$230+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
May 7 — May 141
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 April 7, 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 April 7, 2026.
This Alaska Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 5/48:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Thu 5/77:00 am
HNL
- ORD
1 stop11h 59m
Alaska Airlines
Deal found 4/3![Alaska Airlines logo]()
$437
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sun 9/69:30 am
ORD
- HNL
Nonstop8h 58m
United Airlines
Tue 9/151:00 pm
HNL
- ORD
1 stop11h 39m
United Airlines
Deal found 4/2![United Airlines logo]()
$438
This United Airlines deal was found by Cheapflights users on 4/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/81:58 pm
ORD
- HNL
1 stop10h 50m
United Airlines
Tue 9/159:40 pm
HNL
- ORD
1 stop10h 35m
United Airlines
Deal found 4/4![United Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/112:40 pm
ORD
- HNL
1 stop11h 41m
Delta
Wed 9/92:50 pm
HNL
- ORD
1 stop12h 06m
Delta
Deal found 4/6![Delta logo]()
$454
This Southwest deal was found by Cheapflights users on 4/5. 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 5/49:45 pm
MDW
- HNL
1 stop17h 05m
Southwest
Thu 5/78:10 am
HNL
- MDW
1 stop15h 25m
Southwest
Deal found 4/5![Southwest logo]()
$460
This Southwest deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:15 am
ORD
- HNL
1 stop13h 05m
Southwest
Thu 5/79:05 pm
HNL
- ORD
1 stop16h 45m
Southwest
Deal found 4/7![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Tue 5/129:25 pm
HNL
- MDW
1 stop12h 05m
Southwest
Deal found 4/6![Southwest logo]()
$464
This Delta deal was found by Cheapflights users on 4/5. 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.
Sun 8/237:30 am
ORD
- HNL
2 stops16h 51m
Delta
Tue 9/14:05 pm
HNL
- ORD
2 stops13h 19m
Delta
Deal found 4/5![Delta logo]()
$465
This Southwest deal was found by Cheapflights users on 4/3. 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 4/297:30 am
MDW
- HNL
2 stops18h 30m
Southwest
Tue 5/58:00 am
HNL
- MDW
2 stops17h 00m
Southwest
Deal found 4/3![Southwest logo]()
$465
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:00 am
ORD
- HNL
1 stop11h 34m
Multiple Airlines
Fri 9/257:40 am
HNL
- ORD
1 stop11h 01m
Multiple Airlines
Deal found 4/3![Multiple Airlines logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 4/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:00 am
ORD
- HNL
1 stop11h 34m
Multiple Airlines
Wed 9/167:30 am
HNL
- ORD
1 stop11h 27m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$471
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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 9/97:00 am
ORD
- HNL
1 stop11h 34m
Multiple Airlines
Fri 9/187:30 am
HNL
- ORD
1 stop11h 27m
Multiple Airlines
Deal found 4/2![Multiple Airlines logo]()
$472
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 April 7, 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 April 7, 2026.
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:00 am
ORD
- HNL
2 stops18h 00m
Southwest
Tue 5/129:25 pm
HNL
- ORD
2 stops16h 25m
Southwest
Deal found 4/4![Southwest logo]()
$534
This Delta deal was found by Cheapflights users on 4/5. 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 5/76:24 am
ORD
- HNL
2 stops15h 19m
Delta
Mon 5/111:50 pm
HNL
- ORD
2 stops13h 46m
Delta
Deal found 4/5![Delta logo]()
$551
This Alaska Airlines deal was found by Cheapflights users on 4/2. 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.
