$436+ 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 7/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OSA
Jun 27 — Jul 41
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Osaka with Cheapflights
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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 May 28, 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 May 28, 2026.
This oojo deal was found by Cheapflights users on 5/25. 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 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
Tue 9/155:35 pm
KIX
- ORD
1 stop34h 20m
Cathay Pacific
Deal found 5/25![Cathay Pacific logo]()
$1,049
This oojo deal was found by Cheapflights users on 5/28. 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 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 9/299:45 am
KIX
- ORD
1 stop42h 10m
Cathay Pacific
Deal found 5/28![Cathay Pacific logo]()
$1,054
This oojo deal was found by Cheapflights users on 5/26. 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 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
Wed 9/305:35 pm
KIX
- ORD
1 stop34h 20m
Cathay Pacific
Deal found 5/26![Cathay Pacific logo]()
$1,059
This oojo deal was found by Cheapflights users on 5/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:15 pm
ORD
- KIX
2 stops32h 35m
Cathay Pacific
Wed 10/144:15 pm
KIX
- ORD
2 stops35h 40m
Cathay Pacific
Deal found 5/28![Cathay Pacific logo]()
$1,085
This oojo deal was found by Cheapflights users on 5/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/54:00 pm
ORD
- KIX
1 stop30h 55m
Cathay Pacific
Wed 9/165:35 pm
KIX
- ORD
1 stop34h 20m
Cathay Pacific
Deal found 5/27![Cathay Pacific logo]()
$1,104
This oojo deal was found by Cheapflights users on 5/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Tue 9/157:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,223
This Kiwi.com deal was found by Cheapflights users on 5/26. 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.
Tue 9/111:50 am
ORD
- ITM
1 stop17h 05m
Multiple Airlines
Tue 9/152:00 pm
ITM
- ORD
2 stops45h 34m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$1,224
This oojo deal was found by Cheapflights users on 5/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 9/307:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,239
This oojo deal was found by Cheapflights users on 5/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3112:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Mon 9/147:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,241
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2812:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 12/911:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,247
This FlightHub deal was found by Cheapflights users on 5/28. 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.
Wed 10/285:46 pm
ORD
- UKB
2 stops26h 14m
Multiple Airlines
Wed 11/1111:00 am
UKB
- ORD
1 stop23h 35m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$1,255
This oojo deal was found by Cheapflights users on 5/27. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 9/167:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 5/27![EVA Air logo]()
$1,271
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 May 28, 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 May 28, 2026.
This EVA Air deal was found by Cheapflights users on 5/26. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2712:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 12/911:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,300
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:20 pm
ORD
- UKB
2 stops23h 40m
Multiple Airlines
Mon 8/317:00 pm
UKB
- ORD
1 stop39h 45m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$1,383
This Air Canada deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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
Mon 7/136:00 pm
KIX
- ORD
1 stop34h 36m
Air Canada
Deal found 5/23![Air Canada logo]()
$1,532
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Tue 11/241:05 pm
ORD
- ITM
1 stop38h 05m
United Airlines
Mon 12/71:00 pm
ITM
- ORD
1 stop33h 20m
United Airlines
Deal found 5/26![United Airlines logo]()
$1,625
This Etihad Airways deal was found by Cheapflights users on 5/26. 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 Etihad Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/2510:11 am
ORD
- KIX
2 stops35h 39m
Etihad Airways
Sun 8/96:40 pm
KIX
- ORD
1 stop27h 55m
Etihad Airways
Deal found 5/26![Etihad Airways logo]()
$1,759
