$247+ 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 9/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jul 25 — Aug 11
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 June 25, 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 25, 2026.
This Travelocity deal was found by Cheapflights users on 6/23. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:01 am
ORD
- HNL
2 stops14h 24m
Multiple Airlines
Sun 8/3011:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$670
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:00 am
ORD
- HNL
1 stop12h 48m
Multiple Airlines
Fri 8/287:31 am
HNL
- ORD
1 stop24h 51m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$671
This Southwest deal was found by Cheapflights users on 6/23. 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.
Thu 8/201:50 pm
MDW
- HNL
2 stops12h 25m
Southwest
Sat 8/298:15 am
HNL
- MDW
1 stop15h 45m
Southwest
Deal found 6/23![Southwest logo]()
$671
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:00 am
ORD
- HNL
2 stops19h 53m
Multiple Airlines
Tue 8/116:00 am
HNL
- ORD
2 stops18h 00m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$672
This CheapOair deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/29:00 am
ORD
- HNL
2 stops14h 38m
Multiple Airlines
Sat 9/122:56 pm
HNL
- ORD
1 stop16h 11m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$673
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 9/811:30 am
MDW
- HNL
2 stops14h 50m
Southwest
Mon 9/149:25 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 6/22![Southwest logo]()
$673
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Mon 7/1312:50 pm
HNL
- ORD
1 stop12h 30m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/153:43 pm
ORD
- HNL
1 stop13h 29m
Multiple Airlines
Mon 8/2411:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$675
This Southwest deal was found by Cheapflights users on 6/20. 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.
Mon 8/1711:10 am
MDW
- HNL
2 stops15h 05m
Southwest
Thu 8/209:25 pm
HNL
- MDW
2 stops13h 45m
Southwest
Deal found 6/20![Southwest logo]()
$675
This Delta deal was found by Cheapflights users on 6/23. 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 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 stops13h 45m
Delta
Thu 12/1010:45 pm
HNL
- ORD
2 stops14h 04m
Delta
Deal found 6/23![Delta logo]()
$676
This Delta deal was found by Cheapflights users on 6/22. 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.
Sat 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 6/22![Delta logo]()
$676
This Delta deal was found by Cheapflights users on 6/20. 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.
Fri 8/288:05 am
ORD
- HNL
2 stops18h 15m
Delta
Mon 8/312:50 pm
HNL
- ORD
1 stop12h 06m
Delta
Deal found 6/20![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 25, 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 25, 2026.
This Delta deal was found by Cheapflights users on 6/21. 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 6/21![Delta logo]()
$676
This Southwest deal was found by Cheapflights users on 6/20. 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.
Sun 9/69:50 am
MDW
- HNL
1 stop16h 25m
Southwest
Mon 9/1411:55 am
HNL
- MDW
1 stop12h 50m
Southwest
Deal found 6/20![Southwest logo]()
$682
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/12:18 pm
ORD
- HNL
2 stops21h 22m
Multiple Airlines
Tue 9/87:30 pm
HNL
- ORD
2 stops18h 51m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$732
This United Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:00 am
ORD
- HNL
1 stop12h 06m
United Airlines
Tue 9/84:00 pm
HNL
- ORD
Nonstop8h 04m
United Airlines
Deal found 6/24![United Airlines logo]()
$807
This Delta deal was found by Cheapflights users on 6/20. 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.
Tue 9/19:24 am
MDW
- HNL
2 stops14h 47m
Delta
Wed 9/91:00 pm
HNL
- MDW
2 stops14h 48m
Delta
Deal found 6/20![Delta logo]()
$676
This Southwest deal was found by Cheapflights users on 6/21. 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 8/1810:20 am
MDW
- HNL
2 stops15h 50m
Southwest
Sat 8/299:25 pm
HNL
- MDW
2 stops13h 30m
Southwest
Deal found 6/21![Southwest logo]()
$721
This Alaska Airlines deal was found by Cheapflights users on 6/22. 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 8/35:42 pm
ORD
- HNL
1 stop11h 30m
Multiple Airlines
Tue 8/113:07 pm
HNL
- ORD
1 stop15h 56m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$773
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2112:15 pm
MDW
- HNL
2 stops14h 05m
Southwest
Sat 8/2911:55 am
HNL
- MDW
1 stop12h 50m
Southwest
Deal found 6/24![Southwest logo]()
$726
This Delta deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/2512:39 pm
HNL
- MDW
2 stops15h 38m
Delta
Deal found 6/25![Delta logo]()
$774
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
ORD
- HNL
2 stops16h 49m
Multiple Airlines
Tue 7/148:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$779
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/83:05 pm
MDW
- HNL
1 stop11h 20m
Southwest
Fri 7/1012:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/24![Southwest logo]()
$727
This United Airlines deal was found by Cheapflights users on 6/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:00 am
ORD
- HNL
1 stop12h 56m
United Airlines
Thu 8/64:00 pm
HNL
- ORD
Nonstop8h 05m
United Airlines
Deal found 6/23![United Airlines logo]()
$900
This Delta deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/24![Delta logo]()
$777
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:00 am
ORD
- HNL
1 stop23h 12m
Multiple Airlines
Mon 8/109:15 am
HNL
- ORD
2 stops16h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$814
This Southwest deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/55:00 am
MDW
- HNL
1 stop11h 35m
Southwest
Thu 7/98:10 am
HNL
- MDW
1 stop10h 20m
Southwest
Deal found 6/24![Southwest logo]()
$773
This Delta deal was found by Cheapflights users on 6/21. 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.
