(Katrina, I'll count that as a Bonus action. You may chose an Action.)

The Bandit Captain looks fearful at Katrina's words, but not at her. He looks at a somewhat distant hill (well out of longbow range). There is a figure standing there in heavy armor, wearing a cloak similar to the B.C.'s clothing, watching over all the battles going on in the caravan. The B.C. turns back and shouts wordlessly to get his fighting courage back up. (He is not going to be talked down, and he might be deadlier than the others put together.)

((Oh thank goodness, I was sure Kat was going to get in a world of hurt when I saw that roll XD))

Katrina held back a flinch at the Captain's shout. She had really hoped she wouldn't need to fight anything so close-range. She doesn't bother trying to match the Captain with her daggers, instead casting Chromatic Orb.

Spell Chromatic Orb - 10. Damage (frost) 13

(Note to Katrina and the group: If you are doing a ranged attack, including spells, if any enemy is within melee range of you, you have disadvantage on the attack roll (PHB - pg. 205). In this case, a 10 is a miss anyways, so another roll is not needed, but that might happen in the future.)

(I am going to act for Af again, to keep this moving. Since at this point Jack is unconscious, and being threatened by a very damaged Thug, Af will swing his mace, and use a Bonus action to cast healing word on Jack.)

Attack: 15 Damage: 7, heals Jack for 3

(The bandits on the map are reorganized. Each bandit symbol is now one bandit. B1, B2 are unharmed, B3 is very wounded.)

B1 moves next to Katrina and attacks. B2 does the same with Froskan. B3 is forced to Dash around a fire pit to get to Froskan, but can't attack this turn.

B1 - Attack: 22 Damage: 6, B2 - Attack: 14 Damage: 7

Af's blow knocks the Thug unconscious. (He decided to make the melee damage non-lethal, but the guy is not waking up until well after the fighting stops.) He steps forward to block off the opening between the wagon and the barrels.

Katrina is hit for another 6 damage. (Reverie's spell was unable to deflect the well-aimed swing.) The other bandit's sword glances off Froskan's natural armor.

End of Round 3. Start of Round 4.

Katrina has taken 10 damage total. Jack is at 3 hp, prone but conscious.

One of the thugs is knocked out, so you have a live prisoner (if you win this fight). Bandit 3 has taken 7 damage, the half-ogre 10. B1, B2, and the captain are unharmed.

Reverie is up. (You can re-do what you posted. You could still choose to heal Jack, but I'm guessing you might want to do some fighting instead.)

(Jack, you couldn't give Inspiration to Katrina in round 3. You can still chose to do that for round 4, or pick another player.)

Note: Starting from round 4, B1/B2/B3 are single bandits, not pairs.

The wagon near Katrina, Af, and the half-ogre is now gone. Consider it open ground.

Initiative order: Reverie, bandit captain, Jack, Theren, Froskan, half-ogre, Katrina, Af, 3 bandits

ill do the same thing I said. 

((Not sure how 'reaction' spells work, would it have been possible for me to cast [Tooltip Not Found] to reduce the damagefrom that last attack?))

Quote from LKing >>

((Not sure how 'reaction' spells work, would it have been possible for me to cast [Tooltip Not Found] to reduce the damagefrom that last attack?))

 (I assume you are wondering  about “Shield”. Unfortunately, I rolled a 22. Your AC is 12, plus 2 for Reverie’s spell. So the bandit would still hit you if you have an AC of 19... But yes, you have 1 reaction per round, which could be used for an opportunity attack or “Shield” when you are hit.)

((Woops, must have spelled shield wrong. But yeah, that's what I was wondering. Good to know how reactions work, I'll save the spell for when it'll actually be useful!))

Reverie gets first blood on the bandit captain, for 5 damage.

The captain takes a swing at Katrina, and one at Reverie

Katrina - Attack: 8 Damage: 7, Reverie - Attack: 17 Damage: 5 (Reverie is hit)

Half-Ogre WIS save: 5

Jack gives the half-ogre a repeat performance. Another 11 points, and it runs 30' away from Jack as its reaction

 Up next: Theren, Froskan (map on post 308 and Campaign notes updated)

Theren darts quickly and quietly across the ground toward where the captain and Katrina. He bounds over the crates and makes a leaping stab toward the captain with both of his swords.