This Korean Air deal was found by Cheapflights users on 5/26. 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 Korean Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:10 pm
ORD
- UKB
1 stop32h 45m
Korean Air
Tue 12/811:10 am
UKB
- ORD
1 stop36h 20m
Korean Air
Deal found 5/26![Korean Air logo]()
$1,787
This EVA Air deal was found by Cheapflights users on 5/25. 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 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
2 stops44h 05m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,455
This EVA Air deal was found by Cheapflights users on 5/28. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:40 pm
MDW
- KIX
2 stops23h 15m
Multiple Airlines
Mon 11/96:10 pm
KIX
- MDW
2 stops26h 45m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$1,469
This EVA Air deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 10/186:20 pm
MDW
- KIX
2 stops25h 50m
Multiple Airlines
Wed 10/286:10 pm
KIX
- MDW
2 stops25h 50m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$1,469
This EVA Air deal was found by Cheapflights users on 5/26. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 12/911:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,475
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Mon 11/238:00 pm
ORD
- ITM
2 stops31h 10m
United Airlines
Wed 12/91:00 pm
ITM
- ORD
1 stop33h 20m
United Airlines
Deal found 5/26![United Airlines logo]()
$1,630
This Air Canada deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” 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 6/203:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Sun 6/286:00 pm
KIX
- ORD
1 stop29h 00m
Air Canada
Deal found 5/23![Air Canada logo]()
$1,654
This EVA Air deal was found by Cheapflights users on 5/25. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:40 pm
MDW
- KIX
2 stops23h 15m
Multiple Airlines
Wed 11/116:10 pm
KIX
- MDW
2 stops26h 50m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$1,469
This FlightHub deal was found by Cheapflights users on 5/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/23:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Sun 7/56:00 pm
KIX
- ORD
1 stop29h 00m
Air Canada
Deal found 5/27![Air Canada logo]()
$1,659
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Mon 11/239:30 pm
ORD
- ITM
2 stops29h 40m
United Airlines
Sat 12/121:00 pm
ITM
- ORD
1 stop17h 10m
United Airlines
Deal found 5/26![United Airlines logo]()
$1,680
This EVA Air deal was found by Cheapflights users on 5/28. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1112:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Mon 12/1411:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/28![EVA Air logo]()
$1,535
This China Airlines deal was found by Cheapflights users on 5/26. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/28:45 pm
MDW
- KIX
2 stops26h 05m
Multiple Airlines
Wed 9/167:05 pm
KIX
- MDW
2 stops24h 45m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$1,513
This United Airlines deal was found by Cheapflights users on 5/27. 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 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
1 stop16h 35m
United Airlines
Deal found 5/27![United Airlines logo]()
$1,680
This EVA Air deal was found by Cheapflights users on 5/28. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Mon 12/1411:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/28![EVA Air logo]()
$1,535
This Air Canada deal was found by Cheapflights users on 5/26. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:44 pm
ORD
- KIX
2 stops30h 41m
Air Canada
Tue 6/96:00 pm
KIX
- ORD
2 stops27h 50m
Air Canada
Deal found 5/26![Air Canada logo]()
$1,706
This United Airlines deal was found by Cheapflights users on 5/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/56:00 am
ORD
- ITM
2 stops21h 05m
United Airlines
Wed 9/1612:50 pm
ITM
- ORD
2 stops19h 42m
United Airlines
Deal found 5/27![United Airlines logo]()
$1,690
This EVA Air deal was found by Cheapflights users on 5/28. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Thu 10/17:00 pm
UKB
- ORD
1 stop39h 45m
EVA Air
Deal found 5/28![EVA Air logo]()
$1,550
This China Airlines deal was found by Cheapflights users on 5/27. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/96:15 pm
MDW
- KIX
2 stops27h 45m
Multiple Airlines
Sat 10/247:05 pm
KIX
- MDW
2 stops24h 55m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$1,630
This EVA Air deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 10/1212:30 am
ORD
- UKB
1 stop27h 30m
EVA Air
Wed 10/2811:00 am
UKB
- ORD
1 stop23h 35m
EVA Air
Deal found 5/24![EVA Air logo]()
$1,569
