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Kahului

$199+ Cheap flights from Chicago (CHI) to Kahului (OGG)

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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — OGG
Feb 19 — Feb 261
Thu 2/19
Thu 2/26
1 adult, Economy
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Find cheap flights from Chicago to Kahului with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Kahului are usually found in October or September, booked 48 days in advance, depart on a Monday or Wednesday and return on a Wednesday

Cheap flight deals from Chicago to Kahului

Cheapest flights from Chicago to Kahului
Explore the most affordable flight options available from Chicago to Kahului. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 20, 2026.

This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 2/268:20 am
ORD
-
OGG
1 stop19h 26m
Alaska Airlines
Tue 3/311:54 pm
OGG
-
ORD
1 stop20h 05m
Alaska Airlines
Deal found 1/20$402
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 5/123:52 pm
ORD
-
OGG
1 stop34h 38m
Alaska Airlines
Mon 5/1810:42 pm
OGG
-
ORD
1 stop15h 04m
Alaska Airlines
Deal found 1/20$403
This Kiwi.com deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:00 am
ORD
-
OGG
2 stops34h 28m
Multiple Airlines
Tue 3/103:12 pm
OGG
-
ORD
1 stop32h 37m
Multiple Airlines
Deal found 1/17$405
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 2/268:20 am
ORD
-
OGG
2 stops26h 31m
Multiple Airlines
Tue 3/311:54 pm
OGG
-
ORD
1 stop20h 05m
Multiple Airlines
Deal found 1/20$408
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 4/77:45 pm
ORD
-
OGG
2 stops39h 31m
Multiple Airlines
Tue 4/143:10 pm
OGG
-
ORD
1 stop19h 32m
Multiple Airlines
Deal found 1/19$409
This Kiwi.com deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/137:55 am
ORD
-
OGG
2 stops32h 22m
Multiple Airlines
Mon 4/203:10 pm
OGG
-
ORD
1 stop19h 32m
Multiple Airlines
Deal found 1/18$411
This Alaska Airlines deal was found by Cheapflights users on 1/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/183:07 pm
ORD
-
OGG
1 stop12h 39m
Alaska Airlines
Thu 2/2611:54 pm
OGG
-
ORD
1 stop20h 05m
Alaska Airlines
Deal found 1/18$412
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 2/238:20 am
ORD
-
OGG
2 stops18h 01m
Multiple Airlines
Tue 3/105:31 pm
OGG
-
ORD
2 stops16h 27m
Multiple Airlines
Deal found 1/20$413
This Delta deal was found by Cheapflights users on 1/20. 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 4/227:00 am
ORD
-
OGG
2 stops17h 31m
Delta
Wed 4/2910:15 pm
OGG
-
ORD
2 stops18h 20m
Delta
Deal found 1/20$414
This Kiwi.com deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:20 am
ORD
-
OGG
2 stops18h 01m
Multiple Airlines
Wed 3/411:54 pm
OGG
-
ORD
1 stop11h 04m
Multiple Airlines
Deal found 1/17$416
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 2/268:20 am
ORD
-
OGG
2 stops25h 56m
Multiple Airlines
Wed 3/42:04 pm
OGG
-
ORD
1 stop29h 55m
Multiple Airlines
Deal found 1/20$417
This Expedia deal was found by Cheapflights users on 1/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:20 am
ORD
-
OGG
1 stop19h 26m
Multiple Airlines
Wed 3/45:31 pm
OGG
-
ORD
2 stops17h 27m
Multiple Airlines
Deal found 1/17$418

Find flight deals from Chicago to Kahului

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Kahului (OGG). 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 January 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$402
(Alaska Airlines)

One-way from

$199
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$619

Good round-trip deal

$893 or less

Good one-way deal

$515 or less
Provider with most accurate pricing for Chicago (CHI)-Kahului flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Kahului flights.
Search Deals
From Chicago (CHI) to Kahului
Search Deals
One-way flight from Chicago (CHI) to Kahului
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Kahului.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Kahului.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Kahului 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 January 20, 2026.
Use the filters below to find and compare flights from Chicago to Kahului that are best for you.

Fly from

Chicago

Fly to

Kahului

Route

Depart

Return

Price

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 3/3

3:07 pm-11:46 pm

1 stop12h 39m

Kahului

Tue 3/10

10:54 pm-2:58 pm

1 stop11h 04m

$402

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 3/3

8:20 am-6:16 am

2 stops25h 56m

Kahului

Tue 3/10

10:54 pm-2:58 pm

1 stop11h 04m

$408

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 2/23

3:07 pm-11:46 pm

1 stop12h 39m

Kahului

Thu 3/5

11:54 pm-11:59 pm

1 stop20h 05m

$412

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 2/26

3:07 pm-11:46 pm

1 stop12h 39m

Kahului

Thu 3/5

11:54 pm-11:59 pm

1 stop20h 05m

$412

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 2/26

8:20 am-6:16 am

2 stops25h 56m

Kahului

Thu 3/5

11:54 pm-11:59 pm

1 stop20h 05m

$417

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 4/7

8:20 am-6:16 am

2 stops26h 56m

Kahului

Tue 4/21

11:02 pm-2:41 pm

1 stop10h 39m

$424

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Thu 2/26

8:20 am-6:16 am

2 stops25h 56m

Kahului

Wed 3/4

7:43 pm-2:11 pm

2 stops14h 28m

$433

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Fri 2/20

8:20 am-11:46 pm

1 stop19h 26m

Kahului

Thu 2/26

11:54 pm-11:59 pm

1 stop20h 05m

$443

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/7

6:00 am-3:13 pm

1 stop14h 13m

Kahului

Tue 4/14

10:15 pm-5:54 pm

2 stops14h 39m

$451

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 2/26

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 3/5

1:53 pm-9:06 am

2 stops15h 13m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 39 results
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Compare providers for flights from Chicago to Kahului

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 Chicago to Kahului in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Kahului flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Kahului flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Kahului flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Kahului flights, Cheapflights users trust Expedia the most. Expedia 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 Chicago-Kahului 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 Chicago to Kahului

Have a flexible travel schedule? Discover the best time to fly to Kahului from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Kahului

How far ahead should I book a flight from Chicago to Kahului?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Kahului. Price data was last updated on January 16, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Kahului, you should look to book at least 48 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Kahului?

