$213+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Oct 15 — Oct 221
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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 15, 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 15, 2026.
This Alaska Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/196:00 am -
1 stop14h 20m
Mon 10/196:50 pm -
2 stops15h 03m
Deal found 9/12![Multiple Airlines logo]()
$553
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/247:00 am -
1 stop13h 20m
Wed 11/411:09 pm -
1 stop20h 40m
Deal found 9/15![Multiple Airlines logo]()
$564
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/1611:50 am -
2 stops14h 40m
Tue 10/201:10 pm -
1 stop11h 45m
Deal found 9/15![Southwest logo]()
$564
This Kissandfly.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:40 pm -
2 stops18h 21m
Fri 10/169:40 pm -
2 stops21h 14m
Deal found 9/15![Multiple Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Mon 10/2610:00 am -
Nonstop9h 06m
Mon 11/97:00 pm -
Nonstop8h 27m
Deal found 9/14![American Airlines logo]()
$566
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Tue 11/310:00 am -
Nonstop9h 18m
Tue 11/107:00 pm -
Nonstop8h 27m
Deal found 9/15![American Airlines logo]()
$567
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/46:20 am -
2 stops18h 28m
Wed 11/1110:45 pm -
2 stops17h 32m
Deal found 9/13![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/149:30 am -
1 stop15h 27m
Wed 11/188:25 pm -
1 stop11h 38m
Deal found 9/14![Delta logo]()
$570
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/2612:42 pm -
1 stop13h 28m
Mon 11/94:55 pm -
Nonstop8h 06m
Deal found 9/11![United Airlines logo]()
$572
This Delta deal was found by Cheapflights users on 9/10. 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.
Tue 11/176:00 am -
1 stop12h 45m
Tue 11/241:20 pm -
2 stops15h 30m
Deal found 9/10![Delta logo]()
$572
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/213:49 pm -
1 stop13h 05m
Thu 10/291:55 pm -
1 stop10h 45m
Deal found 9/14![Alaska Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/1512:50 pm -
1 stop11h 58m
Mon 10/199:25 pm -
1 stop15h 25m
Deal found 9/14![Delta logo]()
$574
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 15, 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 15, 2026.
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 12/99:35 am -
Nonstop9h 12m
Tue 12/152:25 pm -
1 stop11h 34m
Deal found 9/15![United Airlines logo]()
$577
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/195:25 am -
1 stop12h 15m
Mon 10/199:55 pm -
2 stops12h 50m
Deal found 9/12![Southwest logo]()
$592
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/155:46 pm -
2 stops21h 12m
Mon 10/198:35 pm -
2 stops16h 45m
Deal found 9/15![Multiple Airlines logo]()
$602
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/118:29 am -
2 stops16h 28m
Fri 11/201:20 pm -
2 stops15h 44m
Deal found 9/15![Delta logo]()
$639
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/275:55 am -
2 stops13h 30m
Fri 12/411:15 pm -
1 stop11h 00m
Deal found 9/15![Southwest logo]()
$614
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/96:40 am -
2 stops18h 17m
Fri 11/1310:45 pm -
2 stops13h 56m
Deal found 9/13![Delta logo]()
$643
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/279:00 am -
2 stops16h 12m
Thu 12/39:37 pm -
2 stops14h 54m
Deal found 9/15![Multiple Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 11/149:30 am -
1 stop15h 27m
Sat 11/2110:45 pm -
1 stop10h 47m
Deal found 9/14![Delta logo]()
$644
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1310:15 am -
1 stop14h 50m
Sat 12/1910:50 pm -
2 stops13h 40m
Deal found 9/10![Southwest logo]()
$670
This Alaska Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 -
2 stops18h 06m
Sat 11/1412:40 pm -
1 stop20h 37m
Deal found 9/11![Multiple Airlines logo]()
$691
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 9/242:50 pm -
1 stop13h 17m
Deal found 9/15![Delta logo]()
$670
This Southwest deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 11/97:30 am -
2 stops17h 40m
Fri 11/1310:50 pm -
2 stops15h 05m
Deal found 9/13![Southwest logo]()
$671
This Southwest deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 9/1910:00 am -
2 stops16h 25m
Wed 12/911:15 pm -
2 stops14h 10m
Deal found 9/12![Southwest logo]()
$671
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/197:45 am -
2 stops13h 53m
Mon 9/217:49 pm -
1 stop11h 06m
Deal found 9/15![Delta logo]()
$676
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/27:45 am -
1 stop14h 05m
Thu 12/1710:45 pm -
2 stops17h 00m
Deal found 9/14![Delta logo]()
$681
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/319:25 am -
1 stop11h 50m
Sun 11/110:05 pm -
1 stop15h 25m
Deal found 9/10![Southwest logo]()
$714
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 stops13h 56m
Deal found 9/13![Delta logo]()
$681
This Southwest deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/3010:20 am -
1 stop15h 55m
Sun 10/411:55 am -
1 stop12h 45m
Deal found 9/14![Southwest logo]()
$747
This Delta deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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
Tue 10/61:05 pm -
2 stops14h 39m
Deal found 9/13![Delta logo]()
$708
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 9/212:50 pm -
1 stop11h 35m
Thu 9/248:00 am -
1 stop11h 30m
Deal found 9/11![Southwest logo]()
$759
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/14![Delta logo]()
$751
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated September 15, 2026 and is based on user searches.