This United Airlines deal was found by Cheapflights users on 5/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:45 pm
ORD
- ITM
1 stop33h 20m
United Airlines
Tue 12/151:00 pm
ITM
- ORD
1 stop17h 10m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,727
This EVA Air deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 11/64:45 pm
MDW
- KIX
2 stops26h 10m
Multiple Airlines
Sun 11/156:10 pm
KIX
- MDW
2 stops26h 50m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$1,639
This United Airlines deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 11/219:30 pm
ORD
- ITM
2 stops53h 40m
United Airlines
Sat 12/51:00 pm
ITM
- ORD
2 stops23h 38m
United Airlines
Deal found 5/24![United Airlines logo]()
$1,806
This China Airlines deal was found by Cheapflights users on 5/27. 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 China Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:45 pm
MDW
- KIX
2 stops30h 35m
Multiple Airlines
Mon 11/307:00 pm
KIX
- MDW
2 stops25h 55m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$1,667
This EVA Air deal was found by Cheapflights users on 5/25. 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 EVA Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2412:30 am
ORD
- KIX
1 stop21h 40m
EVA Air
Mon 7/61:10 pm
KIX
- ORD
1 stop22h 00m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,784
This United Airlines deal was found by Cheapflights users on 5/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:07 am
ORD
- ITM
2 stops20h 58m
United Airlines
Thu 10/2212:55 pm
ITM
- ORD
1 stop16h 10m
United Airlines
Deal found 5/28![United Airlines logo]()
$1,832
Last-minute flights from Chicago to OsakaDiscover last-minute flight deals from Chicago to Osaka. Data last updated May 28, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Osaka. Data last updated May 28, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Mon 6/811:00 am
UKB
- ORD
1 stop24h 00m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,695
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 6/311:00 am
UKB
- ORD
1 stop24h 00m
EVA Air
Deal found 5/26![EVA Air logo]()
$1,708
This FlightHub deal was found by Cheapflights users on 5/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:30 am
ORD
- UKB
1 stop19h 30m
Multiple Airlines
Mon 6/811:00 am
UKB
- ORD
2 stops33h 20m
Multiple Airlines
Deal found 5/26![Multiple Airlines logo]()
$1,719
This Air Canada deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 5/313:40 pm
ORD
- KIX
1 stop34h 45m
Air Canada
Tue 6/96:00 pm
KIX
- ORD
1 stop34h 45m
Air Canada
Deal found 5/24![Air Canada logo]()
$1,573
This Justfly.com deal was found by Cheapflights users on 5/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/28:09 pm
ORD
- KIX
2 stops30h 16m
Air Canada
Sun 7/56:00 pm
KIX
- ORD
2 stops27h 50m
Air Canada
Deal found 5/26![Air Canada logo]()
$1,600
This Justfly.com deal was found by Cheapflights users on 5/28. 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.
Sat 6/207:45 pm
ORD
- KIX
2 stops30h 40m
Air Canada
Sun 6/286:00 pm
KIX
- ORD
1 stop28h 00m
Air Canada
Deal found 5/28![Air Canada logo]()
$1,592
This FlightHub deal was found by Cheapflights users on 5/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2412:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Wed 7/811:00 am
UKB
- ORD
1 stop24h 10m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,703
This oojo deal was found by Cheapflights users on 5/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2412:30 am
ORD
- UKB
1 stop19h 30m
EVA Air
Thu 7/97:00 pm
UKB
- ORD
1 stop40h 10m
EVA Air
Deal found 5/25![EVA Air logo]()
$1,717
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/284:00 pm
ORD
- KIX
1 stop24h 40m
Cathay Pacific
Mon 7/67:25 pm
KIX
- ORD
1 stop32h 55m
Cathay Pacific
Deal found 5/25![Cathay Pacific logo]()
$1,482
This KAYAK deal was found by Cheapflights users on 5/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:00 pm
ORD
- KIX
2 stops47h 15m
Lufthansa
Wed 7/89:30 am
KIX
- ORD
1 stop42h 30m
Lufthansa
Deal found 5/25![Lufthansa logo]()
$1,545
This KAYAK deal was found by Cheapflights users on 5/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:00 pm
ORD
- KIX
2 stops47h 15m
Lufthansa
Thu 7/97:00 am
KIX
- ORD
2 stops49h 15m
Lufthansa
Deal found 5/25![Lufthansa logo]()
$1,557
This KAYAK deal was found by Cheapflights users on 5/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/286:00 pm
ORD
- KIX
2 stops47h 15m
Lufthansa
Fri 7/109:20 am
KIX
- ORD
2 stops41h 35m
Lufthansa
Deal found 5/25![Lufthansa logo]()
$1,577
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 May 28, 2026.
