$235+ Cheap flights from Chicago (CHI) to Honolulu (HNL)
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Oct 9 — Oct 161
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 September 9, 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 September 9, 2026.
This CheapOair deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/252:16 pm -
1 stop11h 50m
Wed 12/23:33 pm -
1 stop11h 27m
Deal found 9/9![Multiple Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/136:15 pm -
2 stops21h 55m
Mon 11/1610:45 pm -
1 stop10h 52m
Deal found 9/9![Delta logo]()
$575
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:30 am -
1 stop11h 10m
Tue 11/1011:15 pm -
2 stops14h 10m
Deal found 9/8![Southwest logo]()
$575
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/28:00 am -
2 stops16h 06m
Mon 12/73:33 pm -
1 stop11h 27m
Deal found 9/9![Multiple Airlines logo]()
$576
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Mon 10/191:30 pm -
1 stop11h 25m
Deal found 9/8![Southwest logo]()
$576
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:00 pm -
1 stop11h 03m
Mon 10/263:55 pm -
Nonstop8h 06m
Deal found 9/9![United Airlines logo]()
$577
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/87:57 pm -
1 stop20h 31m
Fri 11/208:24 am -
1 stop11h 25m
Deal found 9/9![Multiple Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/75:27 am -
2 stops19h 32m
Thu 11/191:20 pm -
2 stops15h 44m
Deal found 9/9![Delta logo]()
$580
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/187:00 am -
2 stops19h 09m
Thu 12/311:20 pm -
1 stop10h 34m
Deal found 9/8![Multiple Airlines logo]()
$581
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/146:35 pm -
1 stop20h 35m
Sat 11/218:05 am -
1 stop11h 54m
Deal found 9/8![Multiple Airlines logo]()
$582
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/67:00 am -
1 stop14h 24m
Mon 11/168:25 am -
1 stop11h 24m
Deal found 9/9![Multiple Airlines logo]()
$583
This Southwest deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 12/110:10 am -
1 stop15h 10m
Tue 12/83:15 pm -
1 stop10h 40m
Deal found 9/9![Southwest logo]()
$584
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 September 9, 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 September 9, 2026.
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 1/87:00 am -
2 stops18h 07m
Tue 1/129:35 pm -
2 stops15h 02m
Deal found 9/8![Delta logo]()
$608
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:25 am -
1 stop12h 15m
Mon 10/191:30 pm -
1 stop11h 25m
Deal found 9/5![Southwest logo]()
$608
This Alaska Airlines deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/307:00 am -
1 stop12h 47m
Thu 1/78:10 am -
1 stop11h 49m
Deal found 9/5![Multiple Airlines logo]()
$710
This United Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:00 am -
1 stop12h 40m
Thu 12/38:00 am -
2 stops11h 59m
Deal found 9/6![United Airlines logo]()
$742
This Delta deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:05 am -
1 stop11h 55m
Wed 9/301:00 pm -
2 stops14h 30m
Deal found 9/4![Delta logo]()
$613
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/192:50 pm -
1 stop11h 30m
Wed 9/238:10 am -
1 stop15h 20m
Deal found 9/4![Southwest logo]()
$650
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/117:00 am -
1 stop14h 31m
Tue 2/1610:45 pm -
1 stop10h 46m
Deal found 9/7![Delta logo]()
$631
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 1/187:40 am -
1 stop11h 49m
Sat 1/238:10 am -
1 stop11h 49m
Deal found 9/9![Multiple Airlines logo]()
$714
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/252:50 pm -
1 stop11h 35m
Wed 9/308:15 am -
1 stop15h 45m
Deal found 9/8![Southwest logo]()
$657
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 -
1 stop12h 22m
Thu 11/54:15 pm -
1 stop13h 17m
Deal found 9/8![Delta logo]()
$644
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2211:00 am -
2 stops15h 25m
Tue 9/298:55 pm -
2 stops12h 25m
Deal found 9/4![Southwest logo]()
$658
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/62:54 pm -
2 stops19h 49m
Sat 3/1311:20 pm -
1 stop14h 35m
Deal found 9/7![Multiple Airlines logo]()
$774
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/267:35 am -
2 stops17h 13m
Mon 11/910:45 pm -
2 stops13h 56m
Deal found 9/9![Delta logo]()
$661
This Southwest deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:20 am -
1 stop16h 05m
Mon 9/288:55 pm -
1 stop10h 00m
Deal found 9/6![Southwest logo]()
$682
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:05 am -
1 stop12h 13m
Sat 9/262:50 pm -
1 stop13h 17m
Deal found 9/5![Delta logo]()
$670
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/216:05 am -
1 stop12h 13m
Thu 9/243:10 pm -
1 stop13h 39m
Deal found 9/7![Delta logo]()
$670
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/17:05 am -
2 stops17h 23m
Thu 10/82:51 pm -
1 stop11h 50m
Deal found 9/9![Delta logo]()
$709
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/176:23 am -
2 stops18h 15m
Tue 12/11:59 pm -
2 stops17h 45m
Deal found 9/9![Delta logo]()
$714
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/18:55 am -
2 stops15h 33m
Wed 10/71:05 pm -
2 stops13h 36m
Deal found 9/9![Delta logo]()
$714
This Delta deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:30 am -
2 stops19h 37m
Tue 12/810:45 pm -
2 stops14h 46m
Deal found 9/5![Delta logo]()
$738
Last-minute flights from Chicago to HonoluluDiscover last-minute flight deals from Chicago to Honolulu. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Honolulu. Data last updated September 9, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 9/157:00 pm -
1 stop20h 47m
Tue 9/222:56 pm -
1 stop16h 11m
Deal found 9/9![Multiple Airlines logo]()
$590
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 9/245:30 am -
1 stop12h 48m
Tue 9/2910:39 pm -
1 stop14h 22m
Deal found 9/8![Delta logo]()
$587
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:20 am -
2 stops17h 06m
Sun 10/411:30 pm -
1 stop19h 29m
Deal found 9/7![Multiple Airlines logo]()
$592
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:44 pm -
2 stops30h 04m
Wed 10/212:51 pm -
1 stop13h 41m
Deal found 9/6![Delta logo]()
$593
This United Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:07 am -
1 stop10h 33m
Thu 10/221:00 pm -
1 stop11h 15m
Deal found 9/8![United Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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
Mon 10/191:30 pm -
1 stop11h 25m
Deal found 9/8![Southwest logo]()
$576
This Alaska Airlines deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 10/208:35 pm -
2 stops15h 15m
Deal found 9/8![Multiple Airlines logo]()
$591
This Travelocity deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am -
