$425+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Sep 3 — Sep 101
Round-trip
1 adult, Economy
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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 4, 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 4, 2026.
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:40 pm -
1 stop29h 45m
Mon 8/246:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$888
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am -
2 stops20h 25m
Mon 8/246:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$898
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am -
2 stops21h 25m
Tue 8/256:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$903
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Wed 8/263:45 pm -
1 stop34h 40m
Mon 8/319:00 pm -
2 stops37h 05m
Deal found 7/30![Multiple Airlines logo]()
$909
This Gotogate deal was found by Cheapflights users on 8/4. 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 8/279:45 am -
1 stop16h 40m
Thu 9/106:00 pm -
2 stops40h 12m
Deal found 8/4![Air Canada logo]()
$914
This Travelocity deal was found by Cheapflights users on 7/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:00 am -
2 stops21h 25m
Mon 8/176:00 pm -
2 stops38h 32m
Deal found 7/30![Air Canada logo]()
$919
This Travelocity deal was found by Cheapflights users on 7/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/38:50 pm -
1 stop29h 35m
Mon 8/176:00 pm -
2 stops38h 32m
Deal found 7/30![Air Canada logo]()
$922
This Air Canada deal was found by Cheapflights users on 8/4. 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 8/4![Air Canada logo]()
$929
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Tue 9/18:40 am -
2 stops32h 55m
Tue 9/1512:50 pm -
2 stops21h 22m
Deal found 7/30![Multiple Airlines logo]()
$991
This Justfly.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:40 am -
2 stops21h 50m
Wed 11/188:20 pm -
2 stops38h 32m
Deal found 8/1![Multiple Airlines logo]()
$992
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:00 pm -
2 stops39h 50m
Sat 9/57:05 am -
2 stops27h 00m
Deal found 7/31![Multiple Airlines logo]()
$1,020
This Air Canada deal was found by Cheapflights users on 8/4. 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 9/189:55 am -
2 stops19h 00m
Fri 9/252:00 pm -
2 stops19h 48m
Deal found 8/4![Multiple Airlines logo]()
$1,034
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 4, 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 4, 2026.
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:00 am -
2 stops21h 25m
Sun 9/206:00 pm -
2 stops27h 51m
Deal found 7/30![Air Canada logo]()
$1,041
This oojo deal was found by Cheapflights users on 8/4. 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 8/4![EVA Air logo]()
$1,117
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Wed 8/268:40 am -
2 stops21h 10m
Mon 8/319:00 pm -
2 stops37h 05m
Deal found 7/30![Multiple Airlines logo]()
$1,118
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:00 am -
1 stop18h 50m
Wed 9/24:55 pm -
1 stop17h 45m
Deal found 7/30![United Airlines logo]()
$1,156
This Korean Air deal was found by Cheapflights users on 7/30. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/812:10 pm -
1 stop39h 35m
Tue 9/156:55 pm -
1 stop28h 35m
Deal found 7/30![Korean Air logo]()
$1,237
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:29 am -
2 stops23h 11m
Mon 9/142:15 am -
2 stops30h 18m
Deal found 7/31![Delta logo]()
$1,245
This Rumbo deal was found by Cheapflights users on 7/30. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/1311:50 am -
1 stop17h 05m
Sun 9/207:30 am -
2 stops20h 57m
Deal found 7/30![ANA logo]()
$1,269
This FlightHub deal was found by Cheapflights users on 8/4. 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 10/286:35 pm -
1 stop24h 05m
Wed 11/113:30 pm -
2 stops19h 50m
Deal found 8/4![Japan Airlines logo]()
$1,413
This EVA Air deal was found by Cheapflights users on 7/30. 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.
