$244+ Cheap flights from Chicago (CHI) to O'ahu
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Sep 16 — Sep 231
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 August 17, 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 August 17, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/36:00 am -
2 stops17h 12m
Thu 9/107:31 am -
1 stop11h 28m
Deal found 8/13![Multiple Airlines logo]()
$624
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 9/102:50 pm -
1 stop11h 35m
Mon 9/1411:55 am -
1 stop12h 50m
Deal found 8/13![Southwest logo]()
$624
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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 9/91:03 pm -
1 stop13h 21m
Mon 9/142:56 pm -
1 stop16h 11m
Deal found 8/14![Alaska Airlines logo]()
$625
This Southwest deal was found by Cheapflights users on 8/14. 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.
Tue 9/2910:20 am -
2 stops15h 55m
Tue 10/610:25 pm -
2 stops12h 20m
Deal found 8/14![Southwest logo]()
$625
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/18:25 am -
2 stops17h 47m
Thu 10/810:40 pm -
1 stop13h 13m
Deal found 8/16![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 9/257:07 am -
1 stop14h 31m
Mon 9/2812:35 pm -
2 stops14h 55m
Deal found 8/14![Delta logo]()
$627
This Delta deal was found by Cheapflights users on 8/14. 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 9/269:30 am -
1 stop16h 42m
Mon 10/59:30 pm -
1 stop21h 20m
Deal found 8/14![Delta logo]()
$628
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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 9/216:00 am -
2 stops20h 08m
Thu 9/2412:45 pm -
1 stop12h 35m
Deal found 8/13![Multiple Airlines logo]()
$629
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/2810:10 am -
1 stop16h 10m
Mon 10/58:55 pm -
1 stop13h 50m
Deal found 8/14![Southwest logo]()
$629
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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.
Tue 12/17:55 pm -
1 stop20h 50m
Tue 12/88:00 am -
1 stop11h 59m
Deal found 8/14![Multiple Airlines logo]()
$630
This Delta deal was found by Cheapflights users on 8/14. 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 9/245:44 pm -
2 stops27h 54m
Wed 9/301:00 pm -
2 stops14h 30m
Deal found 8/14![Delta logo]()
$631
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 9/248:00 am -
2 stops19h 56m
Mon 9/288:00 am -
2 stops17h 20m
Deal found 8/15![Multiple Airlines logo]()
$632
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 August 17, 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 August 17, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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 1/208:00 am -
2 stops16h 55m
Wed 2/311:20 pm -
1 stop10h 34m
Deal found 8/14![Multiple Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 8/14. 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 1/232:55 pm -
1 stop30h 17m
Tue 2/210:59 pm -
2 stops18h 54m
Deal found 8/14![Delta logo]()
$637
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2210:20 am -
1 stop15h 55m
Tue 9/298:10 am -
1 stop15h 20m
Deal found 8/17![Southwest logo]()
$644
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 1/117:40 am -
1 stop11h 49m
Fri 1/158:16 am -
1 stop24h 59m
Deal found 8/16![Alaska Airlines logo]()
$657
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 9/102:22 pm -
1 stop11h 08m
Thu 9/247:31 am -
1 stop11h 28m
Deal found 8/15![Multiple Airlines logo]()
$645
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 -
2 stops18h 57m
Sat 11/211:59 pm -
2 stops14h 51m
Deal found 8/17![Delta logo]()
$646
This Southwest deal was found by Cheapflights users on 8/12. 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 9/261:45 pm -
2 stops12h 40m
Fri 10/212:10 pm -
1 stop12h 40m
Deal found 8/12![Southwest logo]()
$674
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 -
2 stops18h 57m
Sun 11/224:25 pm -
2 stops15h 25m
Deal found 8/17![Delta logo]()
$646
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 1/142:03 pm -
1 stop11h 52m
Tue 1/267:30 pm -
2 stops14h 42m
Deal found 8/15![Multiple Airlines logo]()
$658
This Southwest deal was found by Cheapflights users on 8/14. 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.
Tue 9/2210:20 am -
1 stop15h 55m
Wed 9/308:15 am -
2 stops16h 40m
Deal found 8/14![Southwest logo]()
$680
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:30 am -
1 stop15h 29m
Sat 11/710:35 pm -
1 stop15h 15m
Deal found 8/12![Delta logo]()
$657
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 9/278:17 pm -
1 stop21h 02m
Sun 10/411:30 pm -
1 stop12h 20m
Deal found 8/13![Multiple Airlines logo]()
$658
This Southwest deal was found by Cheapflights users on 8/14. 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.
