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

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

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

Prices for flights from Chicago Midway Airport to Kahului Airport refresh daily.

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

As of November 2025, there is 1 operator available to choose from for flights from Chicago Midway Airport to Kahului Airport.

How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport to Kahului Airport.

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

The necessary travel and health documents for your Kahului Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$282 Cheap Flights from Chicago Midway Airport to Kahului in 2025/26

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Find the cheapest flights from Chicago Midway Airport to Kahului

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 3:30 pmMDW-OGG

13h 30m1 stop

9:10 pm - 6:34 pmOGG-MDW

16h 24m2 stops

$433Delta

Find Deal

Mon, Feb 23 - Tue, Mar 10

6:00 am - 3:24 pmMDW-OGG

13h 24m1 stop

10:00 pm - 6:18 pmOGG-MDW

16h 18m2 stops

$437Delta

Find Deal

Thu, Dec 4 - Mon, Dec 15

6:00 am - 3:37 pmMDW-OGG

13h 37m1 stop

10:00 pm - 5:32 pmOGG-MDW

15h 32m2 stops

$438Delta

Find Deal

Thu, Jan 29 - Thu, Feb 5

6:00 am - 7:26 pmMDW-OGG

17h 26m2 stops

10:00 pm - 4:31 pmOGG-MDW

14h 31m2 stops

$443Delta

Find Deal

Thu, Jan 1 - Thu, Jan 8

6:00 am - 3:30 pmMDW-OGG

13h 30m1 stop

4:00 pm - 9:56 amOGG-MDW

12h 56m1 stop

$451Delta

Find Deal

Mon, Feb 23 - Tue, Mar 10

6:00 am - 3:24 pmMDW-OGG

13h 24m1 stop

5:10 pm - 10:34 amOGG-MDW

13h 24m1 stop

$456Delta

Find Deal

Wed, Dec 31 - Thu, Jan 15

6:00 am - 3:24 pmMDW-OGG

13h 24m1 stop

5:10 pm - 9:54 amOGG-MDW

12h 44m1 stop

$461Delta

Find Deal

Thu, Dec 4 - Thu, Dec 11

9:34 am - 7:15 pmMDW-OGG

13h 41m2 stops

10:00 pm - 5:32 pmOGG-MDW

15h 32m2 stops

$463Delta

Find Deal

Wed, Jan 7 - Wed, Jan 21

9:59 am - 7:02 pmMDW-OGG

13h 03m2 stops

5:10 pm - 9:54 amOGG-MDW

12h 44m1 stop

$466Delta

Find Deal

Thu, Dec 11 - Thu, Dec 18

6:00 am - 3:24 pmMDW-OGG

13h 24m1 stop

10:00 pm - 6:18 pmOGG-MDW

16h 18m2 stops

$468Delta

Find Deal

Sat, Dec 6 - Mon, Dec 15

Delta flights from Chicago Midway Airport to Kahului

Our best Delta deals on Chicago Midway Airport to Kahului flight tickets

Delta

Feb 23

MDW6:00 amChicago Midway

13h 30m

1 stop

OGG3:30 pmKahului

Mar 10

OGG9:10 pmKahului

16h 24m

2 stops

MDW6:34 pmChicago Midway

$433

Find similar

Delta

Dec 4

MDW6:00 amChicago Midway

13h 24m

1 stop

OGG3:24 pmKahului

Dec 15

OGG10:00 pmKahului

16h 18m

2 stops

MDW6:18 pmChicago Midway

$437

Find similar

Delta

Jan 29

MDW6:00 amChicago Midway

13h 37m

1 stop

OGG3:37 pmKahului

Feb 10

OGG10:00 pmKahului

15h 32m

2 stops

MDW5:32 pmChicago Midway

$438

Find similar

Southwest flights from Chicago Midway Airport to Kahului

Our best Southwest deals on Chicago Midway Airport to Kahului flight tickets

Southwest

Jan 30

MDW5:05 amChicago Midway

15h 35m

2 stops

OGG4:40 pmKahului

Feb 11

OGG7:00 pmKahului

13h 15m

2 stops

MDW12:15 pmChicago Midway

$541

Find similar

Southwest

Jan 12

MDW5:05 amChicago Midway

11h 45m

1 stop

OGG12:50 pmKahului

Jan 16

OGG9:35 pmKahului

13h 05m

1 stop

MDW2:40 pmChicago Midway

$547

Find similar

Southwest

Dec 9

MDW5:15 amChicago Midway

11h 55m

1 stop

OGG1:10 pmKahului

Dec 15

OGG9:35 pmKahului

10h 00m

1 stop

MDW11:35 amChicago Midway

$549

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Kahului that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

