$235+ 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 5/11. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
May 17 — May 241
Round-trip
1 adult, Economy
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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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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 April 17, 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 April 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/89:18 pm
OGG
- ORD
1 stop12h 36m
Multiple Airlines
Tue 9/296:00 am
ORD
- OGG
1 stop12h 16m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$550
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:51 pm
OGG
- ORD
1 stop33h 22m
Alaska Airlines
Mon 5/118:50 am
ORD
- OGG
1 stop17h 02m
Alaska Airlines
Deal found 4/15![Alaska Airlines logo]()
$551
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:35 pm
OGG
- MDW
1 stop10h 30m
Southwest
Sun 8/306:10 am
MDW
- OGG
1 stop12h 35m
Southwest
Deal found 4/12![Southwest logo]()
$554
This Delta deal was found by Cheapflights users on 4/12. 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.
Wed 8/269:10 pm
OGG
- ORD
1 stop11h 20m
Delta
Sun 8/307:30 am
ORD
- OGG
1 stop11h 58m
Delta
Deal found 4/12![Delta logo]()
$554
This American Airlines deal was found by Cheapflights users on 4/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:03 pm
OGG
- ORD
1 stop11h 15m
American Airlines
Mon 5/181:18 pm
ORD
- OGG
1 stop11h 38m
American Airlines
Deal found 4/12![American Airlines logo]()
$559
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:49 pm
OGG
- ORD
1 stop12h 55m
American Airlines
Sun 9/612:11 pm
ORD
- OGG
2 stops14h 08m
American Airlines
Deal found 4/15![American Airlines logo]()
$560
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:00 pm
OGG
- ORD
2 stops14h 56m
Multiple Airlines
Mon 5/118:50 am
ORD
- OGG
1 stop17h 02m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 4/12. 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.
Thu 5/78:00 pm
OGG
- ORD
1 stop10h 52m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$573
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:05 pm
OGG
- ORD
1 stop11h 49m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$585
This Southwest deal was found by Cheapflights users on 4/16. 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 5/18:55 pm
OGG
- MDW
1 stop10h 25m
Southwest
Tue 5/56:45 am
MDW
- OGG
1 stop10h 50m
Southwest
Deal found 4/16![Southwest logo]()
$674
This Southwest deal was found by Cheapflights users on 4/13. 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 4/2612:40 pm
OGG
- MDW
1 stop11h 20m
Southwest
Thu 4/305:10 am
MDW
- OGG
1 stop13h 00m
Southwest
Deal found 4/13![Southwest logo]()
$734
This Delta deal was found by Cheapflights users on 4/12. 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.
Wed 10/288:12 pm
OGG
- MDW
2 stops15h 38m
Delta
Sun 11/16:00 am
MDW
- OGG
2 stops16h 46m
Delta
Deal found 4/12![Delta logo]()
$2,011
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 April 17, 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 April 17, 2026.
This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:51 pm
OGG
- ORD
1 stop33h 22m
Alaska Airlines
Mon 5/117:59 pm
ORD
- OGG
1 stop29h 53m
Alaska Airlines
Deal found 4/16![Alaska Airlines logo]()
$552
This Southwest deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/268:35 pm
OGG
- MDW
1 stop10h 30m
Southwest
Sun 8/306:10 am
MDW
- OGG
1 stop12h 35m
Southwest
Deal found 4/12![Southwest logo]()
$554
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:00 pm
OGG
- ORD
2 stops14h 56m
Multiple Airlines
Mon 5/118:50 am
ORD
- OGG
1 stop17h 02m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 4/12. 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.
