$486+ Cheap flights from Chicago (CHI) to Osaka (OSA)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
May 1 — May 81
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Osaka with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to OsakaExplore the most affordable flight options available from Chicago to Osaka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from Chicago to Osaka. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Mon 5/46:00 pm
KIX
- ORD
1 stop34h 45m
Air Canada
Deal found 3/29![Air Canada logo]()
$953
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/153:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Tue 9/296:00 pm
KIX
- ORD
1 stop34h 48m
Air Canada
Deal found 3/31![Air Canada logo]()
$957
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/198:40 pm
ORD
- KIX
1 stop29h 45m
Air Canada
Mon 10/267:25 pm
KIX
- ORD
1 stop33h 16m
Air Canada
Deal found 3/31![Air Canada logo]()
$965
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/108:00 pm
ORD
- KIX
2 stops30h 25m
Air Canada
Tue 10/206:00 pm
KIX
- ORD
1 stop34h 48m
Air Canada
Deal found 3/31![Air Canada logo]()
$967
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:00 am
ORD
- KIX
2 stops22h 40m
Air Canada
Mon 11/97:25 pm
KIX
- ORD
1 stop34h 16m
Air Canada
Deal found 3/31![Air Canada logo]()
$971
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:40 pm
ORD
- KIX
1 stop29h 45m
Air Canada
Wed 9/166:00 pm
KIX
- ORD
1 stop15h 48m
Air Canada
Deal found 3/29![Air Canada logo]()
$973
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:45 pm
ORD
- KIX
2 stops51h 40m
Air Canada
Tue 5/126:00 pm
KIX
- ORD
2 stops28h 00m
Air Canada
Deal found 3/31![Air Canada logo]()
$979
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:45 am
ORD
- ITM
2 stops20h 10m
Air Canada
Tue 9/292:00 pm
ITM
- ORD
2 stops20h 12m
Air Canada
Deal found 3/31![Air Canada logo]()
$980
This Air Canada deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:45 pm
ORD
- KIX
2 stops51h 40m
Air Canada
Mon 5/46:00 pm
KIX
- ORD
2 stops26h 00m
Air Canada
Deal found 3/28![Air Canada logo]()
$981
This oojo deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/411:30 pm
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 11/1811:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 3/31![EVA Air logo]()
$1,013
This Priceline deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:45 am
ORD
- ITM
2 stops20h 10m
Air Canada
Wed 9/163:00 pm
ITM
- ORD
2 stops18h 48m
Air Canada
Deal found 3/28![Air Canada logo]()
$1,051
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:42 pm
ORD
- UKB
2 stops23h 18m
Multiple Airlines
Wed 9/3011:00 am
UKB
- ORD
1 stop23h 45m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$1,051
Best flights from Chicago to OsakaDiscover carefully curated flight deals from Chicago to Osaka that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from Chicago to Osaka that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:00 am
ORD
- ITM
2 stops21h 05m
United Airlines
Fri 5/1512:55 pm
ITM
- ORD
2 stops22h 46m
United Airlines
Deal found 3/29![United Airlines logo]()
$1,221
This China Airlines deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:10 pm
MDW
- KIX
2 stops33h 55m
Multiple Airlines
Tue 5/127:05 pm
KIX
- MDW
2 stops24h 35m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$1,389
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:29 am
MDW
- KIX
2 stops23h 11m
Delta
Tue 5/1212:35 pm
KIX
- MDW
2 stops22h 34m
Delta
Deal found 3/28![Delta logo]()
$1,483
This oojo deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:30 pm
ORD
- ITM
1 stop27h 05m
Japan Airlines
Mon 6/86:25 pm
ITM
- ORD
2 stops40h 18m
Japan Airlines
Deal found 3/31![Japan Airlines logo]()
$1,492
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:09 am
ORD
- ITM
2 stops22h 01m
Air Canada
Tue 6/3012:50 pm
ITM
- ORD
2 stops23h 15m
Air Canada
Deal found 3/29![Air Canada logo]()
$1,580
This Gurufare deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1112:15 pm
ORD
- UKB
1 stop19h 30m
ANA
Sat 4/189:15 pm
UKB
- ORD
1 stop32h 00m
ANA
Deal found 3/27![ANA logo]()
$1,631
This oojo deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:10 pm
ORD
- UKB
2 stops49h 50m
EVA Air
Fri 6/511:00 am
UKB
- ORD
2 stops32h 46m
EVA Air
Deal found 3/29![EVA Air logo]()
$2,062
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/197:00 am
ORD
- KIX
2 stops22h 50m
United Airlines
Sun 4/264:55 pm
KIX
- ORD
1 stop22h 04m
United Airlines
Deal found 3/27![United Airlines logo]()
$1,352
This China Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/38:45 pm
MDW
- KIX
