Part 5: Olivine City and Cianwood City — Jasmine and Chuck

Routes 39 to 41 and 47 to 49, the Lighthouse, Cliff Edge, Lost Woods and the two gyms across the water.

Olivine City and Cianwood City — Jasmine and Chuck opens 21 areas. There are 61 trainers standing in them. The fights at this checkpoint are Eusine, Chuck (4 badges), Chuck (4 badges, Hard), and 16 more.

Where to go

1. Cianwood City

   Wild: Magikarp 70% · Lv 10, Binacle 60% · Lv 20-22, Horsea 60% · Lv 20, Shellos 60% · Lv 20-24 +8 more

   Trainers: ★ Eusine Lv 39

   Pick up: HM02 Fly, Gold Bottle Cap (item ball)

2. Cliff Edge Cave

   Wild: Binacle 90% · Lv 23, Golbat 40% · Lv 23-25, Onix 20% · Lv 23-26, Dugtrio 19% · Lv 23-25 +4 more

3. Cliff Edge Gate

   Wild: Wooper 60% · Lv 20-30, Wooper (Paldea) 30% · Lv 20-30, Quagsire 6% · Lv 20-40, Clodsire 4% · Lv 30-40

4. Lost Woods

   Wild: Drifloon 30% · Lv 28-35, Phantump 25% · Lv 28-35, Sableye 20% · Lv 28-35, Murkrow 15% · Lv 28-35 +2 more

   Trainers: Hex Maniac Mina Lv 40

   Pick up: TM06 Toxic, Poisontite (item ball)

5. Olivine City

   Wild: Magikarp 70% · Lv 10, Mareanie 60% · Lv 20, Shellos 60% · Lv 20-24, Staryu 44% · Lv 20-40 +5 more

   Pick up: TM34 Sludge Wave, TM57 Charge Beam, TM59 Brutal Swing, TM64 Draining Kiss, TM83 Infestation, TM91 Flash Cannon, HM04 Strength, Strange Souvenir (mart) +2 more

6. Olivine City Port Outside

   Wild: Tentacool 96% · Lv 15-24, Magikarp 70% · Lv 10, Shellder 55% · Lv 20-40, Chinchou 40% · Lv 40 +2 more

7. Route 39

   Wild: Aipom 30% · Lv 20-23, Magnemite 30% · Lv 20-23, Ponyta 15% · Lv 20-25, Swablu 15% · Lv 21-24 +2 more

   Trainers: Parasol Lady Ruth Lv 33, Pokefan Derek Lv 33, Psychic Norman Lv 33, Sailor Eugene Lv 33, Parasol Lady Jaime Lv 34

   Pick up: TM49 Echoed Voice, TM85 Drain Punch

8. Route 40

   Wild: Crabrawler 90% · Lv 20-25, Magikarp 70% · Lv 10, Finneon 60% · Lv 20, Shellos 60% · Lv 20-24 +7 more

   Trainers: Swimmer Paula Lv 33, Swimmer Elaine Lv 34, Swimmer Randall Lv 34, Swimmer Simon Lv 34

   Pick up: TM01 Work Up, TM21 Frustration, Sharp Beak (gift)

9. Route 41

   Wild: Magikarp 70% · Lv 10, Finizen 60% · Lv 20, Tentacool 60% · Lv 20-30, Chinchou 40% · Lv 20 +7 more

   Trainers: Swimmer Charlie Lv 33, Swimmer Berke Lv 34, Swimmer Denise Lv 34, Swimmer George Lv 34, Swimmer Kara Lv 34, Swimmer Kaylee Lv 34 +4 more

   Pick up: TM73 Thunder Wave, Razor Claw (item ball)

10. Route 47

    Wild: Magikarp 100% · Lv 10, Seel 90% · Lv 28-33, Basculin (Basculin White Striped) 40% · Lv 40, Chansey 40% · Lv 40-50 +11 more

    Trainers: Camper Grant Lv 40, Hiker Devin Lv 40, Young Couple Thom & Kae Lv 41, Young Couple Duff & Eda Lv 42, Cooltrainer Vera Lv 44, ★ Chuck (Postgame Rematch) Lv 77 +1 more

    Pick up: Flame Orb (gift), Flyingite (item ball), Lucky Egg (hidden grotto rare item), Lucky Punch (item ball), Prism Scale (item ball), Razor Fang (item ball), Shell Bell (item ball), Toxic Orb (gift)

11. Route 48

    Wild: Gloom 30% · Lv 30-33, Skiploom 30% · Lv 30-33, Rufflet 15% · Lv 30-33, Ariados 10% · Lv 30-33 +3 more

    Pick up: Iron (hidden item)

12. Route 49

    Wild: Chinchou 100% · Lv 5-20, Clauncher 95% · Lv 24-25, Clawitzer 95% · Lv 30-40, Corvisquire 30% · Lv 24-26 +7 more

