$243+ Cheap flights from Chicago (CHI) to O'ahu
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Oct 7 — Oct 141
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to O'ahu with Cheapflights
1. Tell us where you want to go
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 September 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 September 7, 2026.
This Delta deal was found by Cheapflights users on 9/6. 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 12/37:05 am -
1 stop12h 27m
Thu 12/38:50 pm -
1 stop11h 13m
Deal found 9/6![Delta logo]()
$592
This Alaska Airlines deal was found by Cheapflights users on 9/3. 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 12/17:55 pm -
1 stop30h 00m
Thu 12/103:33 pm -
1 stop11h 27m
Deal found 9/3![Multiple Airlines logo]()
$593
This Delta deal was found by Cheapflights users on 9/6. 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 10/136:44 pm -
2 stops30h 04m
Thu 10/222:51 pm -
1 stop13h 41m
Deal found 9/6![Delta logo]()
$593
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:00 am -
2 stops19h 14m
Tue 12/153:33 pm -
1 stop11h 27m
Deal found 9/3![Alaska Airlines logo]()
$594
This Travelocity deal was found by Cheapflights users on 9/3. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/108:00 am -
2 stops17h 31m
Mon 12/1410:25 pm -
1 stop10h 44m
Deal found 9/3![Multiple Airlines logo]()
$595
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:25 am -
2 stops17h 40m
Fri 12/1110:05 pm -
2 stops12h 45m
Deal found 9/2![Southwest logo]()
$595
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Wed 10/72:00 pm -
1 stop11h 03m
Mon 10/197:40 pm -
1 stop10h 48m
Deal found 9/4![United Airlines logo]()
$596
This Delta deal was found by Cheapflights users on 9/6. 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.
Sun 9/207:05 am -
1 stop11h 55m
Wed 9/302:50 pm -
1 stop12h 06m
Deal found 9/6![Delta logo]()
$597
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 9/256:05 am -
1 stop12h 13m
Wed 9/302:50 pm -
1 stop13h 17m
Deal found 9/6![Delta logo]()
$597
This Alaska Airlines deal was found by Cheapflights users on 9/2. 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.
Tue 10/207:20 am -
2 stops19h 58m
Mon 10/269:44 pm -
1 stop10h 34m
Deal found 9/2![Multiple Airlines logo]()
$598
This Delta deal was found by Cheapflights users on 9/6. 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 10/136:44 pm -
2 stops30h 04m
Fri 10/164:10 pm -
2 stops15h 37m
Deal found 9/6![Delta logo]()
$598
This Alaska Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:20 am -
1 stop12h 01m
Fri 11/208:24 am -
1 stop11h 25m
Deal found 9/2![Multiple Airlines logo]()
$599
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 September 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 September 7, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:46 pm -
2 stops21h 12m
Sat 10/3112:55 pm -
1 stop12h 05m
Deal found 9/3![Multiple Airlines logo]()
$612
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:23 am -
2 stops18h 34m
Sat 11/211:59 pm -
2 stops15h 05m
Deal found 9/3![Delta logo]()
$621
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:55 am -
2 stops19h 30m
Tue 10/2012:10 pm -
1 stop12h 40m
Deal found 9/2![Southwest logo]()
$635
This United Airlines deal was found by Cheapflights users on 9/4. 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 11/1010:55 am -
2 stops13h 35m
Wed 11/117:55 am -
2 stops12h 04m
Deal found 9/4![United Airlines logo]()
$741
This Alaska Airlines deal was found by Cheapflights users on 9/5. 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 11/87:20 am -
1 stop12h 01m
Sat 11/1412:40 pm -
1 stop20h 37m
Deal found 9/5![Multiple Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:05 am -
1 stop12h 13m
Thu 9/243:10 pm -
1 stop13h 39m
Deal found 9/3![Delta logo]()
$650
This Alaska Airlines deal was found by Cheapflights users on 9/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:20 am -
2 stops17h 01m
Thu 10/229:20 pm -
1 stop27h 20m
Deal found 9/6![Multiple Airlines logo]()
$641
This Southwest deal was found by Cheapflights users on 9/5. 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 9/2310:20 am -
1 stop15h 55m
Wed 9/308:15 am -
2 stops16h 40m
Deal found 9/5![Southwest logo]()
$709
This Delta deal was found by Cheapflights users on 9/2. 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 10/26:05 am -
1 stop12h 23m
Fri 10/97:45 pm -
2 stops16h 02m
Deal found 9/2![Delta logo]()
$656
This Alaska Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:20 am -
2 stops19h 58m
Wed 10/1411:59 pm -
2 stops19h 00m
Deal found 9/1![Multiple Airlines logo]()
$655
This Southwest deal was found by Cheapflights users on 9/4. 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.
