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 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 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 is the cheapest airline that flies from Chicago to Kahului?

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

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 37% 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.

How many flights depart from Chicago to Kahului on average per week?

As of July 2026, 1 flights take off from Chicago and land in Kahului each week. The most common flight departure day for this route is Sat, with 100% of weekly flights taking off on this day.

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

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

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 July 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.

$217 Cheap Flights from Chicago to Kahului in 2026

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.

6:50 am - 4:10 pm

MDW

OGG

14h 20m

2 stops

8:55 pm - 12:35 pm

OGG

MDW

10h 40m

1 stop

$579Southwest

Wed, Aug 19 - Fri, Aug 28

6:00 am - 5:52 pm

ORD

OGG

16h 52m

2 stops

9:12 pm - 1:29 pm

OGG

ORD

11h 17m

1 stop

$579Delta

Tue, Sep 1 - Tue, Sep 8

7:00 am - 5:52 pm

ORD

OGG

15h 52m

1 stop

9:15 pm - 6:19 pm

OGG

ORD

16h 04m

2 stops

$580Delta

Tue, Aug 18 - Tue, Aug 25

5:24 pm - 11:20 am

ORD

OGG

22h 56m

2 stops

9:14 pm - 1:29 pm

OGG

ORD

11h 15m

1 stop

$582Delta

Fri, Oct 9 - Tue, Oct 20

2:00 pm - 11:20 am

ORD

OGG

26h 20m

2 stops

9:14 pm - 11:29 pm

OGG

ORD

21h 15m

2 stops

$583Delta

Sat, Oct 17 - Thu, Oct 22

6:50 am - 4:10 pm

MDW

OGG

14h 20m

2 stops

8:35 pm - 2:20 pm

OGG

MDW

12h 45m

2 stops

$584Southwest

Wed, Aug 19 - Tue, Aug 25

6:01 am - 8:11 pm

ORD

OGG

19h 10m

2 stops

8:47 pm - 7:21 pm

OGG

ORD

17h 34m

2 stops

$584Multiple Airlines

Tue, Sep 1 - Tue, Sep 8

6:00 am - 2:02 pm

ORD

OGG

13h 02m

2 stops

9:15 pm - 6:19 pm

OGG

ORD

16h 04m

2 stops

$585Delta

Wed, Aug 19 - Thu, Aug 27

5:59 pm - 11:20 am

ORD

OGG

22h 21m

2 stops

12:55 pm - 8:03 am

OGG

ORD

14h 08m

2 stops

$587Delta

Fri, Oct 9 - Tue, Oct 20

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

10:00 am - 5:55 am

OGG

MDW

14h 55m

1 stop

$590Southwest

Mon, Aug 24 - Fri, Aug 28

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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 20