Currently, April is the cheapest month in which you can book a flight from Chicago to Kahului (average of $358). Flying from Chicago to Kahului in July is currently the most expensive (average of $633). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to OGG?

Find hourly flight availability from Chicago to Kahului. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 20, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Kahului as you normally would.

What’s the top layover airport for flights from Chicago to Kahului?

Share of 1-stop round-trip flights from Chicago to Kahului chosen by Cheapflights users in the past 12 months, using the same layover each way.

San Diego (SAN) – chosen by Cheapflights users on 80% of 1-stop itineraries from Chicago to Kahului on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Kahului?

Average round-trip fare for 1-stop flights from Chicago to Kahului, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Seattle (SEA) is the most affordable 1-stop option, with an average round-trip price of $781.

What’s the fastest layover option from Chicago to Kahului?

Shortest average travel time for 1-stop one-way flights from Chicago to Kahului, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Seattle (SEA) have the shortest average one-way travel time for 1-stop routes: 12h 45m.

Which airport typically offers the quickest layover for flights from Chicago to Kahului?

Average layover duration for 1-stop one-way flights from Chicago to Kahului, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Seattle (SEA) offer the fastest connection on this route, with an average layover time of 2h 57m.

Reviews of airlines servicing Kahului

Get insights into the airlines that provide service to Kahului. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kahului. Reviews last updated January 20, 2026.
Read through reviews of airlines operating flights from Chicago to Kahului, such as Alaska Airlines, Southwest, and Hawaiian Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Alaska Airlines
8.0
Very good
11,760 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Southwest
8.0
Very good
4,267 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
Hawaiian Airlines
7.8
Good
2,829 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
United Airlines
7.4
Good
9,183 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading
American Airlines
7.2
Good
11,164 reviews
Alaska Airlines
8.0
Very good
11,760 reviews

Overall

8.0

Crew

8.5

Food

7.1

Entertainment

7.0

Boarding

8.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Related info for your journey

Find useful and relevant information for your journey from Chicago to Kahului. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kahului from Chicago?

    Located just 2.7 mi from the city center, Kahului is the airport most travelers will use when flying to Kahului from Chicago. Booking flights from Chicago to Kahului (OGG) should be relatively easy as there are 0 daily inbound flights from Chicago from 6 different airlines.

  • How long is the flight from Chicago to Kahului?

    Alaska Airlines and Delta can get you from Chicago to Kahului in just under 12h 39m. Your travel time can differ by up to 1h 34m. Chicago and Kahului are separated by a distance of 4175 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Kahului round-trip?

    Currently priced at $307, Hawaiian Airlines will fly you from Chicago to Kahului and back. In addition to Hawaiian Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and Alaska Airlines - these airlines can fly you to your destination from $311 and $373, respectively. These flights start at 59% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Kahului one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $202. Users have also found prices from $227 and $230 on American Airlines and Alaska Airlines, respectively.

  • What are the cheapest flights from Chicago to Kahului?

    While on average a flight from Chicago to Kahului is generally $825, our data shows the cheapest flight currently is $457. When looking at the most popular route, (Chicago O'Hare Intl - Kahului), you can expect to pay $372 for that flight.

  • Where are the most common layover locations when flying from Chicago to Kahului?

    The most popular layover on flights from Chicago to Kahului is Seattle.

  • What are some popular things to do or see while on a layover in Seattle?

    The majority of Seattle visitors spend their time at Pike Place Market, Space Needle, and Seattle Waterfront. Pike Place Market, Space Needle, and Seattle Waterfront are located about 11.2 mi, 12.0 mi, and 10.9 mi, respectively from Seattle/Tacoma Intl. Those landing in Seattle looking to spend some time exploring during their layover can rent a car for about $56 per day.

  • Where are the least popular layover locations for Chicago to Kahului flights?

    The least popular layover on flights from Chicago to Kahului is Los Angeles.

  • Can I find deals for flights from Chicago to Kahului that include hotel bookings?

    Yes. In addition to deals on Chicago to Kahului flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Kahului?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Kahului.

  • Can I find deals for business class flights from Chicago to Kahului?

    Yes. Cheapflights offers flight deals from Chicago to Kahului by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Kahului?

    Currently, April is the cheapest month in which you can book a flight from Chicago to Kahului (average of $358). Flying from Chicago to Kahului in July is currently the most expensive (average of $633). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Kahului?

Book flights to Kahului if you plan to visit one of these locations
Wailea

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Alternative routes for Chicago to Kahului

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chicago to Kahului

Discover the top 6 airlines that operate flights from Chicago to Kahului. 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 January 20, 2026.
AirlineCheapestAverageFlexibilityOn-time
Hawaiian AirlinesCheapest$307Average$675FlexibilityNo cancel feeOn-time85%
DeltaCheapest$311Average$559FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$373Average$653FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$430Average$745FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$568Average$778FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$757Average$1,079FlexibilityNo cancel feeOn-time69%

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