Thu 9/109:59 am
MDW
- HNL
2 stops16h 14m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 6/21![Delta logo]()
$798
This Southwest deal was found by Cheapflights users on 6/22. 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.
Tue 9/812:00 pm
MDW
- HNL
2 stops14h 20m
Southwest
Sun 9/138:55 pm
HNL
- MDW
2 stops12h 40m
Southwest
Deal found 6/22![Southwest logo]()
$781
This Alaska Airlines deal was found by Cheapflights users on 6/20. 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 7/56:00 am
ORD
- HNL
1 stop15h 34m
Multiple Airlines
Sun 7/128:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$863
This Delta deal was found by Cheapflights users on 6/20. 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.
Wed 8/57:48 am
ORD
- HNL
2 stops18h 32m
Delta
Thu 8/131:00 pm
HNL
- ORD
2 stops14h 30m
Delta
Deal found 6/20![Delta logo]()
$836
This Alaska Airlines deal was found by Cheapflights users on 6/20. 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.
Fri 7/318:02 am
ORD
- HNL
1 stop16h 14m
Multiple Airlines
Sat 8/157:30 pm
HNL
- ORD
2 stops12h 43m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$911
This Delta deal was found by Cheapflights users on 6/22. 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.
Sun 6/285:30 am
ORD
- HNL
1 stop13h 16m
Delta
Sat 7/44:08 pm
HNL
- ORD
2 stops13h 42m
Delta
Deal found 6/22![Delta logo]()
$872
This Delta deal was found by Cheapflights users on 6/21. 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.
Tue 8/48:28 am
ORD
- HNL
2 stops17h 52m
Delta
Mon 8/109:30 pm
HNL
- ORD
2 stops15h 49m
Delta
Deal found 6/21![Delta logo]()
$881
This Delta deal was found by Cheapflights users on 6/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:45 am
ORD
- HNL
2 stops18h 37m
Delta
Sun 7/2610:47 pm
HNL
- ORD
2 stops15h 10m
Delta
Deal found 6/23![Delta logo]()
$955
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated June 25, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated June 25, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 6/21. 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 6/295:42 pm
ORD
- HNL
1 stop11h 31m
Multiple Airlines
Mon 7/69:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$687
This CheapOair deal was found by Cheapflights users on 6/23. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:42 pm
ORD
- HNL
1 stop21h 26m
Multiple Airlines
Thu 7/237:52 am
HNL
- ORD
2 stops16h 08m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$673
This Alaska Airlines deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/37:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Mon 7/1312:50 pm
HNL
- ORD
1 stop12h 30m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$674
This lol.travel deal was found by Cheapflights users on 6/23. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:43 pm
ORD
- HNL
1 stop12h 52m
Multiple Airlines
Tue 7/711:20 pm
HNL
- ORD
1 stop13h 18m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$688
This CheapOair deal was found by Cheapflights users on 6/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:42 pm
ORD
- HNL
1 stop22h 26m
Multiple Airlines
Sat 7/118:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/20![Multiple Airlines logo]()
$689
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
ORD
- HNL
2 stops15h 22m
Multiple Airlines
Wed 7/2211:20 pm
HNL
- ORD
1 stop19h 39m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$680
This CheapOair deal was found by Cheapflights users on 6/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/168:20 pm
ORD
- HNL
1 stop19h 48m
Multiple Airlines
Mon 7/208:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$683
This Alaska Airlines deal was found by Cheapflights users on 6/22. 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 7/258:20 pm
ORD
- HNL
1 stop19h 48m
Multiple Airlines
Fri 7/318:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/22![Multiple Airlines logo]()
$678
This Expedia deal was found by Cheapflights users on 6/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
ORD
- HNL
1 stop20h 34m
Multiple Airlines
Tue 8/47:10 am
HNL
- ORD
2 stops16h 50m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$677
This Delta deal was found by Cheapflights users on 6/20. 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.
Tue 7/285:55 pm
ORD
- HNL
1 stop22h 39m
Delta
Tue 8/410:45 pm
HNL
- ORD
1 stop19h 44m
Delta
Deal found 6/20![Delta logo]()
$686
This Southwest deal was found by Cheapflights users on 6/20. 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.
