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$229+ Cheap flights from Kahului (OGG) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$427
(Mytrip)

One-way from

$229
(Southwest)

Popular in

June

Cheapest in

January

Average price

$403

Good round-trip deal

$559 or less

Good one-way deal

$279 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. 20% potential increase in price ($148 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Mytrip deal was found by Cheapflights users on 1/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/33:10 pmOGG - ORD
3 stops33h 35mMultiple Airlines
Mon 3/1010:49 amORD - OGG
2 stops28h 36mMultiple Airlines
Deal found 1/30$427
This Alaska Airlines deal was found by Cheapflights users on 1/30. 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 3/310:31 pmOGG - ORD
1 stop21h 28mAlaska Airlines
Mon 3/104:05 pmORD - OGG
1 stop23h 10mAlaska Airlines
Deal found 1/30$486
This Delta deal was found by Cheapflights users on 1/30. 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 3/35:25 pmOGG - MDW
1 stop12h 47mDelta
Mon 3/106:00 amMDW - OGG
1 stop15h 41mDelta
Deal found 1/30$609
This American Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 3/261:45 pmOGG - ORD
1 stop17h 03mAmerican Airlines
Mon 3/317:13 pmORD - OGG
1 stop22h 02mAmerican Airlines
Deal found 1/30$619
This Delta deal was found by Cheapflights users on 1/30. 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 3/2612:35 pmOGG - ORD
2 stops19h 06mDelta
Mon 3/317:30 amORD - OGG
1 stop16h 49mDelta
Deal found 1/30$629
This United Airlines deal was found by Cheapflights users on 1/30. 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.
Wed 3/265:15 pmOGG - ORD
Nonstop7h 51mUnited Airlines
Mon 3/319:20 amORD - OGG
Nonstop9h 10mUnited Airlines
Deal found 1/30$894

Find flights from Kahului to Chicago within your budget

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/3

3:10 pm-4:45 am

3 stops33h 35m

Chicago O'Hare Intl

Mon 3/10

10:49 am-10:25 am

2 stops28h 36m

$427

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/3

10:31 pm-11:59 pm

1 stop21h 28m

Chicago O'Hare Intl

Mon 3/10

4:05 pm-10:15 am

1 stop23h 10m

$486

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 3/3

5:25 pm-10:12 am

1 stop12h 47m

Chicago Midway

Mon 3/10

6:00 am-4:41 pm

1 stop15h 41m

$609

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 3/26

1:45 pm-11:48 am

1 stop17h 03m

Chicago O'Hare Intl

Mon 3/31

7:13 pm-12:15 pm

1 stop22h 02m

$619

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 3/26

12:35 pm-12:41 pm

2 stops19h 06m

Chicago O'Hare Intl

Mon 3/31

7:30 am-7:19 pm

1 stop16h 49m

$629

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 3/26

5:15 pm-6:06 am

Nonstop7h 51m

Chicago O'Hare Intl

Mon 3/31

9:20 am-1:30 pm

Nonstop9h 10m

$894

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sun 5/4

8:25 pm-3:25 pm

1 stop14h 00m

$229

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 3/11

3:30 pm-4:58 pm

2 stops20h 28m

$266

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Mon 3/10

8:57 pm-1:24 pm

1 stop11h 27m

$268

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Tue 3/11

3:55 pm-9:09 am

1 stop12h 14m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 14 results
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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 January.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy1 starTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust 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.

Travel insights for flights from Kahului to Chicago

Get recent, data-driven insights about flights from Kahului to Chicago including ideal travel times, pricing trends, and more.

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 $325). 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 January 30, 2025.

It’s optimal to fly from Kahului to Chicago in the evening. By choosing this option you can save up to 27% on the cost of your flight, compared to a flight in the afternoon.

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 January 30, 2025.
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,585 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,686 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,450 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Hawaiian Airlines
7.9
Good
2,320 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,906 reviews
Southwest
8.1
Very good
4,585 reviews

Food

7.1

Overall

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Reviews

1 / 20

6.0
Good

Lauren,Dec 2024

MCI - DCA

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 is 1 daily outbound flight to Chicago from 4 different airlines.

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

    Currently priced at $486, Alaska Airlines will fly you from Kahului to Chicago and back. In addition to Alaska Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and American Airlines - these airlines can fly you to your destination from $609 and $619, respectively. Alaska Airlines is priced at 16% 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?

    $229 is the cheapest one-way deal found within the past few days, from Southwest. You may also be able to find cheap deals on Alaska Airlines and Delta, with prices starting from $266 and $268, 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 $520, our data indicates the cheapest price to be $211. The most popular route (Kahului - Chicago O'Hare Intl), is priced around $545.

  • 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 $325). 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 January 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$312Average$581FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$602FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$432Average$766FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$495Average$791FlexibilityNo cancel feeOn-time75%
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