$498+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Nov 29 — Dec 61
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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Osaka
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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 October 30, 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 October 30, 2026.
This Justfly.com deal was found by Cheapflights users on 10/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:45 pm -
1 stop24h 00m
Tue 11/249:20 pm -
1 stop34h 35m
Deal found 10/28![Philippine Airlines logo]()
$942
This Globehunters deal was found by Cheapflights users on 10/28. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/110:25 am -
1 stop18h 30m
Mon 12/78:10 pm -
1 stop28h 50m
Deal found 10/28![Japan Airlines logo]()
$950
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Wed 11/48:00 am -
1 stop20h 10m
Wed 11/117:25 am -
1 stop17h 35m
Deal found 10/26![Japan Airlines logo]()
$954
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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 12/810:25 am -
1 stop18h 30m
Tue 12/1510:30 am -
1 stop14h 30m
Deal found 10/26![Japan Airlines logo]()
$955
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Wed 11/256:40 am -
1 stop21h 30m
Wed 12/26:50 am -
1 stop18h 10m
Deal found 10/26![Japan Airlines logo]()
$955
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:25 am -
1 stop19h 00m
Tue 12/19:10 pm -
1 stop25h 20m
Deal found 10/28![Japan Airlines logo]()
$957
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/91:30 pm -
1 stop27h 10m
Wed 12/161:25 pm -
2 stops24h 05m
Deal found 10/28![Japan Airlines logo]()
$965
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/96:40 am -
1 stop21h 30m
Wed 12/162:45 pm -
2 stops20h 19m
Deal found 10/28![Japan Airlines logo]()
$965
This Cheapflightsfares deal was found by Cheapflights users on 10/27. 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.
Tue 12/110:25 am -
1 stop19h 00m
Tue 12/156:50 am -
2 stops30h 40m
Deal found 10/27![Japan Airlines logo]()
$967
This Booking.com deal was found by Cheapflights users on 10/27. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/710:25 am -
1 stop18h 30m
Mon 12/147:30 pm -
1 stop29h 30m
Deal found 10/27![Japan Airlines logo]()
$971
This Globehunters deal was found by Cheapflights users on 10/26. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:30 am -
1 stop17h 30m
Wed 12/28:20 pm -
1 stop26h 00m
Deal found 10/26![ANA logo]()
$972
This Booking.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/231:30 pm -
1 stop30h 10m
Mon 11/302:40 pm -
1 stop31h 50m
Deal found 10/26![Japan Airlines logo]()
$973
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 October 30, 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 October 30, 2026.
This Globehunters deal was found by Cheapflights users on 10/26. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:30 am -
1 stop17h 30m
Wed 12/28:20 pm -
1 stop26h 00m
Deal found 10/26![ANA logo]()
$972
This Japan Airlines deal was found by Cheapflights users on 10/27. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/810:25 am -
1 stop18h 30m
Thu 2/118:10 pm -
1 stop28h 50m
Deal found 10/27![Japan Airlines logo]()
$1,005
This United Airlines deal was found by Cheapflights users on 10/26. 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 1/279:47 pm -
2 stops27h 58m
Wed 2/36:35 pm -
2 stops25h 15m
Deal found 10/26![United Airlines logo]()
$1,047
This Delta deal was found by Cheapflights users on 10/29. 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.
Sat 3/67:00 am -
2 stops24h 40m
Mon 3/222:15 am -
2 stops33h 38m
Deal found 10/29![Delta logo]()
$1,236
This Cathay Pacific deal was found by Cheapflights users on 10/28. 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 Cathay Pacific is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Fri 3/263:10 pm -
1 stop25h 10m
Wed 3/314:15 pm -
2 stops35h 40m
Deal found 10/28![Cathay Pacific logo]()
$1,362
This EVA Air deal was found by Cheapflights users on 10/30. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1511:30 pm -
1 stop26h 25m
Mon 11/2312:55 pm -
1 stop21h 40m
Deal found 10/30![EVA Air logo]()
$1,457
This Japan Airlines deal was found by Cheapflights users on 10/27. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/191:30 pm -
1 stop17h 50m
Wed 2/36:50 am -
1 stop18h 10m
Deal found 10/27![Japan Airlines logo]()
$1,008
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Thu 12/107:30 am -
1 stop18h 15m
Thu 12/176:35 pm -
2 stops21h 24m
Deal found 10/26![United Airlines logo]()
$1,047
This Japan Airlines deal was found by Cheapflights users on 10/28. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/251:30 pm -
1 stop17h 50m
Wed 2/106:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$1,008
This Japan Airlines deal was found by Cheapflights users on 10/26. 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 12/101:30 pm -
1 stop17h 50m
Thu 1/149:10 pm -
1 stop25h 20m
Deal found 10/26![Japan Airlines logo]()
$1,060
This Delta deal was found by Cheapflights users on 10/28. 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.
