What is the cheapest airline that flies from Chicago to Kahului?

Delta, Alaska Airlines, and Southwest are the most popular carriers operating from Chicago to Kahului

Which layover airport has the shortest travel time from Chicago to Kahului?

Flights connecting via Phoenix (PHX) have the shortest average one-way travel time: 10h 40m.

Which layover airport offers the lowest fares from Chicago to Kahului?

Flights via Dallas (DFW) offer the lowest average round-trip price of $445.

Which layover airport has the shortest connection time from Chicago to Kahului?

Seattle (SEA) has the shortest average layover time for this route: 0h 49m.

Which airport is the most popular layover for flights between Chicago and Kahului?

Los Angeles (LAX) was the most common stop: 38% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Kahului?

United Airlines, American Airlines and Alaska Airlines are the top three most popular airlines that fly to Kahului from Chicago according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Kahului. Keep in mind that there are 6 different airlines that fly to Kahului on a routine basis, so you have a few additional options to choose from.

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?

The number of operators available for flights from Chicago to Kahului Airport is 6 as of June 2026.

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.

$265 Cheap Flights from Chicago to Kahului in 2026

Q: What is the typical price of a round-trip flight between Chicago and Kahului?

Prices are currently low for flights on this route. Typical prices usually range from $983 to $781. The lowest price recently found on this route was $577.

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Kahului

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:05 pm - 11:53 am

MDW

OGG

26h 48m

2 stops

9:12 pm - 4:50 pm

OGG

MDW

15h 38m

2 stops

$577Delta

Tue, Nov 3 - Fri, Nov 6

9:55 am - 5:46 pm

MDW

OGG

36h 51m

2 stops

12:45 pm - 11:51 am

OGG

MDW

19h 06m

2 stops

$578Delta

Wed, Oct 28 - Mon, Nov 2

6:20 am - 2:12 pm

ORD

OGG

12h 52m

1 stop

7:00 am - 11:59 pm

OGG

ORD

11h 59m

1 stop

$584Alaska Airlines

Mon, Aug 10 - Tue, Aug 11

10:15 am - 4:10 pm

MDW

OGG

10h 55m

1 stop

7:00 pm - 1:20 pm

OGG

MDW

13h 20m

2 stops

$590Southwest

Mon, Sep 14 - Thu, Sep 24

7:20 am - 8:37 pm

ORD

OGG

18h 17m

1 stop

6:00 am - 11:36 pm

OGG

ORD

12h 36m

2 stops

$590Multiple Airlines

Tue, Aug 4 - Tue, Aug 11

5:45 am - 4:10 pm

MDW

OGG

14h 25m

2 stops

11:20 pm - 3:15 pm

OGG

MDW

11h 55m

2 stops

$595Southwest

Wed, Dec 2 - Wed, Dec 16

9:00 am - 4:58 pm

ORD

OGG

12h 58m

1 stop

7:00 am - 11:59 pm

OGG

ORD

11h 59m

1 stop

$596Alaska Airlines

Tue, Sep 1 - Tue, Sep 8

5:10 am - 12:55 pm

MDW

OGG

11h 45m

1 stop

9:25 pm - 2:05 pm

OGG

MDW

12h 40m

1 stop

$599Southwest

Sun, Nov 1 - Tue, Nov 10

6:00 am - 7:38 pm

ORD

OGG

18h 38m

2 stops

1:10 pm - 5:41 pm

OGG

ORD

23h 31m

2 stops

$601Delta

Sun, Aug 9 - Tue, Aug 18

2:18 pm - 9:37 pm

ORD

OGG

12h 19m

1 stop

1:08 pm - 12:07 pm

OGG

ORD

17h 59m

2 stops

$602Multiple Airlines

Tue, Sep 1 - Tue, Sep 8

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Alaska Airlines flights from Chicago to Kahului

