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I recently booked a fascinating award that shows just how simply you can turn a good itinerary into a great itinerary using the the concept I laid out in a post titled 7,500 Miles to Europe and Negative 7,500 Miles to South America.
The basic premise is the inverse of a free oneway. If you are booking an award within the US on American Airlines, consider adding on an international leg to the domestic leg for very little extra.
My client Mark came to me with 105,000 American Airlines miles and 103,000 Ultimate Rewards. He was living proof that one person can indeed churn for two. He wanted to take his wife from Honolulu to New York City for a week and a half in first class.
His top priorities were itineraries that limited connections, and the nicest cabins he could get.
First Step: Book the main award to New York City.
The first thing I wanted to do was nail down his main award for his New York City vacation. His miles meant that he was going one way with United miles and one way with American miles.
United charges 40,000 miles per person each way from Hawaii to the mainland in two-cabin first class. American charges 37,500 miles per person each way from Hawaii to the mainland in two-cabin first class.
My first thought was to get him on the direct Honolulu to Newark flight on United in first class. Not only would he fly direct to the New York City area, but he’d get 10 hours on a fully flat bed. I’ve written before about flying on beds to Hawaii.
I knew that the bed would be more valuable on the redeye heading east than on the return, plus I had something in mind for the return with American miles.
With everything pointing toward using United miles on the outbound, I headed to united.com.
Note that I checked Nonstop Flights Only because I only wanted the nonstop, flat-bed 767-400 route. (Note also that I don’t have to Trick the United.com Award Calendar here. Do you know why?)
Mark wanted his week and a half in New York City some time in late October and early November. He had some options on the direct flight.
Any day colored green or blue had two beds available on the direct flight. I couldn’t select a United flight, though, until I saw the American availability for the return to find a good 10 or 11 day trip length.
On aa.com, I searched for a return in early November.
In consultation with Mark, we decided that the ideal return would be in Hawaiian Airlines first class on the direct flight from JFK to Honolulu. Hawaiian Airlines first class has a few more inches of leg room than American Airlines domestic first class, and Mark loved the idea of a direct flight.
I could have routed Mark through Dallas or LAX and gotten him a better seat for one leg, but he wasn’t keen on that idea.
To find only the Hawaiian nonstops, I selected the dropdown box labeled Number of Stops along the left side of the search results. There were two seats on the Hawaiian Airlines flight a number of days.
October 30 to November 10 lined up as ideal dates for his New York City trip.
What I’d found so far would be a good award, and one that met his needs while using direct flights and great products. I mean, 40,000 miles per person for 10 hours in a flying bed is a pretty good deal.

He had gotten a few cards, and now he had more than the 80k United miles and 75k American miles he needed.
But we could do better. Specifically if he continued west from Honolulu on a later date, he could get the outbound portion of a second vacation for just a few extra miles.
New York to Hawaii is 37,500 American Airlines miles in first class. New York to Japan is 50,000 American Airlines miles in business class.
Honolulu is a valid stopover on a 50,000 mile award from New York to Japan with American Airlines miles. See Five Cardinal Rules of American Airlines Awards.
And international business class awards can always include two-cabin domestic first class segments.
All that means that he could add a business class flight from Hawaii to Japan for 12,500 American Airlines miles per person–the ordinary price of a oneway economy flight from Los Angeles to San Francisco.
(Or he could have gotten a 17.5k oneway in business to Taipei or a 25k oneway in business to Australia.)
Booking the extra leg for a vacation to Japan for New Year’s was a snap too. Hawaiian flies into Osaka and has incredible space on the route.
All I had to do was a multi-city search, which I’ve explained here, and everything was bookable online.
Everything priced out as expected: 50k miles and $5 per person. That means for only 12,500 miles and $2.50, Mark added a oneway in Hawaiian first class to Japan for New Year’s.
Nothing in this post is specific to having Honolulu as a home airport. The key concept is a home airport with direct international flights on American, its oneworld partners, or its other partners like El Al and Air Tahiti Nui also known as a North American International Gateway City.