This Kissandfly.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:40 pm -
2 stops18h 21m
Fri 10/169:40 pm -
2 stops21h 14m
Deal found 9/15![Multiple Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/1512:50 pm -
1 stop11h 58m
Mon 10/199:25 pm -
1 stop15h 25m
Deal found 9/14![Delta logo]()
$574
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/157:49 pm -
1 stop21h 05m
Tue 10/2011:30 pm -
1 stop13h 50m
Deal found 9/14![Multiple Airlines logo]()
$575
This Southwest deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/1611:50 am -
2 stops14h 40m
Tue 10/201:10 pm -
1 stop11h 45m
Deal found 9/15![Southwest logo]()
$564
This Alaska Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” 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 10/196:00 am -
1 stop14h 20m
Mon 10/196:50 pm -
2 stops15h 03m
Deal found 9/12![Multiple Airlines logo]()
$553
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/213:49 pm -
1 stop13h 05m
Thu 10/291:55 pm -
1 stop10h 45m
Deal found 9/14![Alaska Airlines logo]()
$573
This Southwest deal was found by Cheapflights users on 9/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:55 pm -
1 stop11h 35m
Mon 10/269:25 pm -
2 stops13h 20m
Deal found 9/10![Southwest logo]()
$572
This Alaska Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 10/247:00 am -
1 stop13h 20m
Fri 11/611:09 pm -
1 stop15h 50m
Deal found 9/15![Multiple Airlines logo]()
$564
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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.
Mon 10/2610:00 am -
Nonstop9h 06m
Mon 11/97:00 pm -
Nonstop8h 27m
Deal found 9/14![American Airlines logo]()
$566
This United Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 10/2612:42 pm -
1 stop13h 28m
Mon 11/94:55 pm -
Nonstop8h 06m
Deal found 9/11![United Airlines logo]()
$572
This Alaska Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” 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 10/266:00 am -
1 stop12h 30m
Mon 10/2611:55 pm -
1 stop13h 25m
Deal found 9/13![Multiple Airlines logo]()
$576
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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.
Tue 10/2710:00 am -
Nonstop9h 06m
Mon 11/27:00 pm -
Nonstop8h 27m
Deal found 9/15![American Airlines logo]()
$567
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 15, 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 15, 2026.
This Priceline deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:27 am -
1 stop18h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Multiple Airlines logo]()
$213
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/157:45 am -
1 stop17h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/196:00 am -
2 stops22h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$221
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/144:30 pm -
1 stop32h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$223
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 10/177:20 am -
2 stops19h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$234
This Southwest deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/1011:55 am -
2 stops13h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Southwest logo]()
$241
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 9/14![Multiple Airlines logo]()
$245
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/127:45 am -
1 stop17h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$247
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” 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 12/109:00 am -
2 stops19h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$251
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” 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 11/135:55 pm -
2 stops22h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Delta logo]()
$252
This Alaska Airlines deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” 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 11/112:15 pm -
1 stop26h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Multiple Airlines logo]()
$258
This Alaska Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:00 am -
2 stops19h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$260
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 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $506 (Travelocity) |
One-way from | $213 (Priceline) |
Popular in | June |
Cheapest in | February |
Average price | $800 |
Good round-trip deal | $788 or less |
Good one-way deal | $375 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 15, 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
Mon 12/14
6:00 am-9:12 pm
2 stops19h 12m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$221
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Tue 11/10
11:55 am-9:20 pm
2 stops13h 25m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$241
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 10/19
7:49 pm-11:54 am
1 stop21h 05m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$245
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 11/12
7:45 am-8:57 pm
1 stop17h 12m
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
Tue 10/27
6:20 am-7:59 pm
2 stops18h 39m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$271
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Tue 10/27
12:42 pm-9:10 pm
1 stop13h 28m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$289
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 12/3
12:40 pm-10:05 pm
1 stop13h 25m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$289
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sat 10/31
6:04 am-7:59 pm
2 stops18h 55m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$291
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 10/15
12:50 pm-7:48 pm
1 stop11h 58m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$293
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Mon 10/19
6:04 am-1:36 pm
1 stop12h 32m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$293
Showing 1-10 of 42 resultsSorted by cheapest first
Best time to book a flight from Chicago to O'ahu
Have a flexible travel schedule? Discover the best time to fly to O'ahu from Chicago with our price prediction graph.
ORD-HNL
MDW-HNL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to O'ahu
CHI-zzFUW
ORD-HNL
MDW-HNL
What is the cheapest month to book a flight from Chicago to O'ahu?
Currently, February is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $610). Flying from Chicago to O'ahu in June is currently the most expensive (average of $999). 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 15, 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 September 15, 2026.
The most flights from CHI to zzFUW are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
How far ahead should I book a flight from Chicago to O'ahu?
Booking 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 15, 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.
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Crew
8.6
Comfort
8.0
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
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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Complete your trip
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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 15, 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 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$363 | Average$673 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$395 | Average$890 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$678 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$439 | Average$784 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$478 | Average$812 | FlexibilityNo cancel fee | On-time71% |