Our best Alaska Airlines deals on Chicago to Kahului flight tickets

Alaska Airlines

Aug 10

ORD6:20 amChicago O'Hare Intl

12h 52m

1 stop

OGG2:12 pmKahului

Aug 11

OGG7:00 amKahului

11h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$584

Alaska Airlines

Sep 1

ORD2:18 pmChicago O'Hare Intl

12h 19m

1 stop

OGG9:37 pmKahului

Sep 8

OGG7:00 amKahului

11h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$596

Alaska Airlines

Oct 21

ORD2:21 pmChicago O'Hare Intl

12h 38m

1 stop

OGG9:59 pmKahului

Oct 30

OGG9:52 pmKahului

10h 29m

1 stop

ORD1:21 pmChicago O'Hare Intl

$599

American Airlines flights from Chicago to Kahului

Our best American Airlines deals on Chicago to Kahului flight tickets

American Airlines

Aug 9

ORD10:35 pmChicago O'Hare Intl

18h 11m

1 stop

OGG11:46 amKahului

Aug 18

OGG10:49 pmKahului

11h 05m

1 stop

ORD2:54 pmChicago O'Hare Intl

$612

American Airlines

Aug 29

ORD10:35 pmChicago O'Hare Intl

18h 11m

1 stop

OGG11:46 amKahului

Sep 9

OGG1:19 pmKahului

10h 41m

1 stop

ORD5:00 amChicago O'Hare Intl

$642

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 11/3

1:05 pm-11:53 am

2 stops26h 48m

Kahului

Fri 11/6

9:12 pm-4:50 pm

2 stops15h 38m

$577

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 10/28

9:55 am-5:46 pm

2 stops36h 51m

Kahului

Mon 11/2

12:45 pm-11:51 am

2 stops19h 06m

$578

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Mon 8/10

6:20 am-2:12 pm

1 stop12h 52m

Kahului

Tue 8/11

7:00 am-11:59 pm

1 stop11h 59m

$584

Quickest round-trip

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 9/14

10:15 am-4:10 pm

1 stop10h 55m

Kahului

Thu 9/24

7:00 pm-1:20 pm

2 stops13h 20m

$590

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 8/4

7:20 am-8:37 pm

1 stop18h 17m

Kahului

Tue 8/11

6:00 am-11:36 pm

2 stops12h 36m

$590

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/2

5:45 am-4:10 pm

2 stops14h 25m

Kahului

Wed 12/16

11:20 pm-3:15 pm

2 stops11h 55m

$595

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 9/1

9:00 am-4:58 pm

1 stop12h 58m

Kahului

Tue 9/8

7:00 am-11:59 pm

1 stop11h 59m

$596

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 11/1

5:10 am-12:55 pm

1 stop11h 45m

Kahului

Tue 11/10

9:25 pm-2:05 pm

1 stop12h 40m

$599

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sun 8/9

6:00 am-7:38 pm

2 stops18h 38m

Kahului

Tue 8/18

1:10 pm-5:41 pm

2 stops23h 31m

$601

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 9/1

2:18 pm-9:37 pm

1 stop12h 19m

Kahului

Tue 9/8

1:08 pm-12:07 pm

2 stops17h 59m

$602

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

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 September. Flight prices, which tend to average around $232, 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 September, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $281.

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

Our data shows that Tuesday is the least expensive day to fly to Kahului. Tickets to fly out on this day can be as low as $893. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Kahului for around $1,263.

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 from Chicago 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 $794 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 $671 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 18% 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 June 2026, prices for Chicago to Kahului flights are approximately 107% more expensive 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	$587
Fastest flight time	8h 56m
Direct flights	Sun
Airports in Kahului	1 airport

The best one-way flight to Kahului from Chicago in the past 72 hours is $587. The best round-trip flight deal from Chicago to Kahului found on momondo in the last 72 hours is $954.

The fastest flight from Chicago to Kahului takes 8h 56m

Direct flights go from Chicago to Kahului on Sunday. There are no airlines offering direct flights.

There is 1 airport in Kahului. From Chicago there are direct flights to Kahului (OGG).

Search flight deals

Frequently asked questions about flying from Chicago to Kahului

How far is Chicago to Kahului by plane?
A flight from Chicago to Kahului will travel around 4192.4 mi. 8h 56m 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?
The number of operators available for flights from Chicago to Kahului Airport is 6 as of June 2026.
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?
Based on momondo bookings for flights between Chicago and Kahului, the leading plane model is Boeing 787-8 Dreamliner, making up 95.10% of the total bookings. Other popular models include Boeing 787-10 Dreamliner with 2.94%, Airbus A321neo with 0.98%, and Boeing 787 Dreamliner with 0.98%.
What is the most popular airline from Chicago to Kahului?
momondo data reveals that the most frequently booked airline on the route from Chicago to Kahului is American Airlines, representing 27% of all bookings. The subsequent popular airlines are United Airlines at 26%, Alaska Airlines at 22%, and Southwest at 16%.

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
Hawaiian Airlines	PriceFrom $316	Free Cancellation	Rating 7.8 2,829 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $355	Free Cancellation	Rating 7.8 8,406 reviews	Search Delta flights
Alaska Airlines	PriceFrom $361	Free Cancellation	Rating 7.9 12,533 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $422	Free Cancellation	Rating 7.1 11,672 reviews	Search American Airlines flights
Southwest	PriceFrom $568	Free Cancellation	Rating 7.9 4,235 reviews	Search Southwest flights
United Airlines	PriceFrom $723	Free Cancellation	Rating 7.4 9,848 reviews	Search United Airlines flights

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.