$217+ Cheap flights from Kahului (OGG) to Chicago (CHI)
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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Jul 13 — Jul 201
Round-trip
1 adult, Economy
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Find cheap flights from Kahului to Chicago 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
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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 Kahului to Chicago
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Cheapest flights from Kahului to ChicagoExplore the most affordable flight options available from Kahului to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
Explore the most affordable flight options available from Kahului to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 13, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:40 pm
OGG
- ORD
1 stop15h 41m
Alaska Airlines
Mon 9/282:18 pm
ORD
- OGG
1 stop12h 19m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$520
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:40 pm
OGG
- ORD
1 stop15h 41m
Multiple Airlines
Mon 9/287:20 am
ORD
- OGG
2 stops15h 04m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$525
This Travelocity deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/122:49 pm
OGG
- ORD
2 stops22h 31m
Multiple Airlines
Mon 10/192:21 pm
ORD
- OGG
1 stop12h 38m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$546
This Priceline deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/610:59 pm
OGG
- ORD
1 stop20h 00m
Multiple Airlines
Tue 10/202:21 pm
ORD
- OGG
2 stops26h 44m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$550
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 10/2110:59 pm
OGG
- ORD
1 stop20h 00m
Alaska Airlines
Sat 10/247:49 pm
ORD
- OGG
1 stop31h 10m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$553
This Priceline deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/123:13 pm
OGG
- ORD
1 stop27h 46m
Alaska Airlines
Mon 10/197:49 pm
ORD
- OGG
1 stop31h 10m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$589
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.
Fri 9/2512:55 pm
OGG
- MDW
2 stops15h 12m
Delta
Sun 9/276:05 am
MDW
- OGG
2 stops16h 47m
Delta
Deal found 6/13![Delta logo]()
$739
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:55 pm
OGG
- MDW
1 stop10h 30m
Southwest
Fri 7/315:45 am
MDW
- OGG
2 stops14h 05m
Southwest
Deal found 6/11![Southwest logo]()
$756
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.
Wed 7/810:00 am
OGG
- MDW
1 stop15h 00m
Southwest
Mon 7/137:30 am
MDW
- OGG
2 stops13h 40m
Southwest
Deal found 6/13![Southwest logo]()
$762
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.
Sun 10/1810:30 pm
OGG
- MDW
1 stop14h 05m
Southwest
Sat 10/245:15 am
MDW
- OGG
2 stops16h 25m
Southwest
Deal found 6/13![Southwest logo]()
$786
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sun 8/28:25 pm
OGG
- MDW
1 stop11h 25m
Southwest
Sun 8/96:10 am
MDW
- OGG
1 stop12h 35m
Southwest
Deal found 6/9![Southwest logo]()
$795
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:55 pm
OGG
- MDW
1 stop10h 30m
Southwest
Mon 7/205:45 am
MDW
- OGG
1 stop12h 30m
Southwest
Deal found 6/12![Southwest logo]()
$825
Best flights from Kahului to ChicagoDiscover carefully curated flight deals from Kahului to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
Discover carefully curated flight deals from Kahului to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 13, 2026.
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:40 pm
OGG
- ORD
1 stop20h 19m
Alaska Airlines
Mon 9/287:20 am
ORD
- OGG
1 stop19h 17m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$529
This Alaska Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:00 am
OGG
- ORD
1 stop11h 59m
Multiple Airlines
Mon 9/287:20 am
ORD
- OGG
2 stops16h 47m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$560
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.
Fri 9/2512:55 pm
OGG
- ORD
2 stops14h 43m
Delta
Sun 9/277:05 am
ORD
- OGG
1 stop15h 47m
Delta
Deal found 6/13![Delta logo]()
$560
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:55 pm
OGG
- MDW
1 stop10h 30m
Southwest
Fri 7/315:45 am
MDW
- OGG
2 stops14h 05m
Southwest
Deal found 6/11![Southwest logo]()
$756
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 10/2110:59 pm
OGG
- ORD
1 stop20h 00m
Alaska Airlines
Sat 10/247:49 pm
ORD
- OGG
1 stop31h 10m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$553
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.
Fri 9/256:00 am
OGG
- ORD
2 stops12h 59m
Multiple Airlines
Sun 9/277:20 am
ORD
- OGG
2 stops15h 29m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$565
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 10/2110:33 am
OGG
- ORD
2 stops14h 47m
Multiple Airlines
Sat 10/247:49 pm
ORD
- OGG
1 stop31h 10m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$599
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2510:40 pm
OGG
- ORD
1 stop15h 41m
Alaska Airlines
Sun 9/272:18 pm
ORD
- OGG
1 stop12h 19m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$627
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.
Wed 7/811:50 am
OGG
- MDW
2 stops12h 35m
Southwest
Mon 7/137:30 am
MDW
- OGG
2 stops13h 40m
Southwest
Deal found 6/13![Southwest logo]()
$767
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.
