$266+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — HNL
Jul 18 — Jul 251
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to O'ahu
Cheapest
Best
Last-minute
One-way
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 June 18, 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 June 18, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 9/29:00 am
ORD
- HNL
2 stops17h 22m
Multiple Airlines
Sun 9/611:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$673
This Southwest deal was found by Cheapflights users on 6/13. 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.
Tue 8/410:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Wed 8/198:55 pm
HNL
- MDW
1 stop11h 25m
Southwest
Deal found 6/13![Southwest logo]()
$674
This Delta deal was found by Cheapflights users on 6/17. 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.
Sat 8/297:48 am
ORD
- HNL
2 stops18h 32m
Delta
Fri 9/47:00 am
HNL
- ORD
1 stop11h 48m
Delta
Deal found 6/17![Delta logo]()
$675
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:15 am
MDW
- HNL
1 stop15h 55m
Southwest
Thu 8/209:25 pm
HNL
- MDW
2 stops13h 45m
Southwest
Deal found 6/16![Southwest logo]()
$675
This Delta deal was found by Cheapflights users on 6/16. 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.
Sun 11/16:00 am
ORD
- HNL
2 stops18h 24m
Delta
Thu 11/510:45 pm
HNL
- ORD
2 stops15h 12m
Delta
Deal found 6/16![Delta logo]()
$676
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:10 am
MDW
- HNL
2 stops15h 10m
Southwest
Mon 8/319:55 pm
HNL
- MDW
2 stops11h 50m
Southwest
Deal found 6/16![Southwest logo]()
$676
This Delta deal was found by Cheapflights users on 6/17. 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.
Fri 8/286:00 am
ORD
- HNL
2 stops20h 20m
Delta
Thu 9/32:50 pm
HNL
- ORD
1 stop12h 06m
Delta
Deal found 6/17![Delta logo]()
$677
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/155:35 pm
MDW
- HNL
2 stops23h 05m
Delta
Wed 10/212:51 pm
HNL
- MDW
1 stop12h 54m
Delta
Deal found 6/14![Delta logo]()
$677
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 7/38:20 pm
ORD
- HNL
1 stop19h 48m
Multiple Airlines
Fri 7/108:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$678
This Delta deal was found by Cheapflights users on 6/14. 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.
Tue 10/135:35 pm
MDW
- HNL
2 stops23h 21m
Delta
Thu 10/229:59 pm
HNL
- MDW
2 stops37h 51m
Delta
Deal found 6/14![Delta logo]()
$678
This American Airlines deal was found by Cheapflights users on 6/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/110:00 am
ORD
- HNL
Nonstop9h 15m
American Airlines
Mon 11/97:00 pm
HNL
- ORD
Nonstop8h 10m
American Airlines
Deal found 6/17![American Airlines logo]()
$679
This Southwest deal was found by Cheapflights users on 6/17. 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 8/510:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Wed 8/198:55 pm
HNL
- MDW
1 stop11h 25m
Southwest
Deal found 6/17![Southwest logo]()
$679
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 June 18, 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 June 18, 2026.