Sun 4/196:00 am
ORD
- HNL
1 stop14h 05m
Alaska Airlines
Tue 4/2810:00 pm
HNL
- ORD
1 stop16h 03m
Alaska Airlines
Deal found 4/2![Alaska Airlines logo]()
$714
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:00 am
MDW
- HNL
2 stops20h 45m
Delta
Wed 4/293:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 4/2![Delta logo]()
$593
This Southwest deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:45 am
ORD
- HNL
2 stops18h 20m
Southwest
Sun 5/109:45 pm
HNL
- ORD
2 stops15h 50m
Southwest
Deal found 4/7![Southwest logo]()
$595
This Southwest deal was found by Cheapflights users on 4/5. 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 4/227:45 am
ORD
- HNL
2 stops18h 20m
Southwest
Tue 4/289:25 pm
HNL
- ORD
2 stops16h 25m
Southwest
Deal found 4/5![Southwest logo]()
$602
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:15 am
ORD
- HNL
1 stop19h 05m
Delta
Tue 4/288:35 pm
HNL
- ORD
2 stops13h 35m
Delta
Deal found 4/2![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
MDW
- HNL
1 stop12h 45m
Delta
Mon 4/273:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 4/2![Delta logo]()
$662
This Southwest deal was found by Cheapflights users on 4/5. 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.
Sun 5/1011:55 am
MDW
- HNL
2 stops14h 05m
Southwest
Sat 5/161:00 pm
HNL
- MDW
1 stop11h 50m
Southwest
Deal found 4/5![Southwest logo]()
$666
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/226:00 am
MDW
- HNL
1 stop12h 45m
Delta
Fri 4/243:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 4/2![Delta logo]()
$678
This Southwest deal was found by Cheapflights users on 4/6. 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.
Thu 4/1610:10 am
MDW
- HNL
1 stop15h 55m
Southwest
Sat 4/2511:10 am
HNL
- MDW
1 stop12h 50m
Southwest
Deal found 4/6![Southwest logo]()
$709
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:00 am
MDW
- HNL
1 stop12h 45m
Delta
Fri 4/243:15 pm
HNL
- MDW
1 stop12h 32m
Delta
Deal found 4/2![Delta logo]()
$678
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Sun 5/108:10 am
HNL
- MDW
1 stop15h 25m
Southwest
Deal found 4/4![Southwest logo]()
$734
This Delta deal was found by Cheapflights users on 4/5. 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.
Wed 4/229:29 am
MDW
- HNL
2 stops16h 51m
Delta
Tue 4/284:10 pm
HNL
- MDW
2 stops15h 33m
Delta
Deal found 4/5![Delta logo]()
$689
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/205:25 am
MDW
- HNL
2 stops13h 55m
Southwest
Thu 4/239:25 pm
HNL
- MDW
2 stops13h 50m
Southwest
Deal found 4/6![Southwest logo]()
$745
This Delta deal was found by Cheapflights users on 4/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/91:16 pm
MDW
- HNL
2 stops26h 52m
Delta
Thu 7/21:00 pm
HNL
- MDW
2 stops18h 36m
Delta
Deal found 4/4![Delta logo]()
$721
This Southwest deal was found by Cheapflights users on 4/6. 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 4/105:25 am
MDW
- HNL
1 stop11h 50m
Southwest
Fri 4/1711:55 am
HNL
- MDW
1 stop12h 30m
Southwest
Deal found 4/6![Southwest logo]()
$764
This Delta deal was found by Cheapflights users on 4/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:00 am
ORD
- HNL
1 stop12h 07m
Delta
Tue 6/21:50 pm
HNL
- ORD
2 stops16h 57m
Delta
Deal found 4/4![Delta logo]()
$763
This Southwest deal was found by Cheapflights users on 4/6. 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.
Wed 5/207:45 am
ORD
- HNL
2 stops18h 15m
Southwest
Sun 5/318:50 pm
HNL
- ORD
2 stops13h 10m
Southwest
Deal found 4/6![Southwest logo]()
$875
This Delta deal was found by Cheapflights users on 4/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/238:36 am
ORD
- HNL
2 stops14h 23m
Delta
Wed 7/810:30 pm
HNL
- ORD
2 stops13h 29m
Delta
Deal found 4/2![Delta logo]()
$820
This Delta deal was found by Cheapflights users on 4/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:30 pm
ORD
- HNL
2 stops13h 31m
Delta
Thu 6/41:50 pm
HNL
- ORD
2 stops16h 57m
Delta
Deal found 4/4![Delta logo]()
$851
This Delta deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:35 am
ORD
- HNL
2 stops14h 01m
Delta
Thu 4/233:40 pm
HNL
- ORD
1 stop15h 46m
Delta
Deal found 4/6![Delta logo]()
$868
This Delta deal was found by Cheapflights users on 4/5. 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.
