Hi,
We have flight out from HND at 21:15. I am planning for these timelines, please check if they are safe so I wouldn't miss anything.
14:00 - reach at Kyoto Sta. Hachijo-guchi
14:10 - Get Airport Limousine Bus for airport, drop at 15:10 at Osaka/ITM North
16:30 - Fly out with JAL
17:50 - reach HND terminal-1. Collect luggage, get to Shuttle and reach to terminal-3
18:30 (hopefully) - Start immigration/security process for international fly out at 21:15. Maybe it is less than standard 3 hours international requirement?
Thanks

I would take the Shinkansen from Kyoto to Shinagawa than switch to the Keikyo train to HND. Much more comfortable and the trains are more reliable than the planes.

Are both of your proposed flights on one ticket?

The day when we reach Tokyo, we will be taking Shinkansen to Kyoto. On our last day we were thinking to take flight from Osaka/ITM to HND. Three reasons I had in mind -
- It can give us some extra time in Kyoto. Or instead of Kyoto, if we want to explore Osaka for sometime, we can leave Kyoto around 8, spend time till 2 PM in Osaka and then bus to ITM.
- We will reach directly at airport, with our bags.
- With JAL Japan Explorer Pass, it will cost $168 for three of us, little bit cheaper than train, though not major consideration.

Both are not on one ticket. We will be reaching to HND with ANA on first day and fly out of HND with ANA on last day. From Osaka/ITM to HND, it would be JAL.

I like to be in the city of my return at least the night before my return as I do not want to miss my flight home. Trains in Japan are very reliable perhaps 99.9% of the time. Planes are not as reliable. What happens to you if your flight to HND is delayed so you miss your flight home?

I am looking at 16:30 - 17:50 currently. If that is cancelled due to some reason, then next one is at 17:00 - 18:20. In case of cancellation, usually do they accommodate passengers to next flights ?

Airlines usually put you on the next flight if there is room

Note that if your flight is delayed you will not necessarily be automatically rebooked on the next flight. You will need to be proactive and monitor your flights with the airline ap. Many airlines will allow you to change flights in case of delay on their ap. Don’t know about your specific airline and it might also depend on the class of your ticket. If you have access to your airlines lounge there are people there that can help you rebook. Otherwise calling the international number for your airline or going to the airline desk are your other options. If you are traveling at a busy time such as early evenings during the week there also may not be a lot of extra seats. This tends to be especially true for Fridays and Sundays too.

Missing international one would be scary, which fly out from Haneda at 21:15
I meant for Osaka/ITM to Haneda flight, 16:30 - 17:50. If that is cancelled due to some reason, then next one is at 17:00 - 18:20.

Just because something happens to your scheduled flight does not mean you necessarily get on the next flight

Your flight JAL 126 was canceled 7 times over the last 3 months so the chance that your itinerary will work is 99%. The flight otherwise has an average delay of 10 minutes. I would not think your chance of getting on the next JAL flight if your flight was canceled to be good. JAL will prioritize their passengers with status and the announcements at the airport will be in Japanese first than in English and Chinese so unless you understand Japanese those who do will have a few minutes fead start to you. I have no idea as to the typical load for the JAL routes you are considering but Osaka to Tokyo is probably the most common domestic corridor and the 787 has about 250 seats so it is unlikely that the next flight will accommodate all of those in a canceled flight. If a 1% risk that you will have to buy a new same day or next day flight home is acceptable then I think your plan is fine.

Sorry typo above as 7/90 is about a 8% cancellation rate so your chances of making your flights is about 92%

I agree and understood your point. Let me check train option then

Good The trains will be on time and the train trip will be quicker than flying.
e.g. Kyoto 14:01 - 16:41 HND T3 includes JR-Keikyu transfer at Shinagawa and a transfer at Keikyu-Kamata station
or same trip: 15:45 → 18:23
or
16:16 - 18:53
16:45 - 19:23

The laat two options don't require a Keikyu transfer because the train from Shinagawa is "Keikyu-Kuko Line Express (For Haneda Airport Terminal 1:2)"

IDK what the "1:2" means but jorudan says the train goes to Terminal 3. There are two stations:
Haneda Airport Terminal 1·2 Station - Wikipedia
Haneda Airport Terminal 3 Station - Wikipedia

As suggested, we will be taking train. Seems like domestic flight would be risky and will take almost same or more time than train.