Fri 9/116:15 am -
1 stop11h 20m
Fri 9/188:10 am -
1 stop10h 40m
Deal found 8/14![Southwest logo]()
$689
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 1/136:00 am -
2 stops18h 55m
Fri 1/229:40 pm -
2 stops18h 15m
Deal found 8/15![Multiple Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 11/136:45 am -
2 stops18h 12m
Mon 11/1610:45 pm -
2 stops15h 20m
Deal found 8/16![Delta logo]()
$671
This Southwest deal was found by Cheapflights users on 8/14. 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.
Sat 9/1212:40 pm -
2 stops13h 45m
Mon 9/1411:55 am -
1 stop12h 50m
Deal found 8/14![Southwest logo]()
$710
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 10/159:00 am -
2 stops19h 21m
Mon 10/197:55 am -
2 stops16h 45m
Deal found 8/15![Multiple Airlines logo]()
$670
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:05 am -
1 stop12h 13m
Mon 9/142:50 pm -
1 stop13h 17m
Deal found 8/12![Delta logo]()
$705
This Southwest deal was found by Cheapflights users on 8/13. 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.
Fri 9/1811:10 am -
2 stops15h 15m
Mon 9/219:55 pm -
2 stops11h 50m
Deal found 8/13![Southwest logo]()
$715
This Alaska Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 10/299:00 am -
1 stop18h 11m
Sat 11/77:00 am -
1 stop12h 59m
Deal found 8/16![Multiple Airlines logo]()
$678
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/2112:27 pm -
2 stops13h 48m
Wed 10/283:15 pm -
1 stop13h 02m
Deal found 8/17![Delta logo]()
$716
This Southwest deal was found by Cheapflights users on 8/12. 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.
Wed 9/911:00 am -
2 stops15h 25m
Wed 9/168:55 pm -
2 stops12h 40m
Deal found 8/12![Southwest logo]()
$725
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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.
Wed 1/278:00 am -
2 stops16h 55m
Sat 2/610:25 pm -
1 stop10h 44m
Deal found 8/15![Multiple Airlines logo]()
$679
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated August 17, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 9/36:00 am -
2 stops17h 12m
Thu 9/107:31 am -
1 stop11h 28m
Deal found 8/13![Multiple Airlines logo]()
$624
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 9/46:00 am -
2 stops20h 22m
Thu 9/107:31 am -
1 stop11h 28m
Deal found 8/13![Multiple Airlines logo]()
$630
This Alaska Airlines deal was found by Cheapflights users on 8/14. 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 9/91:03 pm -
1 stop13h 21m
Mon 9/142:56 pm -
1 stop16h 11m
Deal found 8/14![Alaska Airlines logo]()
$625
This Southwest deal was found by Cheapflights users on 8/13. 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.
Thu 9/102:50 pm -
1 stop11h 35m
Mon 9/1411:55 am -
1 stop12h 50m
Deal found 8/13![Southwest logo]()
$624
This Expedia deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/171:03 pm -
1 stop13h 21m
Mon 9/2111:39 pm -
2 stops14h 42m
Deal found 8/17![Multiple Airlines logo]()
$633
This Alaska Airlines deal was found by Cheapflights users on 8/13. 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 9/216:00 am -
2 stops20h 08m
Thu 9/2412:45 pm -
1 stop12h 35m
Deal found 8/13![Multiple Airlines logo]()
$629
This Delta deal was found by Cheapflights users on 8/14. 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 9/245:44 pm -
2 stops27h 54m
Wed 9/301:00 pm -
2 stops14h 30m
Deal found 8/14![Delta logo]()
$631
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 9/248:00 am -
2 stops19h 56m
Mon 9/288:00 am -
2 stops17h 20m
Deal found 8/15![Multiple Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 8/14. 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.
Fri 9/257:07 am -
1 stop14h 31m
Mon 9/2812:35 pm -
2 stops14h 55m
Deal found 8/14![Delta logo]()
$627
This Delta deal was found by Cheapflights users on 8/14. 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 9/269:30 am -
1 stop16h 42m
Mon 10/59:30 pm -
1 stop21h 20m
Deal found 8/14![Delta logo]()
$628
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/2810:10 am -
1 stop16h 10m
Mon 10/58:55 pm -
1 stop13h 50m
Deal found 8/14![Southwest logo]()
$629
This Southwest deal was found by Cheapflights users on 8/14. 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.
