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$234+ 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 9/17. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Apr 16 — Apr 231
Wed 4/16
Wed 4/23
1 adult, Economy
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Cheap 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 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$467
(American Airlines)

One-way from

$234
(Alaska Airlines)

Popular in

April

Cheapest in

January

Average price

$1,013

Good round-trip deal

$1,083 or less

Good one-way deal

$380 or less
Provider with most accurate pricing for Kahului-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Kahului-Chicago (CHI) flights.
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From Kahului to Chicago (CHI)
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One-way flight from Kahului to Chicago (CHI)
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Highest demand for flights based on searches. 18% potential increase in price ($141 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Kahului to Chicago (CHI).
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Price to beat on a one-way flight from Kahului to Chicago (CHI).
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Find flight deals from Kahului to Chicago

Cheapest flights from Kahului to Chicago
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 11, 2025.

This American Airlines deal was found by Cheapflights users on 4/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/41:40 pmOGG - ORD
1 stop10h 38mAmerican Airlines
Tue 9/95:00 amORD - OGG
1 stop13h 55mAmerican Airlines
Deal found 4/10$467
This Alaska Airlines deal was found by Cheapflights users on 4/10. 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 9/48:47 amOGG - ORD
2 stops15h 53mAlaska Airlines
Tue 9/95:54 pmORD - OGG
1 stop23h 04mAlaska Airlines
Deal found 4/10$472
This Delta deal was found by Cheapflights users on 4/10. 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 5/209:30 pmOGG - ORD
1 stop11h 00mDelta
Tue 5/277:15 amORD - OGG
1 stop14h 46mDelta
Deal found 4/10$556
This Delta deal was found by Cheapflights users on 4/10. 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.
Thu 5/229:30 pmOGG - MDW
2 stops16h 15mDelta
Mon 5/269:20 amMDW - OGG
2 stops15h 05mDelta
Deal found 4/10$661
This United Airlines deal was found by Cheapflights users on 4/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/412:15 pmOGG - ORD
2 stops17h 58mUnited Airlines
Tue 9/93:58 pmORD - OGG
3 stops24h 42mUnited Airlines
Deal found 4/10$694
This Southwest deal was found by Cheapflights users on 4/10. 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.
Fri 6/206:00 amOGG - ORD
2 stops12h 40mSouthwest
Sun 6/297:00 amORD - OGG
2 stops15h 05mSouthwest
Deal found 4/10$864
This Southwest deal was found by Cheapflights users on 4/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/228:30 pmOGG - MDW
1 stop11h 05mSouthwest
Mon 5/267:05 amMDW - OGG
2 stops14h 40mSouthwest
Deal found 4/10$888

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 11, 2025.
Use the filters below to find and compare flights from Kahului to Chicago that are best for you.

Fly from

Kahului

Fly to

Chicago

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 9/4

1:40 pm-5:18 am

1 stop10h 38m

Chicago O'Hare Intl

Tue 9/9

5:00 am-1:55 pm

1 stop13h 55m

$467

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 9/4

8:47 am-5:40 am

2 stops15h 53m

Chicago O'Hare Intl

Tue 9/9

5:54 pm-11:58 am

1 stop23h 04m

$472

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 5/20

9:30 pm-1:30 pm

1 stop11h 00m

Chicago O'Hare Intl

Tue 5/27

7:15 am-5:01 pm

1 stop14h 46m

$556

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 5/22

9:30 pm-6:45 pm

2 stops16h 15m

Chicago Midway

Mon 5/26

9:20 am-7:25 pm

2 stops15h 05m

$661

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 9/4

12:15 pm-11:13 am

2 stops17h 58m

Chicago O'Hare Intl

Tue 9/9

3:58 pm-11:40 am

3 stops24h 42m

$694

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 6/20

6:00 am-11:40 pm

2 stops12h 40m

Chicago O'Hare Intl

Sun 6/29

7:00 am-5:05 pm

2 stops15h 05m

$864

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 5/22

8:30 pm-12:35 pm

1 stop11h 05m

Chicago Midway

Mon 5/26

7:05 am-4:45 pm

2 stops14h 40m

$888

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 9/17

12:58 pm-5:40 am

1 stop11h 42m

$234

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 9/17

12:05 pm-8:46 am

2 stops15h 41m

$244

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 5/20

9:30 pm-1:30 pm

1 stop11h 00m

$258

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/10

Showing 1-10 of 15 results
1
2

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.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars

*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 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.
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

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

Currently, August is the cheapest month in which you can book a flight from Kahului to Chicago (average of $245). Flying from Kahului to Chicago in March is currently the most expensive (average of $321). 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 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 11, 2025.

It’s optimal to fly from Kahului to Chicago in the evening. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the afternoon.

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 April 11, 2025.

The most flights from OGG to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 11, 2025.
To help decide which airline to fly from Kahului to Chicago, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,851 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Southwest
8.0
Very good
4,279 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,910 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Hawaiian Airlines
7.9
Good
2,366 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,636 reviews
Alaska Airlines
8.0
Very good
9,851 reviews

Boarding

8.2

Overall

8.0

Comfort

7.9

Entertainment

7.1

Food

7.1

Crew

8.5

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

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.

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

    Located just 2.7 mi from the city center, Kahului is the airport most travelers will use when flying to Chicago from Kahului. Booking flights from Kahului (OGG) to Chicago should be relatively easy as there are 2 daily outbound flights to Chicago from 4 different airlines.

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

    Currently priced at $467, American Airlines will fly you from Kahului to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Alaska Airlines and Delta - these airlines can fly you to your destination from $472 and $556, respectively. American Airlines is priced at 25% lower than the current average price of a flight leaving 3 months from now.

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

    $234 is the cheapest one-way deal found within the past few days, from Alaska Airlines. You may also be able to find cheap deals on Delta and Hawaiian Airlines, with prices starting from $244 and $260, respectively.

  • What are the cheapest flights from Kahului to Chicago?

    Looking for the cheapest flight from Kahului to Chicago? While on average our users pay $814, our data indicates the cheapest price to be $280. The most popular route (Kahului - Chicago O'Hare Intl), is priced around $467.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Kahului to Chicago 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 Kahului to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Kahului to Chicago (average of $245). Flying from Kahului to Chicago in March is currently the most expensive (average of $321). 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 4 airlines flying from Kahului to Chicago

Discover the top 4 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 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$282Average$541FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$538FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$432Average$739FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$495Average$715FlexibilityNo cancel feeOn-time75%

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