1 stop21h 54m
Sat 10/247:55 am -
2 stops16h 45m
Deal found 9/6![Multiple Airlines logo]()
$596
This United Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/222:00 pm -
1 stop11h 03m
Mon 10/263:55 pm -
Nonstop8h 06m
Deal found 9/9![United Airlines logo]()
$577
This Alaska Airlines deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 10/223:49 pm -
1 stop13h 05m
Sat 10/3111:04 am -
1 stop13h 56m
Deal found 9/9![Alaska Airlines logo]()
$583
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/225:46 pm -
2 stops16h 28m
Mon 10/266:50 pm -
2 stops17h 00m
Deal found 9/9![Multiple Airlines logo]()
$585
This Southwest deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:30 am -
1 stop11h 10m
Tue 11/1011:15 pm -
2 stops14h 10m
Deal found 9/8![Southwest logo]()
$575
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 September 9, 2026.
Search for one-way flight options from Chicago to Honolulu. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:46 pm -
1 stop21h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$235
This Expedia deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” 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 11/32:15 pm -
1 stop26h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$240
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:57 pm -
1 stop20h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$243
This lol.travel deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:00 am -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:00 am -
1 stop12h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:00 am -
1 stop12h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Delta logo]()
$262
This Alaska Airlines deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/38:00 am -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Multiple Airlines logo]()
$264
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:05 am -
2 stops17h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$268
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/39:29 am -
2 stops15h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Delta logo]()
$268
This Alaska Airlines deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:35 pm -
1 stop30h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$269
This Delta deal was found by Cheapflights users on 9/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:30 pm -
1 stop32h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$271
This Delta deal was found by Cheapflights users on 9/8. Clicking the “Pick Dates” 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 11/24:19 pm -
2 stops23h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Delta logo]()
$271
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 September 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $575 (Delta) |
One-way from | $235 (Expedia) |
Popular in | June |
Cheapest in | February |
Average price | $797 |
Good round-trip deal | $839 or less |
Good one-way deal | $420 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to 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 September 9, 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
Tue 2/9
2:13 pm-10:34 pm
1 stop12h 21m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$243
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 10/19
12:50 pm-7:48 pm
1 stop11h 58m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$262
ChicagoHonolulu
MDW Chicago Midway - HNL Honolulu
MDWHNL
Chicago Midway
Sun 11/15
6:00 am-2:45 pm
1 stop12h 45m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$262
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
$262
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Fri 12/4
8:00 am-10:40 pm
1 stop18h 40m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$264
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sun 12/6
7:05 am-8:58 pm
2 stops17h 53m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$268
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 10/5
12:50 pm-7:28 pm
1 stop11h 38m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$272
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Sun 1/24
6:00 am-5:50 pm
2 stops15h 50m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$278
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Mon 11/2
8:29 am-8:59 pm
2 stops16h 30m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$278
ChicagoHonolulu
ORD Chicago O'Hare Intl - HNL Honolulu
ORDHNL
Chicago O'Hare Intl
Wed 1/6
7:00 am-9:07 pm
2 stops18h 07m
Honolulu
Wed 12/31
12:00 am-4:00 am
Nonstop0h 00m
$279
Showing 1-10 of 41 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 September.
| 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
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 Honolulu
CHI-HNL
ORD-HNL
MDW-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 $611). Flying from Chicago to Honolulu in June is currently the most expensive (average of $998). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from CHI to 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 September 9, 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 September 9, 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 $673 and $1,063 in November.The cheapest round-trip price found within the last 5 days was $575 on Delta (Nov 13-Nov 16).
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 54% 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 Seattle (SEA) offer the fastest connection on this route, with an average layover time of 0h 51m.
How often are flights from Chicago to Honolulu delayed?
About 19% of weekly flights between Chicago and Honolulu have experienced delays in the past year, with the average delay time being 194 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 58 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 September 9, 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.
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Comfort
8.0
Crew
8.6
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 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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Top 5 airlines flying from Chicago to Honolulu
Discover the top 5 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 September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$363 | Average$665 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$395 | Average$892 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$675 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$439 | Average$781 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$478 | Average$809 | FlexibilityNo cancel fee | On-time71% |