    Trainers: Fisherman Jo Lv 34, Cooltrainer Ema Lv 35

    Pick up: TM80 Rock Slide

13. South Shore

    Wild: Magikarp 70% · Lv 10, Buizel 65% · Lv 15-24, Finneon 60% · Lv 20, Staryu 44% · Lv 20-40 +4 more

    Trainers: Psychic Nijo Lv 39, Swimmer Sae Lv 39

    Pick up: Choice Specs (item ball)

14. Whirl Islands 1F

    Wild: Skrelp 80% · Lv 20, Magikarp 70% · Lv 10, Horsea 40% · Lv 40, Golbat 30% · Lv 33-40 +7 more

15. Whirl Islands B1F

    Wild: Basculin (Basculin White Striped) 90% · Lv 33-40, Skrelp 80% · Lv 20, Magikarp 70% · Lv 10, Horsea 40% · Lv 40 +9 more

    Pick up: Life Orb (item ball), Watertite (item ball)

16. Whirl Islands B2F

    Wild: Basculin (Basculin White Striped) 90% · Lv 33-40, Skrelp 80% · Lv 20, Magikarp 70% · Lv 10, Horsea 40% · Lv 40 +9 more

17. Olivine City Lighthouse

    Trainers: Bird Keeper Theo Lv 33, Expert Alfred Lv 33, Gentleman Preston Lv 33, Sailor Ernest Lv 33, Sailor Huey Lv 33, Sailor Kent Lv 33 +3 more

18. Cianwood Gym

    Trainers: Black Belt Lao Lv 39, Black Belt Lung Lv 39, Black Belt Yoshi Lv 39, Black Belt Nob Lv 40, ★ Chuck (4 badges) Lv 42, ★ Chuck (4 badges, Hard) Lv 42 +4 more

19. Olivine City Gym

    Trainers: ★ Jasmine (4 badges) Lv 42, ★ Jasmine (4 badges, Hard) Lv 42, ★ Jasmine (5 badges) Lv 45, ★ Jasmine (5 badges, Hard) Lv 45, ★ Jasmine (6 badges) Lv 48, ★ Jasmine (6 badges, Hard) Lv 49

20. Olivine City Port Inside

    Trainers: ★ Blaine Lv 61, ★ Blaine (Hard) Lv 62

21. Olivine City Cafe

    Trainers: ★ Jasmine (Postgame Rematch) Lv 78, ★ Jasmine (Postgame Rematch, Hard) Lv 80

★ Eusine — Cianwood City

3 Pokémon · level cap Lv 39 (every cap) · Eusine’s own page

	Pokémon	Moves
	Golisopod Lv 38 · Quick Claw Innates: Battle Armor, Tough Claws, Indomitable
	Wobbuffet Lv 38 · Leftovers Innates: Friend Guard, Mirror Armor
	Magnezone Lv 39 · Magnet Innates: Electromorphosis, Levitate, Full Metal Body	Tri Attack Thunder Wave Flash Cannon Thunderbolt

★ Chuck (4 badges) — Cianwood Gym

4 Pokémon · level cap Lv 42 (every cap) · Chuck (4 badges)’s own page

	Pokémon	Moves
	Hitmontop Lv 41 · Intimidate Innates: Momentum, Steel Feet, Reckless	Triple Kick Rapid Spin Dig Pursuit
	Mienshao Lv 41 · Regenerator Innates: Maneuverability, Technician, Limber	Low Kick U Turn Bounce Knock Off
	Poliwrath Lv 41 · Black Belt Innates: Guts, Water Veil, Stamina	Hypnosis Drain Punch Waterfall Dynamic Punch
	Annihilape Lv 42 · Chesto Berry Innates: Guts, Adrenaline, Iron Fist	Brick Break Taunt Assurance Phantom Force

★ Chuck (4 badges, Hard) — Cianwood Gym

5 Pokémon · level cap Lv 42 (every cap) · Chuck (4 badges, Hard)’s own page

	Pokémon	Moves
	Hitmontop Lv 42 · Intimidate · Adrenaline Orb Innates: Momentum, Steel Feet, Reckless	Triple Axel Rapid Spin Bullet Punch Pursuit
	Annihilape Lv 42 · Chesto Berry Innates: Guts, Adrenaline, Iron Fist	Brick Break Taunt Assurance Phantom Force
	Mienshao Lv 42 · Regenerator · Sitrus Berry Innates: Maneuverability, Technician, Limber	U turn Drain Punch Ice Spinner Knock Off
	Poliwrath Lv 42 · Black Belt Innates: Guts, Water Veil, Stamina	Hypnosis Drain Punch Waterfall Dynamic Punch
	Falinks Lv 42 · Defiant · Black Belt Innates: Inner Focus, Scrappy, Resolute Guard	First Impression No Retreat Megahorn Zen Headbutt

Also fought around here

Everything you can have caught by this checkpoint · Open the interactive guide

It also doesn't say when Dark Cave North Side opens up, so it is in no part above; it has its own route page.