
Cheap Flights from Tokyo to Chicago
Looking for cheap flights from Tokyo to Chicago? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Tokyo to Chicago vary by season and date, but economy flights can start around 37,500–50,000 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Tokyo to Chicago for specific travel dates.
2026-05-01
HND - ORD
Economy | 1 Stop | 2 left
From 48,000 Pts + $48.5

2026-05-01
HND - ORD
Economy | 1 Stop | 2 left
From 48,000 Pts + $48.5

2026-05-02
HND - ORD
Economy | 1 Stop
From 48,500 Pts + $48.6

2026-05-02
HND - ORD
Economy | 1 Stop | 1 left
From 50,000 Pts + $120

2026-05-02
HND - ORD
Economy | 1 Stop | 1 left
From 37,500 Pts + $61.1

2026-05-02
HND - ORD
Economy | 1 Stop | 5 left
From 37,500 Pts + $61.1

Premium cabin flights from Tokyo to Chicago
Premium cabin
2026-05-01
HND - ORD
First | 1 Stop
From 161,500 Pts + $48.6

Premium cabin
2026-05-02
HND - ORD
Business | 1 Stop | 1 left
From 87,500 Pts + $150.2

Premium cabin
2026-05-02
HND - ORD
Business | 1 Stop | 1 left
From 94,500 Pts + $83

Premium cabin
2026-05-02
HND - ORD
Business | 1 Stop | 1 left
From 87,500 Pts + $150.2

Premium cabin
2026-05-02
NRT - ORD
Business | 1 Stop | 3 left
From 110,000 Pts + $49.7

Premium cabin
2026-05-03
NRT - ORD
Business | Non stop | 1 left
From 110,000 Pts + $44.3

Selected hotels for your next stay

Chicago (United States)
Thompson Chicago
From 17,000 Pts or $202
Vernon Hills (United States)
Hotel Indigo Chicago-Vernon Hills
From 18,000 Pts or $126

Chicago (United States)
Park Hyatt Chicago
From 21,000 Pts or $537
Frequently Asked Questions
The cheapest route from Tokyo to Chicago depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Tokyo to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Tokyo to Chicago.
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points travel planning experience. Yeah!