Search for one-way flight options from Chicago to Osaka. Find affordable one-way fares based on user searches. Data last updated May 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 7/289:13 pm
ORD
- KIX
2 stops33h 37m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 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 5/27![Multiple Airlines logo]()
$503
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:46 pm
ORD
- KIX
2 stops37h 04m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$508
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/112:46 pm
ORD
- ITM
2 stops38h 09m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$562
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/85:29 pm
ORD
- ITM
2 stops36h 21m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$569
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:46 pm
ORD
- ITM
2 stops36h 04m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:11 pm
MDW
- KIX
3 stops43h 49m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$588
This Kiwi.com deal was found by Cheapflights users on 5/24. Clicking the “Pick Dates” 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 9/65:29 pm
ORD
- ITM
2 stops35h 26m
Multiple Airlines
Deal found 5/24![Multiple Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:46 pm
ORD
- ITM
2 stops38h 09m
Multiple Airlines
Deal found 5/27![Multiple Airlines logo]()
$598
This Kiwi.com deal was found by Cheapflights users on 5/28. 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.
Fri 9/1112:03 pm
MDW
- KIX
3 stops56h 02m
Multiple Airlines
Deal found 5/28![Multiple Airlines logo]()
$612
This Kiwi.com deal was found by Cheapflights users on 5/27. 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 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 5/27![Multiple Airlines logo]()
$619
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/27:20 am
ORD
- KIX
3 stops58h 45m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$689
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 May 28, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $1,163 (Kiwi.com) |
One-way from | $436 (Kiwi.com) |
Popular in | December |
Cheapest in | May |
Average price | $815 |
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 May 28, 2026.
Use the filters below to find and compare flights from Chicago to Osaka that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Sun 9/27
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Wed 12/9
11:00 am-7:35 pm
1 stop23h 35m
$1,300
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Mon 8/17
8:20 pm-10:00 am
2 stops23h 40m
Kobe
Mon 8/31
7:00 pm-8:45 pm
1 stop39h 45m
$1,383
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-5:05 pm
2 stops44h 05m
$1,455
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Wed 10/28
8:40 pm-9:55 am
2 stops23h 15m
Osaka Kansai Intl
Mon 11/9
6:10 pm-5:55 am
2 stops26h 45m
$1,469
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Sun 10/18
6:20 pm-10:10 am
2 stops25h 50m
Osaka Kansai Intl
Wed 10/28
6:10 pm-6:00 am
2 stops25h 50m
$1,469
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Wed 10/28
8:40 pm-9:55 am
2 stops23h 15m
Osaka Kansai Intl
Wed 11/11
6:10 pm-6:00 am
2 stops26h 50m
$1,469
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Fri 10/2
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Wed 12/9
11:00 am-7:35 pm
1 stop23h 35m
$1,475
ChicagoOsaka
MDW - KIX
MDWKIX
Chicago Midway
Wed 9/2
8:45 pm-12:50 pm
2 stops26h 05m
Osaka Kansai Intl
Wed 9/16
7:05 pm-5:50 am
2 stops24h 45m
$1,513
ChicagoOsaka
ORD - KIX
ORDKIX
Chicago O'Hare Intl
Mon 7/6
8:40 pm-4:25 pm
1 stop29h 45m
Osaka Kansai Intl
Mon 7/13
6:00 pm-2:36 pm
1 stop34h 36m
$1,532
ChicagoKobe
ORD - UKB
ORDUKB
Chicago O'Hare Intl
Sun 10/11
12:30 am-6:00 pm
1 stop27h 30m
Kobe
Mon 12/14
11:00 am-7:35 pm
1 stop23h 35m
$1,535
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 May.
| 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-UKB
ORD-KIX
ORD-ITM
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-UKB
ORD-KIX
ORD-ITM
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 May 28, 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
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
Reviews
1 / 20
10.0
ExcellentDaisy,May 2026
SFO - TPE
Comfort
8.3
Entertainment
8.0
Overall
8.5
Crew
8.7
Boarding
8.4
Food
8.1
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 May 28, 2026.
Chicago and Osaka flights
Browse other Chicago and Osaka flight options. Last updated on May 28, 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 May 28, 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 May 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$1,008 | Average$1,101 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$1,039 | Average$1,467 | 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% |