Sat 6/208:36 am
ORD
- HNL
2 stops17h 38m
Delta
Tue 6/301:00 pm
HNL
- ORD
2 stops17h 31m
Delta
Deal found 4/5![Delta logo]()
$876
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated April 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated April 7, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Tue 5/129:25 pm
HNL
- MDW
1 stop12h 05m
Southwest
Deal found 4/6![Southwest logo]()
$464
This Southwest deal was found by Cheapflights users on 4/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/279:45 pm
MDW
- HNL
1 stop17h 05m
Southwest
Thu 4/301:00 pm
HNL
- MDW
1 stop17h 05m
Southwest
Deal found 4/4![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 4/5. 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 4/279:30 am
ORD
- HNL
Nonstop9h 12m
United Airlines
Thu 4/3011:45 am
HNL
- ORD
1 stop12h 21m
United Airlines
Deal found 4/5![United Airlines logo]()
$484
This Alaska Airlines deal was found by Cheapflights users on 4/3. 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 4/288:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Tue 5/510:00 pm
HNL
- ORD
1 stop16h 03m
Alaska Airlines
Deal found 4/3![Alaska Airlines logo]()
$454
This Southwest deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:15 am
ORD
- HNL
1 stop13h 05m
Southwest
Thu 5/79:05 pm
HNL
- ORD
1 stop16h 45m
Southwest
Deal found 4/7![Southwest logo]()
$464
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:00 am
ORD
- HNL
1 stop12h 13m
Multiple Airlines
Tue 5/510:00 pm
HNL
- ORD
1 stop16h 03m
Multiple Airlines
Deal found 4/4![Multiple Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 4/3. 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 4/297:30 am
MDW
- HNL
2 stops18h 30m
Southwest
Tue 5/58:00 am
HNL
- MDW
2 stops17h 00m
Southwest
Deal found 4/3![Southwest logo]()
$465
This Alaska Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 5/48:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Thu 5/77:00 am
HNL
- ORD
1 stop11h 59m
Alaska Airlines
Deal found 4/3![Alaska Airlines logo]()
$437
This Southwest deal was found by Cheapflights users on 4/5. 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 5/49:45 pm
MDW
- HNL
1 stop17h 05m
Southwest
Thu 5/78:10 am
HNL
- MDW
1 stop15h 25m
Southwest
Deal found 4/5![Southwest logo]()
$460
This United Airlines deal was found by Cheapflights users on 4/3. 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 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
Thu 5/74:50 pm
HNL
- ORD
Nonstop8h 11m
United Airlines
Deal found 4/3![United Airlines logo]()
$475
This Alaska Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Tue 5/127:00 am
HNL
- ORD
1 stop11h 59m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 4/3. 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 5/48:00 am
ORD
- HNL
2 stops18h 00m
Southwest
Thu 5/79:05 pm
HNL
- ORD
1 stop16h 45m
Southwest
Deal found 4/3![Southwest logo]()
$483
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 April 7, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated April 7, 2026.
This Alaska Airlines deal was found by Cheapflights users on 4/3. 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.