How will Mark get back from Japan?
I often am asked how to return from a free or cheap oneway. There are many ways:
- Buy a oneway return
- Book a oneway award with American or United miles
- Swim
I recommend the first two!
Recap
If you live at a North American international gateway city, you can unlock extreme value by adding a later international flight to your American Airlines domestic award redemption.
Mark wanted a roundtrip for two from Oahu to New York City in first class. I got him a direct flight in each direction with a bed for the redeye. On to the end, we added the first half of a separate vacation to Osaka for only 12,500 miles per person in Hawaiian Airlines first class.
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A bit of a joke as he needs to get to HNL again…
He can get a one-way business class ticket back to HNL on United for 32,500 miles, so that’s still a very good deal considering he gets a roundtrip business class ticket to Japan for only 50,000 miles.
I am confused too.. So he needs 2 legs for his next (Japan) vacation: A OW to HNL and a OW back from from Japan to NYC. For lack of understanding, I would agree with Mark for now 🙂
The client’s originating city is HNL, not NYC. He originally wanted to book a roundtrip from HNL to New York City. Scott was able to do this booking, plus add a leg to Osaka Japan in business class for only 12,500 additional miles.
United offers one way business class tickets from Japan to North America for 32,500 miles. If the client chooses this method to get back home to HNL, he will have paid just 50,000 miles for a roundtrip from HNL to Osaka Japan (12,500 miles added to his HNL – NYC – HNL booking to get him to Japan, plus 32,500 to get back home to HNL from Japan).
Got it now 🙂 I was sure I was missing something. I thought he was starting in NYC. Now it makes sense….
A bit of a joke as he needs to get to HNL again…
He can get a one-way business class ticket back to HNL on United for 32,500 miles, so that’s still a very good deal considering he gets a roundtrip business class ticket to Japan for only 50,000 miles.
I am confused too.. So he needs 2 legs for his next (Japan) vacation: A OW to HNL and a OW back from from Japan to NYC. For lack of understanding, I would agree with Mark for now 🙂
The client’s originating city is HNL, not NYC. He originally wanted to book a roundtrip from HNL to New York City. Scott was able to do this booking, plus add a leg to Osaka Japan in business class for only 12,500 additional miles.
United offers one way business class tickets from Japan to North America for 32,500 miles. If the client chooses this method to get back home to HNL, he will have paid just 50,000 miles for a roundtrip from HNL to Osaka Japan (12,500 miles added to his HNL – NYC – HNL booking to get him to Japan, plus 32,500 to get back home to HNL from Japan).
Got it now 🙂 I was sure I was missing something. I thought he was starting in NYC. Now it makes sense….
45k; 12.5k there and 32.5k back
Right, even better when the math is correct.
I was confused too at first until I read the comments. I guess us mainlanders never consider that there are people who live in Hawaii and want to visit NYC vs the other way around.
Haha–yes people do live in paradise and want to visit cities
I’m in Vancouver
so a free one way, so to speakwould only come into effect if I travel out of North America and after the return flight to yvr I could continue somewhere else?
I’m in Vancouver
so a free one way, so to speakwould only come into effect if I travel out of North America and after the return flight to yvr I could continue somewhere else?
Different airlines, different rules. The free oneways rules relevant to you depend on the type of miles you are using. If you are using AA miles like this example, you could get a free oneway if you booked YVR <-> HKG on Cathay or YVR <-> LHR on BA.
Awesome, as usual! It so makes me wish I had more time to travel.
Awesome, as usual! It so makes me wish I had more time to travel.
The only limitation I see with your very helpful advice about adding a cheap/free one-way onto the end of an award is being able to forecast your own personal schedule far enough in advance to know when you’d have the time to vacation from B to C.
The only limitation I see with your very helpful advice about adding a cheap/free one-way onto the end of an award is being able to forecast your own personal schedule far enough in advance to know when you’d have the time to vacation from B to C.
