$217+ Cheap flights from Chicago (CHI) to Honolulu (HNL)
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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Honolulu 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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago to Honolulu are usually found in February or January, booked 57 days in advance, depart on a Tuesday or Monday and return on a Wednesday
Cheap flight deals from Chicago to Honolulu
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Cheapest flights from Chicago to HonoluluExplore the most affordable flight options available from Chicago to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Chicago to Honolulu. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 9/147:20 am -
2 stops17h 42m
Thu 9/242:56 pm -
1 stop16h 11m
Deal found 8/18![Multiple Airlines logo]()
$603
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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
Tue 12/811:00 pm -
1 stop11h 12m
Deal found 8/18![Multiple Airlines logo]()
$604
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/187:20 am -
1 stop12h 01m
Thu 12/311:20 pm -
1 stop10h 34m
Deal found 8/18![Multiple Airlines logo]()
$605
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/187:49 pm -
1 stop21h 05m
Sun 10/259:51 pm -
1 stop21h 08m
Deal found 8/19![Multiple Airlines logo]()
$606
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/59:30 am -
2 stops16h 39m
Wed 11/1110:15 pm -
2 stops16h 44m
Deal found 8/18![Multiple Airlines logo]()
$607
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/155:25 am -
1 stop12h 15m
Wed 10/288:15 am -
1 stop15h 45m
Deal found 8/20![Southwest logo]()
$607
This Expedia deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/11:03 pm -
1 stop13h 21m
Wed 9/99:00 pm -
2 stops17h 21m
Deal found 8/19![Multiple Airlines logo]()
$608
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 12/39:20 am -
2 stops18h 25m
Wed 12/95:33 pm -
2 stops16h 21m
Deal found 8/18![Multiple Airlines logo]()
$609
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/157:20 am -
1 stop12h 00m
Mon 10/197:00 am -
1 stop11h 59m
Deal found 8/19![Alaska Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/1110:20 am -
2 stops16h 00m
Wed 9/168:55 pm -
2 stops12h 40m
Deal found 8/18![Southwest logo]()
$610
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/176:45 am -
2 stops18h 12m
Tue 11/244:25 pm -
2 stops15h 25m
Deal found 8/18![Delta logo]()
$611
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 11/16:04 am -
2 stops18h 55m
Thu 11/54:30 pm -
2 stops16h 17m
Deal found 8/20![Delta logo]()
$611
Best flights from Chicago to HonoluluDiscover carefully curated flight deals from Chicago to Honolulu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Chicago to Honolulu that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 12/39:20 am -
2 stops18h 25m
Wed 12/95:33 pm -
2 stops16h 21m
Deal found 8/19![Multiple Airlines logo]()
$609
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 10/77:20 am -
1 stop14h 21m
Tue 10/139:25 pm -
1 stop15h 25m
Deal found 8/21![Delta logo]()
$640
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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
Sat 11/1411:15 pm -
2 stops12h 00m
Deal found 8/21![Southwest logo]()
$648
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/161:03 pm -
1 stop13h 21m
Sat 9/262:56 pm -
1 stop16h 11m
Deal found 8/19![Alaska Airlines logo]()
$693
This Alaska Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 1/277:40 am -
2 stops16h 16m
Sat 2/68:16 am -
1 stop24h 59m
Deal found 8/21![Multiple Airlines logo]()
$643
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 Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/211:20 am -
2 stops14h 55m
Fri 10/91:30 pm -
1 stop11h 25m
Deal found 8/20![Southwest logo]()
$650
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/102:18 pm -
2 stops25h 44m
Thu 9/2412:45 pm -
1 stop12h 35m
Deal found 8/20![Multiple Airlines logo]()
$645
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/1912:40 pm -
2 stops13h 45m
Wed 9/238:55 pm -
2 stops12h 40m
Deal found 8/18![Southwest logo]()
$655
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 12/312:00 pm -
1 stop11h 55m
Tue 1/1210:59 pm -
1 stop14h 22m
Deal found 8/21![Delta logo]()
$656
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 10/232:14 pm -
1 stop11h 14m
Fri 10/307:13 am -
1 stop25h 12m
Deal found 8/20![Multiple Airlines logo]()
$651
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/1911:50 am -
2 stops14h 35m
Sun 10/2511:55 am -
1 stop12h 45m
Deal found 8/19![Southwest logo]()
$665
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/108:25 am -
2 stops17h 47m
Thu 9/241:00 pm -
2 stops14h 30m
Deal found 8/18![Delta logo]()
$671
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/217:20 am -
2 stops20h 04m
Thu 9/245:08 pm -
2 stops21h 13m
Deal found 8/19![Multiple Airlines logo]()
$653
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/76:00 am -
2 stops13h 09m
Mon 9/149:30 pm -
1 stop14h 53m
Deal found 8/21![Delta logo]()
$701
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.