2 stops25h 15m
Multiple Airlines
Tue 9/87:05 pm
KIX
- MDW
2 stops24h 00m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$1,439
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:00 am
ORD
- UKB
2 stops24h 45m
ANA
Mon 6/87:05 am
UKB
- ORD
1 stop22h 20m
ANA
Deal found 3/31![ANA logo]()
$1,667
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/69:40 pm
ORD
- KIX
1 stop27h 10m
United Airlines
Tue 4/144:55 pm
KIX
- ORD
1 stop26h 32m
United Airlines
Deal found 3/28![United Airlines logo]()
$1,546
This China Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:35 pm
MDW
- KIX
2 stops26h 15m
Multiple Airlines
Mon 8/107:05 pm
KIX
- MDW
2 stops24h 00m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$1,577
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/269:23 am
MDW
- KIX
2 stops23h 17m
Delta
Mon 6/82:15 am
KIX
- MDW
2 stops24h 21m
Delta
Deal found 3/29![Delta logo]()
$1,856
This KAYAK deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/68:03 pm
ORD
- UKB
2 stops21h 47m
ANA
Tue 4/149:15 pm
UKB
- ORD
2 stops46h 00m
ANA
Deal found 3/29![ANA logo]()
$1,720
This BusinessClass deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:40 am
ORD
- ITM
1 stop19h 05m
Japan Airlines
Sat 7/410:15 am
ITM
- ORD
1 stop14h 45m
Japan Airlines
Deal found 3/31![Japan Airlines logo]()
$1,894
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:10 am
ORD
- KIX
2 stops22h 40m
United Airlines
Tue 6/304:55 pm
KIX
- ORD
2 stops29h 05m
United Airlines
Deal found 3/28![United Airlines logo]()
$1,570
This BusinessClass deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:10 pm
ORD
- UKB
2 stops37h 35m
ANA
Sat 7/49:15 pm
UKB
- ORD
2 stops21h 36m
ANA
Deal found 3/31![ANA logo]()
$1,769
This Delta deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/129:23 am
MDW
- KIX
2 stops23h 17m
Delta
Mon 5/182:15 am
KIX
- MDW
2 stops30h 18m
Delta
Deal found 3/28![Delta logo]()
$1,946
This Mytrip deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:45 am
ORD
- ITM
2 stops21h 05m
Multiple Airlines
Fri 5/227:10 am
ITM
- ORD
3 stops26h 58m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$1,774
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:00 am
ORD
- KIX
2 stops23h 50m
United Airlines
Mon 6/294:55 pm
KIX
- ORD
1 stop22h 04m
United Airlines
Deal found 3/29![United Airlines logo]()
$1,616
This oojo deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:15 am
ORD
- ITM
2 stops20h 55m
Japan Airlines
Thu 6/47:35 pm
ITM
- ORD
1 stop26h 10m
Japan Airlines
Deal found 3/31![Japan Airlines logo]()
$2,011
This United Airlines deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/275:00 am
ORD
- KIX
2 stops24h 50m
United Airlines
Mon 7/204:55 pm
KIX
- ORD
1 stop20h 04m
United Airlines
Deal found 3/27![United Airlines logo]()
$1,616
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/149:23 am
MDW
- KIX
2 stops23h 17m
Delta
Wed 5/202:15 am
KIX
- MDW
2 stops24h 27m
Delta
Deal found 3/30![Delta logo]()
$1,996
This oojo deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/192:10 pm
ORD
- ITM
1 stop16h 20m
Japan Airlines
Sun 4/262:35 pm
ITM
- ORD
1 stop30h 45m
Japan Airlines
Deal found 3/31![Japan Airlines logo]()
$2,042
This KAYAK deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:18 pm
ORD
- UKB
2 stops21h 32m
ANA
Fri 6/57:05 am
UKB
- ORD
2 stops35h 46m
ANA
Deal found 3/27![ANA logo]()
$1,874
This United Airlines deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/106:00 am
ORD
- KIX
2 stops23h 50m
United Airlines
Mon 6/294:55 pm
KIX
- ORD
1 stop22h 04m
United Airlines
Deal found 3/28![United Airlines logo]()
$1,616
This China Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/156:10 pm
MDW
- KIX
2 stops27h 50m
Multiple Airlines
Fri 5/227:05 pm
KIX
- MDW
2 stops24h 35m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$2,075
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/127:54 pm
ORD
- UKB
2 stops21h 56m
ANA
Sun 5/247:05 am
UKB
- ORD
1 stop22h 20m
ANA
Deal found 3/29![ANA logo]()
$1,901
This Delta deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/99:54 am
MDW
- KIX
2 stops22h 46m
Delta
Wed 6/242:15 am
KIX
- MDW
2 stops30h 16m
Delta
Deal found 3/30![Delta logo]()
$2,106
This United Airlines deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:10 am
ORD
- KIX
2 stops22h 40m
United Airlines
Mon 6/294:55 pm
KIX
- ORD
1 stop26h 06m
United Airlines
Deal found 3/29![United Airlines logo]()
$1,616
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated April 1, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/183:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Mon 5/46:00 pm
KIX
- ORD
