Cheap Flights from Chicago to Osaka
Cheap Flights from Chicago to Osaka
Looking for cheap flights from Chicago to Osaka? 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 Chicago to Osaka vary by season, cabin, and date, but available award flights can start around 35,000–37,500 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 Chicago to Osaka for specific travel dates.
2026-11-23
ORD - ITM
Economy | 2 Stops
From 35,000 Pts + $5.6
2026-11-23
ORD - ITM
Economy | 2 Stops
From 35,000 Pts + $5.6
2026-11-24
ORD - ITM
Economy | 2 Stops
From 35,000 Pts + $5.6
2026-11-25
ORD - ITM
Economy | 2 Stops
From 35,000 Pts + $5.6
2026-11-26
ORD - ITM
Economy | 1 Stop
From 35,000 Pts + $5.6
2026-11-26
ORD - ITM
Economy | 2 Stops | 1 left
From 37,500 Pts + $25.6
Chicago to Osaka flight facts
Distance
6,469 mi
10,411 km in a straight line
Estimated flight time
about 13h 30m
In the air, for the straight-line distance
Time difference
+15h
Osaka is 15 hours ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Osaka
ITM · Osaka Intl
Nearby airport alternatives
Flights Chicago - Osaka · Osaka is 27 mi from Osaka
Flights Chicago - Tokushima · Tokushima is 65 mi from Osaka
Flights Chicago - Okayama · Okayama is 90 mi from Osaka
Premium cabin flights from Chicago to Osaka
Premium cabin
2026-11-24
ORD - ITM
Premium Economy | 2 Stops
From 71,500 Pts + $11.5
Selected hotels for your next stay
Kyoto (Japan)
Hyatt Regency Kyoto
From 20,000 Pts or $373
Shimogyo Ward (Japan)
FAUCHON L'Hotel Kyoto, an SLH Hotel
From 90,000 Pts or $272
Osaka, 27 (Japan)
Conrad Osaka
From 95,000 Pts or $368
Frequently Asked Questions
The cheapest route from Chicago to Osaka 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 Chicago to Osaka.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Osaka.
Chicago and Osaka are about 6,469 miles (10,411 km) apart in a straight line.
Flying the 6,469-mile straight-line distance takes about 13h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Osaka is 15 hours ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Osaka: Osaka Intl (ITM).
Travelers searching this route also look at other popular routes into Osaka, plus the return trip when we track it. Fares and award space change daily.
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