$245+ 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 8/25. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jul 4 — Jul 111
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to O'ahu with Cheapflights
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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 June 4, 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 4, 2026.
This Travelocity deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/72:25 pm
ORD
- HNL
1 stop26h 03m
Multiple Airlines
Sat 11/148:05 am
HNL
- ORD
2 stops17h 35m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$666
This Kiwi.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:01 am
ORD
- HNL
1 stop14h 54m
Multiple Airlines
Wed 9/167:30 am
HNL
- ORD
1 stop11h 29m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$667
This Alaska Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:31 am
ORD
- HNL
2 stops16h 38m
Multiple Airlines
Fri 11/208:50 am
HNL
- ORD
1 stop11h 09m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$668
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/221:45 pm
MDW
- HNL
2 stops12h 35m
Southwest
Fri 8/289:55 pm
HNL
- MDW
2 stops14h 40m
Southwest
Deal found 6/1![Southwest logo]()
$668
This Alaska Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 05m
Multiple Airlines
Sun 8/3011:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$669
This Alaska Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:00 am
ORD
- HNL
2 stops19h 21m
Multiple Airlines
Sat 10/3111:59 pm
HNL
- ORD
1 stop13h 38m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$670
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/712:25 pm
MDW
- HNL
2 stops13h 50m
Southwest
Wed 10/149:30 pm
HNL
- MDW
2 stops15h 10m
Southwest
Deal found 6/3![Southwest logo]()
$670
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:35 am
ORD
- HNL
1 stop13h 37m
Delta
Thu 12/1010:45 pm
HNL
- ORD
2 stops16h 49m
Delta
Deal found 6/1![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/512:30 pm
MDW
- HNL
2 stops13h 23m
Delta
Thu 12/104:30 pm
HNL
- MDW
1 stop12h 15m
Delta
Deal found 6/1![Delta logo]()
$671
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:30 am
ORD
- HNL
2 stops18h 17m
Delta
Sun 9/139:45 pm
HNL
- ORD
2 stops15h 34m
Delta
Deal found 6/3![Delta logo]()
$672
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 6/295:20 am
MDW
- HNL
1 stop12h 35m
Southwest
Mon 7/611:00 am
HNL
- MDW
1 stop13h 00m
Southwest
Deal found 5/30![Southwest logo]()
$672
This SmartFares deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:43 pm
ORD
- HNL
1 stop12h 45m
Multiple Airlines
Wed 7/1511:20 pm
HNL
- ORD
1 stop13h 18m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$673
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 4, 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 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/73:43 pm
ORD
- HNL
1 stop12h 45m
Multiple Airlines
Tue 7/149:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 5/30![Multiple Airlines logo]()
$681
This Alaska Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:20 am
ORD
- HNL
1 stop17h 43m
Alaska Airlines
Sun 8/93:07 pm
HNL
- ORD
1 stop15h 56m
Alaska Airlines
Deal found 6/1![Alaska Airlines logo]()
$700
This Delta deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/216:30 am
ORD
- HNL
2 stops15h 13m
Delta
Thu 7/304:20 pm
HNL
- ORD
2 stops15h 43m
Delta
Deal found 5/30![Delta logo]()
$704
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/1310:05 am
MDW
- HNL
1 stop16h 15m
Southwest
Wed 7/2912:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 5/30![Southwest logo]()
$719
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/252:30 pm
ORD
- HNL
1 stop12h 08m
United Airlines
Thu 7/23:50 pm
HNL
- ORD
1 stop10h 26m
United Airlines
Deal found 6/2![United Airlines logo]()
$808
This Alaska Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:00 am
ORD
- HNL
2 stops16h 40m
Multiple Airlines
Sat 8/2911:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$739
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/256:30 am
MDW
- HNL
1 stop12h 10m
Southwest
Thu 7/212:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/2![Southwest logo]()
$739
This Alaska Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
ORD
- HNL
2 stops17h 11m
Multiple Airlines
Sun 7/199:55 pm
HNL
- ORD
1 stop16h 02m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$745
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:30 am
ORD
- HNL
2 stops15h 13m
Delta
Mon 8/310:45 pm
HNL
- ORD
2 stops14h 34m
Delta
Deal found 6/3![Delta logo]()
$831
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/95:35 am
MDW
- HNL
2 stops13h 10m
Southwest
Mon 6/1511:00 am
