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Cheap flights from Kahului to Chicago from $186

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 3/2. 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

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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
11:59 pm - 11:37 pm
OGG
-
ORD
19h 38m1 stop
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
$404Alaska Airlines
jue., ene. 22 - lun., ene. 26
Multiple Airlines Logo
7:58 pm - 5:10 pm
OGG
-
ORD
17h 12m2 stops
Multiple Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
$418Multiple Airlines
jue., ene. 22 - lun., ene. 26
Alaska Airlines Logo
11:59 pm - 2:29 pm
OGG
-
ORD
10h 30m1 stop
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
$423Alaska Airlines
jue., ene. 15 - lun., ene. 19
Multiple Airlines Logo
6:00 am - 11:50 pm
OGG
-
ORD
13h 50m2 stops
Multiple Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
$519Multiple Airlines
jue., ene. 15 - lun., ene. 19
Alaska Airlines Logo
11:09 pm - 1:59 pm
OGG
-
ORD
9h 50m1 stop
Alaska Airlines Logo
9:00 am - 10:11 pm
ORD
-
OGG
18h 11m1 stop
$567Alaska Airlines
dom., abr. 12 - dom., may. 3
Multiple Airlines Logo
7:06 pm - 2:38 pm
OGG
-
ORD
15h 32m2 stops
Multiple Airlines Logo
8:00 am - 6:06 pm
ORD
-
OGG
14h 06m2 stops
$593Multiple Airlines
jue., ene. 22 - lun., ene. 26
Multiple Airlines Logo
11:09 pm - 1:59 pm
OGG
-
ORD
9h 50m1 stop
Multiple Airlines Logo
9:00 am - 5:25 pm
ORD
-
OGG
13h 25m2 stops
$646Multiple Airlines
dom., abr. 12 - dom., may. 3
Southwest Logo
8:35 pm - 6:35 pm
OGG
-
ORD
17h 00m1 stop
Southwest Logo
6:15 am - 4:05 pm
ORD
-
OGG
14h 50m2 stops
$678Southwest
jue., may. 21 - jue., may. 28
Delta Logo
5:10 pm - 9:05 am
OGG
-
MDW
11h 55m1 stop
Delta Logo
6:00 am - 3:24 pm
MDW
-
OGG
13h 24m1 stop
$971Delta
dom., dic. 28 - jue., ene. 1
Delta Logo
11:05 pm - 5:19 pm
OGG
-
MDW
14h 14m2 stops
Delta Logo
6:00 am - 3:24 pm
MDW
-
OGG
13h 24m1 stop
$976Delta
dom., dic. 28 - jue., ene. 1

Alaska Airlines flights from Kahului to Chicago

Our best Alaska Airlines deals on Kahului to Chicago flight tickets
Alaska Airlines
Jan 22
OGG11:59 pmKahului
19h 38m
1 stop
ORD11:37 pmChicago O'Hare Intl
Jan 26
ORD9:00 amChicago O'Hare Intl
17h 59m
1 stop
OGG10:59 pmKahului
$404
Find similar
Alaska Airlines
Jan 15
OGG11:59 pmKahului
10h 30m
1 stop
ORD2:29 pmChicago O'Hare Intl
Jan 19
ORD9:00 amChicago O'Hare Intl
17h 59m
1 stop
OGG10:59 pmKahului
$423
Find similar
Alaska Airlines
Apr 12
OGG11:09 pmKahului
9h 50m
1 stop
ORD1:59 pmChicago O'Hare Intl
May 3
ORD9:00 amChicago O'Hare Intl
18h 11m
1 stop
OGG10:11 pmKahului
$567
Find similar

Southwest flights from Kahului to Chicago

Our best Southwest deals on Kahului to Chicago flight tickets
Southwest
May 21
OGG8:35 pmKahului
17h 00m
1 stop
ORD6:35 pmChicago O'Hare Intl
May 28
ORD6:15 amChicago O'Hare Intl
14h 50m
2 stops
OGG4:05 pmKahului
$678
Find similar
Southwest
May 21
OGG8:35 pmKahului
13h 25m
2 stops
ORD3:00 pmChicago O'Hare Intl
May 28
ORD6:15 amChicago O'Hare Intl
14h 50m
2 stops
OGG4:05 pmKahului
$684
Find similar

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 diciembre 14, 2025.
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

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 1/22

11:59 pm-11:37 pm

1 stop19h 38m

Chicago O'Hare Intl

lun. 1/26

9:00 am-10:59 pm

1 stop17h 59m

$404

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 1/22

7:58 pm-5:10 pm

2 stops17h 12m

Chicago O'Hare Intl

lun. 1/26

9:00 am-10:59 pm

1 stop17h 59m

$418

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 1/15

11:59 pm-2:29 pm

1 stop10h 30m

Chicago O'Hare Intl

lun. 1/19

9:00 am-10:59 pm

1 stop17h 59m

$423

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 1/15

6:00 am-11:50 pm

2 stops13h 50m

Chicago O'Hare Intl

lun. 1/19

9:00 am-10:59 pm

1 stop17h 59m

$519

KahuluiChicago

OGG - ORD

OGGORD

Kahului

dom. 4/12

11:09 pm-1:59 pm

1 stop9h 50m

Chicago O'Hare Intl

dom. 5/3

9:00 am-10:11 pm

1 stop18h 11m

$567

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 1/22

7:06 pm-2:38 pm

2 stops15h 32m

Chicago O'Hare Intl

lun. 1/26

8:00 am-6:06 pm

2 stops14h 06m

$593

KahuluiChicago

OGG - ORD

OGGORD

Kahului

dom. 4/12

11:09 pm-1:59 pm

1 stop9h 50m

Chicago O'Hare Intl

dom. 5/3

9:00 am-5:25 pm

2 stops13h 25m

$646

KahuluiChicago

OGG - ORD

OGGORD

Kahului

jue. 5/21

8:35 pm-6:35 pm

1 stop17h 00m

Chicago O'Hare Intl

jue. 5/28

6:15 am-4:05 pm

2 stops14h 50m

$678

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

dom. 12/28

5:10 pm-9:05 am

1 stop11h 55m

Chicago Midway

jue. 1/1

6:00 am-3:24 pm

1 stop13h 24m

$971

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

dom. 12/28

11:05 pm-5:19 pm

2 stops14h 14m

Chicago Midway

jue. 1/1

6:00 am-3:24 pm

1 stop13h 24m

$976

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 Wednesday when prices can be found for as low as $559. This is often the case because there is less demand to fly during this day of the week. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Kahului to Chicago for around $1,074.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Kahului to Chicago during this time can be as low as $552. In contrast, the most expensive time of day to depart to Chicago is in the afternoon when prices are around $701.

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 20% 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 December 2025, prices for Kahului to Chicago flights are approximately 2% 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

$292

Fastest flight time

7h 59m

Direct flights

Mon, Tue, Thu, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Kahului in the past 72 hours is $292. The best round-trip flight deal from Kahului to Chicago found on momondo in the last 72 hours is $554.
The fastest flight from Kahului to Chicago takes 7h 59m
Direct flights go from Kahului to Chicago on Monday, Tuesday, Thursday, Friday, Saturday and 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

  • 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 59m.

  • 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
Hawaiian AirlinesPriceFrom $322Free CancellationRating
7.8
2,819 reviews
Search Hawaiian Airlines flights
American AirlinesPriceFrom $455Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
Alaska AirlinesPriceFrom $468Free CancellationRating
8.0
11,452 reviews
Search Alaska Airlines flights
United AirlinesPriceFrom $631Free CancellationRating
7.4
9,092 reviews
Search United 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
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