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Cheap flights from Chicago to Kahului from $176

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Kahului departing on 1/25. 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 Chicago to Kahului

Cheap round-trip flights

Enter your travel dates to find the best prices.
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
Alaska Airlines Logo
11:59 pm - 2:29 pm
OGG
-
ORD
10h 30m1 stop
$412Alaska Airlines
mar., ene. 13 - mié., ene. 21
Alaska Airlines Logo
3:37 pm - 9:37 pm
ORD
-
OGG
34h 00m1 stop
Alaska Airlines Logo
11:59 pm - 11:37 pm
OGG
-
ORD
19h 38m1 stop
$413Alaska Airlines
lun., ene. 5 - mar., ene. 13
Delta Logo
7:30 am - 7:15 pm
ORD
-
OGG
15h 45m2 stops
Delta Logo
10:00 pm - 4:55 pm
OGG
-
ORD
14h 55m2 stops
$414Delta
jue., ene. 22 - lun., ene. 26
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
Alaska Airlines Logo
11:59 pm - 2:29 pm
OGG
-
ORD
10h 30m1 stop
$415Alaska Airlines
dom., ene. 18 - lun., feb. 2
Alaska Airlines Logo
9:00 am - 10:59 pm
ORD
-
OGG
17h 59m1 stop
Alaska Airlines Logo
9:00 pm - 2:29 pm
OGG
-
ORD
13h 29m2 stops
$418Alaska Airlines
lun., ene. 19 - lun., ene. 26
Alaska Airlines Logo
8:58 pm - 10:59 pm
ORD
-
OGG
30h 01m1 stop
Alaska Airlines Logo
7:06 pm - 2:38 pm
OGG
-
ORD
15h 32m2 stops
$419Alaska Airlines
mar., ene. 6 - lun., ene. 12
Alaska Airlines Logo
3:44 pm - 10:40 am
ORD
-
OGG
22h 56m2 stops
Alaska Airlines Logo
2:03 pm - 2:29 pm
OGG
-
ORD
20h 26m1 stop
$420Alaska Airlines
mié., ene. 7 - mié., ene. 14
Delta Logo
6:45 am - 3:37 pm
MDW
-
OGG
12h 52m1 stop
Delta Logo
5:10 pm - 9:53 am
OGG
-
MDW
12h 43m1 stop
$445Delta
lun., ene. 12 - lun., ene. 19
Delta Logo
6:45 am - 3:37 pm
MDW
-
OGG
12h 52m1 stop
Delta Logo
2:02 pm - 9:08 am
OGG
-
MDW
15h 06m2 stops
$450Delta
lun., ene. 12 - jue., ene. 22
Southwest Logo
6:45 am - 12:35 pm
MDW
-
OGG
10h 50m1 stop
Southwest Logo
8:55 pm - 2:30 pm
OGG
-
MDW
12h 35m1 stop
$479Southwest
mié., may. 6 - mar., may. 12

Alaska Airlines flights from Chicago to Kahului

Our best Alaska Airlines deals on Chicago to Kahului flight tickets
Alaska Airlines
Jan 13
ORD9:00 amChicago O'Hare Intl
17h 59m
1 stop
OGG10:59 pmKahului
Jan 21
OGG11:59 pmKahului
10h 30m
1 stop
ORD2:29 pmChicago O'Hare Intl
$412
Find similar
Alaska Airlines
Jan 5
ORD3:37 pmChicago O'Hare Intl
34h 00m
1 stop
OGG9:37 pmKahului
Jan 13
OGG11:59 pmKahului
19h 38m
1 stop
ORD11:37 pmChicago O'Hare Intl
$413
Find similar
Alaska Airlines
Jan 18
ORD9:00 amChicago O'Hare Intl
17h 59m
1 stop
OGG10:59 pmKahului
Feb 2
OGG11:59 pmKahului
10h 30m
1 stop
ORD2:29 pmChicago O'Hare Intl
$415
Find similar

Southwest flights from Chicago to Kahului

Our best Southwest deals on Chicago to Kahului flight tickets
Southwest
May 6
MDW6:45 amChicago Midway
10h 50m
1 stop
OGG12:35 pmKahului
May 12
OGG8:55 pmKahului
12h 35m
1 stop
MDW2:30 pmChicago Midway
$479
Find similar
Southwest
Jan 21
MDW5:05 amChicago Midway
11h 45m
1 stop
OGG12:50 pmKahului
Jan 26
OGG9:25 pmKahului
11h 45m
1 stop
MDW1:10 pmChicago Midway
$483
Find similar
Southwest
Jan 21
MDW5:05 amChicago Midway
11h 45m
1 stop
OGG12:50 pmKahului
Jan 26
OGG9:35 pmKahului
13h 10m
2 stops
MDW2:45 pmChicago Midway
$489
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Kahului 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 8, 2025.
Use the filters below to find and compare flights from Chicago to Kahului that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

