$477+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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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 August 10, 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 August 10, 2026.
This Air Canada deal was found by Cheapflights users on 8/6. 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 8/268:40 pm -
1 stop29h 45m
Tue 10/66:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$912
This Air Canada deal was found by Cheapflights users on 8/5. 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 9/53:40 pm -
1 stop34h 45m
Thu 9/106:00 pm -
1 stop34h 43m
Deal found 8/5![Air Canada logo]()
$944
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/39:50 am -
1 stop16h 35m
Thu 9/106:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$952
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/157:45 pm -
2 stops30h 40m
Tue 9/296:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$954
This FlightHub deal was found by Cheapflights users on 8/7. 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 11/1110:45 pm -
1 stop42h 10m
Wed 11/2510:05 am -
1 stop21h 50m
Deal found 8/7![Philippine Airlines logo]()
$983
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/53:40 pm -
1 stop34h 45m
Sat 9/126:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$984
This lol.travel deal was found by Cheapflights users on 8/9. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:45 pm -
1 stop23h 40m
Mon 9/78:20 pm -
1 stop26h 20m
Deal found 8/9![ANA logo]()
$1,047
This SmartFares deal was found by Cheapflights users on 8/7. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:30 am -
1 stop27h 30m
Mon 10/57:00 pm -
1 stop39h 45m
Deal found 8/7![EVA Air logo]()
$1,119
This oojo deal was found by Cheapflights users on 8/7. 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 10/2712:30 am -
1 stop27h 30m
Wed 11/117:00 pm -
1 stop39h 35m
Deal found 8/7![EVA Air logo]()
$1,122
This FlightHub deal was found by Cheapflights users on 8/10. 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 10/2712:30 am -
1 stop27h 30m
Mon 11/97:00 pm -
1 stop39h 35m
Deal found 8/10![EVA Air logo]()
$1,124
This Gotogate deal was found by Cheapflights users on 8/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:55 am -
2 stops19h 55m
Thu 10/12:00 pm -
2 stops20h 12m
Deal found 8/10![Multiple Airlines logo]()
$1,125
This SmartFares deal was found by Cheapflights users on 8/8. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:30 am -
1 stop27h 30m
Wed 11/1811:00 am -
1 stop23h 35m
Deal found 8/8![EVA Air logo]()
$1,125
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 August 10, 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 August 10, 2026.
This FlightHub deal was found by Cheapflights users on 8/8. 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 10/2712:30 am -
1 stop27h 30m
Mon 11/97:00 pm -
1 stop39h 35m
Deal found 8/8![EVA Air logo]()
$1,124
This United Airlines deal was found by Cheapflights users on 8/10. 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 8/265:00 am -
2 stops19h 50m
Tue 10/64:55 pm -
2 stops19h 51m
Deal found 8/10![United Airlines logo]()
$1,126
This Delta deal was found by Cheapflights users on 8/9. 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 8/255:30 am -
2 stops27h 10m
Sat 8/299:05 am -
2 stops28h 24m
Deal found 8/9![Delta logo]()
$1,196
This Air Canada deal was found by Cheapflights users on 8/6. 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 10/288:49 am -
1 stop18h 51m
Mon 11/97:25 pm -
2 stops30h 42m
Deal found 8/6![Air Canada logo]()
$1,229
This Gotogate deal was found by Cheapflights users on 8/6. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/35:45 pm -
1 stop26h 20m
Thu 9/107:30 am -
1 stop15h 10m
Deal found 8/6![ANA logo]()
$1,271
This China Airlines deal was found by Cheapflights users on 8/9. 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.