1 stop34h 45m
Air Canada
Deal found 3/29![Air Canada logo]()
$953
This FlightHub deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1912:30 am
ORD
- KIX
1 stop19h 40m
Multiple Airlines
Tue 5/121:10 pm
KIX
- ORD
2 stops31h 10m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$1,062
This FlightHub deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:45 pm
ORD
- KIX
2 stops51h 40m
Air Canada
Tue 5/126:00 pm
KIX
- ORD
1 stop34h 45m
Air Canada
Deal found 3/31![Air Canada logo]()
$971
This Cheapflightsfares deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:45 pm
ORD
- UKB
1 stop24h 05m
ANA
Tue 5/127:05 am
UKB
- ORD
1 stop22h 10m
ANA
Deal found 3/30![ANA logo]()
$1,161
This Cheapflightsfares deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2011:50 am
ORD
- ITM
1 stop17h 05m
ANA
Tue 5/128:20 pm
ITM
- ORD
2 stops22h 46m
ANA
Deal found 3/27![ANA logo]()
$1,171
This FlightHub deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/253:40 pm
ORD
- KIX
1 stop34h 45m
Multiple Airlines
Sat 5/97:35 am
KIX
- ORD
2 stops26h 33m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$1,011
This Delta deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/268:15 am
ORD
- KIX
2 stops24h 25m
Delta
Thu 5/142:15 am
KIX
- ORD
2 stops33h 38m
Delta
Deal found 3/29![Delta logo]()
$1,049
This Kiwi.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/265:45 pm
ORD
- KIX
1 stop25h 30m
Multiple Airlines
Fri 5/157:50 pm
KIX
- ORD
2 stops41h 11m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$1,052
This eDestinos deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2612:15 pm
ORD
- UKB
1 stop19h 30m
ANA
Fri 5/157:05 am
UKB
- ORD
1 stop22h 10m
ANA
Deal found 3/29![ANA logo]()
$1,075
This eDestinos deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:50 am
ORD
- ITM
1 stop17h 05m
ANA
Fri 5/152:00 pm
ITM
- ORD
1 stop14h 55m
ANA
Deal found 3/29![ANA logo]()
$1,077
This Air Canada deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:45 pm
ORD
- KIX
2 stops51h 40m
Air Canada
Mon 5/46:00 pm
KIX
- ORD
2 stops26h 00m
Air Canada
Deal found 3/28![Air Canada logo]()
$981
This Air Canada deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Thu 5/76:00 pm
KIX
- ORD
1 stop34h 45m
Air Canada
Deal found 3/31![Air Canada logo]()
$1,058
One-way flights from Chicago to OsakaSearch for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:15 pm
ORD
- KIX
3 stops59h 35m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/119:42 pm
ORD
- KIX
3 stops57h 08m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:20 pm
ORD
- KIX
1 stop20h 20m
Delta
Deal found 3/27![Delta logo]()
$579
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/113:07 pm
MDW
- KIX
3 stops39h 43m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$584
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/156:16 pm
ORD
- ITM
3 stops35h 34m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$597
This Kiwi.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:56 pm
ORD
- KIX
3 stops57h 54m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$607
This Flightnetwork deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/154:03 pm
ORD
- UKB
2 stops27h 57m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:30 pm
ORD
- KIX
3 stops49h 45m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/245:30 pm
ORD
- KIX
3 stops49h 45m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$669
This Flightnetwork deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:20 pm
ORD
- UKB
1 stop32h 35m
Korean Air
Deal found 3/27![Korean Air logo]()
$680
This Flightnetwork deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/152:10 pm
ORD
- ITM
1 stop16h 20m
Japan Airlines
Deal found 3/27![Japan Airlines logo]()
$693
This Kiwi.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/245:30 pm
ORD
- ITM
3 stops35h 25m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$700
Find flight deals from Chicago to Osaka
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Osaka (OSA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $953 (Air Canada) |
One-way from | $486 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $1,596 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Osaka that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from Chicago to Osaka that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Sun 4/26
6:00 am-5:05 pm
2 stops21h 05m
Osaka Itami
Fri 5/15
12:55 pm-9:41 pm
2 stops22h 46m
$1,221
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Sun 4/19
7:00 am-7:50 pm
2 stops22h 50m
Osaka Kansai Intl
Sun 4/26
4:55 pm-12:59 am
1 stop22h 04m
$1,352