Tue 7/285:30 am
MDW
- HNL
1 stop11h 15m
Southwest
Mon 8/38:55 pm
HNL
- MDW
1 stop11h 40m
Southwest
Deal found 6/20![Southwest logo]()
$692
This Alaska Airlines deal was found by Cheapflights users on 6/21. 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.
Thu 7/308:02 am
ORD
- HNL
1 stop13h 32m
Multiple Airlines
Tue 8/49:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/21![Multiple Airlines logo]()
$685
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 25, 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 25, 2026.
This Priceline deal was found by Cheapflights users on 6/20. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/16:01 am
ORD
- HNL
1 stop14h 39m
Alaska Airlines
Deal found 6/20![Alaska Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 6/23. 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 9/2110:15 am
MDW
- HNL
1 stop15h 55m
Southwest
Deal found 6/23![Southwest logo]()
$247
This Trip.com deal was found by Cheapflights users on 6/21. 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.
Wed 9/97:20 am
ORD
- HNL
1 stop13h 20m
Alaska Airlines
Deal found 6/21![Alaska Airlines logo]()
$248
This Southwest deal was found by Cheapflights users on 6/22. 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.
Sun 8/307:10 am
MDW
- HNL
2 stops19h 00m
Southwest
Deal found 6/22![Southwest logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:20 am
ORD
- HNL
1 stop13h 35m
Alaska Airlines
Deal found 6/23![Alaska Airlines logo]()
$275
This Alaska Airlines deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:42 pm
ORD
- HNL
1 stop11h 30m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$285
This Delta deal was found by Cheapflights users on 6/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/226:40 am
ORD
- HNL
2 stops19h 33m
Delta
Deal found 6/23![Delta logo]()
$294
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
ORD
- HNL
2 stops19h 53m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 6/22. 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.
Sat 8/225:10 pm
ORD
- HNL
1 stop33h 10m
Delta
Deal found 6/22![Delta logo]()
$300
This SmartFares deal was found by Cheapflights users on 6/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:12 pm
ORD
- HNL
1 stop11h 12m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$303
This Alaska Airlines deal was found by Cheapflights users on 6/23. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/196:01 am
ORD
- HNL
2 stops19h 01m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$308
This Delta deal was found by Cheapflights users on 6/20. 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.
Wed 8/55:56 pm
ORD
- HNL
1 stop22h 38m
Delta
Deal found 6/20![Delta logo]()
$309
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 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $670 (Travelocity) |
One-way from | $247 (Priceline) |
Popular in | June |
Cheapest in | January |
Average price | $978 |
Good round-trip deal | $956 or less |
Good one-way deal | $464 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 25, 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
MDW - HNL
MDWHNL
Chicago Midway
Tue 9/1
9:24 am-7:11 pm
2 stops14h 47m
Honolulu
Wed 9/9
1:00 pm-8:48 am
2 stops14h 48m
$676
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 9/6
9:50 am-9:15 pm
1 stop16h 25m
Honolulu
Mon 9/14
11:55 am-5:45 am
1 stop12h 50m
$682
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 8/18
10:20 am-9:10 pm
2 stops15h 50m
Honolulu
Sat 8/29
9:25 pm-3:55 pm
2 stops13h 30m
$721
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 8/21
12:15 pm-9:20 pm
2 stops14h 05m
Honolulu
Sat 8/29
11:55 am-5:45 am
1 stop12h 50m
$726
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 7/8
3:05 pm-9:25 pm
1 stop11h 20m
Honolulu
Fri 7/10
12:15 pm-5:40 am
1 stop12h 25m
$727
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 9/1
2:18 pm-6:40 am
2 stops21h 22m
Honolulu
Tue 9/8
7:30 pm-7:21 pm
2 stops18h 51m
$732
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Mon 8/3
5:42 pm-12:12 am
1 stop11h 30m
Honolulu
Tue 8/11
3:07 pm-12:03 pm
1 stop15h 56m
$773
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 7/5
5:00 am-11:35 am
1 stop11h 35m
Honolulu
Thu 7/9
8:10 am-11:30 pm
1 stop10h 20m
$773
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 8/15
6:05 am-1:20 pm
1 stop12h 15m
Honolulu
Tue 8/25
12:39 pm-9:17 am
2 stops15h 38m
$774
Showing 1-10 of 42 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 $2,452). 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 25, 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 25, 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 76 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 25, 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.
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Comfort
7.8
Entertainment
7.0
Crew
8.5
Food
7.0
Overall
7.9
Boarding
8.1
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.
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Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Chicago to O'ahu
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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 25, 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 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$588 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$613 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$399 | Average$907 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$423 | Average$673 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$465 | Average$812 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$784 | FlexibilityNo cancel fee | On-time63% |