$449+ Cheap flights from Osaka (OSA) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
OSA — CHI
Nov 8 — Nov 151
Round-trip
1 adult, Economy
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Find cheap flights from Osaka to Chicago 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Osaka to Chicago
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Cheapest flights from Osaka to ChicagoExplore the most affordable flight options available from Osaka to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
Explore the most affordable flight options available from Osaka to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 9, 2026.
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:25 am -
3 stops28h 08m
Thu 11/265:25 am -
2 stops24h 00m
Deal found 10/5![Multiple Airlines logo]()
$1,028
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Mon 11/3010:30 am -
1 stop20h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,034
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Tue 12/110:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,036
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 11/188:40 pm -
2 stops38h 19m
Wed 11/2510:30 am -
1 stop17h 10m
Deal found 10/4![Multiple Airlines logo]()
$1,063
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Sun 11/2910:30 am -
1 stop18h 55m
Deal found 10/7![Multiple Airlines logo]()
$1,083
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Sat 11/2810:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,088
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Fri 11/2710:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,097
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/57:25 am -
2 stops27h 34m
Sun 11/810:30 am -
1 stop17h 10m
Deal found 10/6![Multiple Airlines logo]()
$1,104
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/177:50 am -
2 stops37h 12m
Fri 1/84:25 pm -
1 stop26h 50m
Deal found 10/8![Multiple Airlines logo]()
$1,117
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Thu 10/222:35 pm -
2 stops19h 07m
Sun 10/2511:25 am -
1 stop18h 30m
Deal found 10/8![Japan Airlines logo]()
$1,187
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am -
2 stops49h 59m
Sat 11/284:25 pm -
1 stop24h 05m
Deal found 10/7![Multiple Airlines logo]()
$1,205
This Booking.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:40 pm -
1 stop31h 50m
Mon 11/3010:25 am -
1 stop18h 30m
Deal found 10/9![Japan Airlines logo]()
$1,215
Best flights from Osaka to ChicagoDiscover carefully curated flight deals from Osaka to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
Discover carefully curated flight deals from Osaka to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 11/188:40 pm -
2 stops38h 19m
Wed 11/2510:30 am -
1 stop17h 10m
Deal found 10/4![Multiple Airlines logo]()
$1,063
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Thu 10/227:35 am -
2 stops26h 07m
Sun 10/2511:25 am -
1 stop19h 00m
Deal found 10/8![Japan Airlines logo]()
$1,189
This oojo deal was found by Cheapflights users on 10/4. 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.
Thu 10/229:05 am -
1 stop42h 50m
Sun 10/253:10 pm -
1 stop25h 10m
Deal found 10/4![Cathay Pacific logo]()
$1,307
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/22:15 am -
2 stops23h 44m
Sat 12/55:55 pm -
2 stops37h 45m
Deal found 10/8![Delta logo]()
$1,309
This American Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:25 pm -
2 stops21h 12m
Fri 11/2710:25 am -
1 stop18h 30m
Deal found 10/8![American Airlines logo]()
$1,684
This HIS deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure HIS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/263:40 pm -
2 stops19h 18m
Thu 12/316:54 am -
2 stops21h 16m
Deal found 10/7![Air Canada logo]()
$2,033
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Thu 10/227:05 am -
1 stop17h 40m
Sun 10/2511:25 am -
1 stop18h 30m
Deal found 10/8![Japan Airlines logo]()
$1,208
This Alaska Airlines deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Fri 11/68:45 pm -
2 stops31h 24m
Fri 11/137:20 am -
2 stops44h 25m
Deal found 10/8![Multiple Airlines logo]()
$1,321
This Booking.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:40 pm -
1 stop31h 50m
Mon 11/3010:25 am -
1 stop18h 30m
Deal found 10/9![Japan Airlines logo]()
$1,215
This oojo deal was found by Cheapflights users on 10/5. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/214:15 pm -
2 stops35h 15m
Sat 1/92:10 pm -
2 stops33h 35m
Deal found 10/5![Cathay Pacific logo]()
$1,354
This Cathay Pacific deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/199:50 am -
1 stop41h 40m
Sat 11/282:10 pm -
1 stop36h 30m
Deal found 10/7![Cathay Pacific logo]()
$1,362
This oojo deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/187:25 am -
1 stop15h 05m
Fri 1/810:25 am -
1 stop31h 30m
Deal found 10/8![Japan Airlines logo]()
$1,261
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Thu 12/179:40 am -
1 stop15h 20m
Fri 1/810:25 am -
1 stop18h 30m
Deal found 10/8![Japan Airlines logo]()
$1,268
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/1810:30 am -
1 stop14h 30m
Fri 1/86:00 am -
2 stops20h 35m
Deal found 10/8![Japan Airlines logo]()
$1,273
This Air Canada deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/212:00 pm -
2 stops39h 37m
Sat 1/98:58 am -
2 stops19h 52m
Deal found 10/7![Multiple Airlines logo]()
$1,885
This oojo deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 12/213:30 pm -
1 stop33h 30m
Sat 1/910:25 am -
1 stop18h 30m
Deal found 10/8![Japan Airlines logo]()
$1,308
This Booking.com deal was found by Cheapflights users on 10/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:30 am -
2 stops27h 05m
Thu 11/2610:25 am -
1 stop18h 30m
Deal found 10/5![Multiple Airlines logo]()
$2,019
This JTB deal was found by Cheapflights users on 10/5. 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 JTB is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/23:30 pm -
2 stops19h 34m
Wed 12/98:05 am -
2 stops20h 50m
Deal found 10/5![Japan Airlines logo]()
$1,982
Last-minute flights from Osaka to ChicagoDiscover last-minute flight deals from Osaka to Chicago. Data last updated October 9, 2026 and is based on user searches.