This Delta deal was found by Cheapflights users on 6/17. 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 11/87:30 am
ORD
- HNL
2 stops13h 42m
Delta
Thu 11/1210:59 pm
HNL
- ORD
2 stops14h 58m
Delta
Deal found 6/17![Delta logo]()
$676
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:10 am
MDW
- HNL
2 stops15h 10m
Southwest
Mon 8/319:55 pm
HNL
- MDW
2 stops11h 50m
Southwest
Deal found 6/15![Southwest logo]()
$676
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/158:02 am
ORD
- HNL
2 stops17h 51m
Multiple Airlines
Tue 8/2510:12 pm
HNL
- ORD
1 stop16h 09m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$693
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/96:00 am
ORD
- HNL
1 stop18h 16m
Alaska Airlines
Mon 7/133:07 pm
HNL
- ORD
1 stop15h 56m
Alaska Airlines
Deal found 6/17![Alaska Airlines logo]()
$740
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:40 am
ORD
- HNL
1 stop13h 45m
United Airlines
Tue 9/84:00 pm
HNL
- ORD
Nonstop8h 04m
United Airlines
Deal found 6/17![United Airlines logo]()
$870
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:24 am
MDW
- HNL
2 stops16h 56m
Delta
Sun 9/132:50 pm
HNL
- MDW
1 stop13h 17m
Delta
Deal found 6/15![Delta logo]()
$676
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:15 pm
MDW
- HNL
1 stop12h 15m
Southwest
Mon 8/312:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/16![Southwest logo]()
$682
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Sun 11/87:25 am
ORD
- HNL
1 stop18h 07m
Multiple Airlines
Fri 11/139:00 pm
HNL
- ORD
2 stops18h 00m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$701
This Delta deal was found by Cheapflights users on 6/16. 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 9/58:28 am
ORD
- HNL
2 stops17h 52m
Delta
Sun 9/139:45 pm
HNL
- ORD
1 stop10h 46m
Delta
Deal found 6/16![Delta logo]()
$681
This Southwest deal was found by Cheapflights users on 6/17. 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 8/1210:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Wed 8/269:55 pm
HNL
- MDW
1 stop14h 05m
Southwest
Deal found 6/17![Southwest logo]()
$700
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1112:40 pm
ORD
- HNL
1 stop11h 44m
Delta
Sat 12/198:10 am
HNL
- ORD
1 stop11h 36m
Delta
Deal found 6/15![Delta logo]()
$700
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/86:00 am
ORD
- HNL
1 stop18h 16m
Multiple Airlines
Tue 7/149:39 pm
HNL
- ORD
1 stop26h 21m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$802
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/215:00 am
MDW
- HNL
2 stops13h 45m
Southwest
Sun 6/2812:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/16![Southwest logo]()
$779
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:01 am
ORD
- HNL
2 stops16h 38m
Multiple Airlines
Sat 8/2911:39 pm
HNL
- ORD
2 stops14h 42m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$805
This Delta deal was found by Cheapflights users on 6/15. 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.
Tue 9/89:59 am
MDW
- HNL
2 stops16h 14m
Delta
Mon 9/143:10 pm
HNL
- MDW
1 stop13h 43m
Delta
Deal found 6/15![Delta logo]()
$763
This Southwest deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1010:10 am
MDW
- HNL
1 stop16h 05m
Southwest
Sat 8/158:00 am
HNL
- MDW
1 stop16h 40m
Southwest
Deal found 6/15![Southwest logo]()
$835
This Delta deal was found by Cheapflights users on 6/16. 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 8/138:28 am
ORD
- HNL
2 stops17h 52m
Delta
Thu 8/209:30 pm
HNL
- ORD
2 stops15h 49m
Delta
Deal found 6/16![Delta logo]()
$765
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:00 am
ORD
- HNL
1 stop22h 35m
Multiple Airlines
Sat 8/16:00 am
HNL
- ORD
2 stops12h 59m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$843
This Southwest deal was found by Cheapflights users on 6/17. 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.
Sun 6/215:25 am
MDW
- HNL
1 stop12h 30m
Southwest
Sat 6/2711:05 am
HNL
- MDW
1 stop13h 40m
Southwest
Deal found 6/17![Southwest logo]()
$836
This Alaska Airlines deal was found by Cheapflights users on 6/13. 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 7/266:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Sat 8/111:20 pm
HNL
- ORD
1 stop19h 39m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$859
This Southwest deal was found by Cheapflights users on 6/17. 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 8/512:00 pm
MDW
- HNL
2 stops14h 20m
Southwest
Wed 8/129:25 pm
HNL
- MDW
2 stops13h 45m
Southwest
Deal found 6/17![Southwest logo]()
$893
Last-minute flights from Chicago to O'ahuDiscover last-minute flight deals from Chicago to O'ahu. Data last updated June 18, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to O'ahu. Data last updated June 18, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Sun 6/288:02 am
ORD
- HNL
1 stop13h 32m
Multiple Airlines
Sat 7/118:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$689
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/33:43 pm
ORD
- HNL
1 stop12h 52m
Multiple Airlines
Tue 7/147:10 am
HNL
- ORD
2 stops16h 50m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$673
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 7/38:20 pm
ORD
- HNL
1 stop19h 48m
Multiple Airlines
Fri 7/108:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$678
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 7/47:20 am
ORD
- HNL
1 stop11h 08m
Multiple Airlines
Mon 7/139:15 am
HNL
- ORD
2 stops16h 05m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$683
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:00 am
ORD
- HNL
2 stops17h 11m
Multiple Airlines
Wed 7/2211:20 pm
HNL
- ORD
1 stop19h 39m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$682
This Expedia deal was found by Cheapflights users on 6/17. 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.
