$472+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Jul 5 — Jul 121
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 June 5, 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 June 5, 2026.
This oojo deal was found by Cheapflights users on 6/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/154:00 pm
ORD
- KIX
1 stop30h 55m
Cathay Pacific
Tue 9/299:05 am
KIX
- ORD
1 stop42h 50m
Cathay Pacific
Deal found 6/2![Cathay Pacific logo]()
$1,054
This oojo deal was found by Cheapflights users on 6/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:00 pm
ORD
- KIX
2 stops32h 50m
Cathay Pacific
Wed 9/234:15 pm
KIX
- ORD
2 stops35h 40m
Cathay Pacific
Deal found 6/1![Cathay Pacific logo]()
$1,085
This oojo deal was found by Cheapflights users on 6/4. 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.
Wed 9/164:15 pm
ORD
- KIX
2 stops32h 35m
Cathay Pacific
Wed 9/234:15 pm
KIX
- ORD
2 stops35h 40m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$1,092
This oojo deal was found by Cheapflights users on 6/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/274:00 pm
ORD
- KIX
1 stop24h 40m
Cathay Pacific
Sun 9/65:35 pm
KIX
- ORD
1 stop34h 45m
Cathay Pacific
Deal found 6/3![Cathay Pacific logo]()
$1,099
This oojo deal was found by Cheapflights users on 6/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/14:00 pm
ORD
- KIX
1 stop24h 40m
Cathay Pacific
Thu 9/109:05 am
KIX
- ORD
1 stop43h 15m
Cathay Pacific
Deal found 6/1![Cathay Pacific logo]()
$1,104
This Cheapflightsfares deal was found by Cheapflights users on 6/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:45 pm
ORD
- KIX
1 stop24h 25m
Philippine Airlines
Mon 11/1610:25 am
KIX
- ORD
1 stop21h 30m
Philippine Airlines
Deal found 6/1![Philippine Airlines logo]()
$1,106
This oojo deal was found by Cheapflights users on 6/4. 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.
Sat 9/194:15 pm
ORD
- KIX
1 stop24h 25m
Cathay Pacific
Sun 9/279:05 am
KIX
- ORD
1 stop42h 50m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$1,110
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:45 pm
ORD
- ITM
1 stop23h 50m
Multiple Airlines
Tue 10/138:20 pm
ITM
- ORD
2 stops39h 14m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,189
This oojo deal was found by Cheapflights users on 6/1. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 9/2311:00 am
UKB
- ORD
1 stop23h 45m
EVA Air
Deal found 6/1![EVA Air logo]()
$1,233
This oojo deal was found by Cheapflights users on 6/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2612:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Sun 9/67:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 6/3![EVA Air logo]()
$1,235
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Thu 8/2711:50 am
ORD
- ITM
1 stop17h 05m
Multiple Airlines
Sun 9/63:00 pm
ITM
- ORD
2 stops47h 42m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$1,241
This SmartFares deal was found by Cheapflights users on 6/2. 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.
Wed 9/3012:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 10/147:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 6/2![EVA Air logo]()
$1,248
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 June 5, 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 June 5, 2026.
This oojo deal was found by Cheapflights users on 6/4. 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.
Wed 9/164:15 pm
ORD
- KIX
1 stop30h 40m
Cathay Pacific
Wed 9/234:15 pm
KIX
- ORD
2 stops35h 40m
Cathay Pacific
Deal found 6/4![Cathay Pacific logo]()
$1,076
This EVA Air deal was found by Cheapflights users on 6/1. 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.
Wed 9/912:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Mon 9/1411:00 am
UKB
- ORD
1 stop23h 45m
EVA Air
Deal found 6/1![EVA Air logo]()
$1,300
This United Airlines deal was found by Cheapflights users on 6/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:25 pm
ORD
- ITM
1 stop34h 45m
United Airlines
Mon 11/161:00 pm
ITM
- ORD
1 stop33h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$1,362
This American Airlines deal was found by Cheapflights users on 6/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:23 am
ORD
- ITM
2 stops20h 17m
American Airlines
Tue 9/291:25 pm
ITM
- ORD
2 stops20h 11m
American Airlines
Deal found 6/4![American Airlines logo]()
$1,375
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2811:30 am
ORD
- ITM
1 stop17h 25m
ANA
Mon 11/97:00 pm
ITM
- ORD
2 stops25h 05m
ANA
Deal found 6/4![ANA logo]()
$1,386
This China Airlines deal was found by Cheapflights users on 6/4. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/283:30 pm
MDW
- KIX
2 stops30h 05m
Multiple Airlines
Mon 11/97:00 pm
KIX
- MDW
2 stops25h 55m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,464
This Japan Airlines deal was found by Cheapflights users on 6/4. 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 Japan Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:15 am
ORD
- ITM
1 stop19h 35m
Japan Airlines
Mon 9/212:35 pm
ITM
- ORD
2 stops21h 00m
Japan Airlines
Deal found 6/4![Japan Airlines logo]()
$1,480
This EVA Air deal was found by Cheapflights users on 6/4. 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.
