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

Southwest is the most popular carrier 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 June 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.

$277 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.

6:15 am - 1:45 pm

MDW

OGG

12h 30m

1 stop

8:55 pm - 2:15 pm

OGG

MDW

12h 20m

2 stops

$590Southwest

Mon, Sep 21 - Fri, Sep 25

6:50 am - 4:10 pm

MDW

OGG

14h 20m

2 stops

8:55 pm - 3:15 pm

OGG

MDW

13h 20m

2 stops

$610Southwest

Tue, Sep 1 - Wed, Sep 2

6:30 am - 1:45 pm

MDW

OGG

12h 15m

1 stop

8:25 pm - 12:40 pm

OGG

MDW

11h 15m

1 stop

$614Southwest

Mon, Oct 19 - Mon, Oct 26

5:25 am - 12:55 pm

MDW

OGG

11h 30m

1 stop

10:30 pm - 4:35 pm

OGG

MDW

14h 05m

2 stops

$620Southwest

Wed, Nov 18 - Tue, Nov 24

5:45 am - 4:10 pm

MDW

OGG

14h 25m

2 stops

10:30 pm - 4:35 pm

OGG

MDW

14h 05m

2 stops

$625Southwest

Tue, Nov 17 - Tue, Nov 24

10:15 am - 4:10 pm

MDW

OGG

10h 55m

1 stop

8:55 pm - 12:35 pm

OGG

MDW

10h 40m

1 stop

$644Southwest

Fri, Sep 11 - Fri, Sep 18

6:15 am - 2:50 pm

MDW

OGG

13h 35m

2 stops

8:55 pm - 4:00 pm

OGG

MDW

14h 05m

1 stop

$650Southwest

Fri, Sep 11 - Fri, Sep 18

5:25 am - 2:40 pm

MDW

OGG

13h 15m

2 stops

10:30 pm - 4:35 pm

OGG

MDW

14h 05m

2 stops

$655Southwest

Wed, Nov 18 - Tue, Nov 24

5:55 am - 2:40 pm

MDW

OGG

12h 45m

2 stops

11:20 pm - 5:40 pm

OGG

MDW

14h 20m

1 stop

$665Southwest

Sun, Nov 1 - Sat, Nov 14

6:50 am - 12:35 pm

MDW

OGG

10h 45m

1 stop

8:25 pm - 1:35 pm

OGG

MDW

12h 10m

1 stop

$674Southwest

Tue, Aug 18 - Tue, Aug 25

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Sep 21

MDW6:15 amChicago Midway

12h 30m

1 stop

OGG1:45 pmKahului

Sep 25

OGG8:55 pmKahului

12h 20m

2 stops

MDW2:15 pmChicago Midway

$590

Southwest

Sep 1

MDW6:50 amChicago Midway

14h 20m

2 stops

OGG4:10 pmKahului

Sep 2

OGG8:55 pmKahului

13h 20m

2 stops

MDW3:15 pmChicago Midway

$610

Southwest

Oct 19

MDW6:30 amChicago Midway

12h 15m

1 stop

OGG1:45 pmKahului

Oct 26

OGG8:25 pmKahului

11h 15m

1 stop

MDW12:40 pmChicago Midway

$614

Delta flights from Chicago Midway Airport to Kahului

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

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

$736

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

$806

Delta

Jun 16

MDW9:54 amChicago Midway

14h 35m

2 stops

OGG7:29 pmKahului

Jun 23

OGG9:40 pmKahului

15h 38m

2 stops

MDW6:18 pmChicago Midway

$916

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

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 9/21

6:15 am-1:45 pm

1 stop12h 30m

Kahului

Fri 9/25

8:55 pm-2:15 pm

2 stops12h 20m

$590

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 9/1

6:50 am-4:10 pm

2 stops14h 20m

Kahului

Wed 9/2

8:55 pm-3:15 pm

2 stops13h 20m

$610

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 10/19

6:30 am-1:45 pm

1 stop12h 15m

Kahului

Mon 10/26

8:25 pm-12:40 pm

1 stop11h 15m

$614

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 11/18

5:25 am-12:55 pm

1 stop11h 30m

Kahului

Tue 11/24

10:30 pm-4:35 pm

2 stops14h 05m

$620

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 11/17

5:45 am-4:10 pm

2 stops14h 25m

Kahului

Tue 11/24

10:30 pm-4:35 pm

2 stops14h 05m

$625

Quickest round-trip

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 9/11

10:15 am-4:10 pm

1 stop10h 55m

Kahului

Fri 9/18

8:55 pm-12:35 pm

1 stop10h 40m

$644

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 9/11

6:15 am-2:50 pm

2 stops13h 35m

Kahului

Fri 9/18

8:55 pm-4:00 pm

1 stop14h 05m

$650

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 11/18

5:25 am-2:40 pm

2 stops13h 15m

Kahului

Tue 11/24

10:30 pm-4:35 pm

2 stops14h 05m

$655

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 11/1

5:55 am-2:40 pm

2 stops12h 45m

Kahului

Sat 11/14

11:20 pm-5:40 pm

1 stop14h 20m

$665

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 8/18

6:50 am-12:35 pm

1 stop10h 45m

Kahului

Tue 8/25

8:25 pm-1:35 pm

1 stop12h 10m

$674

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 $1,269.

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	10h 45m
Direct flights	None

The fastest flight from Chicago Midway Airport to Kahului takes 10h 45m

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 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 June 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 $819	Free Cancellation	Rating 8.0 4,258 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.