$221+ 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 4/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Apr 9 — Apr 161
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 March 10, 2026.
Explore the most affordable flight options available from Chicago to O'ahu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:00 am
ORD
- HNL
1 stop12h 15m
Multiple Airlines
Wed 9/97:50 am
HNL
- ORD
1 stop11h 09m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:00 am
ORD
- HNL
1 stop11h 40m
Multiple Airlines
Fri 9/1810:20 pm
HNL
- ORD
1 stop10h 34m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$400
This Expedia deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/297:55 pm
ORD
- HNL
1 stop21h 15m
Multiple Airlines
Thu 9/38:10 am
HNL
- ORD
1 stop10h 31m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$402
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:30 am
ORD
- HNL
Nonstop9h 12m
United Airlines
Mon 5/49:40 pm
HNL
- ORD
1 stop10h 35m
United Airlines
Deal found 3/6![United Airlines logo]()
$406
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/49:30 am
ORD
- HNL
Nonstop9h 12m
United Airlines
Mon 5/119:40 pm
HNL
- ORD
1 stop12h 12m
United Airlines
Deal found 3/6![United Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/710:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Thu 4/168:15 am
HNL
- MDW
1 stop15h 45m
Southwest
Deal found 3/6![Southwest logo]()
$411
This Alaska Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:10 pm
ORD
- HNL
1 stop24h 52m
Multiple Airlines
Thu 4/237:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$412
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:45 am
ORD
- HNL
2 stops18h 15m
Southwest
Tue 5/58:55 pm
HNL
- ORD
1 stop16h 55m
Southwest
Deal found 3/5![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:35 am
MDW
- HNL
2 stops17h 30m
Southwest
Thu 4/3011:55 am
HNL
- MDW
1 stop12h 30m
Southwest
Deal found 3/5![Southwest logo]()
$417
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:18 pm
ORD
- HNL
1 stop11h 31m
United Airlines
Mon 4/209:40 pm
HNL
- ORD
1 stop10h 35m
United Airlines
Deal found 3/5![United Airlines logo]()
$421
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:45 pm
MDW
- HNL
1 stop17h 05m
Southwest
Mon 5/411:55 am
HNL
- MDW
1 stop12h 30m
Southwest
Deal found 3/9![Southwest logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:45 pm
ORD
- HNL
1 stop19h 14m
Multiple Airlines
Wed 4/151:22 pm
HNL
- ORD
2 stops29h 05m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$422
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 March 10, 2026.
Discover carefully curated flight deals from Chicago to O'ahu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 10, 2026.
This Alaska Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:50 am
ORD
- HNL
1 stop16h 36m
Multiple Airlines
Wed 5/610:00 pm
HNL
- ORD
1 stop20h 43m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$478
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
MDW
- HNL
1 stop12h 45m
Delta
Mon 5/119:30 pm
HNL
- MDW
2 stops16h 03m
Delta
Deal found 3/8![Delta logo]()
$490
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:00 am
ORD
- HNL
1 stop14h 17m
United Airlines
Fri 4/177:00 am
HNL
- ORD
1 stop11h 28m
United Airlines
Deal found 3/6![United Airlines logo]()
$502
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/147:30 am
MDW
- HNL
2 stops18h 30m
Southwest
Mon 4/208:55 pm
HNL
- MDW
2 stops12h 20m
Southwest
Deal found 3/9![Southwest logo]()
$615
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:50 am
ORD
- HNL
2 stops17h 30m
Delta
Tue 4/2112:25 pm
HNL
- ORD
2 stops14h 36m
Delta
Deal found 3/6![Delta logo]()
$555
This Alaska Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/127:59 pm
ORD
- HNL
1 stop21h 03m
Multiple Airlines
Sat 4/1812:10 pm
HNL
- ORD
1 stop21h 11m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/238:50 am
ORD
- HNL
2 stops17h 30m
Delta
Thu 4/304:10 pm
HNL
- ORD
2 stops13h 09m
Delta
Deal found 3/8![Delta logo]()
$555
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/210:00 am
MDW
- HNL
1 stop16h 05m
Southwest
Tue 5/129:25 pm
HNL
- MDW
1 stop12h 05m
Southwest
Deal found 3/8![Southwest logo]()
$621
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1510:05 am
MDW
- HNL
2 stops12h 35m
Southwest
Wed 5/2011:55 am
HNL
- MDW
2 stops12h 45m
Southwest
Deal found 3/6![Southwest logo]()
$658
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/2512:50 pm
ORD
- HNL
1 stop12h 26m
United Airlines
Mon 3/309:40 pm
HNL
- ORD
1 stop11h 47m
United Airlines
Deal found 3/6![United Airlines logo]()
$735
This Alaska Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/69:20 am
ORD
- HNL
1 stop11h 30m
Multiple Airlines
Sat 9/124:44 pm
HNL
- ORD
2 stops16h 10m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$670
This Delta deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/99:30 am
