$241+ Cheap flights from Kahului (OGG) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Nov 11 — Nov 181
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 October 12, 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 October 12, 2026.
This Priceline deal was found by Cheapflights users on 10/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:28 pm -
1 stop25h 31m
Mon 11/97:57 pm -
1 stop29h 52m
Deal found 10/8![Alaska Airlines logo]()
$524
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:14 pm -
1 stop11h 16m
Sat 11/1412:00 pm -
1 stop12h 19m
Deal found 10/9![Delta logo]()
$546
This Expedia deal was found by Cheapflights users on 10/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:37 pm -
1 stop15h 22m
Mon 11/97:57 pm -
2 stops23h 36m
Deal found 10/8![Multiple Airlines logo]()
$561
This United Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am -
1 stop10h 29m
Mon 11/98:55 am -
1 stop12h 47m
Deal found 10/9![United Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:59 pm -
2 stops15h 33m
Mon 11/95:30 am -
1 stop12h 59m
Deal found 10/9![Delta logo]()
$576
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:14 pm -
1 stop12h 46m
Wed 11/117:20 am -
1 stop18h 29m
Deal found 10/7![Alaska Airlines logo]()
$581
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:45 pm -
2 stops14h 15m
Wed 11/117:20 am -
1 stop18h 29m
Deal found 10/7![Multiple Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:00 am -
1 stop14h 55m
Tue 10/277:25 am -
2 stops13h 45m
Deal found 10/7![Southwest logo]()
$624
This Southwest deal was found by Cheapflights users on 10/12. 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 10/219:55 pm -
2 stops14h 30m
Mon 10/265:10 am -
1 stop12h 30m
Deal found 10/12![Southwest logo]()
$676
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 10/2410:00 am -
1 stop14h 55m
Wed 10/286:55 am -
2 stops12h 55m
Deal found 10/9![Southwest logo]()
$718
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 11/219:25 pm -
1 stop10h 25m
Sat 11/285:05 am -
1 stop11h 50m
Deal found 10/9![Southwest logo]()
$754
This Southwest deal was found by Cheapflights users on 10/12. 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 10/219:55 pm -
2 stops12h 15m
Sun 10/255:15 am -
1 stop12h 40m
Deal found 10/12![Southwest logo]()
$764
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 October 12, 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 October 12, 2026.
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:14 pm -
1 stop11h 16m
Sat 11/1412:00 pm -
1 stop12h 19m
Deal found 10/9![Delta logo]()
$546
This Expedia deal was found by Cheapflights users on 10/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:37 pm -
1 stop15h 22m
Mon 11/97:57 pm -
2 stops23h 36m
Deal found 10/8![Multiple Airlines logo]()
$561
This United Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am -
1 stop10h 29m
Mon 11/98:55 am -
1 stop12h 47m
Deal found 10/9![United Airlines logo]()
$570
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:14 pm -
1 stop12h 46m
Wed 11/117:20 am -
1 stop18h 29m
Deal found 10/7![Alaska Airlines logo]()
$581
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:00 am -
1 stop14h 55m
Tue 10/277:25 am -
2 stops13h 45m
Deal found 10/7![Southwest logo]()
$624
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:59 pm -
2 stops15h 33m
Mon 11/95:30 am -
1 stop12h 59m
Deal found 10/9![Delta logo]()
$576
This Alaska Airlines deal was found by Cheapflights users on 10/10. 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.
Mon 11/97:16 am -
2 stops12h 43m
Wed 11/112:15 pm -
1 stop11h 34m
Deal found 10/10![Multiple Airlines logo]()
$624
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 11/212:25 pm -
1 stop10h 35m
Sat 11/286:15 am -
2 stops14h 25m
Deal found 10/9![Southwest logo]()
$760
This Expedia deal was found by Cheapflights users on 10/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/126:00 am -
2 stops13h 59m
Sun 12/136:00 am -
1 stop20h 43m
Deal found 10/8![Multiple Airlines logo]()
$700
This Southwest deal was found by Cheapflights users on 10/12. 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.
Sun 3/1412:35 pm -
1 stop12h 15m
Thu 3/185:40 am -
1 stop12h 30m
Deal found 10/12![Southwest logo]()
$800
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 10/248:45 pm -
2 stops13h 10m
Wed 10/286:55 am -
2 stops12h 55m
Deal found 10/9![Southwest logo]()
$979
Last-minute flights from Kahului to ChicagoDiscover last-minute flight deals from Kahului to Chicago. Data last updated October 12, 2026 and is based on user searches.