We have flight from Haneda at 21:15. Current ticket shows ANA will fly out from terminal-2/3. Probably it is not decided yet, but if I check last 15 days data, all were out from Terminal-3.
Considering international flight, I think we should be at airport 3 hours in advance, i.e. by 18:15.
Also, I need to collect my bags from luggage storage from Terminal-3, so adding 15 minutes for that too. Then I will need to be at terminal-3 by 18:00. Is my time calculation correct here ?

Should I be at Kyoto station no later than 15:00, to be on time ?

I see below options, if I go by this time :
3:01 PM - 5:08 PM (Kyoto to Shinagawa)
3:16 PM - 5:20 PM (Kyoto to Shinagawa)
3:21 PM - 5:25 PM (Kyoto to Shinagawa)

If you got to Kyoto Station at 15:00 then you could get the shinkansen at 15:16 → 17:53 HND T3 with only the transfer at Shinagawa. Not knowing how quickly you move or what you are' comfortable with maybe I should have writen "I" instead of "you" in that sentence.

Get your shinkansen ticket and reserved seat in advance. IIRC, the shinkansen platforms are on the back side of the station, i.e. closer to the Hachijo gate. But, I could just tell the taxi driver: "Kyoto station shinkansen" if I was not sure]

>> luggage storage from Terminal-3
Why do you have luggage at T3? ANA does have international flights out of both T2 and T3. So you might have to go from T3 bag pickup to T2 flight. My guess is that the a given route always uses the same terminal though the gate might change. (I checked (at flightaware) several past flights for NH103 HND to LAX and they were all T3)

>> , I think we should be at airport 3 hours in advance
ok, that will give you plenty of time. The 3 hours is not requred. The requred time is check-in cut off.

Back in Nov 2019 when I boarded a limo bus in Shinjuku heading to NRT I realized that I should have taken a bus an hour earlier. I arrived at NRT 20-25 minutes before boarding time, so about 50 minutes before departure. I had to pick up a bag that I had shipped and then go over to check-in to get my bp and check that bag - nobody in line. Breezed through the exit procedure and when I got to the gate I saw there was a line ready to board. So I sat down and waited a while and then hobbled up to the front with my cane and cut in line. I think they asked if I was in business class and I was. United Airlines was really good that trip (never thought I would ever say that). It was NRT and fewer tourists than now, but still.

You could use jorudan for scheduling:
This is the transit route of the search result from Kyoto to Haneda Airport Terminal 3 - Japan Transit Planner | Norikae Annai (jorudan.co.jp)

I think, "15:16 Kyoto → 17:53 HND T3" can work for 21:15 flight from T3.
Or safer side, "15:01 Kyoto → 17:43 HND T3".

On our first day in Japan, we will fly into Haneda and store our bags at luggage store. I am assuming that it would be Terminal-3 and fly out also from same terminal. On last day, we will collect our bags from there and fly-out.

Thanks for the link. It is helpful to know the time taken for travel.

Regarding "Get your shinkansen ticket and reserved seat in advance". It will be good and I can see, there there are some discounts sometimes when we book in advance. Only risk with this is, we have to reach on time and be on exact same train, for which we will book the tickets.
Looking at discounted ticket, looks like we have book ticket in one month advance.

>> shinkansen ticket and reserved seat

By that I mean you can buy two things: a fare ticket and a seat ticket. The fare ticket (unreserved seat ticket) allows you to use an unreserved car and is refundable (it includes the fare and the surcharge). The seat ticket (reserved seat ticket) means that you will get a seat on a particular train and is no good if you miss the train (the reserved seat only costs ¥900 or less for your trip and you do want one).. So your loss is limited to six or seven bucks.

You want to get the reserved seat ticket in advance (when you arrive Kyoto, for example) because the reserved seats do sell out. You can buy the seat ticket by itself. I did this once online for a scenic train that was sure to sell out. Got two options and the wording was a bit confusing but it was just a matter of looking at the price of each option and choosing the lower price. I was using a regional pass and did not need a fare ticket.

Am fairly sure that the discount ticket is for a particular train and if you miss it then you lose the cost of the fare ticket and the seat ticket (if included). Check the conditions for refund/change.

Just try not to miss the train. The only variable is the time it takes to get to Kyoto Station. Traffic in Kyoto can be bad, if you take a taxi. But, you can plan on a late lunch at the station if you arrive way early.

Shinkansen (Japanese Bullet Train) (japan-guide.com)

Thanks you for your help. Great help, appreciate it.

We took the train out of Kyoto, one change and went on to Haneda.We had shipped our luggage ahead. Very easy.