HNL
- MDW
1 stop13h 00m
Southwest
Deal found 6/3![Southwest logo]()
$774
This Alaska Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:20 am
ORD
- HNL
2 stops17h 18m
Multiple Airlines
Thu 7/169:55 pm
HNL
- ORD
1 stop16h 02m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$763
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/210:10 am
MDW
- HNL
2 stops16h 05m
Southwest
Mon 7/68:15 am
HNL
- MDW
1 stop15h 45m
Southwest
Deal found 6/3![Southwest logo]()
$776
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:30 am
ORD
- HNL
2 stops15h 15m
Delta
Sat 6/1310:40 pm
HNL
- ORD
1 stop13h 05m
Delta
Deal found 5/31![Delta logo]()
$869
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
MDW
- HNL
1 stop12h 20m
Delta
Mon 7/272:45 pm
HNL
- MDW
1 stop13h 28m
Delta
Deal found 6/1![Delta logo]()
$870
This Alaska Airlines deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/66:20 am
ORD
- HNL
2 stops16h 10m
Multiple Airlines
Sat 7/117:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$808
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1611:20 am
MDW
- HNL
2 stops15h 10m
Southwest
Thu 7/3011:55 am
HNL
- MDW
2 stops17h 25m
Southwest
Deal found 5/31![Southwest logo]()
$811
This Delta deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
MDW
- HNL
1 stop12h 20m
Delta
Tue 8/412:40 pm
HNL
- MDW
2 stops15h 37m
Delta
Deal found 6/3![Delta logo]()
$876
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 7/75:30 am
MDW
- HNL
2 stops13h 15m
Southwest
Tue 7/149:25 pm
HNL
- MDW
2 stops19h 15m
Southwest
Deal found 5/30![Southwest logo]()
$837
This Alaska Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/56:00 am
ORD
- HNL
1 stop15h 34m
Multiple Airlines
Sun 7/129:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$866
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:45 am
MDW
- HNL
1 stop10h 55m
Southwest
Fri 6/2611:00 am
HNL
- MDW
1 stop13h 45m
Southwest
Deal found 6/3![Southwest logo]()
$911
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/16:20 am
MDW
- HNL
1 stop11h 15m
Southwest
Wed 7/19:25 pm
HNL
- MDW
2 stops12h 50m
Southwest
Deal found 6/1![Southwest logo]()
$917
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated June 4, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated June 4, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” 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 6/295:20 am
MDW
- HNL
1 stop12h 35m
Southwest
Mon 7/611:00 am
HNL
- MDW
1 stop13h 00m
Southwest
Deal found 5/30![Southwest logo]()
$672
This Alaska Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Wed 7/89:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$668
This Southwest deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/410:35 am
MDW
- HNL
1 stop15h 30m
Southwest
Thu 7/911:00 am
HNL
- MDW
2 stops13h 25m
Southwest
Deal found 5/31![Southwest logo]()
$671
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Thu 7/99:55 pm
HNL
- ORD
1 stop16h 02m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$679
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:20 am
ORD
- HNL
2 stops20h 51m
Multiple Airlines
Mon 7/133:07 pm
HNL
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$675
This SmartFares deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/93:43 pm
ORD
- HNL
1 stop12h 45m
Multiple Airlines
Wed 7/1511:20 pm
HNL
- ORD
1 stop13h 18m
Multiple Airlines
Deal found 5/31![Multiple Airlines logo]()
$673
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/143:05 pm
MDW
- HNL
1 stop11h 20m
Southwest
Wed 7/2912:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/1![Southwest logo]()
$674
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
ORD
- HNL
2 stops19h 53m
Multiple Airlines
Mon 7/203:07 pm
HNL
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$680
This Alaska Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
ORD
- HNL
2 stops20h 23m
Multiple Airlines
Wed 7/229:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$667
This Alaska Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/156:00 am
ORD
- HNL
2 stops15h 22m
Multiple Airlines
Mon 7/207:52 am
HNL
- ORD
2 stops16h 08m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$677
This Kiwi.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/206:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Mon 7/279:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/3![Multiple Airlines logo]()
$669
This Alaska Airlines deal was found by Cheapflights users on 6/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/48:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$676
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 4, 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 4, 2026.