Fri 7/176:00 am
ORD
- HNL
1 stop15h 34m
Multiple Airlines
Mon 7/209:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$688
This Alaska Airlines deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:59 pm
ORD
- HNL
1 stop21h 19m
Multiple Airlines
Thu 7/239:15 am
HNL
- ORD
2 stops14h 45m
Multiple Airlines
Deal found 6/14![Multiple Airlines logo]()
$691
This Alaska Airlines deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/246:00 am
ORD
- HNL
1 stop13h 04m
Multiple Airlines
Tue 7/2810:00 am
HNL
- ORD
2 stops14h 00m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$679
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Sat 7/258:20 pm
ORD
- HNL
1 stop19h 48m
Multiple Airlines
Mon 7/277:52 am
HNL
- ORD
2 stops16h 08m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$686
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Tue 7/286:20 am
ORD
- HNL
1 stop17h 43m
Multiple Airlines
Tue 8/48:33 am
HNL
- ORD
2 stops15h 27m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$681
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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 7/295:42 pm
ORD
- HNL
1 stop22h 26m
Multiple Airlines
Wed 8/59:55 pm
HNL
- ORD
1 stop20h 41m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$676
This Southwest deal was found by Cheapflights users on 6/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:15 pm
MDW
- HNL
1 stop12h 15m
Southwest
Mon 8/312:15 pm
HNL
- MDW
1 stop12h 25m
Southwest
Deal found 6/16![Southwest logo]()
$682
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 June 18, 2026.
Search for one-way flight options from Chicago to O'ahu. Find affordable one-way fares based on user searches. Data last updated June 18, 2026.
This Trip.com deal was found by Cheapflights users on 6/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:07 pm
ORD
- HNL
1 stop17h 51m
Multiple Airlines
Deal found 6/16![Multiple Airlines logo]()
$266
This Southwest deal was found by Cheapflights users on 6/17. 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 8/1810:20 am
MDW
- HNL
1 stop15h 50m
Southwest
Deal found 6/17![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 6/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:20 am
ORD
- HNL
1 stop19h 00m
Delta
Deal found 6/14![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 6/13. 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.
Tue 8/258:05 am
ORD
- HNL
2 stops18h 15m
Delta
Deal found 6/13![Delta logo]()
$296
This Alaska Airlines deal was found by Cheapflights users on 6/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
ORD
- HNL
2 stops19h 53m
Multiple Airlines
Deal found 6/17![Multiple Airlines logo]()
$299
This Delta deal was found by Cheapflights users on 6/16. 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 9/125:20 pm
ORD
- HNL
1 stop32h 27m
Delta
Deal found 6/16![Delta logo]()
$300
This Delta deal was found by Cheapflights users on 6/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:40 pm
ORD
- HNL
2 stops28h 33m
Delta
Deal found 6/15![Delta logo]()
$301
This Southwest deal was found by Cheapflights users on 6/14. 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 9/1510:20 am
MDW
- HNL
2 stops15h 50m
Southwest
Deal found 6/14![Southwest logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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 8/269:00 am
ORD
- HNL
2 stops17h 22m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$314
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Tue 9/87:20 am
ORD
- HNL
1 stop13h 20m
Alaska Airlines
Deal found 6/16![Alaska Airlines logo]()
$315
This Alaska Airlines deal was found by Cheapflights users on 6/15. 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.
