$484+ Cheap flights from Chicago (CHI) to Osaka (OSA)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Oct 17 — Oct 241
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 September 17, 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 September 17, 2026.
This Air Canada deal was found by Cheapflights users on 9/13. 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 -
1 stop34h 45m
Tue 9/226:00 pm -
1 stop34h 43m
Deal found 9/13![Air Canada logo]()
$894
This Air Canada deal was found by Cheapflights users on 9/14. 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 -
1 stop34h 45m
Tue 9/296:00 pm -
1 stop34h 43m
Deal found 9/14![Air Canada logo]()
$895
This Air Canada deal was found by Cheapflights users on 9/13. 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 9/148:40 pm -
1 stop29h 45m
Mon 9/286:00 pm -
1 stop34h 43m
Deal found 9/13![Air Canada logo]()
$901
This KAYAK deal was found by Cheapflights users on 9/14. 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 11/1610:45 pm -
1 stop42h 10m
Tue 11/249:20 pm -
1 stop34h 35m
Deal found 9/14![Philippine Airlines logo]()
$930
This Bravofly deal was found by Cheapflights users on 9/13. 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 Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:10 pm -
1 stop16h 20m
Tue 9/2210:25 am -
1 stop14h 20m
Deal found 9/13![Japan Airlines logo]()
$997
This FlightHub deal was found by Cheapflights users on 9/14. 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 9/159:55 am -
2 stops20h 35m
Tue 9/2910:25 am -
1 stop14h 20m
Deal found 9/14![Japan Airlines logo]()
$1,032
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:10 pm -
1 stop16h 20m
Mon 9/288:05 pm -
1 stop28h 40m
Deal found 9/16![Japan Airlines logo]()
$1,080
This LionTravel deal was found by Cheapflights users on 9/13. 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 LionTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:29 am -
2 stops23h 11m
Tue 9/2212:35 pm -
2 stops24h 09m
Deal found 9/13![Delta logo]()
$1,082
This American Airlines deal was found by Cheapflights users on 9/13. 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.
Mon 9/148:23 am -
2 stops20h 17m
Mon 9/281:25 pm -
2 stops19h 00m
Deal found 9/13![American Airlines logo]()
$1,102
This Japan Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 9/1710:15 am -
1 stop19h 35m
Mon 9/217:35 pm -
1 stop29h 10m
Deal found 9/15![Japan Airlines logo]()
$1,105
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Thu 9/1710:15 am -
1 stop19h 35m
Sat 9/198:05 pm -
1 stop28h 40m
Deal found 9/14![Japan Airlines logo]()
$1,133
This FlightHub deal was found by Cheapflights users on 9/17. 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 11/1611:30 pm -
1 stop27h 30m
Wed 11/257:00 pm -
1 stop39h 35m
Deal found 9/17![EVA Air logo]()
$1,141
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 September 17, 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 September 17, 2026.
This EVA Air deal was found by Cheapflights users on 9/15. 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 11/1811:30 pm -
1 stop27h 30m
Mon 11/2311:00 am -
1 stop23h 35m
Deal found 9/15![EVA Air logo]()
$1,194
This Cheapflightsfares deal was found by Cheapflights users on 9/12. 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 10/2711:25 am -
1 stop18h 30m
Tue 11/37:05 am -
1 stop17h 55m
Deal found 9/12![Japan Airlines logo]()
$1,219
This Cathay Pacific deal was found by Cheapflights users on 9/15. 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 Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/162:10 pm -
1 stop25h 10m
Mon 11/239:15 pm -
1 stop30h 15m
Deal found 9/15![Cathay Pacific logo]()
$1,242
This United Airlines deal was found by Cheapflights users on 9/13. 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 11/156:00 am -
2 stops22h 30m
Wed 11/253:20 pm -
1 stop14h 50m
Deal found 9/13![United Airlines logo]()
$1,285
This China Airlines deal was found by Cheapflights users on 9/16. 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 9/16![Multiple Airlines logo]()
$1,290
This Delta deal was found by Cheapflights users on 9/14. 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 1/275:25 pm -
2 stops28h 25m
Thu 2/112:15 am -
2 stops25h 18m
Deal found 9/14![Delta logo]()
$1,298
This FlightHub deal was found by Cheapflights users on 9/12. 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 12/141:05 pm -
1 stop27h 55m
Tue 1/129:20 pm -
1 stop32h 50m
Deal found 9/12![ANA logo]()
$1,474
This EVA Air deal was found by Cheapflights users on 9/15. 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.
