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 July 2026, 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.

$319 Cheap Flights from Chicago Midway Airport to Kahului in 2026

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.

6:40 am - 12:35 pm

MDW

OGG

10h 55m

1 stop

8:25 pm - 11:55 am

OGG

MDW

10h 30m

1 stop

$586Southwest

Thu, Aug 20 - Tue, Aug 25

6:30 am - 4:10 pm

MDW

OGG

14h 40m

2 stops

8:25 pm - 11:50 am

OGG

MDW

10h 25m

1 stop

$590Southwest

Wed, Oct 14 - Wed, Oct 21

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

8:25 pm - 11:55 am

OGG

MDW

10h 30m

1 stop

$592Southwest

Mon, Aug 17 - Mon, Aug 24

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

8:55 pm - 2:15 pm

OGG

MDW

12h 20m

2 stops

$595Southwest

Mon, Aug 24 - Fri, Aug 28

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

8:25 pm - 2:20 pm

OGG

MDW

12h 55m

2 stops

$597Southwest

Mon, Aug 17 - Mon, Aug 24

10:00 am - 4:10 pm

MDW

OGG

11h 10m

1 stop

8:25 pm - 11:50 am

OGG

MDW

10h 25m

1 stop

$599Southwest

Wed, Oct 14 - Wed, Oct 21

10:15 am - 4:10 pm

MDW

OGG

10h 55m

1 stop

8:55 pm - 12:55 pm

OGG

MDW

11h 00m

1 stop

$616Southwest

Mon, Aug 17 - Mon, Aug 24

6:40 am - 12:35 pm

MDW

OGG

10h 55m

1 stop

8:25 pm - 11:55 am

OGG

MDW

10h 30m

1 stop

$618Southwest

Thu, Aug 20 - Tue, Aug 25

6:15 am - 2:50 pm

MDW

OGG

13h 35m

2 stops

8:55 pm - 5:00 pm

OGG

MDW

15h 05m

1 stop

$622Southwest

Fri, Sep 18 - Thu, Sep 24

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

8:35 pm - 11:55 am

OGG

MDW

10h 20m

1 stop

$624Southwest

Thu, Aug 20 - Tue, Aug 25

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Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Aug 20

MDW6:40 amChicago Midway

10h 55m

1 stop

OGG12:35 pmKahului

Aug 25

OGG8:25 pmKahului

10h 30m

1 stop

MDW11:55 amChicago Midway

$586

Southwest

Oct 14

MDW6:30 amChicago Midway

14h 40m

2 stops

OGG4:10 pmKahului

Oct 21

OGG8:25 pmKahului

10h 25m

1 stop

MDW11:50 amChicago Midway

$590

Southwest

Aug 17

MDW6:40 amChicago Midway

14h 30m

2 stops

OGG4:10 pmKahului

Aug 24

OGG8:25 pmKahului

10h 30m

1 stop

MDW11:55 amChicago Midway

$592

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Oct 28

MDW6:00 amChicago Midway

16h 59m

2 stops

OGG5:59 pmKahului

Nov 4

OGG9:14 pmKahului

15h 25m

2 stops

MDW4:39 pmChicago Midway

$679

Delta

Aug 26

MDW6:05 amChicago Midway

16h 47m

2 stops

OGG5:52 pmKahului

Aug 31

OGG8:08 pmKahului

16h 53m

2 stops

MDW6:01 pmChicago Midway

$706

Delta

Aug 29

MDW6:11 amChicago Midway

16h 41m

2 stops

OGG5:52 pmKahului

Sep 9

OGG1:10 pmKahului

14h 38m

2 stops

MDW8:48 amChicago Midway

$726

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

Cheapest round-trip

Quickest round-trip

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 8/20

6:40 am-12:35 pm

1 stop10h 55m

Kahului

Tue 8/25

8:25 pm-11:55 am

1 stop10h 30m

$586

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 10/14

6:30 am-4:10 pm

2 stops14h 40m

Kahului

Wed 10/21

8:25 pm-11:50 am

1 stop10h 25m

$590

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/17

6:40 am-4:10 pm

2 stops14h 30m

Kahului

Mon 8/24

8:25 pm-11:55 am

1 stop10h 30m

$592

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/24

6:40 am-4:10 pm

2 stops14h 30m

Kahului

Fri 8/28

8:55 pm-2:15 pm

2 stops12h 20m

$595

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/17

6:40 am-4:10 pm

2 stops14h 30m

Kahului

Mon 8/24

8:25 pm-2:20 pm

2 stops12h 55m

$597

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 10/14

10:00 am-4:10 pm

1 stop11h 10m

Kahului

Wed 10/21

8:25 pm-11:50 am

1 stop10h 25m

$599

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/17

10:15 am-4:10 pm

1 stop10h 55m

Kahului

Mon 8/24

8:55 pm-12:55 pm

1 stop11h 00m

$616

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 8/20

6:40 am-12:35 pm

1 stop10h 55m

Kahului

Tue 8/25

8:25 pm-11:55 am

1 stop10h 30m

$618

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 9/18

6:15 am-2:50 pm

2 stops13h 35m

Kahului

Thu 9/24

8:55 pm-5:00 pm

1 stop15h 05m

$622

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 8/20

6:40 am-4:10 pm

2 stops14h 30m

Kahului

Tue 8/25

8:35 pm-11:55 am

1 stop10h 20m

$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 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 Midway Airport to Kahului for around $1,258.

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

You could potentially save up to 51% 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

Fastest flight time	10h 55m
Direct flights	None

The fastest flight from Chicago Midway Airport to Kahului takes 10h 55m

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

Frequently asked questions about flying from Chicago Midway Airport to Kahului

How far is Chicago Midway to Kahului by plane?
Kahului is 4186.6 mi away from Chicago Midway. Flights usually cover this in 10h 55m, 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 July 2026, 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 $789	Free Cancellation	Rating 7.9 4,250 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.