$217+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Aug 22 — Aug 291
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to O'ahu with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to 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 July 23, 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 July 23, 2026.
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 10/207:20 am
ORD
- HNL
2 stops17h 43m
Multiple Airlines
Sun 11/18:25 am
HNL
- ORD
1 stop11h 24m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/194:30 pm
MDW
- HNL
2 stops33h 42m
Delta
Mon 9/282:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/21![Delta logo]()
$631
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 11/117:25 am
ORD
- HNL
1 stop18h 07m
Multiple Airlines
Sat 11/2110:30 pm
HNL
- ORD
1 stop12h 25m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/237:07 am
ORD
- HNL
1 stop19h 05m
Delta
Sat 10/39:30 pm
HNL
- ORD
1 stop11h 14m
Delta
Deal found 7/21![Delta logo]()
$633
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/92:50 pm
HNL
- MDW
2 stops19h 34m
Delta
Deal found 7/22![Delta logo]()
$633
This Alaska Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/76:01 am
ORD
- HNL
1 stop19h 25m
Multiple Airlines
Thu 9/107:31 am
HNL
- ORD
1 stop11h 28m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$634
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/217:13 pm
MDW
- HNL
2 stops21h 18m
Delta
Wed 9/309:30 pm
HNL
- MDW
2 stops30h 18m
Delta
Deal found 7/21![Delta logo]()
$634
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/78:17 pm
ORD
- HNL
1 stop21h 02m
Multiple Airlines
Mon 9/1410:12 pm
HNL
- ORD
1 stop16h 09m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$635
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/176:15 am
MDW
- HNL
1 stop11h 20m
Southwest
Thu 8/209:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 7/22![Southwest logo]()
$635
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/199:30 am
ORD
- HNL
1 stop16h 42m
Delta
Tue 9/297:49 pm
HNL
- ORD
1 stop11h 06m
Delta
Deal found 7/21![Delta logo]()
$636
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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.
Tue 9/811:30 am
MDW
- HNL
2 stops14h 50m
Southwest
Tue 9/159:25 pm
HNL
- MDW
1 stop14h 10m
Southwest
Deal found 7/21![Southwest logo]()
$636
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/307:26 am
ORD
- HNL
1 stop18h 49m
Delta
Sat 11/77:45 pm
HNL
- ORD
1 stop12h 10m
Delta
Deal found 7/22![Delta logo]()
$637
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 July 23, 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 July 23, 2026.
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 stops15h 29m
Multiple Airlines
Sat 9/2611:30 pm
HNL
- ORD
1 stop19h 29m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$635
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/2010:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Sun 9/279:25 pm
HNL
- MDW
1 stop14h 50m
Southwest
Deal found 7/21![Southwest logo]()
$644
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/58:28 am
ORD
- HNL
2 stops17h 52m
Delta
Sun 9/1310:39 pm
HNL
- ORD
2 stops14h 47m
Delta
Deal found 7/19![Delta logo]()
$656
This Alaska Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 9/76:01 am
ORD
- HNL
2 stops17h 31m
Multiple Airlines
Thu 9/1710:12 pm
HNL
- ORD
1 stop16h 09m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$644
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 10/1810:25 am
MDW
- HNL
1 stop15h 50m
Southwest
Sun 10/258:55 pm
HNL
- MDW
1 stop11h 30m
Southwest
Deal found 7/18![Southwest logo]()
$644
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 7/21![Delta logo]()
$676
This Alaska Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 8/166:00 am
ORD
- HNL
2 stops18h 37m
Multiple Airlines
Tue 8/1812:39 pm
HNL
- ORD
1 stop19h 43m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$652
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 8/1310:15 am
MDW
- HNL
1 stop15h 55m
Southwest
Thu 8/209:55 pm
HNL
- MDW
1 stop14h 05m
Southwest
Deal found 7/19![Southwest logo]()
$669
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/26:00 am
ORD
- HNL
2 stops15h 43m
Delta
Tue 9/812:35 pm
HNL
- ORD
2 stops14h 55m
Delta
Deal found 7/21![Delta logo]()
$701
This Alaska Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/166:00 am
ORD
- HNL
2 stops16h 30m
Multiple Airlines
Mon 8/247:31 am
HNL
- ORD
1 stop11h 28m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/26:00 am
ORD
- HNL
2 stops15h 43m
Delta
Tue 9/154:13 pm
HNL
- ORD
2 stops13h 24m
Delta
Deal found 7/22![Delta logo]()
$701
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 10/12:55 pm