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Mon 4/20
6:10 pm-6:05 pm
2 stops33h 55m
Osaka Kansai Intl
Tue 5/12
7:05 pm-5:40 am
2 stops24h 35m
$1,389
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Thu 9/3
8:45 pm-12:00 pm
2 stops25h 15m
Osaka Kansai Intl
Tue 9/8
7:05 pm-5:05 am
2 stops24h 00m
$1,439
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Mon 4/20
9:29 am-10:40 pm
2 stops23h 11m
Osaka Kansai Intl
Tue 5/12
12:35 pm-9:09 pm
2 stops22h 34m
$1,483
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Thu 5/28
2:30 pm-7:35 am
1 stop27h 05m
Osaka Itami
Mon 6/8
6:25 pm-8:43 pm
2 stops40h 18m
$1,492
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Mon 4/6
9:40 pm-2:50 pm
1 stop27h 10m
Osaka Kansai Intl
Tue 4/14
4:55 pm-5:27 am
1 stop26h 32m
$1,546
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Tue 6/9
7:10 am-7:50 pm
2 stops22h 40m
Osaka Kansai Intl
Tue 6/30
4:55 pm-8:00 am
2 stops29h 05m
$1,570
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Sat 8/1
8:35 pm-12:50 pm
2 stops26h 15m
Osaka Kansai Intl
Mon 8/10
7:05 pm-5:05 am
2 stops24h 00m
$1,577
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Sun 6/7
7:09 am-7:10 pm
2 stops22h 01m
Osaka Itami
Tue 6/30
12:50 pm-10:05 pm
2 stops23h 15m
$1,580
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Chicago to Osaka
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Osaka in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Osaka flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Osaka flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Osaka flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Osaka flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Osaka flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Osaka
Have a flexible travel schedule? Discover the best time to fly to Osaka from Chicago with our price prediction graph.
CHI-OSA
ORD-KIX
ORD-UKB
ORD-ITM
MDW-KIX
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Osaka
CHI-OSA
ORD-KIX
ORD-UKB
ORD-ITM
MDW-KIX
How much does it cost to fly round-trip from Chicago to Osaka?
How often are flights from Chicago to Osaka delayed?
About 34% of weekly flights between Chicago and Osaka have experienced delays in the past year, with the average delay time being 172 minutes.
What is the most punctual flight time for Chicago to Osaka flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Monday tends to have the lowest number of delays on this route, whereas Thursday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Osaka flights?
Over the last year, EVA Air have had the lowest number of delays on this route, with just 32% of flights being delayed.
Reviews of airlines servicing Osaka
Get insights into the airlines that provide service to Osaka. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Osaka. Reviews last updated April 1, 2026.
Read reviews from past customers who have flown EVA Air,ANA, andJapan Airlines from Chicago to Osaka. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.4
Comfort
8.3
Overall
8.5
Food
8.1
Entertainment
8.0
Crew
8.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Comfort
8.3
Overall
8.5
Food
8.1
Entertainment
8.0
Crew
8.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Comfort
8.3
Overall
8.5
Food
8.1
Entertainment
8.0
Crew
8.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Comfort
8.3
Overall
8.5
Food
8.1
Entertainment
8.0
Crew
8.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Boarding
8.4
Comfort
8.3
Overall
8.5
Food
8.1
Entertainment
8.0
Crew
8.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
TPE - SFO
Related info for your journey
Find useful and relevant information for your journey from Chicago to Osaka. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Osaka?
Book flights to Osaka if you plan to visit one of these locationsNara
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Other flights to Osaka
Explore flights to Osaka departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
Chicago and Osaka flights
Browse other Chicago and Osaka flight options. Last updated on April 1, 2026.
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Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Chicago to Osaka
Discover the top 4 airlines that operate flights from Chicago to Osaka. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,101 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,022 | Average$1,280 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,039 | Average$1,357 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$1,145 | Average$1,698 | FlexibilityNo cancel fee | On-time69% |