Mon 5/48:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Deal found 4/3![Alaska Airlines logo]()
$230
This Southwest deal was found by Cheapflights users on 4/3. 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 5/510:05 am
MDW
- HNL
1 stop15h 55m
Southwest
Deal found 4/3![Southwest logo]()
$230
This Southwest deal was found by Cheapflights users on 4/5. 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 5/48:00 am
ORD
- HNL
2 stops18h 00m
Southwest
Deal found 4/5![Southwest logo]()
$236
This United Airlines deal was found by Cheapflights users on 4/6. 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 4/279:30 am
ORD
- HNL
Nonstop9h 12m
United Airlines
Deal found 4/6![United Airlines logo]()
$238
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Wed 5/611:18 am
ORD
- HNL
1 stop13h 31m
United Airlines
Deal found 4/2![United Airlines logo]()
$243
This Alaska Airlines deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/298:50 am
ORD
- HNL
1 stop13h 42m
Alaska Airlines
Deal found 4/7![Alaska Airlines logo]()
$247
This Delta deal was found by Cheapflights users on 4/6. 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 4/296:00 am
MDW
- HNL
1 stop12h 45m
Delta
Deal found 4/6![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 4/6. 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 5/57:35 am
ORD
- HNL
2 stops14h 01m
Delta
Deal found 4/6![Delta logo]()
$253
This Delta deal was found by Cheapflights users on 4/6. 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 5/68:50 am
ORD
- HNL
2 stops17h 30m
Delta
Deal found 4/6![Delta logo]()
$258
This Delta deal was found by Cheapflights users on 4/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:35 am
ORD
- HNL
2 stops18h 45m
Delta
Deal found 4/7![Delta logo]()
$263
This United Airlines deal was found by Cheapflights users on 4/6. 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.
Thu 4/3011:18 am
ORD
- HNL
1 stop13h 31m
United Airlines
Deal found 4/6![United Airlines logo]()
$266
This Delta deal was found by Cheapflights users on 4/6. 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.
Mon 5/48:50 am
ORD
- HNL
2 stops17h 30m
Delta
Deal found 4/6![Delta logo]()
$268
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 April 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $437 (Alaska Airlines) |
One-way from | $230 (Alaska Airlines) |
Popular in | June |
Cheapest in | January |
Average price | $735 |
Good round-trip deal | $669 or less |
Good one-way deal | $410 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 April 7, 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
Mon 5/4
8:00 am-9:00 pm
2 stops18h 00m
Honolulu
Tue 5/12
9:25 pm-6:50 pm
2 stops16h 25m
$534
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 5/7
6:24 am-4:43 pm
2 stops15h 19m
Honolulu
Mon 5/11
1:50 pm-8:36 am
2 stops13h 46m
$551
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 4/25
6:00 am-9:45 pm
2 stops20h 45m
Honolulu
Wed 4/29
3:15 pm-8:47 am
1 stop12h 32m
$593
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 5/6
7:45 am-9:05 pm
2 stops18h 20m
Honolulu
Sun 5/10
9:45 pm-6:35 pm
2 stops15h 50m
$595
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Wed 4/22
7:45 am-9:05 pm
2 stops18h 20m
Honolulu
Tue 4/28
9:25 pm-6:50 pm
2 stops16h 25m
$602
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 4/24
7:15 am-9:20 pm
1 stop19h 05m
Honolulu
Tue 4/28
8:35 pm-3:10 pm
2 stops13h 35m
$652
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Thu 4/23
6:00 am-1:45 pm
1 stop12h 45m
Honolulu
Mon 4/27
3:15 pm-8:47 am
1 stop12h 32m
$662
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sun 5/10
11:55 am-9:00 pm
2 stops14h 05m
Honolulu
Sat 5/16
1:00 pm-5:50 am
1 stop11h 50m
$666
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 4/22
6:00 am-1:45 pm
1 stop12h 45m
Honolulu
Fri 4/24
3:15 pm-8:47 am
1 stop12h 32m
$678
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Tue 4/21
6:00 am-1:45 pm
1 stop12h 45m
Honolulu
Fri 4/24
3:15 pm-8:47 am
1 stop12h 32m
$678
Showing 1-10 of 43 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.
MDW-HNL
ORD-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
MDW-HNL
ORD-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 $650). 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 April 7, 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 April 7, 2026.
The most flights from CHI to zzFUW are scheduled on a Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 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 April 7, 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.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 April 7, 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 April 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$242 | Average$650 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$331 | Average$654 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$400 | Average$922 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$666 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$464 | Average$816 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$768 | FlexibilityNo cancel fee | On-time63% |