MDW
- HNL
1 stop11h 30m
Southwest
Sat 10/1012:00 pm
HNL
- MDW
1 stop12h 40m
Southwest
Deal found 7/21![Southwest logo]()
$704
This Alaska Airlines deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/176:00 am
ORD
- HNL
2 stops13h 42m
Multiple Airlines
Mon 8/2411:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 7/18![Multiple Airlines logo]()
$672
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/186:15 am
MDW
- HNL
1 stop11h 20m
Southwest
Mon 9/218:55 pm
HNL
- MDW
2 stops12h 25m
Southwest
Deal found 7/20![Southwest logo]()
$708
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 10/217:35 am
ORD
- HNL
2 stops17h 13m
Delta
Sun 10/251:05 pm
HNL
- ORD
2 stops14h 58m
Delta
Deal found 7/19![Delta logo]()
$716
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/286:01 am
ORD
- HNL
2 stops14h 24m
Multiple Airlines
Sat 9/57:30 am
HNL
- ORD
1 stop11h 29m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$687
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/86:05 am
MDW
- HNL
1 stop12h 13m
Delta
Mon 9/142:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 7/19![Delta logo]()
$733
This Southwest deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 9/52:05 pm
MDW
- HNL
2 stops12h 10m
Southwest
Tue 9/89:55 pm
HNL
- MDW
2 stops11h 50m
Southwest
Deal found 7/19![Southwest logo]()
$758
This Alaska Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/42:18 pm
ORD
- HNL
2 stops22h 36m
Multiple Airlines
Thu 9/106:26 pm
HNL
- ORD
2 stops19h 55m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$704
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 8/152:05 pm
MDW
- HNL
2 stops12h 10m
Southwest
Fri 8/219:55 pm
HNL
- MDW
2 stops14h 40m
Southwest
Deal found 7/20![Southwest logo]()
$760
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated July 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated July 23, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/116:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Mon 8/177:30 am
HNL
- ORD
1 stop11h 06m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$631
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/126:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Thu 8/2012:30 pm
HNL
- ORD
1 stop19h 52m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$638
This Alaska Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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.
Thu 8/135:42 pm
ORD
- HNL
1 stop11h 30m
Multiple Airlines
Tue 8/1812:39 pm
HNL
- ORD
1 stop19h 43m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$633
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/176:15 am
MDW
- HNL
1 stop11h 20m
Southwest
Thu 8/209:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 7/22![Southwest logo]()
$635
This Alaska Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/192:18 pm
ORD
- HNL
2 stops22h 36m
Multiple Airlines
Sun 8/2311:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$642
This Alaska Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 8/236:01 am
ORD
- HNL
2 stops16h 38m
Multiple Airlines
Sun 8/3010:12 pm
HNL
- ORD
1 stop16h 09m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$644
This Alaska Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” 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 8/266:01 am
ORD
- HNL
1 stop14h 39m
Alaska Airlines
Mon 9/79:20 pm
HNL
- ORD
1 stop21h 39m
Alaska Airlines
Deal found 7/19![Alaska Airlines logo]()
$641
This Expedia deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/272:22 pm
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Sat 9/511:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$634
This Southwest deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” 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 8/276:15 am
MDW
- HNL
1 stop11h 20m
Southwest
Tue 9/111:00 am
HNL
- MDW
1 stop13h 45m
Southwest
Deal found 7/18![Southwest logo]()
$642
This Alaska Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 8/292:18 pm
ORD
- HNL
1 stop27h 01m
Multiple Airlines
Sat 9/57:30 am
HNL
- ORD
1 stop11h 29m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$632
This Alaska Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/296:00 am
ORD
- HNL
2 stops15h 58m
Multiple Airlines
Fri 9/1111:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$643
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 8/311:50 pm
MDW
- HNL
2 stops12h 25m
Southwest
Fri 9/49:25 pm
HNL
- MDW
2 stops13h 55m
Southwest
Deal found 7/21![Southwest logo]()
$641
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 July 23, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated July 23, 2026.
