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

Delta and Southwest 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 May 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

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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.

6:50 am - 12:35 pm

MDW

OGG

10h 45m

1 stop

8:25 pm - 11:20 am

OGG

MDW

9h 55m

1 stop

$532Southwest

Tue, Sep 15 - Wed, Sep 23

7:25 pm - 11:15 am

MDW

OGG

20h 50m

2 stops

12:55 pm - 6:01 pm

OGG

MDW

24h 06m

2 stops

$537Delta

Tue, Aug 18 - Tue, Aug 25

6:50 am - 4:10 pm

MDW

OGG

14h 20m

2 stops

8:25 pm - 11:20 am

OGG

MDW

9h 55m

1 stop

$538Southwest

Tue, Sep 15 - Wed, Sep 23

6:50 am - 12:35 pm

MDW

OGG

10h 45m

1 stop

8:55 pm - 12:55 pm

OGG

MDW

11h 00m

1 stop

$554Southwest

Tue, Aug 25 - Tue, Sep 29

6:50 am - 4:10 pm

MDW

OGG

14h 20m

2 stops

8:55 pm - 12:55 pm

OGG

MDW

11h 00m

1 stop

$560Southwest

Tue, Aug 25 - Tue, Sep 29

8:35 am - 4:10 pm

MDW

OGG

12h 35m

2 stops

8:55 pm - 2:20 pm

OGG

MDW

12h 25m

2 stops

$565Southwest

Tue, Aug 25 - Tue, Sep 29

5:10 pm - 11:15 am

MDW

OGG

23h 05m

2 stops

12:55 pm - 1:08 pm

OGG

MDW

19h 13m

2 stops

$567Delta

Tue, Aug 18 - Mon, Aug 24

6:15 am - 1:45 pm

MDW

OGG

12h 30m

1 stop

8:35 pm - 11:55 am

OGG

MDW

10h 20m

1 stop

$577Southwest

Mon, Aug 17 - Mon, Aug 24

6:15 am - 1:45 pm

MDW

OGG

12h 30m

1 stop

8:35 pm - 2:20 pm

OGG

MDW

12h 45m

2 stops

$583Southwest

Mon, Aug 17 - Mon, Aug 24

5:10 pm - 11:15 am

MDW

OGG

23h 05m

2 stops

12:55 pm - 6:01 pm

OGG

MDW

24h 06m

2 stops

$585Delta

Tue, Aug 18 - Wed, Aug 26

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Sep 15

MDW6:50 amChicago Midway

10h 45m

1 stop

OGG12:35 pmKahului

Sep 23

OGG8:25 pmKahului

9h 55m

1 stop

MDW11:20 amChicago Midway

$532

Southwest

Sep 15

MDW6:50 amChicago Midway

14h 20m

2 stops

OGG4:10 pmKahului

Sep 23

OGG8:25 pmKahului

9h 55m

1 stop

MDW11:20 amChicago Midway

$538

Southwest

Aug 25

MDW6:50 amChicago Midway

10h 45m

1 stop

OGG12:35 pmKahului

Sep 29

OGG8:55 pmKahului

11h 00m

1 stop

MDW12:55 pmChicago Midway

$554

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Aug 18

MDW7:25 pmChicago Midway

20h 50m

2 stops

OGG11:15 amKahului

Aug 25

OGG12:55 pmKahului

24h 06m

2 stops

MDW6:01 pmChicago Midway

$537

Delta

Aug 18

MDW5:10 pmChicago Midway

23h 05m

2 stops

OGG11:15 amKahului

Aug 24

OGG12:55 pmKahului

19h 13m

2 stops

MDW1:08 pmChicago Midway

$567

Delta

Aug 18

MDW5:10 pmChicago Midway

23h 05m

2 stops

OGG11:15 amKahului

Aug 26

OGG12:55 pmKahului

24h 06m

2 stops

MDW6:01 pmChicago Midway

$585

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

Tue 9/15

6:50 am-12:35 pm

1 stop10h 45m

Kahului

Wed 9/23

8:25 pm-11:20 am

1 stop9h 55m

$532

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/18

7:25 pm-11:15 am

2 stops20h 50m

Kahului

Tue 8/25

12:55 pm-6:01 pm

2 stops24h 06m

$537

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 9/15

6:50 am-4:10 pm

2 stops14h 20m

Kahului

Wed 9/23

8:25 pm-11:20 am

1 stop9h 55m

$538

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/25

6:50 am-12:35 pm

1 stop10h 45m

Kahului

Tue 9/29

8:55 pm-12:55 pm

1 stop11h 00m

$554

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/25

6:50 am-4:10 pm

2 stops14h 20m

Kahului

Tue 9/29

8:55 pm-12:55 pm

1 stop11h 00m

$560

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/25

8:35 am-4:10 pm

2 stops12h 35m

Kahului

Tue 9/29

8:55 pm-2:20 pm

2 stops12h 25m

$565

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/18

5:10 pm-11:15 am

2 stops23h 05m

Kahului

Mon 8/24

12:55 pm-1:08 pm

2 stops19h 13m

$567

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/17

6:15 am-1:45 pm

1 stop12h 30m

Kahului

Mon 8/24

8:35 pm-11:55 am

1 stop10h 20m

$577

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 8/17

6:15 am-1:45 pm

1 stop12h 30m

Kahului

Mon 8/24

8:35 pm-2:20 pm

2 stops12h 45m

$583

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/18

5:10 pm-11:15 am

2 stops23h 05m

Kahului

Wed 8/26

12:55 pm-6:01 pm

2 stops24h 06m

$585

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 $960. 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 $1,269.

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

You could potentially save up to 18% 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	11h 00m
Direct flights	None

The fastest flight from Chicago Midway Airport to Kahului takes 11h 00m

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 11h 00m, 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 May 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 $748	Free Cancellation	Rating 7.9 4,270 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.