$195+ Cheap flights from Chicago (CHI) to O'ahu
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jul 10 — Jul 171
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to O'ahu 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 Chicago to O'ahu
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to O'ahuExplore the most affordable flight options available from Chicago to O'ahu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
Explore the most affordable flight options available from Chicago to O'ahu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 10, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/77:35 am
ORD
- HNL
1 stop18h 18m
Delta
Sun 11/154:30 pm
HNL
- ORD
1 stop11h 34m
Delta
Deal found 6/7![Delta logo]()
$670
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 9/187:01 am
ORD
- HNL
2 stops17h 12m
Delta
Mon 9/282:50 pm
HNL
- ORD
1 stop12h 12m
Delta
Deal found 6/8![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
MDW
- HNL
1 stop12h 15m
Delta
Sun 9/1312:45 pm
HNL
- MDW
2 stops15h 05m
Delta
Deal found 6/6![Delta logo]()
$671
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Tue 7/76:20 am
ORD
- HNL
2 stops20h 51m
Multiple Airlines
Mon 7/137:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$672
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/51:01 pm
ORD
- HNL
2 stops15h 33m
Multiple Airlines
Tue 8/186:00 am
HNL
- ORD
2 stops12h 59m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$673
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 9/167:20 am
ORD
- HNL
2 stops17h 42m
Multiple Airlines
Sat 9/269:41 pm
HNL
- ORD
1 stop10h 45m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:00 am
ORD
- HNL
1 stop15h 05m
Multiple Airlines
Sat 11/148:05 am
HNL
- ORD
2 stops17h 35m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:15 pm
MDW
- HNL
1 stop12h 55m
Southwest
Tue 8/258:55 pm
HNL
- MDW
1 stop11h 40m
Southwest
Deal found 6/9![Southwest logo]()
$675
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 12/56:00 am
ORD
- HNL
2 stops15h 12m
Delta
Wed 12/1610:59 pm
HNL
- ORD
2 stops14h 58m
Delta
Deal found 6/8![Delta logo]()
$676
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:55 am
MDW
- HNL
2 stops15h 58m
Delta
Fri 10/301:30 pm
HNL
- MDW
2 stops17h 21m
Delta
Deal found 6/9![Delta logo]()
$676
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
ORD
- HNL
2 stops16h 29m
Multiple Airlines
Tue 7/147:10 am
HNL
- ORD
2 stops16h 50m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 6/8. 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.
Fri 8/211:51 pm
MDW
- HNL
2 stops26h 37m
Delta
Thu 8/272:50 pm
HNL
- MDW
1 stop13h 27m
Delta
Deal found 6/8![Delta logo]()
$677
Best flights from Chicago to O'ahuDiscover carefully curated flight deals from Chicago to O'ahu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
Discover carefully curated flight deals from Chicago to O'ahu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 10, 2026.
This Delta deal was found by Cheapflights users on 6/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 6/7![Delta logo]()
$676
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
ORD
- HNL
1 stop18h 16m
Multiple Airlines
Tue 8/49:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$686
This Southwest deal was found by Cheapflights users on 6/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/65:45 am
MDW
- HNL
1 stop10h 55m
Southwest
Mon 7/1312:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/6![Southwest logo]()
$697
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Sat 7/256:00 am
ORD
- HNL
1 stop20h 34m
Alaska Airlines
Tue 8/47:00 am
HNL
- ORD
1 stop11h 59m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$739
This United Airlines deal was found by Cheapflights users on 6/9. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/72:30 pm
ORD
- HNL
1 stop12h 08m
United Airlines
Tue 7/143:50 pm
HNL
- ORD
1 stop10h 26m
United Airlines
Deal found 6/9![United Airlines logo]()
$808
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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.
Wed 7/293:43 pm
ORD
- HNL
1 stop12h 45m
Multiple Airlines
Mon 8/37:30 am
HNL
- ORD
1 stop11h 06m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$691
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/510:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Wed 8/128:15 am
HNL
- MDW
1 stop15h 45m
Southwest
Deal found 6/9![Southwest logo]()
$734
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/315:55 pm
ORD
- HNL
1 stop22h 39m
Delta
Tue 8/410:45 pm
HNL
- ORD
1 stop19h 44m
Delta
Deal found 6/9![Delta logo]()
$754
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/296:00 am
ORD
- HNL
1 stop20h 34m
Multiple Airlines
Mon 7/67:52 am
HNL
- ORD
2 stops16h 08m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$746
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1910:10 am
MDW
- HNL
2 stops16h 05m
Southwest
Tue 6/2312:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/8![Southwest logo]()
$768
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/19:24 am
MDW
- HNL
2 stops16h 56m
Delta
Wed 9/93:10 pm
HNL
- MDW
1 stop13h 40m
Delta
Deal found 6/6![Delta logo]()
$793
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/176:00 am
ORD
- HNL
1 stop22h 35m
Multiple Airlines
Tue 7/219:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$773
This Southwest deal was found by Cheapflights users on 6/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/110:10 am
MDW
- HNL
2 stops16h 05m
Southwest
Wed 7/811:00 am
HNL
- MDW
2 stops13h 25m
Southwest
Deal found 6/7![Southwest logo]()
$796
This Delta deal was found by Cheapflights users on 6/8. 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.