Sun 11/158:29 am -
2 stops23h 11m
Wed 11/252:15 am -
2 stops23h 23m
Deal found 10/28![Delta logo]()
$1,360
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/138:50 am -
2 stops42h 20m
Wed 1/132:30 pm -
2 stops29h 20m
Deal found 10/26![United Airlines logo]()
$1,251
This KAYAK deal was found by Cheapflights users on 10/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:30 am -
1 stop17h 30m
Tue 11/248:00 am -
1 stop14h 20m
Deal found 10/30![ANA logo]()
$1,554
This Japan Airlines deal was found by Cheapflights users on 10/26. 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 12/1110:25 am -
1 stop18h 30m
Fri 1/159:40 am -
1 stop15h 20m
Deal found 10/26![Japan Airlines logo]()
$1,221
This KAYAK deal was found by Cheapflights users on 10/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:30 am -
1 stop17h 30m
Tue 11/247:30 am -
1 stop14h 50m
Deal found 10/30![ANA logo]()
$1,554
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Sat 3/69:25 pm -
2 stops29h 45m
Tue 3/232:30 pm -
1 stop15h 40m
Deal found 10/29![United Airlines logo]()
$1,510
This Japan Airlines deal was found by Cheapflights users on 10/28. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/131:30 pm -
1 stop27h 55m
Thu 11/266:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$1,253
This KAYAK deal was found by Cheapflights users on 10/30. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:30 am -
1 stop17h 30m
Tue 11/248:00 am -
1 stop14h 20m
Deal found 10/30![ANA logo]()
$1,554
This Japan Airlines deal was found by Cheapflights users on 10/28. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/151:30 pm -
1 stop27h 55m
Fri 11/276:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$1,335
This United Airlines deal was found by Cheapflights users on 10/25. 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 3/129:25 pm -
2 stops29h 45m
Sat 3/202:30 pm -
1 stop31h 50m
Deal found 10/25![United Airlines logo]()
$1,636
This Globehunters deal was found by Cheapflights users on 10/30. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:25 am -
1 stop18h 30m
Thu 11/262:40 pm -
1 stop31h 50m
Deal found 10/30![Japan Airlines logo]()
$1,483
This Japan Airlines deal was found by Cheapflights users on 10/28. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/171:30 pm -
1 stop17h 45m
Wed 11/256:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$1,540
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated October 30, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Wed 11/48:00 am -
1 stop20h 10m
Wed 11/117:25 am -
1 stop17h 35m
Deal found 10/26![Japan Airlines logo]()
$954
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Wed 11/46:00 am -
1 stop19h 45m
Wed 11/119:00 pm -
2 stops32h 38m
Deal found 10/26![ANA logo]()
$998
This Globehunters deal was found by Cheapflights users on 10/28. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:25 am -
1 stop36h 05m
Wed 11/257:15 pm -
1 stop27h 15m
Deal found 10/28![Japan Airlines logo]()
$982
This FlightHub deal was found by Cheapflights users on 10/28. 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.
Sun 11/151:30 pm -
1 stop17h 45m
Thu 11/266:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$986
This Justfly.com deal was found by Cheapflights users on 10/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:45 pm -
1 stop24h 00m
Tue 11/249:20 pm -
1 stop34h 35m
Deal found 10/28![Philippine Airlines logo]()
$942
This FlightHub deal was found by Cheapflights users on 10/28. 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.
