$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 11/11. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Sep 11 — Sep 181
Round-trip
1 adult, Economy
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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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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 August 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 August 12, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/148:17 pm -
1 stop30h 20m
Deal found 8/11![Alaska Airlines logo]()
$544
This Orbitz deal was found by Cheapflights users on 8/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop17h 40m
Wed 10/282:21 pm -
1 stop12h 38m
Deal found 8/7![Alaska Airlines logo]()
$584
This Orbitz deal was found by Cheapflights users on 8/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop17h 40m
Wed 10/289:00 am -
2 stops16h 10m
Deal found 8/7![Multiple Airlines logo]()
$590
This Priceline deal was found by Cheapflights users on 8/10. 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.
Wed 9/166:00 am -
2 stops12h 59m
Mon 9/218:17 pm -
1 stop30h 20m
Deal found 8/10![Multiple Airlines logo]()
$610
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/147:20 am -
2 stops16h 47m
Deal found 8/11![Multiple Airlines logo]()
$615
This Alaska Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:05 am -
2 stops15h 15m
Mon 9/76:01 am -
1 stop20h 36m
Deal found 8/7![Multiple Airlines logo]()
$620
This Travelocity deal was found by Cheapflights users on 8/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:59 pm -
1 stop25h 22m
Tue 9/87:20 am -
1 stop19h 17m
Deal found 8/11![Alaska Airlines logo]()
$630
This Priceline deal was found by Cheapflights users on 8/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:59 pm -
1 stop30h 00m
Sun 9/68:17 pm -
1 stop30h 20m
Deal found 8/11![Alaska Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop10h 55m
Thu 10/17:07 am -
1 stop33h 09m
Deal found 8/9![Delta logo]()
$638
This Southwest deal was found by Cheapflights users on 8/10. 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 9/98:55 pm -
1 stop10h 50m
Wed 9/1610:15 am -
1 stop10h 55m
Deal found 8/10![Southwest logo]()
$674
This Southwest deal was found by Cheapflights users on 8/9. 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 9/228:55 pm -
1 stop11h 00m
Sat 9/265:40 am -
1 stop12h 10m
Deal found 8/9![Southwest logo]()
$750
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:55 pm -
2 stops13h 20m
Wed 9/238:35 am -
2 stops12h 35m
Deal found 8/8![Southwest logo]()
$761
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 August 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 August 12, 2026.
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/148:17 pm -
1 stop30h 20m
Deal found 8/10![Alaska Airlines logo]()
$544
This Orbitz deal was found by Cheapflights users on 8/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
1 stop17h 40m
Wed 10/289:00 am -
2 stops16h 10m
Deal found 8/7![Multiple Airlines logo]()
$590
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop10h 55m
Thu 10/17:07 am -
1 stop33h 09m
Deal found 8/9![Delta logo]()
$638
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:35 pm -
1 stop10h 30m
Wed 9/2310:15 am -
1 stop10h 55m
Deal found 8/8![Southwest logo]()
$674
This Priceline deal was found by Cheapflights users on 8/10. 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.
Wed 9/1610:40 pm -
1 stop20h 19m
Mon 9/218:17 pm -
1 stop30h 20m
Deal found 8/10![Alaska Airlines logo]()
$544
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/147:20 am -
2 stops16h 47m
Deal found 8/10![Multiple Airlines logo]()
$615
This Southwest deal was found by Cheapflights users on 8/10. 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 9/98:55 pm -
1 stop10h 50m
Wed 9/1610:15 am -
1 stop10h 55m
Deal found 8/10![Southwest logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am -
1 stop11h 59m
Mon 9/76:01 am -
1 stop20h 36m
Deal found 8/7![Alaska Airlines logo]()
$615
This Alaska Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:05 am -
2 stops15h 15m
Mon 9/76:01 am -
1 stop20h 36m
Deal found 8/7![Multiple Airlines logo]()
$620
This Southwest deal was found by Cheapflights users on 8/9. 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.