Attack: 13 Damage: 4

Attack: 14 Damage: 1

Sneak Attack: 6

Theren moves next to the bandit captain, and does 10 damage, timing the attack for when the captain was focused on Reverie.

The half-ogre stomps back, but is unable to get close enough to hit anyone. The wagon is still a nuisance, so the half-ogre is able (on his second attempt) to push it out of the way. (The wagon near Katrina, Af, and the half-ogre is now gone. Consider it open ground.)

Up next: Froskan, Katrina, Af, then the 3 bandits (map on post 308 updated)

Katrina, by that point, is pretty sure that one more hit from anything is going to kill her. She uses Fey Step to move 30ft north-east, away from the melee, without giving anyone the oppertunity to attack her as she retreats. She then runs another 30ft north, to be sure that she is well out of range of anything that might attack her. Well out of range of danger, she then attacks the half-ogre with Chromatic Orb.

Spell Chromatic Orb - 10. Damage - 14 (lightning)

10 isn't enough to hit the half-ogre, so I'm going to use 'Favoured by the Gods' to add 6

(To keep the action going, I'll act for Froskan and Af.)

(I'm going to move Katrina E instead of NE, so she doesn't go off the map.) The half-ogre dodged out of the path of the Orb, but a short prayer by Katrina causes it to curve and hit it in the chest. After a crack of thunder, smoke billows off its body as it falls over. (Half-ogre gone.)

Froskan takes a deep breath, and breathes out a spray of ice and arctic onto the two bandits. Damage: 8 Bandit CON saves: 12, 7 B2 takes 5 damage. B3 was previously hurt, and dies.

Af moves next to the captain and B1, and swings at the captain: Attack: 13 Damage: 5 Captain takes more damage.

B1 attacks Af - Attack: 7 Damage: 5, B2 attacks Froskan - Attack: 12 Damage: 4 (both whiff badly)

End of Round 4, Start of Round 5

B1 is unharmed. B2 has taken 5 damage. Bandit captain - 21 damage total.

Initiative order: Reverie, bandit captain, Jack, Theren, Froskan, Katrina, Af, 2 bandits

Reverie is up

(Map for round 5 is in post #320)

Initiative order: Reverie, bandit captain, Jack, Theren, Froskan, Katrina, Af, 2 bandits

(Froskan and Katrina have acted. Theren and Af are up.)

Reverie worries about Katrina even if she tries to help her out from any more of attack. When Katrina moves far away from the enemy, however, she smiles briefly. Then, she immediately slashes the captain with her scimitar and then pierces of his side once again with her dagger.

Attack, scimitar - 12 Damage - 10

Bonus action, dagger - 20 Damage - 6

(Sorry, totally missed that it was my turn.  On the plus side, I'd have probbaly done exactly what you did for me anyway, so there's that at least)

Jack casts vicious mockery while moving towards froskan on B1. (1) He cant think of any songs right now, so he lets out a petty insult.

"Hey You! You're.... Stupid and Ugly."

(Instead of the Parry ability, this bandit captain is being given the berserker Frenzy ability.) After Reverie's slashes are avoided, the Bandit Captain froths at the mouth: "I will kill you all !" He is now in a battle Frenzy, and takes a swing at Theren and Af. (All To-Hit rolls from him or against him have Advantage until his next turn.)

Vs. Theren - Attack: 22 Damage: 9, Vs. Af -  Attack: 17 Damage: 7

Theren takes 9 damage. Af takes 7 damage.

All 3 bandits look at Jack, but his song-insult was directed at the Captain. WIS save: 18 The bandit captain is unfazed, as Jack is telling him something he already knew.

(Jack has gone. Theren, Froskan, Katrina, Af are up, then the 2 bandits)

Froskan swings his quarterstaff with both hands at the bandit still standing in front of him. (Totally didn't even think about the fact that I took nothing for melee range...)

Attack: 18 Damage: 6

Katraina casts Chromatic Orb at B1.

Spell Chromatic Orb - 11. Damage - 15 (fire).

Bonus action - Convert 2 Sorcery Points to 1 Spell Slot.