Thu 5/710:00 pm
OGG
- ORD
2 stops15h 50m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$579
This American Airlines deal was found by Cheapflights users on 4/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:16 pm
OGG
- ORD
1 stop10h 43m
American Airlines
Sun 9/66:00 am
ORD
- OGG
1 stop10h 46m
American Airlines
Deal found 4/12![American Airlines logo]()
$604
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:05 pm
OGG
- ORD
1 stop11h 49m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$585
This Alaska Airlines deal was found by Cheapflights users on 4/12. 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 8/2010:06 am
OGG
- ORD
2 stops15h 16m
Multiple Airlines
Sun 9/69:00 am
ORD
- OGG
2 stops15h 07m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$615
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/158:00 pm
OGG
- ORD
2 stops15h 29m
Delta
Sun 5/177:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/14![Delta logo]()
$591
This Southwest deal was found by Cheapflights users on 4/16. 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 5/18:55 pm
OGG
- MDW
1 stop10h 25m
Southwest
Tue 5/56:45 am
MDW
- OGG
1 stop10h 50m
Southwest
Deal found 4/16![Southwest logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:52 pm
OGG
- ORD
1 stop14h 04m
Multiple Airlines
Mon 5/48:50 am
ORD
- OGG
2 stops16h 35m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$620
This Southwest deal was found by Cheapflights users on 4/14. 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.
Wed 4/298:35 pm
OGG
- MDW
1 stop11h 35m
Southwest
Sun 5/35:45 am
MDW
- OGG
1 stop12h 25m
Southwest
Deal found 4/14![Southwest logo]()
$734
This Delta deal was found by Cheapflights users on 4/12. 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.
Wed 8/269:10 pm
OGG
- MDW
2 stops16h 21m
Delta
Sun 8/306:00 am
MDW
- OGG
2 stops16h 49m
Delta
Deal found 4/12![Delta logo]()
$3,768
Last-minute flights from Kahului to ChicagoDiscover last-minute flight deals from Kahului to Chicago. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Kahului to Chicago. Data last updated April 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/13. 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 4/2612:40 pm
OGG
- MDW
1 stop11h 20m
Southwest
Thu 4/305:10 am
MDW
- OGG
1 stop13h 00m
Southwest
Deal found 4/13![Southwest logo]()
$734
This Alaska Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/309:52 pm
OGG
- ORD
1 stop14h 04m
Multiple Airlines
Mon 5/48:50 am
ORD
- OGG
2 stops16h 35m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$620
This Southwest deal was found by Cheapflights users on 4/16. 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 5/18:55 pm
OGG
- MDW
1 stop10h 25m
Southwest
Tue 5/56:45 am
MDW
- OGG
1 stop10h 50m
Southwest
Deal found 4/16![Southwest logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/710:51 pm
OGG
- ORD
1 stop33h 22m
Alaska Airlines
Mon 5/118:50 am
ORD
- OGG
1 stop17h 02m
Alaska Airlines
Deal found 4/15![Alaska Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 4/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:03 pm
OGG
- ORD
1 stop11h 15m
American Airlines
Mon 5/181:18 pm
ORD
- OGG
1 stop11h 38m
American Airlines
Deal found 4/12![American Airlines logo]()
$559
This Alaska Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/79:00 pm
OGG
- ORD
2 stops14h 56m
Multiple Airlines
Mon 5/118:50 am
ORD
- OGG
1 stop17h 02m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 4/12. 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.
Thu 5/78:00 pm
OGG
- ORD
1 stop10h 52m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$573
This Delta deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:05 pm
OGG
- ORD
1 stop11h 49m
Delta
Thu 5/217:12 am
ORD
- OGG
1 stop15h 36m
Delta
Deal found 4/12![Delta logo]()
$585
This American Airlines deal was found by Cheapflights users on 4/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:45 pm
OGG
- ORD
1 stop11h 31m
American Airlines
Sun 5/176:56 am
ORD
- OGG
1 stop18h 00m
American Airlines
Deal found 4/14![American Airlines logo]()
$629
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 April 17, 2026.
Search for one-way flight options from Kahului to Chicago. Find affordable one-way fares based on user searches. Data last updated April 17, 2026.
This CheapOair deal was found by Cheapflights users on 4/12. 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.
Mon 5/1112:37 pm
OGG
- ORD
1 stop19h 36m
Alaska Airlines
Deal found 4/12![Alaska Airlines logo]()
$235
This Southwest deal was found by Cheapflights users on 4/12. 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.