Discover last-minute flight deals from Kahului to Chicago. Data last updated October 12, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/12. 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 10/219:55 pm -
2 stops14h 30m
Mon 10/265:10 am -
1 stop12h 30m
Deal found 10/12![Southwest logo]()
$676
This Southwest deal was found by Cheapflights users on 10/12. 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 10/219:55 pm -
2 stops12h 15m
Sun 10/255:15 am -
1 stop12h 40m
Deal found 10/12![Southwest logo]()
$764
This Southwest deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2310:00 am -
1 stop14h 55m
Tue 10/277:25 am -
2 stops13h 45m
Deal found 10/7![Southwest logo]()
$624
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 10/2410:00 am -
1 stop14h 55m
Wed 10/286:55 am -
2 stops12h 55m
Deal found 10/9![Southwest logo]()
$718
This Priceline deal was found by Cheapflights users on 10/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/31:28 pm -
1 stop25h 31m
Mon 11/97:57 pm -
1 stop29h 52m
Deal found 10/8![Alaska Airlines logo]()
$524
This Expedia deal was found by Cheapflights users on 10/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:37 pm -
1 stop15h 22m
Mon 11/97:57 pm -
2 stops23h 36m
Deal found 10/8![Multiple Airlines logo]()
$561
This United Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:00 am -
1 stop10h 29m
Mon 11/98:55 am -
1 stop12h 47m
Deal found 10/9![United Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/38:59 pm -
2 stops15h 33m
Mon 11/95:30 am -
1 stop12h 59m
Deal found 10/9![Delta logo]()
$576
This Delta deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/710:14 pm -
1 stop11h 16m
Sat 11/1412:00 pm -
1 stop12h 19m
Deal found 10/9![Delta logo]()
$546
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:14 pm -
1 stop12h 46m
Wed 11/117:20 am -
1 stop18h 29m
Deal found 10/7![Alaska Airlines logo]()
$581
This Alaska Airlines deal was found by Cheapflights users on 10/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:45 pm -
2 stops14h 15m
Wed 11/117:20 am -
1 stop18h 29m
Deal found 10/7![Multiple Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 11/219:25 pm -
1 stop10h 25m
Sat 11/285:05 am -
1 stop11h 50m
Deal found 10/9![Southwest logo]()
$754
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 October 12, 2026.
Search for one-way flight options from Kahului to Chicago. Find affordable one-way fares based on user searches. Data last updated October 12, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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 12/911:41 am -
2 stops26h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$241
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Tue 12/811:43 pm -
1 stop15h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Alaska Airlines logo]()
$263
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 11/126:00 am -
2 stops13h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$266
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 1/126:00 am -
2 stops13h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$272
This Alaska Airlines deal was found by Cheapflights users on 10/8. 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.
Fri 12/411:41 am -
2 stops27h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Multiple Airlines logo]()
$273
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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 11/136:00 am -
2 stops13h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$278
This American Airlines deal was found by Cheapflights users on 10/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/227:04 pm -
Nonstop8h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![American Airlines logo]()
$284
This Southwest deal was found by Cheapflights users on 10/10. 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.
Wed 3/311:20 pm -
1 stop14h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Southwest logo]()
$285
This Alaska Airlines deal was found by Cheapflights users on 10/12. 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 1/1211:55 pm -
1 stop18h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Alaska Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/98:00 am -
1 stop12h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![United Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 10/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/74:10 pm -
1 stop14h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Delta logo]()
$293
This Delta deal was found by Cheapflights users on 10/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/74:10 pm -
1 stop13h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta 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 October 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $524 (Priceline) |
One-way from | $241 (Alaska Airlines) |
Good round-trip deal | $557 or less |
Good one-way deal | $388 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 7,457,451 searches. Data last updated October 12, 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 Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Fri 12/11
11:43 pm-4:47 pm
1 stop13h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Wed 12/9
6:00 am-11:59 pm
2 stops13h 59m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$266
KahuluiChicago
OGG Kahului - MDW Chicago Midway
OGGMDW
Kahului
Wed 3/3
9:25 pm-3:15 pm
2 stops13h 50m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$291
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Mon 12/14
5:59 pm-9:04 am
1 stop11h 05m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Mon 1/11
9:30 pm-12:25 pm
1 stop10h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
KahuluiChicago
OGG Kahului - MDW Chicago Midway
OGGMDW
Kahului
Mon 12/7
1:16 pm-8:55 am
2 stops15h 39m
Chicago Midway
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$299
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Wed 1/13
12:45 pm-8:58 am
2 stops16h 13m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$299
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Tue 12/8
10:17 pm-6:06 pm
2 stops15h 49m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$299
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Sun 11/8
8:45 pm-11:49 pm
2 stops23h 04m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$326
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Mon 11/9
10:17 pm-4:47 pm
1 stop14h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$335
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | 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 October 12, 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.
Weekly flight availability from Kahului to Chicago
Explore weekly flight availability from Kahului to Chicago. 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 October 12, 2026.
The most flights from OGG to CHI are scheduled on a Saturday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Other flights to Chicago
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Kahului and Chicago flights
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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 7,457,451 searches. Data last updated October 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$473 | Average$659 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$480 | Average$826 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$684 | Average$826 | FlexibilityNo cancel fee | On-time69% |