Mon 7/275:55 pm
ORD
- HNL
1 stop22h 39m
Delta
Sun 8/29:30 pm
HNL
- ORD
2 stops15h 49m
Delta
Deal found 6/8![Delta logo]()
$816
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/1410:15 am
MDW
- HNL
2 stops16h 00m
Southwest
Tue 6/168:10 am
HNL
- MDW
1 stop15h 30m
Southwest
Deal found 6/10![Southwest logo]()
$809
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/296:00 am
ORD
- HNL
2 stops17h 11m
Multiple Airlines
Sat 8/87:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$811
This Delta deal was found by Cheapflights users on 6/6. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:05 am
MDW
- HNL
1 stop12h 15m
Delta
Tue 8/254:18 pm
HNL
- MDW
2 stops15h 21m
Delta
Deal found 6/6![Delta logo]()
$833
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Mon 7/611:20 pm
HNL
- ORD
1 stop26h 00m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$815
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:10 am
MDW
- HNL
1 stop10h 45m
Southwest
Tue 7/288:00 am
HNL
- MDW
1 stop16h 25m
Southwest
Deal found 6/10![Southwest logo]()
$815
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 8/206:05 am
MDW
- HNL
1 stop12h 15m
Delta
Sat 8/2910:45 pm
HNL
- MDW
2 stops14h 48m
Delta
Deal found 6/8![Delta logo]()
$833
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:24 am
MDW
- HNL
2 stops14h 47m
Delta
Sun 8/307:40 pm
HNL
- MDW
2 stops17h 21m
Delta
Deal found 6/10![Delta logo]()
$845
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/287:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Sat 7/410:59 am
HNL
- ORD
2 stops14h 21m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$859
This Alaska Airlines deal was found by Cheapflights users on 6/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:20 am
ORD
- HNL
1 stop32h 16m
Multiple Airlines
Sat 8/111:20 pm
HNL
- ORD
1 stop26h 00m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$861
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated June 10, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:00 am
ORD
- HNL
2 stops16h 29m
Multiple Airlines
Tue 7/147:10 am
HNL
- ORD
2 stops16h 50m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$677
This Kiwi.com deal was found by Cheapflights users on 6/6. 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.
Tue 7/76:20 am
ORD
- HNL
2 stops20h 51m
Multiple Airlines
Tue 7/143:07 pm
HNL
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 6/6![Multiple Airlines logo]()
$671
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Tue 7/76:20 am
ORD
- HNL
2 stops20h 51m
Multiple Airlines
Mon 7/137:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$672
This Kiwi.com deal was found by Cheapflights users on 6/7. 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.
Tue 7/76:20 am
ORD
- HNL
2 stops20h 51m
Multiple Airlines
Thu 7/167:45 am
HNL
- ORD
1 stop16h 15m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$676
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/162:12 pm
ORD
- HNL
2 stops14h 16m
Multiple Airlines
Fri 7/247:52 am
HNL
- ORD
2 stops16h 08m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$683
This lol.travel deal was found by Cheapflights users on 6/7. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/237:20 am
ORD
- HNL
1 stop18h 04m
Multiple Airlines
Thu 8/612:22 pm
HNL
- ORD
1 stop11h 38m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$670
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 7/246:00 am
ORD
- HNL
1 stop13h 04m
Multiple Airlines
Wed 8/126:00 am
HNL
- ORD
2 stops12h 59m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:00 am
ORD
- HNL
2 stops15h 22m
Multiple Airlines
Tue 8/48:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$675
This Alaska Airlines deal was found by Cheapflights users on 6/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:00 am
ORD
- HNL
2 stops15h 49m
Multiple Airlines
Mon 8/103:07 pm
HNL
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$679
This Alaska Airlines deal was found by Cheapflights users on 6/7. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Tue 8/410:00 am
HNL
- ORD
2 stops14h 00m
Multiple Airlines
Deal found 6/7![Multiple Airlines logo]()
$682
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 7/296:00 am
ORD
- HNL
2 stops17h 11m
Multiple Airlines
Tue 8/48:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$673
This Southwest deal was found by Cheapflights users on 6/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:15 pm
MDW
- HNL
1 stop12h 15m
Southwest
Thu 8/2711:00 am
HNL
- MDW
1 stop13h 45m
Southwest
Deal found 6/9![Southwest logo]()
$682
One-way flights from Chicago to O'ahuSearch for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 10/207:35 am
ORD
- HNL
1 stop18h 18m
Delta
Deal found 6/8![Delta logo]()
$195
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 10/275:25 pm
MDW
- HNL
2 stops22h 29m
Delta
Deal found 6/8![Delta logo]()
$200
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 10/277:30 am
ORD
- HNL
2 stops18h 23m
Delta
Deal found 6/8![Delta logo]()
$201
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 9/96:30 pm
ORD
- HNL
2 stops29h 51m
Delta
Deal found 6/10![Delta logo]()
$205
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:30 am
ORD
- HNL
1 stop16h 50m
Delta
Deal found 6/10![Delta logo]()
$210
This Delta deal was found by Cheapflights users on 6/8. 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.