Tue 11/173:45 pm -
2 stops28h 50m
Tue 12/12:30 pm -
2 stops30h 25m
Deal found 8/9![Multiple Airlines logo]()
$1,298
This Japan Airlines deal was found by Cheapflights users on 8/7. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1210:15 am -
1 stop20h 15m
Mon 11/232:40 pm -
1 stop31h 50m
Deal found 8/7![Japan Airlines logo]()
$1,432
This United Airlines deal was found by Cheapflights users on 8/9. 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 8/245:00 am -
2 stops19h 50m
Mon 9/74:55 pm -
1 stop20h 04m
Deal found 8/9![United Airlines logo]()
$1,176
This EVA Air deal was found by Cheapflights users on 8/5. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:30 am -
1 stop27h 30m
Mon 9/2111:00 am -
1 stop23h 45m
Deal found 8/5![EVA Air logo]()
$1,177
This Delta deal was found by Cheapflights users on 8/6. 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 9/39:24 am -
2 stops21h 21m
Thu 9/1012:35 pm -
2 stops24h 09m
Deal found 8/6![Delta logo]()
$1,246
This Air Canada deal was found by Cheapflights users on 8/6. 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 10/286:00 am -
2 stops21h 40m
Wed 11/113:45 pm -
2 stops31h 09m
Deal found 8/6![Air Canada logo]()
$1,290
This EVA Air deal was found by Cheapflights users on 8/5. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:30 am -
1 stop27h 30m
Mon 9/2111:00 am -
1 stop23h 45m
Deal found 8/5![EVA Air logo]()
$1,177
This China Airlines deal was found by Cheapflights users on 8/10. 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 9/185:55 pm -
2 stops28h 05m
Sun 9/277:05 pm -
2 stops24h 50m
Deal found 8/10![Multiple Airlines logo]()
$1,301
This United Airlines deal was found by Cheapflights users on 8/8. 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 9/155:00 am -
2 stops19h 50m
Tue 9/294:55 pm -
2 stops19h 51m
Deal found 8/8![United Airlines logo]()
$1,237
This China Airlines deal was found by Cheapflights users on 8/7. 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 10/107:05 pm -
2 stops27h 45m
Mon 10/197:05 pm -
2 stops24h 45m
Deal found 8/7![Multiple Airlines logo]()
$1,309
This EVA Air deal was found by Cheapflights users on 8/5. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:30 am -
1 stop27h 30m
Mon 9/2111:00 am -
1 stop23h 45m
Deal found 8/5![EVA Air logo]()
$1,217
This China Airlines deal was found by Cheapflights users on 8/8. 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.
Wed 10/283:30 pm -
2 stops30h 05m
Mon 11/97:00 pm -
2 stops25h 55m
Deal found 8/8![Multiple Airlines logo]()
$1,311
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Fri 9/116:00 am -
1 stop18h 50m
Sun 9/204:55 pm -
1 stop17h 31m
Deal found 8/5![United Airlines logo]()
$1,323
This EVA Air deal was found by Cheapflights users on 8/6. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2512:30 am -
1 stop27h 30m
Tue 10/67:00 pm -
1 stop39h 45m
Deal found 8/6![EVA Air logo]()
$1,271
This China Airlines deal was found by Cheapflights users on 8/8. 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.
Wed 10/283:30 pm -
2 stops30h 05m
Wed 11/117:00 pm -
2 stops25h 55m
Deal found 8/8![Multiple Airlines logo]()
$1,311
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Fri 9/116:00 am -
1 stop18h 50m
Sat 9/194:55 pm -
1 stop20h 15m
Deal found 8/5![United Airlines logo]()
$1,323
This Japan Airlines deal was found by Cheapflights users on 8/5. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:15 am -
1 stop19h 35m
Sat 10/248:10 pm -
1 stop26h 20m
Deal found 8/5![Japan Airlines logo]()
$1,840
This Air Canada deal was found by Cheapflights users on 8/9. 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 1/208:45 am -
2 stops19h 25m
Fri 2/52:05 pm -
2 stops20h 53m
Deal found 8/9![Air Canada logo]()
$1,708
This EVA Air deal was found by Cheapflights users on 8/7. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:30 am -
1 stop27h 30m
Wed 8/2611:00 am -
1 stop24h 10m
Deal found 8/7![EVA Air logo]()
$1,317
This United Airlines deal was found by Cheapflights users on 8/10. 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.
Fri 8/146:00 am -
1 stop18h 50m
Fri 8/214:55 pm -
1 stop18h 35m
Deal found 8/10![United Airlines logo]()
$1,332
This China Airlines deal was found by Cheapflights users on 8/10. 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.
Wed 1/133:50 pm -
2 stops30h 30m
Wed 1/277:00 pm -
2 stops25h 55m
Deal found 8/10![Multiple Airlines logo]()
$1,352
This EVA Air deal was found by Cheapflights users on 8/6. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2912:30 am -
1 stop21h 40m
Wed 9/26:30 pm -
1 stop40h 15m
Deal found 8/6![EVA Air logo]()
$1,321
This United Airlines deal was found by Cheapflights users on 8/8. 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.
