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Cheap flights from Kahului to Chicago from $277

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kahului to Chicago departing on 9/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Kahului to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
7:00 am - 11:59 pm
OGG
-
ORD
11h 59m
1 stop
Alaska Airlines Logo
9:00 am - 4:58 pm
ORD
-
OGG
12h 58m
1 stop
$554Alaska Airlines
Tue, Aug 11 - Wed, Sep 2
Delta Logo
9:15 pm - 8:22 pm
OGG
-
ORD
18h 07m
2 stops
Delta Logo
7:05 am - 5:52 pm
ORD
-
OGG
15h 47m
1 stop
$560Delta
Fri, Sep 25 - Sun, Sep 27
Multiple Airlines Logo
6:59 pm - 6:01 pm
OGG
-
ORD
18h 02m
2 stops
Multiple Airlines Logo
7:20 am - 6:24 pm
ORD
-
OGG
16h 04m
2 stops
$565Multiple Airlines
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
10:00 am - 5:55 am
OGG
-
MDW
14h 55m
1 stop
Southwest Logo
6:10 am - 1:45 pm
MDW
-
OGG
12h 35m
1 stop
$599Southwest
Fri, Sep 25 - Sun, Sep 27
Southwest Logo
8:55 pm - 12:35 pm
OGG
-
MDW
10h 40m
1 stop
Southwest Logo
5:25 am - 1:45 pm
MDW
-
OGG
13h 20m
2 stops
$605Southwest
Fri, Sep 25 - Sun, Sep 27
United Airlines Logo
2:25 pm - 5:05 am
OGG
-
ORD
10h 40m
1 stop
United Airlines Logo
12:45 pm - 8:06 pm
ORD
-
OGG
11h 21m
1 stop
$637United Airlines
Thu, Nov 19 - Thu, Nov 26
Southwest Logo
8:55 pm - 2:15 pm
OGG
-
MDW
12h 20m
2 stops
Southwest Logo
5:25 am - 1:45 pm
MDW
-
OGG
13h 20m
2 stops
$640Southwest
Fri, Sep 25 - Sun, Sep 27
United Airlines Logo
7:00 am - 10:43 pm
OGG
-
ORD
10h 43m
1 stop
United Airlines Logo
5:55 am - 11:47 am
ORD
-
OGG
10h 52m
1 stop
$644United Airlines
Sat, Sep 12 - Sun, Sep 13
Multiple Airlines Logo
11:34 pm - 1:54 pm
OGG
-
ORD
10h 20m
1 stop
Multiple Airlines Logo
7:00 am - 5:04 pm
ORD
-
OGG
14h 04m
2 stops
$652Multiple Airlines
Thu, Nov 19 - Thu, Nov 26
Delta Logo
8:05 pm - 12:00 pm
OGG
-
ORD
10h 55m
1 stop
Delta Logo
6:55 am - 5:51 pm
ORD
-
OGG
15h 56m
1 stop
$674Delta
Tue, Jun 30 - Mon, Jul 6

Alaska Airlines flights from Kahului to Chicago

Our best Alaska Airlines deals on Kahului to Chicago flight tickets
Alaska Airlines
Aug 11
OGG7:00 amKahului
11h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Sep 2
ORD9:00 amChicago O'Hare Intl
12h 58m
1 stop
OGG4:58 pmKahului
$554
Alaska Airlines
Jun 20
OGG7:00 amKahului
11h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jul 9
ORD2:20 pmChicago O'Hare Intl
12h 27m
1 stop
OGG9:47 pmKahului
$769
Alaska Airlines
Jun 20
OGG7:00 amKahului
11h 59m
1 stop
ORD11:59 pmChicago O'Hare Intl
Jul 10
ORD2:20 pmChicago O'Hare Intl
12h 27m
1 stop
OGG9:47 pmKahului
$799

Delta flights from Kahului to Chicago

Our best Delta deals on Kahului to Chicago flight tickets
Delta
Sep 25
OGG9:15 pmKahului
18h 07m
2 stops
ORD8:22 pmChicago O'Hare Intl
Sep 27
ORD7:05 amChicago O'Hare Intl
15h 47m
1 stop
OGG5:52 pmKahului
$560
Delta
Jun 30
OGG8:05 pmKahului
10h 55m
1 stop
ORD12:00 pmChicago O'Hare Intl
Jul 6
ORD6:55 amChicago O'Hare Intl
15h 56m
1 stop
OGG5:51 pmKahului
$674
Delta
Jun 30
OGG9:13 pmKahului
16h 45m
2 stops
ORD6:58 pmChicago O'Hare Intl
Jul 6
ORD6:55 amChicago O'Hare Intl
15h 56m
1 stop
OGG5:51 pmKahului
$680

momondo 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, momondo users made 832,500 searches. Data last updated June 1, 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