Tue 9/2910:20 am -
2 stops15h 55m
Tue 10/610:25 pm -
2 stops12h 20m
Deal found 8/14![Southwest logo]()
$625
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 August 17, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:07 am -
1 stop14h 31m
Deal found 8/12![Delta logo]()
$244
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/96:30 pm -
1 stop21h 24m
Deal found 8/12![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 11/177:40 am -
1 stop17h 17m
Deal found 8/16![Delta logo]()
$246
This Delta deal was found by Cheapflights users on 8/15. 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 10/35:30 pm -
1 stop23h 01m
Deal found 8/15![Delta logo]()
$247
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 11/156:30 am -
2 stops18h 27m
Deal found 8/17![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 8/14. 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 11/156:00 am -
2 stops18h 57m
Deal found 8/14![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 11/146:19 pm -
2 stops21h 56m
Deal found 8/16![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 8/15. 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 10/34:30 pm -
2 stops24h 01m
Deal found 8/15![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 8/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:44 pm -
2 stops32h 28m
Deal found 8/12![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 8/13. 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 9/146:59 pm -
2 stops29h 29m
Deal found 8/13![Delta logo]()
$256
This Delta deal was found by Cheapflights users on 8/14. 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 11/127:40 am -
1 stop17h 17m
Deal found 8/14![Delta logo]()
$263
This Delta deal was found by Cheapflights users on 8/14. 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.
Mon 10/57:07 am -
1 stop14h 31m
Deal found 8/14![Delta logo]()
$265
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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $611 (Alaska Airlines) |
One-way from | $244 (Delta) |
Popular in | June |
Cheapest in | February |
Average price | $911 |
Good round-trip deal | $869 or less |
Good one-way deal | $423 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 August 17, 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
Wed 1/20
8:00 am-8:55 pm
2 stops16h 55m
Honolulu
Wed 2/3
11:20 pm-1:54 pm
1 stop10h 34m
$631
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sat 1/23
2:55 pm-5:12 pm
1 stop30h 17m
Honolulu
Tue 2/2
10:59 pm-9:53 pm
2 stops18h 54m
$637
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Tue 9/22
10:20 am-9:15 pm
1 stop15h 55m
Honolulu
Tue 9/29
8:10 am-4:30 am
1 stop15h 20m
$644
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 9/10
2:22 pm-8:30 pm
1 stop11h 08m
Honolulu
Thu 9/24
7:31 am-11:59 pm
1 stop11h 28m
$645
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sun 11/15
6:00 am-8:57 pm
2 stops18h 57m
Honolulu
Sat 11/21
1:59 pm-8:50 am
2 stops14h 51m
$646
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sun 11/15
6:00 am-8:57 pm
2 stops18h 57m
Honolulu
Sun 11/22
4:25 pm-11:50 am
2 stops15h 25m
$646
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 1/11
7:40 am-3:29 pm
1 stop11h 49m
Honolulu
Fri 1/15
8:16 am-1:15 pm
1 stop24h 59m
$657
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Tue 11/3
9:30 am-8:59 pm
1 stop15h 29m
Honolulu
Sat 11/7
10:35 pm-5:50 pm
1 stop15h 15m
$657
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 1/14
2:03 pm-9:55 pm
1 stop11h 52m
Honolulu
Tue 1/26
7:30 pm-2:12 pm
2 stops14h 42m
$658
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sun 9/27
8:17 pm-12:19 pm
1 stop21h 02m
Honolulu
Sun 10/4
11:30 pm-4:50 pm
1 stop12h 20m
$658
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 $613). Flying from Chicago to O'ahu in June is currently the most expensive (average of $1,000). 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 August 17, 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 August 17, 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 53 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 August 17, 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.
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - 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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Chicago and O'ahu flights
Browse other Chicago and O'ahu flight options. Last updated on August 17, 2026.
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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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$633 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$639 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$398 | Average$894 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$410 | Average$681 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$439 | Average$781 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$473 | Average$813 | FlexibilityNo cancel fee | On-time71% |