Mon 5/118:25 pm
OGG
- ORD
2 stops12h 30m
Southwest
Deal found 4/12![Southwest logo]()
$241
This CheapOair deal was found by Cheapflights users on 4/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1312:29 pm
OGG
- ORD
1 stop19h 45m
Alaska Airlines
Deal found 4/14![Alaska Airlines logo]()
$247
This Southwest deal was found by Cheapflights users on 4/13. 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 5/128:25 pm
OGG
- ORD
2 stops12h 30m
Southwest
Deal found 4/13![Southwest logo]()
$253
This Alaska Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:30 pm
OGG
- ORD
1 stop15h 20m
Alaska Airlines
Deal found 4/16![Alaska Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 4/12. 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 5/1210:00 pm
OGG
- ORD
2 stops20h 59m
Delta
Deal found 4/12![Delta logo]()
$257
This Alaska Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/119:00 pm
OGG
- ORD
2 stops14h 56m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$261
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 5/138:00 pm
OGG
- ORD
1 stop10h 52m
Delta
Deal found 4/16![Delta logo]()
$270
This Alaska Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1212:37 pm
OGG
- ORD
1 stop19h 37m
Alaska Airlines
Deal found 4/14![Alaska Airlines logo]()
$272
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:00 am
OGG
- ORD
2 stops19h 40m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$273
This Delta deal was found by Cheapflights users on 4/16. 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.
Wed 5/1312:55 pm
OGG
- MDW
2 stops14h 48m
Delta
Deal found 4/16![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 4/16. 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.
Wed 5/1310:00 am
OGG
- MDW
1 stop15h 00m
Southwest
Deal found 4/16![Southwest logo]()
$293
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 April 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $550 (Kiwi.com) |
One-way from | $235 (CheapOair) |
Good round-trip deal | $756 or less |
Good one-way deal | $356 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 April 17, 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 5/7
10:51 pm-1:13 pm
1 stop33h 22m
Chicago O'Hare Intl
Mon 5/11
7:59 pm-8:52 pm
1 stop29h 53m
$552
KahuluiChicago
OGG - MDW
OGGMDW
Kahului
Wed 8/26
8:35 pm-12:05 pm
1 stop10h 30m
Chicago Midway
Sun 8/30
6:10 am-1:45 pm
1 stop12h 35m
$554
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 5/7
9:00 pm-4:56 pm
2 stops14h 56m
Chicago O'Hare Intl
Mon 5/11
8:50 am-8:52 pm
1 stop17h 02m
$563
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 5/7
10:00 pm-6:50 pm
2 stops15h 50m
Chicago O'Hare Intl
Thu 5/21
7:12 am-5:48 pm
1 stop15h 36m
$579
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Fri 5/8
9:05 pm-1:54 pm
1 stop11h 49m
Chicago O'Hare Intl
Thu 5/21
7:12 am-5:48 pm
1 stop15h 36m
$585
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Fri 5/15
8:00 pm-4:29 pm
2 stops15h 29m
Chicago O'Hare Intl
Sun 5/17
7:12 am-5:48 pm
1 stop15h 36m
$591
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 8/20
1:16 pm-4:59 am
1 stop10h 43m
Chicago O'Hare Intl
Sun 9/6
6:00 am-11:46 am
1 stop10h 46m
$604
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 8/20
10:06 am-6:22 am
2 stops15h 16m
Chicago O'Hare Intl
Sun 9/6
9:00 am-7:07 pm
2 stops15h 07m
$615
KahuluiChicago
OGG - ORD
OGGORD
Kahului
Thu 4/30
9:52 pm-4:56 pm
1 stop14h 04m
Chicago O'Hare Intl
Mon 5/4
8:50 am-8:25 pm
2 stops16h 35m
$620
Quickest round-trip
KahuluiChicago
OGG - MDW
OGGMDW
Kahului
Fri 5/1
8:55 pm-12:20 pm
1 stop10h 25m
Chicago Midway
Tue 5/5
6:45 am-12:35 pm
1 stop10h 50m
$674
Showing 1-10 of 30 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 April.
| 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-ORD
OGG-MDW
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-ORD
OGG-MDW
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 April 17, 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
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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 April 17, 2026.
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Kahului and Chicago flights
Browse other Kahului and Chicago flight options. Last updated on April 17, 2026.
Other flights from Kahului
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Popular flight searches
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Top 2 airlines flying from Kahului to Chicago
Discover the top 2 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 April 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$461 | Average$818 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$468 | Average$680 | FlexibilityNo cancel fee | On-time75% |