How can this be booked if I have some hawaiian miles and some AA miles?
How can this be booked if I have some hawaiian miles and some AA miles?
Something like this can be booked with AA miles. You can’t get free oneways with Hawaiian miles.
Are you allowed to have a domestic stop over on AA when flying one ways? If I was flying from Mumbai (BOM) to JFK on AA, can I have a stop over in JFK and fly out to LAX few months out for the same amount of miles?
Are you allowed to have a domestic stop over on AA when flying one ways? If I was flying from Mumbai (BOM) to JFK on AA, can I have a stop over in JFK and fly out to LAX few months out for the same amount of miles?
Yes, you could do that.
Yes, that’s the most common type of free oneway I write about. See https://milevalu.wpengine.com/master-thread-free-oneways-on-american-airlines-awards/
@Jim @MileValue but does that work on a one way award. If it does, that means you can get two free one ways; one on each leg.
AA only does one-way awards, so yes, it works on one-way awards.
When you book a round-trip, AA just redeems 2x one-ways from your account.
Yes, on AA roundtrips, you can get two free oneways.
I go to Hawaii at least twice a year and was looking to add a segment to get to Australia. How would this work from PHX? Would I have to position to LAX first? Would the extra segment be on AA or one of its partners?
I go to Hawaii at least twice a year and was looking to add a segment to get to Australia. How would this work from PHX? Would I have to position to LAX first? Would the extra segment be on AA or one of its partners?
You can fly PHX-HNL//HNL-SYD on one award with AA miles. To Hawaii would be on AA or Hawaiian. To Sydney would be on Hawaiian or Qantas.
Your posts are great. When I try booking HNL to NYC, and then 4 months later, NYC to Lima, I can’t get it to price as one ticket where the mileage required only shows on the second flight. Any tips on how to get the flight to show like you did with the -7.5K deduction? Thanks!
You need a direct from NYC to Lima. That direct is on LAN. LAN award space can be searched at ba.com or by calling AA but not on aa.com
One more thing….
As far as above, I am talking about AA miles, where you can tack onto a one-way…
Also, if I book a ticket from say NYC to FRA, and back in July, and then a one way from NYC to HNL in September, what happens if I have to change the dates of the Germany trip? Does that automatically nullify the one way that was supposed to come after it? Or does changing the dates at that point keep the validity of the one way too? I have never seen that component answered on a forum. Thanks so much!
If you change the dates of one segment, other segments are unchanged.
Though from LAX it has direct flights to HKG and NRT, the AAadvantage mile saver search does not price flights to HKG.
It says ‘There are currently no awards available on AA.com for your requested Origin and Destination. ‘
Any thoughts on why this happens?
AA flies LAX-NRT but not LAX-HKG. Cathay flies LAX-HKG and is bookable with AA miles, but Cathay is not bookable online. You have to call 800-882-8880
Would I be able to do the stopover in HNL? I already have a ticket from PHX to HNL using AA miles on HA. I would be willing to pay a change fee to add the HNL to SYD segment. Would that be possible or would I have to do it at the time of the original booking. Could the extra segment be for later in the year or is there a time limit to travel onward?
32,500 one way from HNL to Japan in business is fantastic if UA would allow routing through the east coast. MPM is not enforced anymore, right?
MPM is not enforced, but I doubt you can go through the east coast.
Awesome post
When re coming to your blog?
On ONEWORLD award I can usually get AA flight ORD to NRT but the problem is getting NRT to MNL award. What are my other options besides Japan airlines for this segment? Thank you for any suggestions you can give.
That’s your only option for a direct flight. The other option would be NRT-HKG-MNL on Cathay Pacific.
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Thanks . I am trying to learn your very informative and helpful lessons in your posts on anatomy of an award esp the free one ways. I appreciate your sharing all these tips and tricks!
i feel like you could have gotten a free one way on the flight to nyc..not sure how…but someway….i’ll look into it…at the very least a free stopover
On a oneway United award?