Wed 9/1611:00 am -
2 stops15h 25m
Wed 9/239:25 pm -
2 stops13h 45m
Deal found 8/17![Southwest logo]()
$750
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 1/238:00 am -
2 stops17h 05m
Wed 2/39:40 pm -
2 stops16h 19m
Deal found 8/18![Multiple Airlines logo]()
$701
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 8/21. Clicking the “Pick Dates” 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 10/116:30 am -
1 stop11h 10m
Mon 10/1212:05 pm -
1 stop12h 35m
Deal found 8/21![Southwest logo]()
$765
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/54:30 pm -
2 stops16h 17m
Deal found 8/18![Delta logo]()
$756
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/1912:40 pm -
2 stops13h 45m
Sat 9/269:55 pm -
2 stops14h 30m
Deal found 8/21![Southwest logo]()
$776
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/2012:27 pm -
2 stops13h 48m
Fri 10/303:15 pm -
2 stops14h 22m
Deal found 8/19![Delta logo]()
$756
This Delta deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/86:05 am -
1 stop12h 13m
Mon 9/142:50 pm -
1 stop13h 17m
Deal found 8/20![Delta logo]()
$780
Last-minute flights from Chicago to HonoluluDiscover last-minute flight deals from Chicago to Honolulu. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Honolulu. Data last updated August 22, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/11:03 pm -
1 stop13h 21m
Wed 9/99:00 pm -
2 stops17h 21m
Deal found 8/19![Multiple Airlines logo]()
$608
This Southwest deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/910:05 am -
1 stop16h 20m
Tue 9/158:10 am -
1 stop15h 20m
Deal found 8/21![Southwest logo]()
$614
This Orbitz deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:17 pm -
1 stop24h 38m
Wed 9/169:00 pm -
2 stops17h 21m
Deal found 8/18![Multiple Airlines logo]()
$604
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/1110:20 am -
2 stops16h 00m
Wed 9/168:55 pm -
2 stops12h 40m
Deal found 8/18![Southwest logo]()
$610
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Mon 9/147:20 am -
2 stops17h 42m
Thu 9/242:56 pm -
1 stop16h 11m
Deal found 8/18![Multiple Airlines logo]()
$603
This Alaska Airlines deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 stop24h 23m
Thu 9/242:56 pm -
1 stop16h 11m
Deal found 8/18![Alaska Airlines logo]()
$616
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/157:20 am -
1 stop13h 20m
Fri 9/2510:43 am -
2 stops14h 37m
Deal found 8/20![Multiple Airlines logo]()
$611
This Priceline deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 9/163:52 pm -
1 stop13h 07m
Thu 9/1712:30 pm -
1 stop30h 29m
Deal found 8/18![Multiple Airlines logo]()
$610
This Travelocity 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/171:03 pm -
1 stop15h 56m
Wed 9/239:00 pm -
2 stops17h 21m
Deal found 8/17![Multiple Airlines logo]()
$613
This Expedia deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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.
Fri 9/187:20 am -
2 stops20h 04m
Fri 9/258:00 am -
2 stops17h 20m
Deal found 8/18![Multiple Airlines logo]()
$615
This Alaska Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” 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 9/226:00 am -
1 stop22h 59m
Fri 9/259:15 am -
2 stops16h 05m
Deal found 8/20![Multiple Airlines logo]()
$609
This Expedia deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” 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 9/228:00 am -
2 stops18h 08m
Thu 10/12:56 pm -
1 stop16h 11m
Deal found 8/21![Multiple Airlines logo]()
$614
One-way flights from Chicago to HonoluluSearch for one-way flight options from Chicago to Honolulu. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Chicago to Honolulu. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 11/110:10 am -
1 stop15h 00m
Deal found 8/19![Southwest logo]()
$217
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 11/177:20 am -
1 stop18h 12m
Deal found 8/19![Multiple Airlines logo]()
$238
This Alaska Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 10/312:21 pm -
1 stop30h 00m
Deal found 8/19![Alaska Airlines logo]()
$244
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 9/307:07 am -
1 stop14h 31m
Deal found 8/17![Delta logo]()
$245
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 stop19h 05m
Deal found 8/19![Delta logo]()
$246
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/910:10 am -
1 stop15h 00m
Deal found 8/18![Southwest logo]()
$247
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/18![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/18![Delta logo]()
$251
This Delta deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 8/18![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” 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 9/225:11 pm -
2 stops23h 20m
Deal found 8/22![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” 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 11/87:30 am -
2 stops17h 40m
Deal found 8/18![Southwest logo]()
$253
This Delta deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” 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 9/217:07 am -
1 stop19h 05m
Deal found 8/19![Delta logo]()
$256
Find flight deals from Chicago to Honolulu
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Honolulu (HNL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $603 (Expedia) |
One-way from | $217 (Southwest) |
Popular in | June |
Cheapest in | February |
Average price | $914 |
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 Honolulu 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 August 22, 2026.