Mon 11/1610:25 am -
1 stop19h 00m
Wed 11/256:50 am -
1 stop18h 10m
Deal found 10/28![Japan Airlines logo]()
$985
This FlightHub deal was found by Cheapflights users on 10/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:45 pm -
1 stop24h 00m
Wed 11/2510:05 am -
1 stop21h 50m
Deal found 10/30![Philippine Airlines logo]()
$989
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:25 am -
1 stop19h 00m
Tue 12/19:10 pm -
1 stop25h 20m
Deal found 10/28![Japan Airlines logo]()
$957
This Booking.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/231:30 pm -
1 stop30h 10m
Mon 11/302:40 pm -
1 stop31h 50m
Deal found 10/26![Japan Airlines logo]()
$973
This Booking.com deal was found by Cheapflights users on 10/26. 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.
Mon 11/2310:25 am -
1 stop17h 15m
Mon 11/307:15 pm -
1 stop27h 15m
Deal found 10/26![Japan Airlines logo]()
$974
This Cheapflightsfares deal was found by Cheapflights users on 10/26. 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.
Wed 11/256:40 am -
1 stop21h 30m
Wed 12/26:50 am -
1 stop18h 10m
Deal found 10/26![Japan Airlines logo]()
$955
This Globehunters deal was found by Cheapflights users on 10/26. 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 Globehunters is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:30 am -
1 stop17h 30m
Wed 12/28:20 pm -
1 stop26h 00m
Deal found 10/26![ANA logo]()
$972
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 October 30, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:21 am -
3 stops59h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/257:49 am -
3 stops46h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/157:55 am -
3 stops46h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$551
This Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/510:45 pm -
2 stops31h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$556
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2011:50 am -
1 stop19h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$558
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Tue 4/1311:50 am -
1 stop19h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$561
This Philippine Airlines deal was found by Cheapflights users on 10/30. 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 Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/187:00 pm -
2 stops29h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Multiple Airlines logo]()
$566
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/85:45 pm -
1 stop33h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![ANA logo]()
$587
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/85:45 pm -
1 stop31h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![ANA logo]()
$589
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/257:49 am -
3 stops44h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$600
This Trip.com deal was found by Cheapflights users on 10/28. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/510:45 pm -
2 stops28h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$601
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/125:46 pm -
3 stops49h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![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 October 30, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $901 (Globehunters) |
One-way from | $498 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $1,278 |
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 October 30, 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
Tue 4/20
11:50 am-8:50 pm
1 stop19h 00m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$558
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 4/13
11:50 am-8:50 pm
1 stop19h 00m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$561
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sun 4/18
7:00 pm-2:10 pm
2 stops29h 10m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$566
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sun 11/15
7:55 am-9:40 pm
3 stops46h 45m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$625
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sun 3/21
5:25 pm-1:40 pm
1 stop30h 15m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$661
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sun 11/15
4:25 pm-8:10 am
1 stop24h 45m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$676
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Tue 12/1
6:00 am-10:20 pm
2 stops25h 20m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$691
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sun 11/15
7:55 am-7:55 pm
3 stops45h 00m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$700
ChicagoOsaka
ORD Chicago O'Hare Intl - KIX Osaka Kansai Intl
ORDKIX
Chicago O'Hare Intl
Sun 4/18
4:15 pm-9:15 pm
1 stop39h 00m
Osaka Kansai Intl
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$703
Quickest round-trip
ChicagoOsaka
ORD Chicago O'Hare Intl - ITM Osaka Itami
ORDITM
Chicago O'Hare Intl
Sun 4/18
2:10 pm-8:30 pm
1 stop16h 20m
Osaka Itami
Wed 12/31
12:00 am-9:00 am
Nonstop0h 00m
$732
Showing 1-10 of 35 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 October.
| 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 | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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
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
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 $1,120). Flying from Chicago to Osaka in July is currently the most expensive (average of $1,898). 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 $1,487 and $1,716 in April.The cheapest round-trip price found within the last 5 days was $901 on Philippine Airlines (Apr 2-Apr 18).
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 34% of weekly flights between Chicago and Osaka have experienced delays in the past year, with the average delay time being 166 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 30% 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 October 30, 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.
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - TPE
Comfort
8.3
Crew
8.7
Boarding
8.4
Entertainment
8.0
Overall
8.5
Food
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,Oct 2026
SEA - 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.
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Complete your trip
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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 October 30, 2026.
Chicago and Osaka flights
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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 October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,107 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,039 | Average$1,536 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$1,078 | Average$2,007 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,145 | Average$1,880 | FlexibilityNo cancel fee | On-time69% |