Fri 9/185:00 am -
2 stops19h 50m
Mon 9/284:55 pm -
2 stops20h 00m
Deal found 8/8![United Airlines logo]()
$1,337
This Japan Airlines deal was found by Cheapflights users on 8/8. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/265:40 pm -
1 stop23h 00m
Fri 2/127:25 am -
1 stop15h 10m
Deal found 8/8![Japan Airlines logo]()
$2,047
This Justfly.com deal was found by Cheapflights users on 8/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1712:30 am -
1 stop27h 30m
Wed 10/287:00 pm -
1 stop39h 35m
Deal found 8/6![EVA Air logo]()
$1,352
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated August 10, 2026 and is based on user searches.
This lol.travel deal was found by Cheapflights users on 8/9. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:45 pm -
1 stop23h 40m
Mon 9/78:20 pm -
1 stop26h 20m
Deal found 8/9![ANA logo]()
$1,047
This Air Canada deal was found by Cheapflights users on 8/6. 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 8/268:40 pm -
1 stop29h 45m
Tue 10/66:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$912
This SmartFares deal was found by Cheapflights users on 8/8. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:30 am -
1 stop27h 30m
Wed 11/1811:00 am -
1 stop23h 35m
Deal found 8/8![EVA Air logo]()
$1,125
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/39:50 am -
1 stop16h 35m
Thu 9/106:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$952
This Air Canada deal was found by Cheapflights users on 8/5. 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 9/53:40 pm -
1 stop34h 45m
Thu 9/106:00 pm -
1 stop34h 43m
Deal found 8/5![Air Canada logo]()
$944
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/53:40 pm -
1 stop34h 45m
Sat 9/126:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$984
This FlightHub deal was found by Cheapflights users on 8/7. 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 9/612:30 am -
1 stop27h 30m
Mon 9/147:00 pm -
1 stop39h 45m
Deal found 8/7![EVA Air logo]()
$1,124
This Air Canada deal was found by Cheapflights users on 8/5. 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 9/95:55 am -
2 stops20h 30m
Mon 9/216:00 pm -
1 stop34h 43m
Deal found 8/5![Air Canada logo]()
$988
This Trip.com deal was found by Cheapflights users on 8/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:30 am -
1 stop27h 30m
Sun 9/207:00 pm -
1 stop39h 45m
Deal found 8/5![EVA Air logo]()
$1,132
This SmartFares deal was found by Cheapflights users on 8/7. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1312:30 am -
1 stop27h 30m
Mon 10/57:00 pm -
1 stop39h 45m
Deal found 8/7![EVA Air logo]()
$1,119
This Air Canada deal was found by Cheapflights users on 8/6. 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 9/157:45 pm -
2 stops30h 40m
Tue 9/296:00 pm -
1 stop34h 43m
Deal found 8/6![Air Canada logo]()
$954
This Gotogate deal was found by Cheapflights users on 8/10. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/249:55 am -
2 stops19h 55m
Thu 10/12:00 pm -
2 stops20h 12m
Deal found 8/10![Multiple Airlines logo]()
$1,125
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 August 10, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sat 8/225:30 pm -
2 stops57h 30m
Deal found 8/7![Multiple Airlines logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 8/5. 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.
Sat 9/196:30 am -
3 stops36h 35m
Deal found 8/5![Multiple Airlines logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 9/146:30 am -
3 stops39h 00m
Deal found 8/6![Multiple Airlines logo]()
$519
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Tue 10/132:46 pm -
2 stops52h 29m
Deal found 8/8![Multiple Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:00 am -
1 stop22h 45m
Deal found 8/7![American Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/1110:26 am -
3 stops56h 39m
Deal found 8/5![Multiple Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 8/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:02 am -
2 stops19h 48m
Deal found 8/7![American Airlines logo]()
$544
This Kiwi.com deal was found by Cheapflights users on 8/5. 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 9/1112:54 pm -
3 stops54h 11m
Deal found 8/5![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 8/10. 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 9/2510:26 am -
3 stops56h 39m
Deal found 8/10![Multiple Airlines logo]()
$556
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Thu 10/152:46 pm -
2 stops52h 29m
Deal found 8/8![Multiple Airlines logo]()
$560
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 10/162:46 pm -
2 stops52h 29m
Deal found 8/8![Multiple Airlines logo]()
$568
This Kiwi.com deal was found by Cheapflights users on 8/8. 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.