Fri 9/1812:30 am
ORD
- KIX
1 stop19h 40m
EVA Air
Wed 9/236:30 pm
KIX
- ORD
1 stop40h 15m
EVA Air
Deal found 6/4![EVA Air logo]()
$1,344
This United Airlines deal was found by Cheapflights users on 6/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/185:00 am
ORD
- ITM
2 stops22h 05m
United Airlines
Wed 10/281:00 pm
ITM
- ORD
1 stop33h 20m
United Airlines
Deal found 6/4![United Airlines logo]()
$1,366
This American Airlines deal was found by Cheapflights users on 6/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/169:45 am
ORD
- ITM
2 stops20h 05m
American Airlines
Wed 9/232:35 pm
ITM
- ORD
2 stops19h 24m
American Airlines
Deal found 6/4![American Airlines logo]()
$1,376
This FlightHub deal was found by Cheapflights users on 6/4. 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 9/165:45 pm
ORD
- UKB
1 stop24h 05m
ANA
Sun 9/279:15 pm
UKB
- ORD
1 stop25h 25m
ANA
Deal found 6/4![ANA logo]()
$1,403
This United Airlines deal was found by Cheapflights users on 6/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:40 pm
ORD
- ITM
2 stops29h 25m
United Airlines
Tue 9/2912:50 pm
ITM
- ORD
1 stop16h 15m
United Airlines
Deal found 6/4![United Airlines logo]()
$1,366
This Gotogate deal was found by Cheapflights users on 6/4. 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.
Wed 9/167:00 pm
ORD
- UKB
2 stops25h 00m
Multiple Airlines
Wed 9/237:00 pm
UKB
- ORD
2 stops25h 20m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,531
This EVA Air deal was found by Cheapflights users on 6/4. 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.
Fri 8/2812:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 9/211:00 am
UKB
- ORD
1 stop23h 45m
EVA Air
Deal found 6/4![EVA Air logo]()
$1,439
This United Airlines deal was found by Cheapflights users on 6/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/165:55 am
ORD
- ITM
2 stops21h 10m
United Airlines
Tue 9/2912:50 pm
ITM
- ORD
1 stop16h 15m
United Airlines
Deal found 6/4![United Airlines logo]()
$1,366
This EVA Air deal was found by Cheapflights users on 6/4. 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.
Fri 10/166:15 pm
MDW
- KIX
2 stops25h 55m
Multiple Airlines
Sun 10/256:10 pm
KIX
- MDW
2 stops25h 55m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,549
This United Airlines deal was found by Cheapflights users on 6/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/71:10 pm
ORD
- ITM
2 stops62h 00m
United Airlines
Sun 11/151:00 pm
ITM
- ORD
1 stop33h 20m
United Airlines
Deal found 6/5![United Airlines logo]()
$1,412
This China Airlines deal was found by Cheapflights users on 6/1. 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 10/283:35 pm
MDW
- KIX
2 stops30h 00m
Multiple Airlines
Wed 11/117:00 pm
KIX
- MDW
2 stops25h 55m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$1,557
This Cheapflightsfares deal was found by Cheapflights users on 6/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:00 am
ORD
- UKB
2 stops24h 45m
ANA
Sun 10/259:15 pm
UKB
- ORD
1 stop25h 05m
ANA
Deal found 6/4![ANA logo]()
$1,714
This EVA Air deal was found by Cheapflights users on 5/31. 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.
Fri 7/1712:30 am
ORD
- KIX
1 stop19h 40m
EVA Air
Mon 7/2011:10 am
KIX
- ORD
1 stop24h 00m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,595
This Mytrip deal was found by Cheapflights users on 6/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:30 pm
ORD
- KIX
3 stops30h 00m
Multiple Airlines
Fri 7/106:25 pm
KIX
- ORD
3 stops38h 26m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,606
This EVA Air deal was found by Cheapflights users on 5/31. 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.
Fri 7/1712:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Sun 7/267:00 pm
UKB
- ORD
1 stop40h 10m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,730
This United Airlines deal was found by Cheapflights users on 5/31. 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.