Tue 9/158:00 am
ORD
- HNL
2 stops18h 08m
Multiple Airlines
Deal found 6/15![Multiple Airlines logo]()
$316
This Alaska Airlines deal was found by Cheapflights users on 6/18. 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 9/87:20 am
ORD
- HNL
2 stops19h 13m
Multiple Airlines
Deal found 6/18![Multiple Airlines logo]()
$318
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 June 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $673 (Alaska Airlines) |
One-way from | $266 (Trip.com) |
Popular in | June |
Cheapest in | January |
Average price | $960 |
Good round-trip deal | $912 or less |
Good one-way deal | $430 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 June 18, 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 - HNL
ORDHNL
Chicago O'Hare Intl
Sun 11/8
7:30 am-5:12 pm
2 stops13h 42m
Honolulu
Thu 11/12
10:59 pm-5:57 pm
2 stops14h 58m
$676
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 8/28
11:10 am-9:20 pm
2 stops15h 10m
Honolulu
Mon 8/31
9:55 pm-2:45 pm
2 stops11h 50m
$676
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Sat 9/5
9:24 am-9:20 pm
2 stops16h 56m
Honolulu
Sun 9/13
2:50 pm-9:07 am
1 stop13h 17m
$676
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 9/5
8:28 am-9:20 pm
2 stops17h 52m
Honolulu
Sun 9/13
9:45 pm-1:31 pm
1 stop10h 46m
$681
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Fri 7/31
2:15 pm-9:30 pm
1 stop12h 15m
Honolulu
Mon 8/3
12:15 pm-5:40 am
1 stop12h 25m
$682
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sat 8/15
8:02 am-8:53 pm
2 stops17h 51m
Honolulu
Tue 8/25
10:12 pm-7:21 pm
1 stop16h 09m
$693
ChicagoHonolulu
MDW - HNL
MDWHNL
Chicago Midway
Wed 8/12
10:20 am-9:10 pm
1 stop15h 50m
Honolulu
Wed 8/26
9:55 pm-5:00 pm
1 stop14h 05m
$700
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Fri 12/11
12:40 pm-8:24 pm
1 stop11h 44m
Honolulu
Sat 12/19
8:10 am-11:46 pm
1 stop11h 36m
$700
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Sun 11/8
7:25 am-9:32 pm
1 stop18h 07m
Honolulu
Fri 11/13
9:00 pm-7:00 pm
2 stops18h 00m
$701
ChicagoHonolulu
ORD - HNL
ORDHNL
Chicago O'Hare Intl
Thu 7/9
6:00 am-7:16 pm
1 stop18h 16m
Honolulu
Mon 7/13
3:07 pm-12:03 pm
1 stop15h 56m
$740
Showing 1-10 of 38 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, September is the cheapest month in which you can book a flight from Chicago to O'ahu (average of $232). Flying from Chicago to O'ahu in December is currently the most expensive (average of $2,344). 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 June 18, 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 June 18, 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 76 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 June 18, 2026.
Read through reviews of airlines operating flights from Chicago to O'ahu, such as Alaska Airlines,Southwest, 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
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
Boarding
8.1
Overall
7.9
Entertainment
7.0
Comfort
7.8
Food
7.0
Crew
8.5
Reviews
1 / 20
4.0
OkayAnonymous,Jun 2026
SEA - RNO
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Alternative routes for Chicago to O'ahu
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to O'ahu by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to O'ahu by cabin class
Find flights from Chicago to O'ahu, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and O'ahu flights
Browse other Chicago and O'ahu flight options. Last updated on June 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 June 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$241 | Average$584 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$388 | Average$575 | FlexibilityNo cancel fee | On-time85% | |
| Cheapest$395 | Average$905 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$425 | Average$669 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$465 | Average$815 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$470 | Average$781 | FlexibilityNo cancel fee | On-time63% |