Use the filters below to find and compare flights from Chicago to Honolulu 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
Thu 12/3
9:20 am-11:45 pm
2 stops18h 25m
Honolulu
Wed 12/9
5:33 pm-1:54 pm
2 stops16h 21m
$609
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Wed 10/7
7:20 am-4:41 pm
1 stop14h 21m
Honolulu
Tue 10/13
9:25 pm-5:50 pm
1 stop15h 25m
$640
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Wed 1/27
7:40 am-7:56 pm
2 stops16h 16m
Honolulu
Sat 2/6
8:16 am-1:15 pm
1 stop24h 59m
$643
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Thu 9/10
2:18 pm-11:02 am
2 stops25h 44m
Honolulu
Thu 9/24
12:45 pm-6:20 am
1 stop12h 35m
$645
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
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Mon 11/9
7:30 am-9:10 pm
2 stops17h 40m
Honolulu
Sat 11/14
11:15 pm-3:15 pm
2 stops12h 00m
$648
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Fri 10/2
11:20 am-9:15 pm
2 stops14h 55m
Honolulu
Fri 10/9
1:30 pm-5:55 am
1 stop11h 25m
$650
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Fri 10/23
2:14 pm-8:28 pm
1 stop11h 14m
Honolulu
Fri 10/30
7:13 am-1:25 pm
1 stop25h 12m
$651
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 9/21
7:20 am-10:24 pm
2 stops20h 04m
Honolulu
Thu 9/24
5:08 pm-7:21 pm
2 stops21h 13m
$653
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sat 9/19
12:40 pm-9:25 pm
2 stops13h 45m
Honolulu
Wed 9/23
8:55 pm-2:35 pm
2 stops12h 40m
$655
Showing 1-10 of 43 resultsSorted by cheapest first
Compare providers for flights from Chicago to Honolulu
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Honolulu in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Honolulu flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Honolulu flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Honolulu flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Honolulu flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Honolulu flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Honolulu
Have a flexible travel schedule? Discover the best time to fly to Honolulu from Chicago with our price prediction graph.
CHI-HNL
MDW-HNL
ORD-HNL
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Honolulu
CHI-HNL
MDW-HNL
ORD-HNL
What is the cheapest month to book a flight from Chicago to Honolulu?
Currently, February is the cheapest month in which you can book a flight from Chicago to Honolulu (average of $613). Flying from Chicago to Honolulu in June is currently the most expensive (average of $997). 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 HNL?
Find hourly flight availability from Chicago to Honolulu. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 22, 2026.
When flying from Chicago to Honolulu, 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 Honolulu
Explore weekly flight availability from Chicago to Honolulu. 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 22, 2026.
The most flights from CHI to HNL 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 much does it cost to fly round-trip from Chicago to Honolulu?
Airfare is below average for this route at the moment.
Chicago to Honolulu flights typically cost between $690 and $1,042 in September.The cheapest round-trip price found within the last 5 days was $603 on Multiple Airlines (Sep 14-Sep 24).
What’s the top layover airport for flights from Chicago to Honolulu?
Share of 1-stop round-trip flights from Chicago to Honolulu chosen by Cheapflights users in the past 12 months, using the same layover each way.
Los Angeles (LAX) – chosen by Cheapflights users on 58% of 1-stop itineraries from Chicago to Honolulu on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Honolulu?
Average round-trip fare for 1-stop flights from Chicago to Honolulu, chosen by Cheapflights users in the past 12 months, with the same layover each way.
San Diego (SAN) is the most affordable 1-stop option, with an average round-trip price of $451.
What’s the fastest layover option from Chicago to Honolulu?
Shortest average travel time for 1-stop one-way flights from Chicago to Honolulu, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via San Diego (SAN) have the shortest average one-way travel time for 1-stop routes: 11h 25m.
Which airport typically offers the quickest layover for flights from Chicago to Honolulu?
Average layover duration for 1-stop one-way flights from Chicago to Honolulu, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via San Francisco (SFO) offer the fastest connection on this route, with an average layover time of 1h 06m.
How often are flights from Chicago to Honolulu delayed?
About 20% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 193 minutes.
What is the most punctual flight time for Chicago to Honolulu flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Honolulu flights?
Over the last year, United Airlines have had the lowest number of delays on this route, with just 15% of flights being delayed.
How far ahead should I book a flight from Chicago to Honolulu?
To ensure you get the cheapest price possible for a flight from Chicago to Honolulu, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
The best insider tips for Chicago to Honolulu flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Honolulu trip
Our travel experts
Reviews of airlines servicing Honolulu
Get insights into the airlines that provide service to Honolulu. 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 Honolulu. Reviews last updated August 22, 2026.
Read through reviews of airlines operating flights from Chicago to Honolulu, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
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 Honolulu. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Honolulu?
Book flights to Honolulu if you plan to visit one of these locationsAiea
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Other flights to Honolulu
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Top 6 airlines flying from Chicago to Honolulu
Discover the top 6 airlines that operate flights from Chicago to Honolulu. 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 August 22, 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% |