Price

Cheapest round-trip

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 8/11

7:00 am-11:59 pm

1 stop11h 59m

Chicago O'Hare Intl

Wed 9/2

9:00 am-4:58 pm

1 stop12h 58m

$554

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 9/25

9:15 pm-8:22 pm

2 stops18h 07m

Chicago O'Hare Intl

Sun 9/27

7:05 am-5:52 pm

1 stop15h 47m

$560

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Fri 9/25

6:59 pm-6:01 pm

2 stops18h 02m

Chicago O'Hare Intl

Sun 9/27

7:20 am-6:24 pm

2 stops16h 04m

$565

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 9/25

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Sun 9/27

6:10 am-1:45 pm

1 stop12h 35m

$599

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 9/25

8:55 pm-12:35 pm

1 stop10h 40m

Chicago Midway

Sun 9/27

5:25 am-1:45 pm

2 stops13h 20m

$605

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 11/19

2:25 pm-5:05 am

1 stop10h 40m

Chicago O'Hare Intl

Thu 11/26

12:45 pm-8:06 pm

1 stop11h 21m

$637

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 9/25

8:55 pm-2:15 pm

2 stops12h 20m

Chicago Midway

Sun 9/27

5:25 am-1:45 pm

2 stops13h 20m

$640
Quickest round-trip

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Sat 9/12

7:00 am-10:43 pm

1 stop10h 43m

Chicago O'Hare Intl

Sun 9/13

5:55 am-11:47 am

1 stop10h 52m

$644

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 11/19

11:34 pm-1:54 pm

1 stop10h 20m

Chicago O'Hare Intl

Thu 11/26

7:00 am-5:04 pm

2 stops14h 04m

$652

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Tue 6/30

8:05 pm-12:00 pm

1 stop10h 55m

Chicago O'Hare Intl

Mon 7/6

6:55 am-5:51 pm

1 stop15h 56m

$674

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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2

See travel insights to Chicago from

How to get the cheapest flight ticket from Kahului to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Kahului, with most prices found around $0. If you’re not able to fly to Chicago in March, then January is your next best option. Flight prices from Kahului to Chicago during January average around $0.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $541. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Kahului to Chicago for around $1,045.

What is the cheapest Kahului to Chicago flight route?

Fly from Kahului to Chicago O'Hare Intl for the best Kahului - Chicago flight prices

What cabin class options are available on Kahului to Chicago flights?

There are 4 cabin classes available to choose from on Kahului to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kahului to Chicago flights?

You could potentially save up to 30% on your flight if you consider stops on a Kahului to Chicago flight.

How have Kahului to Chicago flight prices changed over time?

As of June 2026, prices for Kahului to Chicago flights are approximately 30% more expensive when compared to flights at the same time last year.

When to book flights from Kahului to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Kahului to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Kahului to Chicago (OGG to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kahului to Chicago

Best Price Found

$286

Fastest flight time

7h 55m

Direct flights

Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Kahului in the past 72 hours is $286. The best round-trip flight deal from Kahului to Chicago found on momondo in the last 72 hours is $864.
The fastest flight from Kahului to Chicago takes 7h 55m
Direct flights go from Kahului to Chicago on Sunday. There are no airlines offering direct flights.
There are 3 airports in Chicago. From Kahului there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

Frequently asked questions about flying from Kahului to Chicago

  • How far is Kahului to Chicago by plane?

    A flight from Kahului to Chicago will travel around 4192.4 mi. A reasonable flight in good conditions will take 7h 55m.

  • When did momondo last update prices for flights from Kahului Airport to Chicago?

    Prices for flights from Kahului Airport to Chicago refresh daily.

  • How many operators does momondo search for flights from Kahului Airport to Chicago?

  • How old do you have to be to fly from Kahului Airport to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kahului Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Kahului to Chicago?

Best airlines flying from Kahului to Chicago

Compare and see reviews for airlines that fly from Kahului to Chicago with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $461Free CancellationRating
7.1
11,644 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $465Free CancellationRating
7.9
12,442 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $704Free CancellationRating
7.4
9,768 reviews
Search United Airlines flights

  • United Airlines Flights From Kahului to Chicago

    United Airlines flight deals from Kahului to Chicago start from $704 round-trip. Over the 1 United Airlines flight for this route in a normal week, average airfare is usually $946 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kahului to Chicago?

It is quick and easy to find Kahului to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Kahului to Chicago with flexible booking policies on momondo?

All flight searches from Kahului to Chicago on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from Kahului to Chicago?

Once all potential Kahului to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Kahului to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Kahului. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport