index 6b54cf4157..4e1b3222d5 100644
--- a/text-ui-test/EXPECTED.TXT
+++ b/text-ui-test/EXPECTED.TXT
@@ -63,8 +63,8 @@ _________________________________________________________________________
 DAY 1: (2023-01-01)
 [1] 0200 - 0400 clementi mall
 DAY 3: (2023-01-03)
-[2] 1200 - 1400 nus and ntu
-[3] 1200 - 1400 Apple MBS
+[2] 1200 - 1400 Apple MBS
+[3] 1200 - 1400 nus and ntu
 _________________________________________________________________________
 >> _________________________________________________________________________
 Noted. I've removed this place from the place list.
@@ -73,8 +73,8 @@ Now you have 2 places in the list.
 _________________________________________________________________________
 >> _________________________________________________________________________
 DAY 3: (2023-01-03)
-[1] 1200 - 1400 nus and ntu
-[2] 1200 - 1400 Apple MBS
+[1] 1200 - 1400 Apple MBS
+[2] 1200 - 1400 nus and ntu
 _________________________________________________________________________
 >> _________________________________________________________________________
 Got it. I've added this place:
@@ -91,8 +91,8 @@ DAY 2: (2023-01-02)
 [1] 0700 - 0800 ntu
 [2] 1000 - 1200 clementi
 DAY 3: (2023-01-03)
-[3] 1200 - 1400 nus and ntu
-[4] 1200 - 1400 Apple MBS
+[3] 1200 - 1400 Apple MBS
+[4] 1200 - 1400 nus and ntu
 _________________________________________________________________________
 >> _________________________________________________________________________
 Got it. I've added this place:
@@ -104,8 +104,8 @@ DAY 2: (2023-01-02)
 [1] 0700 - 0800 ntu
 [2] 1000 - 1200 clementi
 DAY 3: (2023-01-03)
-[3] 1200 - 1400 nus and ntu
-[4] 1200 - 1400 Apple MBS
+[3] 1200 - 1400 Apple MBS
+[4] 1200 - 1400 nus and ntu
 DAY 5: (2023-01-05)
 [5] 1200 - 1400 nus Soc
 _________________________________________________________________________