Mon 8/176:00 am
ORD
- ITM
2 stops21h 05m
United Airlines
Mon 8/3112:50 pm
ITM
- ORD
2 stops19h 42m
United Airlines
Deal found 5/31![United Airlines logo]()
$1,690
This EVA Air deal was found by Cheapflights users on 6/2. 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.
Fri 7/1712:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Sat 7/257:00 pm
UKB
- ORD
1 stop40h 10m
EVA Air
Deal found 6/2![EVA Air logo]()
$1,770
This Mytrip deal was found by Cheapflights users on 6/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/162:15 pm
ORD
- KIX
3 stops33h 55m
Multiple Airlines
Sun 9/274:15 pm
KIX
- ORD
2 stops35h 40m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$1,862
This EVA Air deal was found by Cheapflights users on 5/31. 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.
Sat 7/1812:30 am
ORD
- KIX
1 stop19h 40m
EVA Air
Sat 7/2511:10 am
KIX
- ORD
1 stop24h 00m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,775
This United Airlines deal was found by Cheapflights users on 5/31. 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 10/285:00 am
ORD
- KIX
3 stops21h 45m
United Airlines
Mon 11/96:35 pm
KIX
- ORD
2 stops19h 09m
United Airlines
Deal found 5/31![United Airlines logo]()
$1,892
This EVA Air deal was found by Cheapflights users on 5/31. 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.
Tue 7/1412:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Mon 7/2011:00 am
UKB
- ORD
1 stop24h 10m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,780
This EVA Air deal was found by Cheapflights users on 6/2. 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.
Mon 7/612:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Fri 7/2411:00 am
UKB
- ORD
1 stop24h 10m
EVA Air
Deal found 6/2![EVA Air logo]()
$1,820
This Alaska Airlines deal was found by Cheapflights users on 6/2. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:49 pm
ORD
- KIX
2 stops32h 56m
Multiple Airlines
Fri 10/238:45 pm
KIX
- ORD
3 stops23h 35m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$2,602
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated June 5, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated June 5, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 6/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Tue 7/76:00 pm
KIX
- ORD
1 stop34h 36m
Air Canada
Deal found 6/1![Air Canada logo]()
$1,501
This Air Canada deal was found by Cheapflights users on 6/2. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:00 am
ORD
- KIX
2 stops21h 25m
Air Canada
Mon 7/66:00 pm
KIX
- ORD
1 stop34h 36m
Air Canada
Deal found 6/2![Air Canada logo]()
$1,515
This Air Canada deal was found by Cheapflights users on 6/1. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/29:50 am
ORD
- KIX
1 stop16h 35m
Air Canada
Mon 7/66:00 pm
KIX
- ORD
1 stop34h 36m
Air Canada
Deal found 6/1![Air Canada logo]()
$1,509
This Air Canada deal was found by Cheapflights users on 6/4. 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.
Mon 7/68:40 pm
ORD
- KIX
1 stop29h 45m
Air Canada
Fri 7/106:00 pm
KIX
- ORD
1 stop29h 00m
Air Canada
Deal found 6/4![Air Canada logo]()
$1,484
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Mon 7/135:45 pm
ORD
- KIX
1 stop25h 30m
Multiple Airlines
Thu 7/2310:25 pm
KIX
- ORD
2 stops30h 30m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$1,507
This oojo deal was found by Cheapflights users on 6/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1512:30 am
ORD
- KIX
1 stop21h 40m
EVA Air
Wed 7/2911:10 am
KIX
- ORD
1 stop24h 00m
EVA Air
Deal found 6/2![EVA Air logo]()
$1,478
This Justfly.com deal was found by Cheapflights users on 5/31. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1512:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 7/227:00 pm
UKB
- ORD
1 stop40h 10m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,485
This Justfly.com deal was found by Cheapflights users on 6/2. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1512:30 am
ORD
- KIX
1 stop19h 40m
EVA Air
Thu 7/231:10 pm
KIX
- ORD
1 stop22h 00m
EVA Air
Deal found 6/2![EVA Air logo]()
$1,490
This oojo deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1512:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Thu 7/237:00 pm
UKB
- ORD
1 stop40h 10m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,509
This FlightHub deal was found by Cheapflights users on 5/31. 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 7/1512:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Fri 7/2411:00 am
UKB
- ORD
1 stop24h 10m
EVA Air
Deal found 5/31![EVA Air logo]()
$1,523
This lol.travel deal was found by Cheapflights users on 6/2. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:50 am
ORD
- KIX
1 stop16h 35m
Air Canada
Wed 7/296:00 pm
KIX
- ORD
2 stops27h 50m
Air Canada
Deal found 6/2![Air Canada logo]()
$1,500
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Sat 7/185:45 pm
ORD
- KIX
1 stop26h 25m
Multiple Airlines
Fri 8/217:20 pm
KIX
- ORD
2 stops43h 22m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$1,493
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 June 5, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated June 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Thu 9/102:46 pm
ORD
- KIX
2 stops41h 14m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$472
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Thu 9/102:46 pm
ORD
- ITM
2 stops39h 04m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$493
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Thu 10/152:46 pm
ORD
- KIX
2 stops41h 14m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 10/136:40 am
MDW
- KIX
3 stops49h 20m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 10/139:20 am
ORD
- KIX
3 stops46h 40m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$528
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Thu 10/222:46 pm
ORD
- KIX
2 stops51h 59m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$531
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Tue 9/222:46 pm
ORD
- KIX
2 stops52h 29m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$540
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Thu 10/152:46 pm
ORD
- ITM
2 stops38h 09m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$550
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Fri 10/162:46 pm
ORD
- KIX
2 stops52h 29m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$552
This Kiwi.com deal was found by Cheapflights users on 6/3. 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.