This Expedia deal was found by Cheapflights users on 7/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/176:20 am
ORD
- HNL
1 stop17h 43m
Alaska Airlines
Deal found 7/18![Alaska Airlines logo]()
$217
This Southwest deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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.
Tue 8/1812:20 pm
MDW
- HNL
1 stop13h 55m
Southwest
Deal found 7/21![Southwest logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/192:18 pm
ORD
- HNL
2 stops22h 36m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$240
This Trip.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/49:20 pm
ORD
- HNL
1 stop28h 48m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$241
This Southwest deal was found by Cheapflights users on 7/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:15 am
MDW
- HNL
1 stop15h 55m
Southwest
Deal found 7/23![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/311:50 pm
MDW
- HNL
2 stops12h 25m
Southwest
Deal found 7/22![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 9/186:59 pm
ORD
- HNL
1 stop21h 32m
Delta
Deal found 7/22![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/125:44 pm
ORD
- HNL
2 stops22h 47m
Delta
Deal found 7/21![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” 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 9/124:30 pm
MDW
- HNL
2 stops24h 01m
Delta
Deal found 7/21![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/207:07 am
ORD
- HNL
1 stop19h 05m
Delta
Deal found 7/20![Delta logo]()
$265
This Alaska Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 10/207:20 am
ORD
- HNL
1 stop12h 00m
Alaska Airlines
Deal found 7/22![Alaska Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” 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 9/215:44 pm
ORD
- HNL
2 stops22h 47m
Delta
Deal found 7/20![Delta logo]()
$271
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 July 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $631 (Alaska Airlines) |
One-way from | $217 (Expedia) |
Popular in | June |
Cheapest in | January |
Average price | $959 |
Good round-trip deal | $810 or less |
Good one-way deal | $532 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 July 23, 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
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 9/16
7:20 am-5:49 pm
2 stops15h 29m
Honolulu
Sat 9/26
11:30 pm-11:59 pm
1 stop19h 29m
$635
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 9/20
10:10 am-9:15 pm
1 stop16h 05m
Honolulu
Sun 9/27
9:25 pm-5:15 pm
1 stop14h 50m
$644
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Mon 9/7
6:01 am-6:32 pm
2 stops17h 31m
Honolulu
Thu 9/17
10:12 pm-7:21 pm
1 stop16h 09m
$644
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 10/18
10:25 am-9:15 pm
1 stop15h 50m
Honolulu
Sun 10/25
8:55 pm-1:25 pm
1 stop11h 30m
$644
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 8/16
6:00 am-7:37 pm
2 stops18h 37m
Honolulu
Tue 8/18
12:39 pm-1:22 pm
1 stop19h 43m
$652
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 8/16
6:00 am-5:30 pm
2 stops16h 30m
Honolulu
Mon 8/24
7:31 am-11:59 pm
1 stop11h 28m
$653
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 9/5
8:28 am-9:20 pm
2 stops17h 52m
Honolulu
Sun 9/13
10:39 pm-6:26 pm
2 stops14h 47m
$656
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 8/13
10:15 am-9:10 pm
1 stop15h 55m
Honolulu
Thu 8/20
9:55 pm-5:00 pm
1 stop14h 05m
$669
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Mon 8/17
6:00 am-2:42 pm
2 stops13h 42m
Honolulu
Mon 8/24
11:39 pm-7:21 pm
2 stops14h 42m
$672
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
Showing 1-10 of 40 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, February is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $615). Flying from Chicago to O'ahu in June is currently the most expensive (average of $998). 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 July 23, 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.
How far ahead should I book a flight from Chicago to O'ahu?
Booking 53 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 July 23, 2026.
Read through reviews of airlines operating flights from Chicago to O'ahu, such as Southwest,Alaska Airlines, 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
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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.
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Alternative routes for Chicago to O'ahu
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Complete your trip
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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 July 23, 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 July 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$620 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$398 | Average$894 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$415 | Average$613 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$423 | Average$670 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$466 | Average$809 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$553 | Average$784 | FlexibilityNo cancel fee | On-time63% |