Mon 11/1611:30 pm -
1 stop27h 30m
Mon 11/2311:00 am -
1 stop23h 35m
Deal found 9/15![EVA Air logo]()
$1,194
This Japan Airlines deal was found by Cheapflights users on 9/15. 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.
Sun 11/1510:25 am -
1 stop18h 30m
Tue 11/249:40 am -
1 stop15h 20m
Deal found 9/15![Japan Airlines logo]()
$1,283
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/186:04 am -
2 stops22h 26m
Tue 11/243:20 pm -
1 stop31h 00m
Deal found 9/16![United Airlines logo]()
$1,285
This China Airlines deal was found by Cheapflights users on 9/13. 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 10/283:35 pm -
2 stops30h 00m
Mon 11/97:00 pm -
2 stops25h 55m
Deal found 9/13![Multiple Airlines logo]()
$1,297
This Delta deal was found by Cheapflights users on 9/17. 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 10/1810:12 am -
2 stops20h 33m
Wed 10/282:00 pm -
2 stops22h 33m
Deal found 9/17![Delta logo]()
$1,298
This EVA Air deal was found by Cheapflights users on 9/15. 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.
Sun 11/1511:30 pm -
1 stop27h 30m
Mon 11/2311:00 am -
1 stop23h 35m
Deal found 9/15![EVA Air logo]()
$1,234
This Japan Airlines deal was found by Cheapflights users on 9/15. 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 11/1610:25 am -
1 stop18h 30m
Tue 11/248:30 am -
1 stop16h 30m
Deal found 9/15![Japan Airlines logo]()
$1,283
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/175:00 am -
2 stops23h 30m
Wed 11/253:20 pm -
1 stop14h 50m
Deal found 9/14![United Airlines logo]()
$1,285
This China Airlines deal was found by Cheapflights users on 9/13. 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 11/163:45 pm -
2 stops28h 50m
Thu 11/267:00 pm -
2 stops26h 00m
Deal found 9/13![Multiple Airlines logo]()
$1,319
This Japan Airlines deal was found by Cheapflights users on 9/15. 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 11/1710:25 am -
1 stop18h 30m
Tue 11/247:30 am -
1 stop17h 30m
Deal found 9/15![Japan Airlines logo]()
$1,283
This United Airlines deal was found by Cheapflights users on 9/16. 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 11/186:04 am -
2 stops22h 26m
Wed 11/253:20 pm -
1 stop14h 50m
Deal found 9/16![United Airlines logo]()
$1,285
This China Airlines deal was found by Cheapflights users on 9/14. 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 1/283:50 pm -
2 stops28h 45m
Fri 2/127:00 pm -
2 stops25h 55m
Deal found 9/14![Multiple Airlines logo]()
$1,332
This EVA Air deal was found by Cheapflights users on 9/16. 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.
