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$219+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
OGG — CHI
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$437
(American Airlines)

One-way from

$219
(Delta)

Popular in

June

Cheapest in

January

Average price

$933

Good one-way deal

$523 or less
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. 23% potential increase in price ($187 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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 8/129:46 pmOGG - ORD
1 stop10h 58mAmerican Airlines
Wed 8/2011:45 amORD - OGG
1 stop13h 39mAmerican Airlines
Deal found 6/11$437
This Alaska Airlines deal was found by Cheapflights users on 6/11. 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 8/1210:34 pmOGG - ORD
2 stops14h 44mAlaska Airlines
Wed 8/2010:00 amORD - OGG
2 stops17h 11mAlaska Airlines
Deal found 6/11$514
This Hawaiian Airlines deal was found by Cheapflights users on 6/10. 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 Hawaiian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2911:15 amOGG - ORD
1 stop13h 25mHawaiian Airlines
Fri 8/88:00 amORD - OGG
1 stop12h 10mHawaiian Airlines
Deal found 6/10$663
This Southwest deal was found by Cheapflights users on 6/10. 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 8/158:30 pmOGG - MDW
1 stop15h 00mSouthwest
Tue 8/196:10 amMDW - OGG
1 stop11h 15mSouthwest
Deal found 6/10$702
This Southwest deal was found by Cheapflights users on 6/11. 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 7/28:45 pmOGG - ORD
2 stops15h 00mSouthwest
Wed 7/166:15 amORD - OGG
2 stops15h 15mSouthwest
Deal found 6/11$819
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/210:35 pmOGG - ORD
1 stop26h 40mUnited Airlines
Wed 7/167:20 amORD - OGG
1 stop16h 57mUnited Airlines
Deal found 6/11$837
This Delta deal was found by Cheapflights users on 6/10. 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.
Fri 8/1512:05 pmOGG - MDW
2 stops15h 45mDelta
Wed 8/206:04 amMDW - OGG
2 stops17h 36mDelta
Deal found 6/10$865
This Delta deal was found by Cheapflights users on 6/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/39:45 pmOGG - ORD
2 stops14h 02mDelta
Sun 7/136:00 amORD - OGG
2 stops18h 33mDelta
Deal found 6/11$1,009
This United Airlines deal was found by Cheapflights users on 6/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/52:40 pmOGG - ORD
1 stop10h 39mMultiple Airlines
Sat 7/129:20 amORD - OGG
Nonstop8h 54mMultiple Airlines
Deal found 6/11$6,057

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 June 12, 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

Tue 8/12

9:46 pm-1:44 pm

1 stop10h 58m

Chicago O'Hare Intl

Wed 8/20

11:45 am-8:24 pm

1 stop13h 39m

$437

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 8/12

10:34 pm-6:18 pm

2 stops14h 44m

Chicago O'Hare Intl

Wed 8/20

10:00 am-10:11 pm

2 stops17h 11m

$514

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 7/29

11:15 am-5:40 am

1 stop13h 25m

Chicago O'Hare Intl

Fri 8/8

8:00 am-3:10 pm

1 stop12h 10m

$663

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 8/15

8:30 pm-4:30 pm

1 stop15h 00m

Chicago Midway

Tue 8/19

6:10 am-12:25 pm

1 stop11h 15m

$702

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 7/2

8:45 pm-4:45 pm

2 stops15h 00m

Chicago O'Hare Intl

Wed 7/16

6:15 am-4:30 pm

2 stops15h 15m

$819

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 7/2

10:35 pm-6:15 am

1 stop26h 40m

Chicago O'Hare Intl

Wed 7/16

7:20 am-7:17 pm

1 stop16h 57m

$837

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 8/15

12:05 pm-8:50 am

2 stops15h 45m

Chicago Midway

Wed 8/20

6:04 am-6:40 pm

2 stops17h 36m

$865

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 7/3

9:45 pm-4:47 pm

2 stops14h 02m

Chicago O'Hare Intl

Sun 7/13

6:00 am-7:33 pm

2 stops18h 33m

$1,009

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 7/5

2:40 pm-6:19 am

1 stop10h 39m

Chicago O'Hare Intl

Sat 7/12

9:20 am-1:14 pm

Nonstop8h 54m

$6,057

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Mon 11/17

5:25 pm-9:51 am

1 stop12h 26m

$219

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 18 results
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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 June 12, 2025.

It’s optimal to fly from Kahului to Chicago in the evening. By choosing this option you can save up to 22% 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 June 12, 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
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Hawaiian Airlines
7.9
Good
2,494 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

Entertainment

7.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 0 daily outbound flights to Chicago from 5 different airlines.

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

    Currently priced at $437, 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 Hawaiian Airlines - these airlines can fly you to your destination from $514 and $663, respectively. American Airlines is priced at 28% 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?

    $219 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Hawaiian Airlines and Alaska Airlines, with prices starting from $222 and $231, 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 $577, our data indicates the cheapest price to be $471. The most popular route (Kahului - Chicago O'Hare Intl), is priced around $526.

  • 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
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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Top 5 airlines flying from Kahului to Chicago

Discover the top 5 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$282Average$541FlexibilityNo cancel feeOn-timeN/A
Hawaiian AirlinesCheapest$322Average$715FlexibilityNo cancel feeOn-time85%
American AirlinesCheapest$349Average$565FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$478Average$805FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$508Average$715FlexibilityNo cancel feeOn-time75%

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