Thu 9/1012:30 am -
1 stop27h 30m
Sun 9/207:00 pm -
1 stop39h 45m
Deal found 7/30![EVA Air logo]()
$1,146
This SmartFares deal was found by Cheapflights users on 7/30. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/139:35 pm -
2 stops28h 50m
Sun 9/209:10 pm -
2 stops38h 55m
Deal found 7/30![Multiple Airlines logo]()
$1,169
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:28 pm -
1 stop27h 22m
Sat 9/54:55 pm -
1 stop19h 39m
Deal found 7/30![United Airlines logo]()
$1,181
This Flightnetwork deal was found by Cheapflights users on 7/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:50 am -
2 stops19h 20m
Sun 9/203:00 pm -
2 stops18h 48m
Deal found 7/30![Air Canada logo]()
$1,195
This Jettzy deal was found by Cheapflights users on 7/30. 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 Jettzy is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1212:30 am -
1 stop27h 30m
Sun 9/207:00 pm -
1 stop39h 45m
Deal found 7/30![EVA Air logo]()
$1,148
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:45 pm -
1 stop33h 20m
Wed 9/912:50 pm -
1 stop16h 15m
Deal found 7/31![United Airlines logo]()
$1,223
This Air Canada deal was found by Cheapflights users on 8/4. 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 10/173:40 pm -
1 stop34h 45m
Sat 10/317:25 pm -
1 stop34h 12m
Deal found 8/4![Air Canada logo]()
$1,227
This Japan Airlines deal was found by Cheapflights users on 8/2. 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 11/110:20 am -
1 stop18h 30m
Mon 11/96:35 pm -
1 stop27h 55m
Deal found 8/2![Japan Airlines logo]()
$1,430
This EVA Air deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:30 am -
1 stop26h 45m
Thu 10/226:30 pm -
1 stop40h 15m
Deal found 7/31![EVA Air logo]()
$1,187
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/299:50 am -
3 stops34h 15m
Sat 9/57:35 am -
2 stops26h 30m
Deal found 7/30![Multiple Airlines logo]()
$1,309
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/85:00 am -
2 stops19h 50m
Fri 9/189:20 am -
2 stops23h 17m
Deal found 8/3![United Airlines logo]()
$1,239
This Japan Airlines deal was found by Cheapflights users on 8/2. 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 11/210:20 am -
1 stop18h 30m
Fri 11/138:25 am -
1 stop14h 05m
Deal found 8/2![Japan Airlines logo]()
$1,430
This China Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/284:45 pm -
3 stops30h 35m
Wed 11/112:30 pm -
2 stops30h 25m
Deal found 8/1![Multiple Airlines logo]()
$1,310
This EVA Air deal was found by Cheapflights users on 8/4. 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 8/4![EVA Air logo]()
$1,213
This Japan Airlines deal was found by Cheapflights users on 8/2. 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 11/110:20 am -
1 stop18h 30m
Thu 11/128:25 am -
1 stop14h 05m
Deal found 8/2![Japan Airlines logo]()
$1,430
This Air Canada deal was found by Cheapflights users on 8/4. 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 10/288:45 am -
2 stops20h 25m
Wed 11/112:00 pm -
2 stops20h 58m
Deal found 8/4![Air Canada logo]()
$1,448
This EVA Air deal was found by Cheapflights users on 8/2. 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 10/3112:30 am -
1 stop19h 30m
Sun 11/87:00 pm -
1 stop39h 35m
Deal found 8/2![EVA Air logo]()
$1,216
This China Airlines deal was found by Cheapflights users on 7/30. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:45 pm -
2 stops27h 50m
Tue 12/12:30 pm -
2 stops30h 25m
Deal found 7/30![Multiple Airlines logo]()
$1,340
This EVA Air deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:30 pm -
1 stop19h 30m
Fri 11/611:00 am -
1 stop23h 35m
Deal found 8/1![EVA Air logo]()
$1,216
This China Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/14:45 pm -
2 stops27h 50m
Thu 11/57:00 pm -
2 stops25h 55m
Deal found 8/1![Multiple Airlines logo]()
$1,340
This Japan Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:30 pm -
1 stop27h 00m
Fri 9/1110:25 am -
1 stop14h 20m
Deal found 7/31![Japan Airlines logo]()
$1,480
This Japan Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/32:10 pm -
1 stop28h 25m
Tue 9/1510:25 am -
1 stop14h 20m
Deal found 7/31![Japan Airlines logo]()
$1,480
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated August 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated August 4, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am -
2 stops20h 25m
Mon 8/246:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$898
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/108:40 pm -
1 stop29h 45m
Mon 8/246:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$888
This Travelocity deal was found by Cheapflights users on 7/30. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:00 am -
2 stops21h 25m
Mon 8/176:00 pm -
2 stops38h 32m
Deal found 7/30![Air Canada logo]()
$919
This Air Canada deal was found by Cheapflights users on 7/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 am -
2 stops21h 25m
Tue 8/256:00 pm -
1 stop34h 36m
Deal found 7/30![Air Canada logo]()
$903
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Wed 8/263:45 pm -
1 stop34h 40m
Mon 8/319:00 pm -
2 stops37h 05m
Deal found 7/30![Multiple Airlines logo]()
$909
This Air Canada deal was found by Cheapflights users on 8/4. 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 8/4![Air Canada logo]()
$929
This Gotogate deal was found by Cheapflights users on 8/4. 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 8/279:45 am -
1 stop16h 40m
Thu 9/106:00 pm -
2 stops40h 12m
Deal found 8/4![Air Canada logo]()
$914
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/292:00 pm -
2 stops39h 50m
Sat 9/57:05 am -
2 stops27h 00m
Deal found 7/31![Multiple Airlines logo]()
$1,020
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Tue 9/18:40 am -
2 stops32h 55m
Tue 9/1512:50 pm -
2 stops21h 22m
Deal found 7/30![Multiple Airlines logo]()
$991
This Justfly.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/18:40 am -
2 stops21h 50m
Wed 11/188:20 pm -
2 stops38h 32m
Deal found 8/1![Multiple Airlines logo]()
$992
This Air Canada deal was found by Cheapflights users on 8/4. 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 9/189:55 am -
2 stops19h 00m
Fri 9/252:00 pm -
2 stops19h 48m
Deal found 8/4![Multiple Airlines logo]()
$1,034
This Gotogate deal was found by Cheapflights users on 8/4. 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.