Sun 9/2712:30 am -
1 stop27h 30m
Wed 9/307:00 pm -
2 stops24h 45m
Deal found 9/16![EVA Air logo]()
$1,349
This United Airlines deal was found by Cheapflights users on 9/14. 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 11/165:59 am -
2 stops22h 31m
Wed 11/253:20 pm -
1 stop14h 50m
Deal found 9/14![United Airlines logo]()
$1,285
This Japan Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 11/1510:25 am -
1 stop17h 50m
Mon 11/238:10 pm -
1 stop26h 20m
Deal found 9/13![Japan Airlines logo]()
$1,286
This China Airlines deal was found by Cheapflights users on 9/15. 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 1/273:50 pm -
3 stops28h 45m
Thu 2/117:00 pm -
2 stops26h 00m
Deal found 9/15![Multiple Airlines logo]()
$1,390
This United Airlines deal was found by Cheapflights users on 9/13. 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 11/176:04 am -
2 stops22h 26m
Thu 11/263:20 pm -
1 stop14h 50m
Deal found 9/13![United Airlines logo]()
$1,285
This Japan Airlines deal was found by Cheapflights users on 9/13. 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 11/1710:25 am -
1 stop18h 55m
Mon 11/238:10 pm -
1 stop26h 20m
Deal found 9/13![Japan Airlines logo]()
$1,286
This EVA Air deal was found by Cheapflights users on 9/15. 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.
Mon 11/1611:30 pm -
1 stop27h 30m
Fri 11/2711:00 am -
1 stop23h 35m
Deal found 9/15![EVA Air logo]()
$1,469
This Japan Airlines deal was found by Cheapflights users on 9/13. 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 11/1610:25 am -
1 stop17h 50m
Mon 11/238:10 pm -
1 stop26h 20m
Deal found 9/13![Japan Airlines logo]()
$1,286
This China Airlines deal was found by Cheapflights users on 9/13. 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.
Sun 10/186:10 pm -
2 stops27h 50m
Wed 10/287:00 pm -
2 stops24h 50m
Deal found 9/13![Multiple Airlines logo]()
$1,421
This EVA Air deal was found by Cheapflights users on 9/14. 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.
Sun 11/1511:30 pm -
1 stop27h 30m
Fri 11/2711:00 am -
1 stop23h 35m
Deal found 9/14![EVA Air logo]()
$1,509
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated September 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated September 17, 2026 and is based on user searches.
This Japan Airlines deal was found by Cheapflights users on 9/15. 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.
Thu 9/1710:15 am -
1 stop19h 35m
Mon 9/217:35 pm -
1 stop29h 10m
Deal found 9/15![Japan Airlines logo]()
$1,105
This FlightHub deal was found by Cheapflights users on 9/14. 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.
Thu 9/1710:15 am -
1 stop19h 35m
Sat 9/198:05 pm -
1 stop28h 40m
Deal found 9/14![Japan Airlines logo]()
$1,133
This Air Canada deal was found by Cheapflights users on 9/14. 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.
Fri 9/188:40 pm -
1 stop29h 45m
Tue 9/226:00 pm -
1 stop16h 06m
Deal found 9/14![Air Canada logo]()
$974
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/182:10 pm -
1 stop16h 20m
Mon 9/288:05 pm -
1 stop28h 40m
Deal found 9/16![Japan Airlines logo]()
$1,080
This Justfly.com deal was found by Cheapflights users on 9/15. 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.