Sat 10/245:25 pm
MDW
- HNL
2 stops22h 29m
Delta
Deal found 6/8![Delta logo]()
$215
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/312:50 pm
MDW
- HNL
1 stop11h 30m
Southwest
Deal found 6/8![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/511:55 am
MDW
- HNL
2 stops14h 30m
Southwest
Deal found 6/8![Southwest logo]()
$223
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:35 am
ORD
- HNL
1 stop18h 12m
Delta
Deal found 6/10![Delta logo]()
$225
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” 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 8/76:00 am
ORD
- HNL
2 stops19h 53m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$234
This Delta deal was found by Cheapflights users on 6/8. 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.
Thu 10/156:30 pm
ORD
- HNL
1 stop22h 10m
Delta
Deal found 6/8![Delta logo]()
$238
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:30 am
ORD
- HNL
1 stop16h 50m
Delta
Deal found 6/10![Delta logo]()
$242
Find flight deals from Chicago to O'ahu
Keep the following information in mind while searching for Chicago to O'ahu flight deals. Data was last updated June 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $670 (lol.travel) |
One-way from | $195 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $949 |
Good round-trip deal | $898 or less |
Good one-way deal | $495 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to O'ahu 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 10, 2026.
Use the filters below to find and compare flights from Chicago to O'ahu that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 9/5
9:24 am-9:20 pm
2 stops16h 56m
Honolulu
Sun 9/13
2:50 pm-9:07 am
1 stop13h 17m
$676
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 7/28
6:00 am-7:16 pm
1 stop18h 16m
Honolulu
Tue 8/4
9:15 am-5:00 am
2 stops14h 45m
$686
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 7/29
3:43 pm-11:28 pm
1 stop12h 45m
Honolulu
Mon 8/3
7:30 am-11:36 pm
1 stop11h 06m
$691
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Mon 7/6
5:45 am-11:40 am
1 stop10h 55m
Honolulu
Mon 7/13
12:15 pm-5:40 am
1 stop12h 25m
$697
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 8/5
10:20 am-9:10 pm
1 stop15h 50m
Honolulu
Wed 8/12
8:15 am-5:00 am
1 stop15h 45m
$734
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 7/25
6:00 am-9:34 pm
1 stop20h 34m
Honolulu
Tue 8/4
7:00 am-11:59 pm
1 stop11h 59m
$739
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Mon 6/29
6:00 am-9:34 pm
1 stop20h 34m
Honolulu
Mon 7/6
7:52 am-5:00 am
2 stops16h 08m
$746
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 7/31
5:55 pm-11:34 am
1 stop22h 39m
Honolulu
Tue 8/4
10:45 pm-11:29 pm
1 stop19h 44m
$754
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 6/19
10:10 am-9:15 pm
2 stops16h 05m
Honolulu
Tue 6/23
12:15 pm-5:40 am
1 stop12h 25m
$768
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 7/17
6:00 am-11:35 pm
1 stop22h 35m
Honolulu
Tue 7/21
9:15 am-5:00 am
2 stops14h 45m
$773
Showing 1-10 of 32 resultsSorted by cheapest first
Best time to book a flight from Chicago to O'ahu
Have a flexible travel schedule? Discover the best time to fly to O'ahu from Chicago with our price prediction graph.
ORD-HNL
MDW-HNL
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 O'ahu
CHI-zzFUW
ORD-HNL
MDW-HNL
What is the cheapest month to book a flight from Chicago to O'ahu?
Currently, September is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $232). Flying from Chicago to O'ahu in December is currently the most expensive (average of $2,253). 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.
What is the cheapest time of day to fly from CHI to FUW?
Find hourly flight availability from Chicago to O'ahu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 10, 2026.
When flying from Chicago to O'ahu, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago to O'ahu
Explore weekly flight availability from Chicago to O'ahu. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 10, 2026.
The most flights from CHI to zzFUW are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Chicago to O'ahu?
Booking 46 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to O'ahu. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Reviews of airlines servicing O'ahu
Get insights into the airlines that provide service to O'ahu. 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 O'ahu. Reviews last updated June 10, 2026.
Read through reviews of airlines operating flights from Chicago to O'ahu, such as Alaska Airlines,Southwest, andDelta. 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.
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Comfort
7.8
Food
7.0
Overall
7.9
Crew
8.5
Entertainment
7.0
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Related info for your journey
Find useful and relevant information for your journey from Chicago to O'ahu. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Chicago to O'ahu
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to O'ahu by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to O'ahu by cabin class
Find flights from Chicago to O'ahu, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and O'ahu flights
Browse other Chicago and O'ahu flight options. Last updated on June 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Chicago to O'ahu
Discover the top 6 airlines that operate flights from Chicago to O'ahu. 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$584 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$575 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$395 | Average$905 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$670 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$465 | Average$818 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$781 | FlexibilityNo cancel fee | On-time63% |