MDW
- HNL
2 stops16h 23m
Delta
Thu 4/163:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 3/5![Delta logo]()
$620
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:00 am
ORD
- HNL
2 stops19h 05m
Southwest
Sat 4/189:45 pm
HNL
- ORD
2 stops16h 05m
Southwest
Deal found 3/5![Southwest logo]()
$669
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:00 am
ORD
- HNL
2 stops18h 21m
Delta
Tue 8/49:59 pm
HNL
- ORD
1 stop11h 01m
Delta
Deal found 3/6![Delta logo]()
$622
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:25 am
ORD
- HNL
2 stops18h 50m
Southwest
Sat 8/2910:20 pm
HNL
- ORD
2 stops14h 40m
Southwest
Deal found 3/9![Southwest logo]()
$695
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/25:40 am
MDW
- HNL
1 stop13h 05m
Delta
Wed 5/612:25 pm
HNL
- MDW
2 stops15h 18m
Delta
Deal found 3/8![Delta logo]()
$638
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/79:30 am
MDW
- HNL
2 stops16h 23m
Delta
Thu 4/233:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 3/8![Delta logo]()
$640
This Southwest deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/175:55 am
MDW
- HNL
1 stop11h 40m
Southwest
Tue 3/248:10 am
HNL
- MDW
1 stop15h 25m
Southwest
Deal found 3/8![Southwest logo]()
$716
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
MDW
- HNL
1 stop12h 45m
Delta
Thu 4/234:10 pm
HNL
- MDW
2 stops15h 33m
Delta
Deal found 3/8![Delta logo]()
$669
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:20 am
ORD
- HNL
2 stops18h 32m
Delta
Mon 3/3010:40 pm
HNL
- ORD
2 stops16h 09m
Delta
Deal found 3/6![Delta logo]()
$672
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/245:30 am
ORD
- HNL
1 stop13h 46m
Delta
Mon 3/305:24 pm
HNL
- ORD
1 stop14h 33m
Delta
Deal found 3/6![Delta logo]()
$691
This Delta deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/139:23 am
MDW
- HNL
2 stops16h 43m
Delta
Tue 5/1912:29 pm
HNL
- MDW
2 stops15h 13m
Delta
Deal found 3/6![Delta logo]()
$705
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated March 10, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated March 10, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/710:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Thu 4/168:15 am
HNL
- MDW
1 stop15h 45m
Southwest
Deal found 3/6![Southwest logo]()
$411
This Alaska Airlines deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:10 pm
ORD
- HNL
1 stop24h 52m
Multiple Airlines
Thu 4/237:00 am
HNL
- ORD
1 stop11h 59m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/77:45 pm
ORD
- HNL
1 stop33h 14m
Multiple Airlines
Wed 4/151:22 pm
HNL
- ORD
2 stops35h 28m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$429
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/117:45 pm
ORD
- HNL
1 stop19h 14m
Multiple Airlines
Wed 4/151:22 pm
HNL
- ORD
2 stops29h 05m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$422
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:18 pm
ORD
- HNL
1 stop11h 31m
United Airlines
Mon 4/209:40 pm
HNL
- ORD
1 stop10h 35m
United Airlines
Deal found 3/5![United Airlines logo]()
$421
This Southwest deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/139:45 pm
MDW
- HNL
1 stop17h 05m
Southwest
Mon 5/411:55 am
HNL
- MDW
1 stop12h 30m
Southwest
Deal found 3/9![Southwest logo]()
$421
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:50 am
ORD
- HNL
1 stop13h 42m
Multiple Airlines
Thu 4/307:23 am
HNL
- ORD
1 stop11h 20m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$414
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:35 am
MDW
- HNL
2 stops17h 30m
Southwest
Thu 4/3011:55 am
HNL
- MDW
1 stop12h 30m
Southwest
Deal found 3/5![Southwest logo]()
$417
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
MDW
- HNL
1 stop12h 45m
Delta
Thu 5/72:45 pm
HNL
- MDW
1 stop12h 58m
Delta
Deal found 3/8![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2812:46 pm
ORD
- HNL
1 stop13h 34m
Delta
Thu 5/72:45 pm
HNL
- ORD
1 stop12h 42m
Delta
Deal found 3/8![Delta logo]()
$424
This CheapOair deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/288:00 am
ORD
- HNL
2 stops17h 27m
Multiple Airlines
Tue 5/127:45 am
HNL
- ORD
1 stop16h 20m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$426
This Southwest deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:45 am
ORD
- HNL
2 stops18h 15m
Southwest
Tue 5/58:55 pm
HNL
- ORD
1 stop16h 55m
Southwest
Deal found 3/5![Southwest logo]()
$417
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 March 10, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated March 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:36 pm
ORD
- HNL
3 stops36h 23m
Multiple Airlines
Deal found 3/5![Multiple Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:00 am
ORD
- HNL
1 stop12h 40m
Delta
Deal found 3/10![Delta logo]()
$222
This Delta deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:50 am
ORD
- HNL