Thu 9/248:55 pm -
1 stop10h 50m
Thu 10/15:25 am -
1 stop13h 30m
Deal found 8/9![Southwest logo]()
$750
This Southwest deal was found by Cheapflights users on 8/9. 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 9/228:55 pm -
2 stops12h 50m
Sat 9/265:40 am -
1 stop12h 10m
Deal found 8/9![Southwest logo]()
$756
This Southwest deal was found by Cheapflights users on 8/11. 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.
Thu 9/38:55 pm -
1 stop10h 50m
Sun 9/67:35 am -
1 stop11h 10m
Deal found 8/11![Southwest logo]()
$780
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/48:35 pm -
1 stop12h 35m
Tue 9/88:35 am -
2 stops12h 35m
Deal found 8/11![Southwest logo]()
$786
Last-minute flights from Kahului to ChicagoDiscover last-minute flight deals from Kahului to Chicago. Data last updated August 12, 2026 and is based on user searches.
Discover last-minute flight deals from Kahului to Chicago. Data last updated August 12, 2026 and is based on user searches.
This Alaska Airlines deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:05 am -
2 stops15h 15m
Mon 9/76:01 am -
1 stop20h 36m
Deal found 8/7![Multiple Airlines logo]()
$620
This Priceline deal was found by Cheapflights users on 8/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/312:59 pm -
1 stop30h 00m
Sun 9/68:17 pm -
1 stop30h 20m
Deal found 8/11![Alaska Airlines logo]()
$635
This Southwest deal was found by Cheapflights users on 8/11. 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.
Thu 9/38:55 pm -
1 stop10h 50m
Sun 9/67:35 am -
1 stop11h 10m
Deal found 8/11![Southwest logo]()
$780
This Travelocity deal was found by Cheapflights users on 8/11. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/412:59 pm -
1 stop25h 22m
Tue 9/87:20 am -
1 stop19h 17m
Deal found 8/11![Alaska Airlines logo]()
$630
This Southwest deal was found by Cheapflights users on 8/11. 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.
Fri 9/48:35 pm -
1 stop12h 35m
Tue 9/86:50 am -
1 stop10h 45m
Deal found 8/11![Southwest logo]()
$855
This Southwest deal was found by Cheapflights users on 8/10. 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 9/98:55 pm -
1 stop10h 50m
Wed 9/1610:15 am -
1 stop10h 55m
Deal found 8/10![Southwest logo]()
$674
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/148:17 pm -
1 stop30h 20m
Deal found 8/11![Alaska Airlines logo]()
$544
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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 9/1010:40 pm -
1 stop15h 41m
Mon 9/147:20 am -
2 stops16h 47m
Deal found 8/11![Multiple Airlines logo]()
$615
This Priceline deal was found by Cheapflights users on 8/10. 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.
Wed 9/166:00 am -
2 stops12h 59m
Mon 9/218:17 pm -
1 stop30h 20m
Deal found 8/10![Multiple Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 8/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/168:55 pm -
2 stops13h 20m
Wed 9/238:35 am -
2 stops12h 35m
Deal found 8/8![Southwest logo]()
$761
This Southwest deal was found by Cheapflights users on 8/9. 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 9/228:55 pm -
1 stop11h 00m
Sat 9/265:40 am -
1 stop12h 10m
Deal found 8/9![Southwest logo]()
$750
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 pm -
1 stop10h 55m
Thu 10/17:07 am -
1 stop33h 09m
Deal found 8/9![Delta logo]()
$638
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 August 12, 2026.
Search for one-way flight options from Kahului to Chicago. Find affordable one-way fares based on user searches. Data last updated August 12, 2026.
This Southwest deal was found by Cheapflights users on 8/11. 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.
Wed 11/1111:20 pm -
1 stop14h 20m
Deal found 8/11![Southwest logo]()
$217
This Southwest deal was found by Cheapflights users on 8/10. 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.
Tue 2/29:25 pm -
2 stops13h 30m
Deal found 8/10![Southwest logo]()
$223
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
Wed 9/910:40 pm -
1 stop20h 19m
Deal found 8/12![Alaska Airlines logo]()
$272
This Delta deal was found by Cheapflights users on 8/9. 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 10/61:15 pm -
1 stop19h 23m
Deal found 8/9![Delta logo]()
$273
This Southwest deal was found by Cheapflights users on 8/11. 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.