Sun 10/112:46 pm
ORD
- KIX
2 stops52h 29m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$569
This Kiwi.com deal was found by Cheapflights users on 6/3. 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 10/139:20 am
ORD
- ITM
3 stops43h 35m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$574
This Kiwi.com deal was found by Cheapflights users on 5/31. 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.
Thu 9/1012:03 pm
MDW
- KIX
3 stops43h 57m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$577
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 June 5, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $1,054 (oojo) |
One-way from | $472 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $1,530 |
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 June 5, 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
Wed 9/16
4:15 pm-12:55 pm
1 stop30h 40m
Osaka Kansai Intl
Wed 9/23
4:15 pm-1:55 pm
2 stops35h 40m
$1,076
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Wed 9/9
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 9/14
11:00 am-8:45 pm
1 stop23h 45m
$1,300
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Fri 9/18
12:30 am-10:10 am
1 stop19h 40m
Osaka Kansai Intl
Wed 9/23
6:30 pm-8:45 pm
1 stop40h 15m
$1,344
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Mon 11/9
4:25 pm-6:10 pm
1 stop34h 45m
Osaka Itami
Mon 11/16
1:00 pm-7:20 am
1 stop33h 20m
$1,362
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Sun 10/18
5:00 am-5:05 pm
2 stops22h 05m
Osaka Itami
Wed 10/28
1:00 pm-8:20 am
1 stop33h 20m
$1,366
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Tue 9/15
9:40 pm-5:05 pm
2 stops29h 25m
Osaka Itami
Tue 9/29
12:50 pm-3:05 pm
1 stop16h 15m
$1,366
Quickest round-trip
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Wed 9/16
5:55 am-5:05 pm
2 stops21h 10m
Osaka Itami
Tue 9/29
12:50 pm-3:05 pm
1 stop16h 15m
$1,366
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Wed 9/16
8:23 am-6:40 pm
2 stops20h 17m
Osaka Itami
Tue 9/29
1:25 pm-7:36 pm
2 stops20h 11m
$1,375
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Wed 9/16
9:45 am-7:50 pm
2 stops20h 05m
Osaka Itami
Wed 9/23
2:35 pm-7:59 pm
2 stops19h 24m
$1,376
ChicagoOsaka
ORD - ITM
ORDITM
Chicago O'Hare Intl
Wed 10/28
11:30 am-6:55 pm
1 stop17h 25m
Osaka Itami
Mon 11/9
7:00 pm-5:05 am
2 stops25h 05m
$1,386
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 June.
| 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, November is the cheapest month in which you can book a flight from Chicago to Osaka (average of $661). Flying from Chicago to Osaka in December is currently the most expensive (average of $1,127). 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?
How often are flights from Chicago to Osaka delayed?
About 36% of weekly flights between Chicago and Osaka have experienced delays in the past year, with the average delay time being 144 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, EVA Air have had the lowest number of delays on this route, with just 33% 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 June 5, 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.
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Overall
8.5
Crew
8.7
Food
8.1
Boarding
8.4
Comfort
8.3
Entertainment
8.0
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
Explore flights to Osaka departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 5, 2026.
Chicago and Osaka flights
Browse other Chicago and Osaka flight options. Last updated on June 5, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on June 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Chicago to Osaka
Discover the top 4 airlines that operate flights from Chicago to Osaka. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,101 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,039 | Average$1,511 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$1,078 | Average$2,032 | FlexibilityNo cancel fee | On-time80% | |
| Cheapest$1,145 | Average$1,880 | FlexibilityNo cancel fee | On-time69% |