2 stops17h 30m
Delta
Deal found 3/9![Delta logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:53 pm
ORD
- HNL
2 stops23h 09m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:36 pm
ORD
- HNL
3 stops46h 23m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/108:42 am
ORD
- HNL
2 stops17h 24m
Delta
Deal found 3/10![Delta logo]()
$228
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/131:24 pm
MDW
- HNL
2 stops13h 21m
Delta
Deal found 3/10![Delta logo]()
$228
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:05 am
ORD
- HNL
2 stops23h 54m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:50 am
ORD
- HNL
1 stop16h 36m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$230
This Alaska Airlines deal was found by Cheapflights users on 3/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/38:50 am
ORD
- HNL
1 stop16h 36m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$231
This Delta deal was found by Cheapflights users on 3/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:50 am
ORD
- HNL
2 stops17h 30m
Delta
Deal found 3/10![Delta logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 3/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/172:00 pm
ORD
- HNL
1 stop14h 59m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$235
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 March 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $398 (Kiwi.com) |
One-way from | $221 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $766 |
Good round-trip deal | $641 or less |
Good one-way deal | $350 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 March 10, 2026.
Use the filters below to find and compare flights from Chicago to O'ahu that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 4/28
8:50 am-8:26 pm
1 stop16h 36m
Honolulu
Wed 5/6
10:00 pm-11:43 pm
1 stop20h 43m
$478
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Mon 4/27
6:00 am-1:45 pm
1 stop12h 45m
Honolulu
Mon 5/11
9:30 pm-6:33 pm
2 stops16h 03m
$490
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 4/12
7:00 am-4:17 pm
1 stop14h 17m
Honolulu
Fri 4/17
7:00 am-11:28 pm
1 stop11h 28m
$502
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 4/14
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Tue 4/21
12:25 pm-8:01 am
2 stops14h 36m
$555
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 4/23
8:50 am-9:20 pm
2 stops17h 30m
Honolulu
Thu 4/30
4:10 pm-10:19 am
2 stops13h 09m
$555
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 4/12
7:59 pm-12:02 pm
1 stop21h 03m
Honolulu
Sat 4/18
12:10 pm-2:21 pm
1 stop21h 11m
$573
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 4/14
7:30 am-9:00 pm
2 stops18h 30m
Honolulu
Mon 4/20
8:55 pm-2:15 pm
2 stops12h 20m
$615
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 4/9
9:30 am-8:53 pm
2 stops16h 23m
Honolulu
Thu 4/16
3:15 pm-8:47 am
1 stop12h 32m
$620
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 5/2
10:00 am-9:05 pm
1 stop16h 05m
Honolulu
Tue 5/12
9:25 pm-2:30 pm
1 stop12h 05m
$621
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Tue 7/28
6:00 am-7:21 pm
2 stops18h 21m
Honolulu
Tue 8/4
9:59 pm-2:00 pm
1 stop11h 01m
$622
Showing 1-10 of 41 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, January is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $310). Flying from Chicago to O'ahu in July is currently the most expensive (average of $663). 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 March 10, 2026.
When flying from Chicago to O'ahu, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Weekly flight availability from Chicago to O'ahu
Explore weekly flight availability from Chicago to O'ahu. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 10, 2026.
The most flights from CHI to zzFUW are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
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 March 10, 2026.
Read through reviews of airlines operating flights from Chicago to O'ahu, such as Alaska Airlines,Southwest, andDelta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
Crew
8.5
Food
7.1
Boarding
8.1
Comfort
7.8
Entertainment
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentFranzi,Mar 2026
SFO - PDX
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 March 10, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Chicago to O'ahu
Discover the top 6 airlines that operate flights from Chicago to O'ahu. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$585 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$369 | Average$705 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$419 | Average$945 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$429 | Average$673 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$466 | Average$799 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$520 | Average$761 | FlexibilityNo cancel fee | On-time63% |