Sun 10/1810:30 pm
OGG
- MDW
1 stop14h 05m
Southwest
Sat 10/245:15 am
MDW
- OGG
2 stops16h 25m
Southwest
Deal found 6/13![Southwest logo]()
$786
This Southwest deal was found by Cheapflights users on 6/9. 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.
Sun 8/28:25 pm
OGG
- MDW
1 stop11h 25m
Southwest
Sun 8/96:10 am
MDW
- OGG
1 stop12h 35m
Southwest
Deal found 6/9![Southwest logo]()
$795
This Southwest deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/148:55 pm
OGG
- MDW
1 stop10h 30m
Southwest
Mon 7/205:45 am
MDW
- OGG
1 stop12h 30m
Southwest
Deal found 6/12![Southwest logo]()
$825
This Southwest deal was found by Cheapflights users on 6/9. 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 7/78:55 pm
OGG
- MDW
1 stop14h 55m
Southwest
Mon 7/135:20 am
MDW
- OGG
1 stop12h 20m
Southwest
Deal found 6/9![Southwest logo]()
$856
Last-minute flights from Kahului to ChicagoDiscover last-minute flight deals from Kahului to Chicago. Data last updated June 13, 2026 and is based on user searches.
Discover last-minute flight deals from Kahului to Chicago. Data last updated June 13, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/211:01 am
OGG
- ORD
1 stop12h 59m
Alaska Airlines
Tue 7/142:20 pm
ORD
- OGG
1 stop12h 35m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$734
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/711:03 pm
OGG
- ORD
1 stop14h 54m
Alaska Airlines
Mon 7/137:20 am
ORD
- OGG
1 stop18h 17m
Alaska Airlines
Deal found 6/13![Alaska Airlines logo]()
$720
This Delta deal was found by Cheapflights users on 6/9. 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 7/710:15 pm
OGG
- ORD
1 stop14h 20m
Delta
Mon 7/136:55 am
ORD
- OGG
1 stop16h 01m
Delta
Deal found 6/9![Delta logo]()
$721
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:15 am
OGG
- ORD
2 stops16h 45m
Multiple Airlines
Mon 7/138:20 pm
ORD
- OGG
1 stop19h 59m
Multiple Airlines
Deal found 6/13![Multiple Airlines logo]()
$736
This CheapOair deal was found by Cheapflights users on 6/9. 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 7/811:01 am
OGG
- ORD
1 stop12h 59m
Alaska Airlines
Wed 7/152:20 pm
ORD
- OGG
1 stop12h 35m
Alaska Airlines
Deal found 6/9![Alaska Airlines logo]()
$680
This Alaska Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/149:10 pm
OGG
- ORD
2 stops17h 11m
Alaska Airlines
Mon 7/208:20 pm
ORD
- OGG
1 stop19h 59m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$722
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2010:15 pm
OGG
- ORD
2 stops18h 14m
Delta
Tue 7/286:55 am
ORD
- OGG
2 stops17h 39m
Delta
Deal found 6/12![Delta logo]()
$733
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2112:55 pm
OGG
- ORD
1 stop12h 25m
Multiple Airlines
Tue 7/286:00 am
ORD
- OGG
1 stop12h 19m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$674
This Expedia deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2111:03 pm
OGG
- ORD
1 stop14h 54m
Alaska Airlines
Fri 7/317:20 am
ORD
- OGG
1 stop18h 17m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$704
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/217:00 am
OGG
- ORD
1 stop11h 59m
Multiple Airlines
Fri 7/316:00 am
ORD
- OGG
2 stops16h 04m
Multiple Airlines
Deal found 6/11![Multiple Airlines logo]()
$710
This Alaska Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/219:10 pm
OGG
- ORD
2 stops17h 11m
Alaska Airlines
Thu 7/302:20 pm
ORD
- OGG
1 stop12h 35m
Alaska Airlines
Deal found 6/11![Alaska Airlines logo]()
$713
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/218:55 pm
OGG
- MDW
1 stop10h 30m
Southwest
Fri 7/315:45 am
MDW
- OGG
2 stops14h 05m
Southwest
Deal found 6/11![Southwest logo]()
$756
One-way flights from Kahului to ChicagoSearch for one-way flight options from Kahului to Chicago. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
Search for one-way flight options from Kahului to Chicago. Find affordable one-way fares based on user searches. Data last updated June 13, 2026.