mar. 1/13

9:00 am-10:59 pm

1 stop17h 59m

Kahului

mié. 1/21

11:59 pm-2:29 pm

1 stop10h 30m

$412

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

lun. 1/5

3:37 pm-9:37 pm

1 stop34h 00m

Kahului

mar. 1/13

11:59 pm-11:37 pm

1 stop19h 38m

$413

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

jue. 1/22

7:30 am-7:15 pm

2 stops15h 45m

Kahului

lun. 1/26

10:00 pm-4:55 pm

2 stops14h 55m

$414

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

dom. 1/18

9:00 am-10:59 pm

1 stop17h 59m

Kahului

lun. 2/2

11:59 pm-2:29 pm

1 stop10h 30m

$415

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

lun. 1/19

9:00 am-10:59 pm

1 stop17h 59m

Kahului

lun. 1/26

9:00 pm-2:29 pm

2 stops13h 29m

$418

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

mar. 1/6

8:58 pm-10:59 pm

1 stop30h 01m

Kahului

lun. 1/12

7:06 pm-2:38 pm

2 stops15h 32m

$419

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

mié. 1/7

3:44 pm-10:40 am

2 stops22h 56m

Kahului

mié. 1/14

2:03 pm-2:29 pm

1 stop20h 26m

$420

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

lun. 1/12

6:45 am-3:37 pm

1 stop12h 52m

Kahului

lun. 1/19

5:10 pm-9:53 am

1 stop12h 43m

$445

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

lun. 1/12

6:45 am-3:37 pm

1 stop12h 52m

Kahului

jue. 1/22

2:02 pm-9:08 am

2 stops15h 06m

$450

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

mié. 5/6

6:45 am-12:35 pm

1 stop10h 50m

Kahului

mar. 5/12

8:55 pm-2:30 pm

1 stop12h 35m

$479

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 Kahului from

How to get the cheapest flight ticket from Chicago to Kahului

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 typical price of a round-trip flight between Chicago and Kahului?

What is the cheapest month to fly to Kahului?

The cheapest month to fly to Kahului from Chicago is in October. Flight prices, which tend to average around $591, are often lower during this time because this is during the off-season. If you aren’t able to travel to Kahului during the month of October, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $609.

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

Our data shows that Monday is the least expensive day to fly to Kahului. Tickets to fly out on this day can be as low as $1,033. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Kahului for around $1,235.

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

Our data shows that the cheapest Chicago to Kahului flights are usually those with departure times in the afternoon. Our users have found flights to Kahului in the afternoon for as low as $543. Flights in the morning are often more expensive with an average ticket price of $1,100.

What is the cheapest Chicago to Kahului flight route?

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

How far in advance should I book a flight to Kahului?

You are more likely to see cheaper flights to Kahului from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Kahului for around $834 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Kahului from Chicago for as low as $704 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Kahului 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 Chicago to Kahului flights?

You could potentially save up to 24% on your flight if you consider stops on a Chicago to Kahului flight.

How have Chicago to Kahului flight prices changed over time?

As of December 2025, prices for Chicago to Kahului flights are approximately 8% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Kahului

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

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

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

Best Price Found

$497

Fastest flight time

9h 08m

Direct flights

Every day

Airports in Kahului

1 airport
The best one-way flight to Kahului from Chicago in the past 72 hours is $497. The best round-trip flight deal from Chicago to Kahului found on momondo in the last 72 hours is $943.
The fastest flight from Chicago to Kahului takes 9h 08m
Direct flights go from Chicago to Kahului every day.
There is 1 airport near Kahului: Kahului (OGG)
Search flight deals

  • How far is Chicago to Kahului by plane?

    A flight from Chicago to Kahului will travel around 4192.4 mi. 10h 50m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Kahului Airport refresh daily.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Kahului Airport.

  • What documentation or ID do you need to fly to Kahului Airport?

    The travel and health documents required for your trip to Kahului Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Kahului Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

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

  • What is the most popular airline from Chicago to Kahului?

Best airlines flying from Chicago to Kahului

Compare and see reviews for airlines that fly from Chicago to Kahului with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $355Free CancellationRating
7.9
8,010 reviews
Search Delta flights
Hawaiian AirlinesPriceFrom $357Free CancellationRating
7.8
2,818 reviews
Search Hawaiian Airlines flights
Alaska AirlinesPriceFrom $398Free CancellationRating
8.0
11,414 reviews
Search Alaska Airlines flights
American AirlinesPriceFrom $426Free CancellationRating
7.2
11,044 reviews
Search American Airlines flights
SouthwestPriceFrom $568Free CancellationRating
8.0
4,252 reviews
Search Southwest flights
United AirlinesPriceFrom $714Free CancellationRating
7.4
9,078 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Kahului

    United Airlines is one of the most popular airlines flying from Chicago to Kahului, operating 1 flight/week on average for this route. A good United Airlines flight deal for Chicago to Kahului starts from $714 round-trip, up to an average price of $1,070. Our users have rated United Airlines at 7.4/10.

Traveling to a place near Kahului?

Book flights to Kahului if you plan to visit one of these locations
Wailea
Paia

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Kahului. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Kahului from Chicago with this policy.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Kahului from Chicago.

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

Of course. momondo tracks the price of Chicago to Kahului flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Kahului trip

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mié. 1/14
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