Discover last-minute flight deals from Osaka to Chicago. Data last updated October 9, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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.
Thu 10/222:35 pm -
2 stops19h 07m
Sun 10/2511:25 am -
1 stop18h 30m
Deal found 10/8![Japan Airlines logo]()
$1,187
This Kiwi.com deal was found by Cheapflights users on 10/6. Clicking the “Pick Dates” 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 11/57:25 am -
2 stops27h 34m
Sun 11/810:30 am -
1 stop17h 10m
Deal found 10/6![Multiple Airlines logo]()
$1,104
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/159:00 am -
2 stops49h 59m
Sat 11/284:25 pm -
1 stop24h 05m
Deal found 10/7![Multiple Airlines logo]()
$1,205
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Wed 11/188:40 pm -
2 stops38h 19m
Wed 11/2510:30 am -
1 stop17h 10m
Deal found 10/4![Multiple Airlines logo]()
$1,063
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:25 am -
3 stops28h 08m
Thu 11/265:25 am -
2 stops24h 00m
Deal found 10/5![Multiple Airlines logo]()
$1,028
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Mon 11/3010:30 am -
1 stop20h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,034
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Tue 12/110:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,036
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Sun 11/2910:30 am -
1 stop18h 55m
Deal found 10/7![Multiple Airlines logo]()
$1,083
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Sat 11/2810:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,088
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 11/197:25 am -
2 stops27h 34m
Fri 11/2710:30 am -
1 stop17h 10m
Deal found 10/7![Multiple Airlines logo]()
$1,097
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:40 pm -
2 stops30h 31m
Sun 11/2910:30 am -
1 stop31h 40m
Deal found 10/8![Multiple Airlines logo]()
$1,121
This Booking.com deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:40 pm -
1 stop31h 50m
Mon 11/3010:25 am -
1 stop18h 30m
Deal found 10/9![Japan Airlines logo]()
$1,215
One-way flights from Osaka to ChicagoSearch for one-way flight options from Osaka to Chicago. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
Search for one-way flight options from Osaka to Chicago. Find affordable one-way fares based on user searches. Data last updated October 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/217:25 am -
2 stops30h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$449
This Kiwi.com deal was found by Cheapflights users on 10/4. 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.
Thu 11/57:25 am -
2 stops27h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$517
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/187:25 am -
3 stops50h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$560
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/67:25 am -
3 stops44h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$591
This Philippine Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Philippine Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/129:20 pm -
1 stop34h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Philippine Airlines logo]()
$616
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/212:00 pm -
3 stops55h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$624
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” 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 12/187:05 am -
3 stops37h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$643
This Kiwi.com deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” 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 11/308:40 pm -
3 stops49h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$707
This Kiwi.com deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/12:00 pm -
2 stops55h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Multiple Airlines logo]()
$843
This FlightHub deal was found by Cheapflights users on 10/4. 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.
Thu 11/512:30 pm -
2 stops22h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$880
This FlightHub deal was found by Cheapflights users on 10/4. 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.
Fri 11/611:30 am -
2 stops23h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Multiple Airlines logo]()
$926
This Kiwi.com deal was found by Cheapflights users on 10/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/298:20 pm -
3 stops42h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/5![Multiple Airlines logo]()
$945
Find flight deals from Osaka to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Osaka (OSA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $1,028 (Mytrip) |
One-way from | $449 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Osaka to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated October 9, 2026.
Use the filters below to find and compare flights from Osaka to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Thu 11/5
7:25 am-7:59 pm
2 stops27h 34m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$517
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Mon 12/21
8:05 pm-6:02 am
3 stops48h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$547
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Fri 12/18
7:25 am-6:02 am
2 stops37h 37m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$562
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Thu 11/12
9:20 pm-4:55 pm
1 stop34h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$616
OsakaChicago
ITM Osaka Itami - ORD Chicago O'Hare Intl
ITMORD
Osaka Itami
Fri 12/18
7:05 am-6:02 am
3 stops37h 57m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$643
OsakaChicago
ITM Osaka Itami - ORD Chicago O'Hare Intl
ITMORD
Osaka Itami
Mon 12/21
2:00 pm-11:06 pm
2 stops48h 06m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$688
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Thu 4/1
7:35 am-7:05 am
2 stops37h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$780
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Fri 11/6
10:05 am-5:40 am
2 stops34h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$828
OsakaChicago
KIX Osaka Kansai Intl - ORD Chicago O'Hare Intl
KIXORD
Osaka Kansai Intl
Thu 11/12
2:30 pm-5:40 am
2 stops30h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$845
OsakaChicago
ITM Osaka Itami - ORD Chicago O'Hare Intl
ITMORD
Osaka Itami
Tue 12/29
8:20 pm-11:59 pm
3 stops42h 39m
Chicago O'Hare Intl
Wed 12/31
12:00 am-3:00 pm
Nonstop0h 00m
$945
Showing 1-10 of 33 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Osaka-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Osaka-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Osaka-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Osaka-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 Osaka-Chicago 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 Osaka to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Osaka with our price prediction graph.
OSA-CHI
KIX-ORD
ITM-ORD
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 Osaka to Chicago
OSA-CHI
KIX-ORD
ITM-ORD
No data available for this route at this time. Please check back soon.
Related info for your journey
Find useful and relevant information for your journey from Osaka to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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