Sat 9/262:05 pm -
1 stop12h 20m
Fri 10/212:10 pm -
1 stop12h 40m
Deal found 9/4![Southwest logo]()
$748
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:05 am -
2 stops17h 33m
Sun 12/610:35 pm -
2 stops15h 31m
Deal found 9/3![Delta logo]()
$714
This Alaska Airlines deal was found by Cheapflights users on 9/2. 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 10/77:20 am -
2 stops19h 58m
Tue 10/137:55 am -
2 stops16h 45m
Deal found 9/2![Multiple Airlines logo]()
$688
This Southwest deal was found by Cheapflights users on 9/3. 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 9/1412:15 pm -
2 stops14h 10m
Thu 9/178:55 pm -
2 stops12h 40m
Deal found 9/3![Southwest logo]()
$791
This Delta deal was found by Cheapflights users on 9/5. 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.
Mon 9/217:45 am -
2 stops16h 43m
Thu 9/241:00 pm -
2 stops14h 30m
Deal found 9/5![Delta logo]()
$734
This Alaska Airlines deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:22 pm -
1 stop11h 08m
Thu 9/248:30 am -
2 stops16h 50m
Deal found 9/2![Multiple Airlines logo]()
$693
This Delta deal was found by Cheapflights users on 9/6. 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 11/116:00 am -
1 stop12h 45m
Fri 11/204:15 pm -
1 stop13h 27m
Deal found 9/6![Delta logo]()
$747
This Delta deal was found by Cheapflights users on 9/4. 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.
Sun 11/19:29 am -
2 stops15h 19m
Thu 11/54:15 pm -
1 stop13h 17m
Deal found 9/4![Delta logo]()
$764
This Alaska Airlines deal was found by Cheapflights users on 9/3. 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 9/148:17 pm -
1 stop21h 02m
Thu 9/1710:14 am -
2 stops15h 06m
Deal found 9/3![Multiple Airlines logo]()
$773
This Delta deal was found by Cheapflights users on 9/5. 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 9/169:29 am -
2 stops14h 59m
Sat 9/2612:35 pm -
2 stops15h 32m
Deal found 9/5![Delta logo]()
$776
This Delta deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:20 am -
2 stops17h 28m
Sat 10/3112:00 pm -
2 stops15h 41m
Deal found 9/3![Delta logo]()
$797
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated September 7, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/6. 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.
Sun 9/207:05 am -
1 stop11h 55m
Wed 9/302:50 pm -
1 stop12h 06m
Deal found 9/6![Delta logo]()
$597
This Delta deal was found by Cheapflights users on 9/6. 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.
Fri 9/256:05 am -
1 stop12h 13m
Wed 9/302:50 pm -
1 stop13h 17m
Deal found 9/6![Delta logo]()
$597
This Booking.com deal was found by Cheapflights users on 9/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 am -
1 stop33h 47m
Thu 10/87:13 am -
1 stop11h 46m
Deal found 9/4![Multiple Airlines logo]()
$600
This United Airlines deal was found by Cheapflights users on 9/4. 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.
Wed 10/72:00 pm -
1 stop11h 03m
Mon 10/197:40 pm -
1 stop10h 48m
Deal found 9/4![United Airlines logo]()
$596
This Delta deal was found by Cheapflights users on 9/6. 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 10/136:44 pm -
2 stops30h 04m
Thu 10/222:51 pm -
1 stop13h 41m
Deal found 9/6![Delta logo]()
$593
This Delta deal was found by Cheapflights users on 9/6. 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 10/136:44 pm -
2 stops30h 04m
Fri 10/164:10 pm -
2 stops15h 37m
Deal found 9/6![Delta logo]()
$598
This Alaska Airlines deal was found by Cheapflights users on 9/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/149:00 am -
2 stops19h 21m
Sun 10/188:35 pm -
2 stops16h 45m
Deal found 9/6![Multiple Airlines logo]()
$593
This Alaska Airlines deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:16 pm -
1 stop20h 04m
Thu 10/229:51 pm -
1 stop16h 02m
Deal found 9/3![Multiple Airlines logo]()
$603
This Southwest deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:55 am -
2 stops19h 30m
Mon 10/269:55 pm -
2 stops12h 50m
Deal found 9/2![Southwest logo]()
$595
This Alaska Airlines deal was found by Cheapflights users on 9/2. 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.
