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Cheap flights from Kahului to Chicago from $247

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 5/13. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kahului to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
9:18 pm - 2:54 pm
OGG
-
ORD
12h 36m
1 stop
Multiple Airlines Logo
6:00 am - 1:16 pm
ORD
-
OGG
12h 16m
1 stop
$550Multiple Airlines
Tue, Sep 8 - Tue, Sep 29
Alaska Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Alaska Airlines Logo
8:50 am - 8:52 pm
ORD
-
OGG
17h 02m
1 stop
$551Alaska Airlines
Thu, May 7 - Mon, May 11
Alaska Airlines Logo
10:51 pm - 1:13 pm
OGG
-
ORD
33h 22m
1 stop
Alaska Airlines Logo
7:59 pm - 8:52 pm
ORD
-
OGG
29h 53m
1 stop
$552Alaska Airlines
Thu, May 7 - Mon, May 11
Southwest Logo
8:35 pm - 12:05 pm
OGG
-
MDW
10h 30m
1 stop
Southwest Logo
6:10 am - 1:45 pm
MDW
-
OGG
12h 35m
1 stop
$554Southwest
Wed, Aug 26 - Sun, Aug 30
Delta Logo
9:10 pm - 1:30 pm
OGG
-
ORD
11h 20m
1 stop
Delta Logo
7:30 am - 2:28 pm
ORD
-
OGG
11h 58m
1 stop
$554Delta
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
3:03 pm - 7:18 am
OGG
-
ORD
11h 15m
1 stop
American Airlines Logo
1:18 pm - 7:56 pm
ORD
-
OGG
11h 38m
1 stop
$559American Airlines
Thu, May 7 - Mon, May 18
Southwest Logo
8:25 pm - 11:20 am
OGG
-
MDW
9h 55m
1 stop
Southwest Logo
5:40 am - 1:45 pm
MDW
-
OGG
13h 05m
2 stops
$560Southwest
Wed, Aug 26 - Sun, Aug 30
American Airlines Logo
10:49 pm - 4:44 pm
OGG
-
ORD
12h 55m
1 stop
American Airlines Logo
12:11 pm - 9:19 pm
ORD
-
OGG
14h 08m
2 stops
$560American Airlines
Thu, Aug 20 - Sun, Sep 6
Multiple Airlines Logo
9:00 pm - 4:56 pm
OGG
-
ORD
14h 56m
2 stops
Multiple Airlines Logo
8:50 am - 8:52 pm
ORD
-
OGG
17h 02m
1 stop
$563Multiple Airlines
Thu, May 7 - Mon, May 11
Delta Logo
8:00 pm - 11:52 am
OGG
-
ORD
10h 52m
1 stop
Delta Logo
7:12 am - 5:48 pm
ORD
-
OGG
15h 36m
1 stop
$573Delta
Thu, May 7 - Thu, May 21

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American Airlines flights from Kahului to Chicago

Our best American Airlines deals on Kahului to Chicago flight tickets
American Airlines
May 7
OGG3:03 pmKahului
11h 15m
1 stop
ORD7:18 amChicago O'Hare Intl
May 18
ORD1:18 pmChicago O'Hare Intl
11h 38m
1 stop
OGG7:56 pmKahului
$559
American Airlines
May 15
OGG9:45 pmKahului
11h 31m
1 stop
ORD2:16 pmChicago O'Hare Intl
May 17
ORD6:56 amChicago O'Hare Intl
18h 00m
1 stop
OGG7:56 pmKahului
$629

Alaska Airlines flights from Kahului to Chicago

Our best Alaska Airlines deals on Kahului to Chicago flight tickets
Alaska Airlines
May 7
OGG10:51 pmKahului
33h 22m
1 stop
ORD1:13 pmChicago O'Hare Intl
May 11
ORD8:50 amChicago O'Hare Intl
17h 02m
1 stop
OGG8:52 pmKahului
$551
Alaska Airlines
May 7
OGG10:51 pmKahului
33h 22m
1 stop
ORD1:13 pmChicago O'Hare Intl
May 11
ORD7:59 pmChicago O'Hare Intl
29h 53m
1 stop
OGG8:52 pmKahului
$552
Alaska Airlines
Apr 29
OGG12:37 pmKahului
19h 36m
1 stop
ORD1:13 pmChicago O'Hare Intl
May 3
ORD7:59 pmChicago O'Hare Intl
22h 38m
1 stop
OGG1:37 pmKahului
$644

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 April 17, 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 9/8

9:18 pm-2:54 pm

1 stop12h 36m

Chicago O'Hare Intl

Tue 9/29

6:00 am-1:16 pm

1 stop12h 16m

$550

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 5/7

10:51 pm-1:13 pm

1 stop33h 22m

Chicago O'Hare Intl

Mon 5/11

8:50 am-8:52 pm

1 stop17h 02m

$551

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 5/7

10:51 pm-1:13 pm

1 stop33h 22m

Chicago O'Hare Intl

Mon 5/11

7:59 pm-8:52 pm

1 stop29h 53m

$552

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 8/26

8:35 pm-12:05 pm

1 stop10h 30m

Chicago Midway

Sun 8/30

6:10 am-1:45 pm

1 stop12h 35m

$554

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Wed 8/26

9:10 pm-1:30 pm

1 stop11h 20m

Chicago O'Hare Intl

Sun 8/30

7:30 am-2:28 pm

1 stop11h 58m

$554
Quickest round-trip

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 5/7

3:03 pm-7:18 am

1 stop11h 15m

Chicago O'Hare Intl

Mon 5/18

1:18 pm-7:56 pm

1 stop11h 38m

$559

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 8/26

8:25 pm-11:20 am

1 stop9h 55m

Chicago Midway

Sun 8/30

5:40 am-1:45 pm

2 stops13h 05m

$560

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 8/20

10:49 pm-4:44 pm

1 stop12h 55m

Chicago O'Hare Intl

Sun 9/6

12:11 pm-9:19 pm

2 stops14h 08m

$560

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 5/7

9:00 pm-4:56 pm

2 stops14h 56m

Chicago O'Hare Intl

Mon 5/11

8:50 am-8:52 pm

1 stop17h 02m

$563

KahuluiChicago

OGG - ORD

OGGORD

Kahului

Thu 5/7

8:00 pm-11:52 am

1 stop10h 52m

Chicago O'Hare Intl

Thu 5/21

7:12 am-5:48 pm

1 stop15h 36m

$573

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 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 $587. 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 5% 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 April 2026, prices for Kahului to Chicago flights are approximately 16% cheaper 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

$356

Fastest flight time

10h 15m

Direct flights

Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Kahului in the past 72 hours is $356. The best round-trip flight deal from Kahului to Chicago found on momondo in the last 72 hours is $756.
The fastest flight from Kahului to Chicago takes 10h 15m
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 10h 15m.

  • 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
11,593 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $468Free CancellationRating
7.9
12,253 reviews
Search Alaska Airlines flights

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
Chesterton
Monticello
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