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:55 pm
OGG
- MDW
1 stop10h 50m
Southwest
Deal found 6/10![Southwest logo]()
$217
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/81:00 pm
OGG
- ORD
1 stop20h 54m
Alaska Airlines
Deal found 6/12![Alaska Airlines logo]()
$255
This CheapOair deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/86:24 pm
OGG
- ORD
2 stops15h 30m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:45 pm
OGG
- ORD
1 stop30h 00m
Delta
Deal found 6/11![Delta logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:40 pm
OGG
- ORD
1 stop20h 19m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$265
This Delta deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:08 pm
OGG
- ORD
1 stop10h 51m
Delta
Deal found 6/12![Delta logo]()
$277
This Alaska Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:00 am
OGG
- ORD
2 stops12h 59m
Multiple Airlines
Deal found 6/12![Multiple Airlines logo]()
$283
This Expedia deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:35 am
OGG
- ORD
2 stops15h 25m
Multiple Airlines
Deal found 6/10![Multiple Airlines logo]()
$285
This Alaska Airlines deal was found by Cheapflights users on 6/8. 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 12/211:59 pm
OGG
- ORD
1 stop14h 56m
Alaska Airlines
Deal found 6/8![Alaska Airlines logo]()
$287
This Alaska Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:59 pm
OGG
- ORD
1 stop9h 55m
Alaska Airlines
Deal found 6/10![Alaska Airlines logo]()
$288
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 12/812:45 pm
OGG
- ORD
2 stops19h 51m
Delta
Deal found 6/8![Delta logo]()
$302
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/511:35 am
OGG
- ORD
2 stops15h 25m
Multiple Airlines
Deal found 6/8![Multiple Airlines logo]()
$303
Find flight deals from Kahului to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Kahului (OGG) to Chicago (CHI). 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 June 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $520 (Alaska Airlines) |
One-way from | $217 (Southwest) |
Good round-trip deal | $864 or less |
Good one-way deal | $286 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Kahului to Chicago 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 13, 2026.
Use the filters below to find and compare flights from Kahului to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 9/24
10:40 pm-11:59 pm
1 stop20h 19m
Chicago O'Hare Intl
Mon 9/28
7:20 am-9:37 pm
1 stop19h 17m
$529
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Wed 10/21
10:59 pm-11:59 pm
1 stop20h 00m
Chicago O'Hare Intl
Sat 10/24
7:49 pm-9:59 pm
1 stop31h 10m
$553
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 9/24
7:00 am-11:59 pm
1 stop11h 59m
Chicago O'Hare Intl
Mon 9/28
7:20 am-7:07 pm
2 stops16h 47m
$560
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Fri 9/25
12:55 pm-8:38 am
2 stops14h 43m
Chicago O'Hare Intl
Sun 9/27
7:05 am-5:52 pm
1 stop15h 47m
$560
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Fri 9/25
6:00 am-11:59 pm
2 stops12h 59m
Chicago O'Hare Intl
Sun 9/27
7:20 am-5:49 pm
2 stops15h 29m
$565
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Wed 10/21
10:33 am-6:20 am
2 stops14h 47m
Chicago O'Hare Intl
Sat 10/24
7:49 pm-9:59 pm
1 stop31h 10m
$599
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Fri 9/25
10:40 pm-7:21 pm
1 stop15h 41m
Chicago O'Hare Intl
Sun 9/27
2:18 pm-9:37 pm
1 stop12h 19m
$627
KahuluiChicago
OGG - MDW
OGGMDW
Kahului
Tue 7/21
8:55 pm-12:25 pm
1 stop10h 30m
Chicago Midway
Fri 7/31
5:45 am-2:50 pm
2 stops14h 05m
$756
KahuluiChicago
OGG - MDW
OGGMDW
Kahului
Wed 7/8
11:50 am-5:25 am
2 stops12h 35m
Chicago Midway
Mon 7/13
7:30 am-4:10 pm
2 stops13h 40m
$767
KahuluiChicago
OGG - MDW
OGGMDW
Kahului
Sun 10/18
10:30 pm-5:35 pm
1 stop14h 05m
Chicago Midway
Sat 10/24
5:15 am-4:40 pm
2 stops16h 25m
$786
Showing 1-10 of 34 resultsSorted by cheapest first
Compare providers for flights from Kahului to Chicago
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 Kahului to Chicago in June.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Kahului-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Kahului-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Kahului-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Kahului-Chicago 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 Kahului-Chicago 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 Kahului to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Kahului with our price prediction graph.
OGG-CHI
OGG-MDW
OGG-ORD
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 Kahului to Chicago
OGG-CHI
OGG-MDW
OGG-ORD
What is the cheapest time of day to fly from OGG to CHI?
Find hourly flight availability from Kahului to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 13, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kahului to Chicago as you normally would.
Related info for your journey
Find useful and relevant information for your journey from Kahului to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Hammond
Porter
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Kahului to Chicago
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Other flights to Chicago
Explore flights to Chicago departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 13, 2026.
Complete your trip
Complete your trip to Chicago by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Kahului to Chicago by cabin class
Find flights from Kahului to Chicago, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Kahului and Chicago flights
Browse other Kahului and Chicago flight options. Last updated on June 13, 2026.
Other flights from Kahului
Browse through other flights departing from Kahului. Flights are based on user searches made on Cheapflights and were last updated on June 13, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Kahului to Chicago
Discover the top 3 airlines that operate flights from Kahului to Chicago. 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 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$461 | Average$716 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$465 | Average$674 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$684 | Average$879 | FlexibilityNo cancel fee | On-time69% |