Tue 9/2912:30 am -
1 stop27h 30m
Mon 10/1211:00 am -
1 stop23h 45m
Deal found 9/15![EVA Air logo]()
$1,141
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/185:45 pm -
1 stop25h 30m
Tue 11/177:25 am -
2 stops28h 45m
Deal found 9/15![Multiple Airlines logo]()
$1,079
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/195:45 pm -
1 stop37h 05m
Tue 11/177:25 am -
2 stops28h 45m
Deal found 9/15![Multiple Airlines logo]()
$1,008
This Philippine Airlines deal was found by Cheapflights users on 9/13. 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 Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:53 pm -
2 stops30h 17m
Wed 11/1810:05 am -
1 stop21h 50m
Deal found 9/13![Multiple Airlines logo]()
$1,031
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/195:45 pm -
1 stop37h 05m
Thu 11/197:25 am -
2 stops27h 34m
Deal found 9/15![Multiple Airlines logo]()
$1,072
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/195:45 pm -
1 stop37h 05m
Mon 11/167:25 am -
2 stops27h 34m
Deal found 9/13![Multiple Airlines logo]()
$1,078
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/215:45 pm -
1 stop37h 05m
Tue 11/177:25 am -
2 stops28h 45m
Deal found 9/15![Multiple Airlines logo]()
$1,022
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 10/2711:30 am -
1 stop17h 10m
Tue 11/37:25 am -
2 stops28h 45m
Deal found 9/12![Multiple Airlines logo]()
$1,076
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 September 17, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated September 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/319:00 am -
3 stops58h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$484
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/17:50 pm -
3 stops46h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/16:42 pm -
3 stops47h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$507
This Air Canada deal was found by Cheapflights users on 9/12. 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 11/143:30 pm -
1 stop35h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/12![Air Canada logo]()
$524
This Air Canada deal was found by Cheapflights users on 9/17. 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 10/148:40 pm -
1 stop29h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Air Canada logo]()
$532
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 11/17:50 pm -
3 stops32h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$534
This Air Canada deal was found by Cheapflights users on 9/15. 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.
Fri 11/139:57 pm -
2 stops52h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/307:50 pm -
3 stops55h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$543
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 1/161:18 pm -
3 stops52h 37m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$546
This Kiwi.com deal was found by Cheapflights users on 9/16. 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 10/317:15 am -
3 stops45h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Multiple Airlines logo]()
$569
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 10/301:06 pm -
2 stops52h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$589
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/143:30 pm -
3 stops52h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Multiple Airlines logo]()
$601
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 September 17, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $930 (KAYAK) |
One-way from | $484 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $1,114 |
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 7,457,451 searches. Data last updated September 17, 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 Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sat 10/31
9:00 am-9:55 am
3 stops58h 55m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$484
ChicagoOsaka
MDW Chicago Midway - KIX Osaka Kansai Intl
MDWKIX
Chicago Midway
Sun 11/1
6:42 pm-8:55 am
3 stops47h 13m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$507
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sat 11/14
3:30 pm-5:40 pm
1 stop35h 10m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$524
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sun 11/1
7:50 pm-7:00 pm
3 stops32h 10m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$534
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sat 10/31
7:15 am-7:00 pm
3 stops45h 45m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$569
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sat 11/14
6:30 am-9:15 am
3 stops35h 45m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$576
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 11/3
1:55 pm-5:40 pm
2 stops36h 45m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$582
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 11/3
4:25 pm-8:25 am
1 stop25h 00m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$596
ChicagoOsaka
MDW Chicago Midway - KIX Osaka Kansai Intl
MDWKIX
Chicago Midway
Mon 10/5
6:46 pm-9:15 am
3 stops48h 29m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$613
ChicagoKobe
ORD Chicago O'Hare Intl - UKB Kobe
ORDUKB
Chicago O'Hare Intl
Sun 11/1
11:10 am-5:40 pm
1 stop39h 30m
Kobe
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$624
Showing 1-10 of 59 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 September.
| 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, February is the cheapest month in which you can book a flight from Chicago to Osaka (average of $1,133). Flying from Chicago to Osaka in December is currently the most expensive (average of $1,988). 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 $1,059 and $1,362 in November.The cheapest round-trip price found within the last 5 days was $930 on Philippine Airlines (Nov 16-Nov 24).
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 164 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 Wednesday 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 31% 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 September 17, 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.
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
Comfort
8.3
Overall
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Crew
8.7
Entertainment
8.0
Boarding
8.4
Food
8.1
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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Chicago and Osaka flights
Browse other Chicago and Osaka flight options. Last updated on September 17, 2026.
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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 7,457,451 searches. Data last updated September 17, 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$1,078 | Average$1,983 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,145 | Average$1,880 | FlexibilityNo cancel fee | On-time69% |