6:00 am-3:30 pm

1 stop13h 30m

Kahului

Tue 3/10

9:10 pm-6:34 pm

2 stops16h 24m

$433

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 12/4

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Mon 12/15

10:00 pm-6:18 pm

2 stops16h 18m

$437

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/29

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/5

10:00 pm-5:32 pm

2 stops15h 32m

$438

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 1/1

6:00 am-7:26 pm

2 stops17h 26m

Kahului

Thu 1/8

10:00 pm-4:31 pm

2 stops14h 31m

$443

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

6:00 am-3:30 pm

1 stop13h 30m

Kahului

Tue 3/10

4:00 pm-9:56 am

1 stop12h 56m

$451

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/31

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Thu 1/15

5:10 pm-10:34 am

1 stop13h 24m

$456

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 12/4

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Thu 12/11

5:10 pm-9:54 am

1 stop12h 44m

$461

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 1/7

9:34 am-7:15 pm

2 stops13h 41m

Kahului

Wed 1/21

10:00 pm-5:32 pm

2 stops15h 32m

$463

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 12/11

9:59 am-7:02 pm

2 stops13h 03m

Kahului

Thu 12/18

5:10 pm-9:54 am

1 stop12h 44m

$466

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sat 12/6

6:00 am-3:24 pm

1 stop13h 24m

Kahului

Mon 12/15

10:00 pm-6:18 pm

2 stops16h 18m

$468

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 Midway Airport 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

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 Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Kahului for around $1,202.

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

Our data shows that the cheapest Chicago Midway Airport 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 $1,094.

Can stopping save me money on Chicago Midway Airport to Kahului flights?

You could potentially save up to 7% on your flight if you consider stops on a Chicago Midway Airport to Kahului flight.

When to book flights from Chicago Midway Airport to Kahului

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

Estimated round-trip price

Cheap Chicago Midway Airport to Kahului (MDW to OGG) flight deals and tips

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

Direct flights	None

There are no direct flights from Chicago Midway Airport to Kahului. There are no popular flight routes from Chicago Midway Airport to Kahului.

Search flight deals

How far is Chicago Midway to Kahului by plane?
Kahului is 4186.6 mi away from Chicago Midway. Flights usually cover this in 11h 45m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Chicago Midway Airport to Kahului Airport?
Prices for flights from Chicago Midway Airport to Kahului Airport refresh daily.
How many operators does momondo search for flights from Chicago Midway Airport to Kahului Airport?
As of November 2025, there is 1 operator available to choose from for flights from Chicago Midway Airport to Kahului Airport.
How old do you have to be to fly from Chicago Midway Airport 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 Midway Airport to Kahului Airport.
What documentation or ID do you need to fly to Kahului Airport?
The necessary travel and health documents for your Kahului Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular airline from Chicago Midway Airport to Kahului?
momondo data reveals that the most frequently booked airline on the route from Chicago Midway Airport to Kahului is Southwest, representing 100% of all bookings.

Best airlines flying from Chicago Midway Airport to Kahului

Compare and see reviews for airlines that fly from Chicago Midway Airport to Kahului with momondo

Airline	Rating	Free Cancellation	Price
Southwest	PriceFrom $479	Free Cancellation	Rating 8.0 4,235 reviews		Search Southwest flights

Wailea

Paia

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Kahului. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Chicago to Kahului flights to just show those with flexible booking policies.

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

Once you have performed a search for Chicago to Kahului flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Chicago to Kahului flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.