Tue 10/207:20 am -
2 stops19h 58m
Mon 10/269:44 pm -
1 stop10h 34m
Deal found 9/2![Multiple Airlines logo]()
$598
This Expedia deal was found by Cheapflights users on 9/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:00 am -
2 stops17h 26m
Tue 10/2712:55 pm -
1 stop11h 45m
Deal found 9/3![Multiple Airlines logo]()
$595
This Southwest deal was found by Cheapflights users on 9/6. 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.
Sun 10/256:30 am -
1 stop11h 10m
Sat 10/311:10 pm -
1 stop11h 45m
Deal found 9/6![Southwest logo]()
$602
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 September 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 September 7, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:57 pm -
1 stop20h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$243
This Southwest deal was found by Cheapflights users on 9/3. 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 11/1110:00 am -
1 stop13h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Southwest logo]()
$247
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1510:00 am -
Nonstop9h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![American Airlines logo]()
$253
This Expedia deal was found by Cheapflights users on 9/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:20 am -
2 stops19h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Multiple Airlines logo]()
$254
This lol.travel deal was found by Cheapflights users on 9/5. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:00 am -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 9/6. 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 9/3012:50 pm -
1 stop11h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 9/6. 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 10/286:04 am -
1 stop12h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$262
This Alaska Airlines deal was found by Cheapflights users on 9/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:00 am -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$264
This Alaska Airlines deal was found by Cheapflights users on 9/5. 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.
Thu 10/16:00 am -
1 stop33h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$269
This Alaska Airlines deal was found by Cheapflights users on 9/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:00 am -
2 stops21h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 9/5. 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.
Mon 10/512:50 pm -
1 stop11h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$272
This Delta deal was found by Cheapflights users on 9/5. 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 11/156:00 am -
1 stop12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Delta logo]()
$272
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 September 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $592 (Delta) |
One-way from | $243 (Alaska Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $797 |
Good round-trip deal | $839 or less |
Good one-way deal | $420 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 7,457,451 searches. Data last updated September 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 Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sun 11/15
7:57 pm-12:28 pm
1 stop20h 31m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$243
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sun 11/15
7:25 am-7:30 pm
1 stop16h 05m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$247
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Fri 10/30
3:49 pm-11:54 pm
1 stop13h 05m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$264
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 10/19
6:20 am-4:41 pm
2 stops15h 21m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$268
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 10/5
12:50 pm-7:28 pm
1 stop11h 38m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$272
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 11/2
8:29 am-8:59 pm
2 stops16h 30m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$278
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 12/3
7:45 am-8:58 pm
2 stops17h 13m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$279
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sun 11/1
6:35 am-8:59 pm
2 stops18h 24m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$279
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Fri 11/13
7:45 am-8:57 pm
1 stop17h 12m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$287
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sat 10/31
6:20 am-7:59 pm
2 stops18h 39m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$301
Showing 1-10 of 40 resultsSorted by cheapest first
Best time to book a flight from Chicago to O'ahu
Have a flexible travel schedule? Discover the best time to fly to O'ahu from Chicago with our price prediction graph.
ORD-HNL
MDW-HNL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to O'ahu
CHI-zzFUW
ORD-HNL
MDW-HNL
What is the cheapest month to book a flight from Chicago to O'ahu?
Currently, February is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $611). Flying from Chicago to O'ahu in June is currently the most expensive (average of $998). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to FUW?
Find hourly flight availability from Chicago to O'ahu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 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.
How far ahead should I book a flight from Chicago to O'ahu?
Booking 58 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 September 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.
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Chicago to O'ahu. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Chicago to O'ahu
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Complete your trip
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Search flights from Chicago to O'ahu by cabin class
Find flights from Chicago to O'ahu, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and O'ahu flights
Browse other Chicago and O'ahu flight options. Last updated on September 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Chicago to O'ahu
Discover the top 5 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 7,457,451 searches. Data last updated September 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$363 | Average$665 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$395 | Average$892 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$675 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$439 | Average$781 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$478 | Average$809 | FlexibilityNo cancel fee | On-time71% |