Fri 9/189:55 am -
2 stops19h 00m
Fri 9/253:00 pm -
2 stops18h 48m
Deal found 8/4![Air Canada logo]()
$1,056
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 4, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated August 4, 2026.
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:00 am -
2 stops21h 25m
Deal found 7/30![Air Canada logo]()
$425
This Orbitz deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:40 pm -
1 stop29h 45m
Deal found 7/31![Air Canada logo]()
$436
This FlightHub deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:40 am -
2 stops21h 10m
Deal found 7/31![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 stops42h 30m
Deal found 8/3![Multiple Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:20 pm -
3 stops58h 40m
Deal found 7/31![Multiple Airlines logo]()
$522
This Cheapflightsfares deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:50 am -
2 stops33h 00m
Deal found 7/31![ANA logo]()
$537
This FlightHub deal was found by Cheapflights users on 7/30. 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 8/1011:50 am -
1 stop18h 45m
Deal found 7/30![ANA logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:50 am -
3 stops59h 55m
Deal found 7/31![Multiple Airlines logo]()
$555
This SmartFares deal was found by Cheapflights users on 8/2. 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.
Fri 8/1411:50 am -
1 stop17h 05m
Deal found 8/2![ANA logo]()
$577
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:46 pm -
2 stops32h 34m
Deal found 7/31![Delta logo]()
$581
This United Airlines deal was found by Cheapflights users on 8/2. 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 8/145:00 am -
2 stops19h 50m
Deal found 8/2![United Airlines logo]()
$588
This Kiwi.com deal was found by Cheapflights users on 8/3. 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 9/2211:50 am -
1 stop31h 25m
Deal found 8/3![Multiple Airlines logo]()
$590
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 4, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $914 (Gotogate) |
One-way from | $425 (Mytrip) |
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 4, 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 - KIX
ORDKIX
Chicago O'Hare Intl
Sun 9/13
5:00 am-4:25 pm
2 stops21h 25m
Osaka Kansai Intl
Sun 9/20
6:00 pm-7:51 am
2 stops27h 51m
$1,041
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Tue 10/27
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Wed 11/11
7:00 pm-7:35 pm
1 stop39h 35m
$1,117
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Wed 8/26
8:40 am-7:50 pm
2 stops21h 10m
Osaka Kansai Intl
Mon 8/31
9:00 pm-8:05 pm
2 stops37h 05m
$1,118
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Thu 9/10
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Sun 9/20
7:00 pm-8:45 pm
1 stop39h 45m
$1,146
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Sat 9/12
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Sun 9/20
7:00 pm-8:45 pm
1 stop39h 45m
$1,148
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Mon 8/31
6:00 am-2:50 pm
1 stop18h 50m
Osaka Kansai Intl
Wed 9/2
4:55 pm-8:40 pm
1 stop17h 45m
$1,156
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Sun 9/13
9:35 pm-4:25 pm
2 stops28h 50m
Osaka Kansai Intl
Sun 9/20
9:10 pm-10:05 pm
2 stops38h 55m
$1,169
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Sat 8/29
9:28 pm-2:50 pm
1 stop27h 22m
Osaka Kansai Intl
Sat 9/5
4:55 pm-10:34 pm
1 stop19h 39m
$1,181
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Thu 10/15
12:30 am-5:15 pm
1 stop26h 45m
Osaka Kansai Intl
Thu 10/22
6:30 pm-8:45 pm
1 stop40h 15m
$1,187
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Sun 9/13
8:50 am-6:10 pm
2 stops19h 20m
Osaka Itami
Sun 9/20
3:00 pm-7:48 pm
2 stops18h 48m
$1,195
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 $1,077). 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 $914 on Air Canada (Aug 27-Sep 10).
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 4, 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.
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
8.5
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Entertainment
8.0
Food
8.1
Comfort
8.3
Overall
8.5
Crew
8.7
Boarding
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
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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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,107 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,039 | Average$1,547 | 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% |