Mon 12/149:25 pm -
1 stop12h 45m
Deal found 8/11![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 8/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/51:05 pm -
1 stop28h 27m
Deal found 8/9![Delta logo]()
$277
This Delta deal was found by Cheapflights users on 8/10. 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.
Tue 9/221:10 pm -
2 stops22h 49m
Deal found 8/10![Delta logo]()
$278
This Delta deal was found by Cheapflights users on 8/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:10 pm -
1 stop15h 51m
Deal found 8/7![Delta logo]()
$292
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 11/911:37 pm -
1 stop15h 22m
Deal found 8/12![Alaska Airlines logo]()
$305
This Alaska Airlines deal was found by Cheapflights users on 8/10. 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 9/1010:40 pm -
1 stop20h 19m
Deal found 8/10![Alaska Airlines logo]()
$312
This Booking.com deal was found by Cheapflights users on 8/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1111:37 pm -
2 stops20h 22m
Deal found 8/11![Alaska Airlines logo]()
$313
This Alaska Airlines deal was found by Cheapflights users on 8/11. 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.
Wed 10/710:59 pm -
1 stop20h 00m
Deal found 8/11![Alaska Airlines logo]()
$321
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 August 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $544 (Alaska Airlines) |
One-way from | $217 (Southwest) |
Good one-way deal | $447 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 August 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
Thu 9/10
10:40 pm-7:21 pm
1 stop15h 41m
Chicago O'Hare Intl
Mon 9/14
8:17 pm-9:37 pm
1 stop30h 20m
$544
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Wed 9/16
10:40 pm-11:59 pm
1 stop20h 19m
Chicago O'Hare Intl
Mon 9/21
8:17 pm-9:37 pm
1 stop30h 20m
$544
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Wed 10/21
7:00 am-5:40 am
1 stop17h 40m
Chicago O'Hare Intl
Wed 10/28
9:00 am-8:10 pm
2 stops16h 10m
$590
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Thu 9/10
10:40 pm-7:21 pm
1 stop15h 41m
Chicago O'Hare Intl
Mon 9/14
7:20 am-7:07 pm
2 stops16h 47m
$615
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Tue 9/1
7:00 am-11:59 pm
1 stop11h 59m
Chicago O'Hare Intl
Mon 9/7
6:01 am-9:37 pm
1 stop20h 36m
$615
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Tue 9/1
10:05 am-6:20 am
2 stops15h 15m
Chicago O'Hare Intl
Mon 9/7
6:01 am-9:37 pm
1 stop20h 36m
$620
KahuluiChicago
OGG Kahului - ORD Chicago O'Hare Intl
OGGORD
Kahului
Thu 9/24
8:00 pm-11:55 am
1 stop10h 55m
Chicago O'Hare Intl
Thu 10/1
7:07 am-11:16 am
1 stop33h 09m
$638
Quickest round-trip
KahuluiChicago
OGG Kahului - MDW Chicago Midway
OGGMDW
Kahului
Wed 9/16
8:35 pm-12:05 pm
1 stop10h 30m
Chicago Midway
Wed 9/23
10:15 am-4:10 pm
1 stop10h 55m
$674
KahuluiChicago
OGG Kahului - MDW Chicago Midway
OGGMDW
Kahului
Wed 9/9
8:55 pm-12:45 pm
1 stop10h 50m
Chicago Midway
Wed 9/16
10:15 am-4:10 pm
1 stop10h 55m
$674
KahuluiChicago
OGG Kahului - MDW Chicago Midway
OGGMDW
Kahului
Thu 9/24
8:55 pm-12:45 pm
1 stop10h 50m
Chicago Midway
Thu 10/1
5:25 am-1:55 pm
1 stop13h 30m
$750
Showing 1-10 of 35 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 August.
| 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 August 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.
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
Valparaiso
Hammond
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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 2,558,603 searches. Data last updated August 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$480 | Average$826 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$481 | Average$694 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$684 | Average$879 | FlexibilityNo cancel fee | On-time69% |