ORD2:18 pmChicago O'Hare Intl

12h 19m

1 stop

OGG9:37 pmKahului

Aug 26

OGG10:40 pmKahului

15h 41m

1 stop

ORD7:21 pmChicago O'Hare Intl

$591

Alaska Airlines

Sep 1

ORD2:18 pmChicago O'Hare Intl

12h 19m

1 stop

OGG9:37 pmKahului

Sep 8

OGG9:18 pmKahului

21h 41m

1 stop

ORD11:59 pmChicago O'Hare Intl

$602

Alaska Airlines

Sep 23

ORD7:20 amChicago O'Hare Intl

19h 17m

1 stop

OGG9:37 pmKahului

Sep 27

OGG7:00 amKahului

11h 59m

1 stop

ORD11:59 pmChicago O'Hare Intl

$603

Southwest flights from Chicago to Kahului

Our best Southwest deals on Chicago to Kahului flight tickets

Southwest

Aug 19

MDW6:50 amChicago Midway

14h 20m

2 stops

OGG4:10 pmKahului

Aug 25

OGG8:55 pmKahului

11h 00m

1 stop

MDW12:55 pmChicago Midway

$579

Southwest

Aug 19

MDW6:50 amChicago Midway

14h 20m

2 stops

OGG4:10 pmKahului

Aug 25

OGG8:35 pmKahului

12h 45m

2 stops

MDW2:20 pmChicago Midway

$584

Southwest

Aug 24

MDW6:40 amChicago Midway

14h 30m

2 stops

OGG4:10 pmKahului

Aug 28

OGG10:00 amKahului

14h 55m

1 stop

MDW5:55 amChicago Midway

$590

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 8/19

6:50 am-4:10 pm

2 stops14h 20m

Kahului

Fri 8/28

8:55 pm-12:35 pm

1 stop10h 40m

$579

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 9/1

6:00 am-5:52 pm

2 stops16h 52m

Kahului

Tue 9/8

9:12 pm-1:29 pm

1 stop11h 17m

$579

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 8/18

7:00 am-5:52 pm

1 stop15h 52m

Kahului

Tue 8/25

9:15 pm-6:19 pm

2 stops16h 04m

$580

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Fri 10/9

5:24 pm-11:20 am

2 stops22h 56m

Kahului

Tue 10/20

9:14 pm-1:29 pm

1 stop11h 15m

$582

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Sat 10/17

2:00 pm-11:20 am

2 stops26h 20m

Kahului

Thu 10/22

9:14 pm-11:29 pm

2 stops21h 15m

$583

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 8/19

6:50 am-4:10 pm

2 stops14h 20m

Kahului

Tue 8/25

8:35 pm-2:20 pm

2 stops12h 45m

$584

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Tue 9/1

6:01 am-8:11 pm

2 stops19h 10m

Kahului

Tue 9/8

8:47 pm-7:21 pm

2 stops17h 34m

$584

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Wed 8/19

6:00 am-2:02 pm

2 stops13h 02m

Kahului

Thu 8/27

9:15 pm-6:19 pm

2 stops16h 04m

$585

ChicagoKahului

ORD - OGG

ORDOGG

Chicago O'Hare Intl

Fri 10/9

5:59 pm-11:20 am

2 stops22h 21m

Kahului

Tue 10/20

12:55 pm-8:03 am

2 stops14h 08m

$587

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/24

6:40 am-4:10 pm

2 stops14h 30m

Kahului

Fri 8/28

10:00 am-5:55 am

1 stop14h 55m

$590

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

Other information

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 January. Flight prices, which tend to average around $620, 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 January, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $662.

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 $798 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 $626 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 13% 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 July 2026, prices for Chicago to Kahului flights are approximately 33% 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	$517
Fastest flight time	8h 56m
Direct flights	Every day
Airports in Kahului	1 airport

The best one-way flight to Kahului from Chicago in the past 72 hours is $517. The best round-trip flight deal from Chicago to Kahului found on momondo in the last 72 hours is $924.

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

Direct flights go from Chicago to Kahului every day.

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 July 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 93.28% of the total bookings. Other popular models include Boeing 787 Dreamliner with 5.04% and Boeing 787-10 Dreamliner with 1.68%.
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 18%.

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 $294	Free Cancellation	Rating 7.8 2,823 reviews	Search Hawaiian Airlines flights
Delta	PriceFrom $355	Free Cancellation	Rating 7.8 8,476 reviews	Search Delta flights
Alaska Airlines	PriceFrom $361	Free Cancellation	Rating 7.9 12,679 reviews	Search Alaska Airlines flights
American Airlines	PriceFrom $422	Free Cancellation	Rating 7.1 11,825 reviews	Search American Airlines flights
Southwest	PriceFrom $626	Free Cancellation	Rating 8.0 4,244 reviews	Search Southwest flights
United Airlines	PriceFrom $716	Free Cancellation	Rating 7.4 10,014 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 $716 round-trip, up to an average price of $1,007. Our users have rated United Airlines at 7.4/10.

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.