Tue 10/132:46 pm -
2 stops38h 09m
Deal found 8/8![Multiple Airlines logo]()
$579
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 August 10, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $912 (Air Canada) |
One-way from | $477 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $961 |
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 August 10, 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
ChicagoKobe
ORD Chicago O'Hare Intl - UKB Kobe
ORDUKB
Chicago O'Hare Intl
Tue 10/27
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 11/9
7:00 pm-7:35 pm
1 stop39h 35m
$1,124
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Wed 8/26
5:00 am-2:50 pm
2 stops19h 50m
Osaka Kansai Intl
Tue 10/6
4:55 pm-10:46 pm
2 stops19h 51m
$1,126
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Mon 8/24
5:00 am-2:50 pm
2 stops19h 50m
Osaka Kansai Intl
Mon 9/7
4:55 pm-10:59 pm
1 stop20h 04m
$1,176
ChicagoKobe
ORD Chicago O'Hare Intl - UKB Kobe
ORDUKB
Chicago O'Hare Intl
Wed 9/9
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 9/21
11:00 am-8:45 pm
1 stop23h 45m
$1,177
ChicagoKobe
ORD Chicago O'Hare Intl - UKB Kobe
ORDUKB
Chicago O'Hare Intl
Tue 9/8
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 9/21
11:00 am-8:45 pm
1 stop23h 45m
$1,177
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 8/25
5:30 am-10:40 pm
2 stops27h 10m
Osaka Kansai Intl
Sat 8/29
9:05 am-11:29 pm
2 stops28h 24m
$1,196
ChicagoKobe
ORD Chicago O'Hare Intl - UKB Kobe
ORDUKB
Chicago O'Hare Intl
Thu 9/10
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 9/21
11:00 am-8:45 pm
1 stop23h 45m
$1,217
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Wed 10/28
8:49 am-5:40 pm
1 stop18h 51m
Osaka Kansai Intl
Mon 11/9
7:25 pm-11:07 am
2 stops30h 42m
$1,229
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 9/15
5:00 am-2:50 pm
2 stops19h 50m
Osaka Kansai Intl
Tue 9/29
4:55 pm-10:46 pm
2 stops19h 51m
$1,237
ChicagoOsaka
MDW Chicago Midway - KIX Osaka Kansai Intl
MDWKIX
Chicago Midway
Thu 9/3
9:24 am-8:45 pm
2 stops21h 21m
Osaka Kansai Intl
Thu 9/10
12:35 pm-10:44 pm
2 stops24h 09m
$1,246
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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 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 Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Osaka flight deals on Cheapflights vs. Ovago >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 Ovago the most. Ovago 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-ITM
ORD-UKB
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-ITM
ORD-UKB
MDW-KIX
What is the cheapest month to book a flight from Chicago to Osaka?
Currently, October is the cheapest month in which you can book a flight from Chicago to Osaka (average of $1,087). Flying from Chicago to Osaka in July is currently the most expensive (average of $1,851). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Osaka?
Airfare is below average for this route at the moment.
Chicago to Osaka flights typically cost between $960 and $962 in August.The cheapest round-trip price found within the last 5 days was $912 on Air Canada (Aug 26-Oct 6).
What’s the top layover airport for flights from Chicago to Osaka?
Share of 1-stop round-trip flights from Chicago to Osaka chosen by Cheapflights users in the past 12 months, using the same layover each way.
Tokyo (HND) – chosen by Cheapflights users on 75% of 1-stop itineraries from Chicago to Osaka on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Osaka?
Average round-trip fare for 1-stop flights from Chicago to Osaka, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Tokyo (HND) is the most affordable 1-stop option, with an average round-trip price of $1,196.
What’s the fastest layover option from Chicago to Osaka?
Shortest average travel time for 1-stop one-way flights from Chicago to Osaka, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Taipei City (TPE) have the shortest average one-way travel time for 1-stop routes: 19h 30m.
Which airport typically offers the quickest layover for flights from Chicago to Osaka?
Average layover duration for 1-stop one-way flights from Chicago to Osaka, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Taipei City (TPE) offer the fastest connection on this route, with an average layover time of 3h 23m.
How often are flights from Chicago to Osaka delayed?
About 35% of weekly flights between Chicago and Osaka have experienced delays in the past year, with the average delay time being 160 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 Sunday 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, China Airlines 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 August 10, 2026.
Read reviews from past customers who have flown EVA Air,Japan Airlines, andANA 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
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Boarding
8.4
Entertainment
8.0
Food
8.1
Crew
8.7
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
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
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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 August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,107 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,039 | Average$1,511 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$1,145 | Average$1,880 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$1,162 | Average$1,926 | FlexibilityNo cancel fee | On-time80% |