Business-class award flights from Tokyo Haneda (HND) to Chicago Midway (MDW)

The lowest one-way business-class award each program showed on HND→MDW, sorted by points.

Program	Points + taxes	Stops	Airlines seen	Seats	Dates seen	Newest observation
American Airlines AAdvantageLowest observed	148,500 pts + $63.19	1 stopNonstop from 338,000 pts + taxes vary	AA	—	11	Nov 10, 2026, 16:28 UTC	See dates
United MileagePlus	250,000 pts + $56.19	Nonstop	UA	9+	16	Nov 10, 2026, 16:28 UTC	See dates

Not seen in business class: Delta SkyMiles and Qantas Frequent Flyer.

Not seen means AwardTool hasn't observed this cabin on this route in the last 30 days. It doesn't mean the airline has no seats. Dates seen counts departure dates with an open award in that cabin at any price; newest observation is the latest time AwardTool saw one of them. Seats is the count the program reported when we observed it; some programs report at most 9.

Observed business-class award examples

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)

Departure	Program	Points + taxes	Seats	Stops	Observed (UTC)
Jan 6, 2027	American Airlines AAdvantage	302,000 pts + $61.69	—	1 stop	Nov 10, 2026, 16:28 UTC	Check this date
Jan 1, 2027	American Airlines AAdvantage	313,500 pts + $61.89	—	1 stop	Oct 21, 2026, 02:24 UTC	Check this date
Jan 6, 2027	United MileagePlus	382,100 pts + $57.39	9+	Nonstop	Nov 10, 2026, 16:28 UTC	Check this date
Jan 4, 2027	United MileagePlus	450,000 pts + $56.09	9+	Nonstop	Nov 10, 2026, 16:28 UTC	Check this date

Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.

How often business-class award space showed up

Departure dates in the next 365 days that AwardTool checked for each program in the last 30 days, how many had business-class award space at any price, and the latest departure with space.

Program	Dates with space	Share of dates checked	Latest departure with space
American Airlines AAdvantage	11 of 16	68%	Jun 27, 2027
United MileagePlus	16 of 16	100%	Jun 29, 2027

Nonstop and connecting business-class awards

Each program's lowest business-class award with its stops, its lowest nonstop award, and on how many of its departure dates with business-class space a nonstop award was open.

Business class compared with economy, by program

Each program's lowest one-way business-class and economy awards on HND→MDW, in its own points or miles, and how many times the economy points the business-class award needed. — in the last column means one of the two is a mixed-cabin award or was not seen on 2 or more dates.

Best months for business class from Tokyo Haneda (HND) to Chicago Midway (MDW)

Lowest prices among the dates we observed, by departure month. A record, not a forecast.

Month	Lowest observed	Program	Dates
Jan 2027	302,000 pts + $61.69	American Airlines AAdvantage	4
May 2027	167,500 pts + taxes not reported	American Airlines AAdvantage	2
Jun 2027	148,500 pts + $63.19	American Airlines AAdvantage	5

A month's taxes are those of an award AwardTool recorded at that month's lowest price for a departure that month. “Taxes not reported” means the data has none for that month; the award still has taxes and fees.

Each program's lowest one-way business-class award by departure month, in its own points or miles, with the taxes of that month's lowest award and the program's open dates that month under it. A price without taxes had none reported for that month. — means the program showed no business-class space that month.

Lowest prices among the dates we observed, by departure month. A record, not a forecast.

Program	Jan 2027	May 2027	Jun 2027
American Airlines AAdvantagemiles	302,000+ $61.69 · 4 dates	167,5002 dates	148,500+ $63.19 · 5 dates
United MileagePlusmiles	382,100+ $57.39 · 6 dates	250,0002 dates	250,0008 dates

Airlines seen in business class

Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.

• American Airlines (AA): American Airlines AAdvantage
• United Airlines (UA): United MileagePlus

Business class on nearby routes

The lowest business-class award AwardTool observed on related routes, as each route's page shows it: the return direction, other airports in the same cities, and more routes from Tokyo Haneda (HND) and to Chicago Midway (MDW). One way, in the program's points or miles, with that award's taxes when the data has them.

Route	Lowest observed	Program	Dates seen
Chicago Midway (MDW) to Tokyo Haneda (HND)Return direction	110,000 miles + $5.60Nonstop	United MileagePlus	31
Tokyo Haneda (HND) to Chicago O’Hare (ORD)Another Chicago airport	100,000 Avios + taxes not reported	Qatar Airways Privilege Club	55
Tokyo Haneda (HND) to Shanghai Pudong (PVG)Also from HND	15,000 points + $66.70	Alaska Atmos Rewards	191
Tokyo Haneda (HND) to Hong Kong (HKG)Also from HND	22,500 miles + $37.50Nonstop	Avianca LifeMiles	151
Tokyo Haneda (HND) to Boston (BOS)Also from HND	100,000 Avios + taxes not reported	Qatar Airways Privilege Club	19
Paris Charles de Gaulle (CDG) to Chicago Midway (MDW)Also to MDW	57,500 miles + $241.99	American Airlines AAdvantage	12
Orlando (MCO) to Chicago Midway (MDW)Also to MDW	29,000 points + $5.60Nonstop	Qantas Frequent Flyer	32
Cancun (CUN) to Chicago Midway (MDW)Also to MDW	20,000 miles + $85.52	American Airlines AAdvantage	10

US card points to program miles or points: ratio and typical transfer time

Program	Amex	Bilt	Capital One	Chase	Citi	Wells Fargo
American Airlines AAdvantage	—	—	—	—	1:1 · Instant	—
United MileagePlus	—	1:1 · Instant	—	1:1 · Instant	—	—

Check current transfer bonuses. Most transfers can't be reversed.