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:25 am
ORD
- HNL
1 stop14h 18m
Delta
Deal found 5/31![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:25 am
ORD
- HNL
1 stop18h 55m
Delta
Deal found 5/31![Delta logo]()
$253
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:10 pm
ORD
- HNL
1 stop33h 10m
Delta
Deal found 5/31![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 5/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:35 pm
ORD
- HNL
1 stop21h 58m
Delta
Deal found 5/31![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:25 am
ORD
- HNL
1 stop14h 18m
Delta
Deal found 6/1![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/279:24 am
MDW
- HNL
2 stops16h 56m
Delta
Deal found 6/1![Delta logo]()
$274
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:15 am
MDW
- HNL
1 stop16h 00m
Southwest
Deal found 6/2![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:15 am
MDW
- HNL
1 stop16h 05m
Southwest
Deal found 6/1![Southwest logo]()
$300
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Deal found 6/2![Southwest logo]()
$315
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/289:24 am
MDW
- HNL
2 stops16h 56m
Delta
Deal found 6/1![Delta logo]()
$360
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:05 am
MDW
- HNL
1 stop16h 10m
Southwest
Deal found 6/2![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:20 am
MDW
- HNL
1 stop11h 20m
Southwest
Deal found 6/2![Southwest logo]()
$382
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 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $666 (Travelocity) |
One-way from | $245 (Delta) |
Popular in | June |
Cheapest in | January |
Average price | $937 |
Good round-trip deal | $912 or less |
Good one-way deal | $542 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 4, 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
Tue 7/7
3:43 pm-11:28 pm
1 stop12h 45m
Honolulu
Tue 7/14
9:15 am-5:00 am
2 stops14h 45m
$681
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 7/31
6:20 am-7:03 pm
1 stop17h 43m
Honolulu
Sun 8/9
3:07 pm-12:03 pm
1 stop15h 56m
$700
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 7/21
6:30 am-4:43 pm
2 stops15h 13m
Honolulu
Thu 7/30
4:20 pm-1:03 pm
2 stops15h 43m
$704
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Mon 7/13
10:05 am-9:20 pm
1 stop16h 15m
Honolulu
Wed 7/29
12:15 pm-5:40 am
1 stop12h 25m
$719
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 8/20
9:00 am-8:40 pm
2 stops16h 40m
Honolulu
Sat 8/29
11:39 pm-7:21 pm
2 stops14h 42m
$739
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 6/25
6:30 am-1:40 pm
1 stop12h 10m
Honolulu
Thu 7/2
12:15 pm-5:40 am
1 stop12h 25m
$739
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 7/15
6:00 am-6:11 pm
2 stops17h 11m
Honolulu
Sun 7/19
9:55 pm-6:57 pm
1 stop16h 02m
$745
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 7/7
6:20 am-6:38 pm
2 stops17h 18m
Honolulu
Thu 7/16
9:55 pm-6:57 pm
1 stop16h 02m
$763
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 6/9
5:35 am-1:45 pm
2 stops13h 10m
Honolulu
Mon 6/15
11:00 am-5:00 am
1 stop13h 00m
$774
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 7/2
10:10 am-9:15 pm
2 stops16h 05m
Honolulu
Mon 7/6
8:15 am-5:00 am
1 stop15h 45m
$776
Showing 1-10 of 37 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 $2,235). 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 4, 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 4, 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 4, 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.
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
Entertainment
7.5
Overall
8.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Food
7.0
Reviews
1 / 20
10.0
ExcellentWalter,May 2026
LAS - BUR
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 June 4, 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 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$586 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$615 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$396 | Average$909 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$674 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$465 | Average$816 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$781 | FlexibilityNo cancel fee | On-time63% |