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 August 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.

$231 Cheap Flights from Chicago Midway Airport to Kahului (MDW-OGG) in 2025

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Find the cheapest flights from Chicago Midway Airport to Kahului (MDW-OGG)

Round-trip

One-way

Last minute

Cheap round-trip flights

6:05 am - 12:25 pmMDW-OGG

11h 20m1 stop

8:30 pm - 1:20 pmOGG-MDW

11h 50m1 stop

$491Southwest

Find Deal

Wed, Oct 22 - Wed, Oct 29

7:45 am - 4:30 pmMDW-OGG

13h 45m1 stop

9:35 pm - 3:00 pmOGG-MDW

13h 25m2 stops

$497Southwest

Find Deal

Thu, Oct 30 - Tue, Nov 4

5:15 am - 1:10 pmMDW-OGG

11h 55m1 stop

9:35 pm - 11:35 amOGG-MDW

10h 00m1 stop

$506Southwest

Find Deal

Wed, Dec 3 - Wed, Dec 10

7:40 am - 4:30 pmMDW-OGG

13h 50m2 stops

8:30 pm - 1:20 pmOGG-MDW

11h 50m1 stop

$511Southwest

Find Deal

Wed, Oct 22 - Wed, Oct 29

5:15 am - 2:50 pmMDW-OGG

13h 35m2 stops

9:35 pm - 11:35 amOGG-MDW

10h 00m1 stop

$513Southwest

Find Deal

Wed, Dec 3 - Wed, Dec 10

6:25 am - 12:50 pmMDW-OGG

11h 25m1 stop

8:30 pm - 12:25 pmOGG-MDW

10h 55m1 stop

$521Southwest

Find Deal

Wed, Oct 22 - Tue, Oct 28

7:40 am - 4:30 pmMDW-OGG

13h 50m2 stops

9:35 pm - 11:35 amOGG-MDW

10h 00m1 stop

$527Southwest

Find Deal

Tue, Oct 28 - Tue, Nov 4

6:00 am - 7:27 pmMDW-OGG

17h 27m2 stops

1:45 pm - 8:46 amOGG-MDW

15h 01m2 stops

$532Delta

Find Deal

Wed, Dec 3 - Wed, Dec 10

6:40 am - 1:00 pmMDW-OGG

11h 20m1 stop

8:30 pm - 12:15 pmOGG-MDW

10h 45m1 stop

$537Southwest

Find Deal

Tue, Sep 23 - Mon, Sep 29

6:00 am - 7:21 pmMDW-OGG

17h 21m2 stops

10:20 pm - 6:18 pmOGG-MDW

15h 58m2 stops

$624Delta

Find Deal

Tue, Nov 11 - Mon, Nov 17

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Dec 3

MDW6:00 amChicago Midway

17h 27m

2 stops

OGG7:27 pmKahului

Dec 10

OGG1:45 pmKahului

15h 01m

2 stops

MDW8:46 amChicago Midway

$532

Find similar

Delta

Nov 11

MDW6:00 amChicago Midway

17h 21m

2 stops

OGG7:21 pmKahului

Nov 17

OGG10:20 pmKahului

15h 58m

2 stops

MDW6:18 pmChicago Midway

$624

Find similar

Delta

Oct 28

MDW6:00 amChicago Midway

16h 32m

2 stops

OGG5:32 pmKahului

Nov 4

OGG1:35 pmKahului

15h 20m

2 stops

MDW8:55 amChicago Midway

$661

Find similar

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Oct 22

MDW6:05 amChicago Midway

11h 20m

1 stop

OGG12:25 pmKahului

Oct 29

OGG8:30 pmKahului

11h 50m

1 stop

MDW1:20 pmChicago Midway

$491

Find similar

Southwest

Oct 30

MDW7:45 amChicago Midway

13h 45m

1 stop

OGG4:30 pmKahului

Nov 4

OGG9:35 pmKahului

13h 25m

2 stops

MDW3:00 pmChicago Midway

$497

Find similar

Southwest

Dec 3

MDW5:15 amChicago Midway

11h 55m

1 stop

OGG1:10 pmKahului

Dec 10

OGG9:35 pmKahului

10h 00m

1 stop

MDW11:35 amChicago Midway

$506

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

Wed 10/22

6:05 am-12:25 pm

1 stop11h 20m

Kahului

Wed 10/29

8:30 pm-1:20 pm

1 stop11h 50m

$491

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 10/30

7:45 am-4:30 pm

1 stop13h 45m

Kahului

Tue 11/4

9:35 pm-3:00 pm

2 stops13h 25m

$497

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/3

5:15 am-1:10 pm

1 stop11h 55m

Kahului

Wed 12/10

9:35 pm-11:35 am

1 stop10h 00m

$506

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 10/22

7:40 am-4:30 pm

2 stops13h 50m

Kahului

Wed 10/29

8:30 pm-1:20 pm

1 stop11h 50m

$511

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/3

5:15 am-2:50 pm

2 stops13h 35m

Kahului

Wed 12/10

9:35 pm-11:35 am

1 stop10h 00m

$513

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 10/22

6:25 am-12:50 pm

1 stop11h 25m

Kahului

Tue 10/28

8:30 pm-12:25 pm

1 stop10h 55m

$521

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 10/28

7:40 am-4:30 pm

2 stops13h 50m

Kahului

Tue 11/4

9:35 pm-11:35 am

1 stop10h 00m

$527

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/3

6:00 am-7:27 pm

2 stops17h 27m

Kahului

Wed 12/10

1:45 pm-8:46 am

2 stops15h 01m

$532

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 9/23

6:40 am-1:00 pm

1 stop11h 20m

Kahului

Mon 9/29

8:30 pm-12:15 pm

1 stop10h 45m

$537

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 11/11

6:00 am-7:21 pm

2 stops17h 21m

Kahului

Mon 11/17

10:20 pm-6:18 pm

2 stops15h 58m

$624

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 month to fly to Kahului?

The cheapest month to fly to Kahului from Chicago Midway Airport is in August. Flight prices, which tend to average around $630, 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 August, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $647.

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 $1,043. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Kahului for around $1,203.

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 $1,112.

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

You could potentially save up to 2% 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 15m, 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 August 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 $498	Free Cancellation	Rating 8.0 4,242 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.