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 January 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.

$211 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.

9:27 am - 7:31 pm

MDW

OGG

15h 04m

2 stops

10:15 pm - 5:54 pm

OGG

MDW

14h 39m

2 stops

$433Delta

Tue, Apr 14 - Thu, Apr 23

6:00 am - 3:37 pm

MDW

OGG

13h 37m

1 stop

1:53 pm - 8:54 am

OGG

MDW

15h 01m

2 stops

$451Delta

Thu, Feb 19 - Thu, Feb 26

6:45 am - 12:35 pm

MDW

OGG

10h 50m

1 stop

8:25 pm - 11:55 am

OGG

MDW

10h 30m

1 stop

$455Southwest

Tue, Apr 14 - Thu, Apr 23

6:00 am - 7:15 pm

MDW

OGG

17h 15m

2 stops

12:59 pm - 8:53 am

OGG

MDW

14h 54m

2 stops

$456Delta

Mon, Feb 23 - Tue, Mar 10

6:45 am - 12:35 pm

MDW

OGG

10h 50m

1 stop

8:55 pm - 2:30 pm

OGG

MDW

12h 35m

1 stop

$473Southwest

Tue, May 12 - Mon, May 18

6:45 am - 12:35 pm

MDW

OGG

10h 50m

1 stop

8:25 pm - 2:10 pm

OGG

MDW

12h 45m

2 stops

$479Southwest

Tue, May 12 - Mon, May 18

6:00 am - 1:40 pm

MDW

OGG

12h 40m

2 stops

10:00 am - 6:00 am

OGG

MDW

15h 00m

1 stop

$481Southwest

Sat, May 9 - Fri, May 15

9:27 am - 7:31 pm

MDW

OGG

15h 04m

2 stops

12:40 pm - 8:47 am

OGG

MDW

15h 07m

2 stops

$484Delta

Tue, Apr 14 - Tue, Apr 21

9:20 am - 8:45 pm

MDW

OGG

16h 25m

2 stops

11:30 pm - 6:31 pm

OGG

MDW

14h 01m

2 stops

$486Delta

Sat, May 9 - Fri, May 15

8:55 pm - 1:10 pm

MDW

OGG

20h 15m

2 stops

9:35 pm - 12:35 pm

OGG

MDW

11h 00m

1 stop

$487Southwest

Tue, Feb 24 - Mon, Mar 2

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Apr 14

MDW9:27 amChicago Midway

15h 04m

2 stops

OGG7:31 pmKahului

Apr 23

OGG10:15 pmKahului

14h 39m

2 stops

MDW5:54 pmChicago Midway

$433

Delta

Feb 19

MDW6:00 amChicago Midway

13h 37m

1 stop

OGG3:37 pmKahului

Feb 26

OGG1:53 pmKahului

15h 01m

2 stops

MDW8:54 amChicago Midway

$451

Delta

Feb 23

MDW6:00 amChicago Midway

17h 15m

2 stops

OGG7:15 pmKahului

Mar 10

OGG12:59 pmKahului

14h 54m

2 stops

MDW8:53 amChicago Midway

$456

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Apr 14

MDW6:45 amChicago Midway

10h 50m

1 stop

OGG12:35 pmKahului

Apr 23

OGG8:25 pmKahului

10h 30m

1 stop

MDW11:55 amChicago Midway

$455

Southwest

May 12

MDW6:45 amChicago Midway

10h 50m

1 stop

OGG12:35 pmKahului

May 18

OGG8:55 pmKahului

12h 35m

1 stop

MDW2:30 pmChicago Midway

$473

Southwest

May 12

MDW6:45 amChicago Midway

10h 50m

1 stop

OGG12:35 pmKahului

May 18

OGG8:25 pmKahului

12h 45m

2 stops

MDW2:10 pmChicago Midway

$479

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

Tue 4/14

9:27 am-7:31 pm

2 stops15h 04m

Kahului

Thu 4/23

10:15 pm-5:54 pm

2 stops14h 39m

$433

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 2/19

6:00 am-3:37 pm

1 stop13h 37m

Kahului

Thu 2/26

1:53 pm-8:54 am

2 stops15h 01m

$451

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/14

6:45 am-12:35 pm

1 stop10h 50m

Kahului

Thu 4/23

8:25 pm-11:55 am

1 stop10h 30m

$455

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Mon 2/23

6:00 am-7:15 pm

2 stops17h 15m

Kahului

Tue 3/10

12:59 pm-8:53 am

2 stops14h 54m

$456

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 5/12

6:45 am-12:35 pm

1 stop10h 50m

Kahului

Mon 5/18

8:55 pm-2:30 pm

1 stop12h 35m

$473

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 5/12

6:45 am-12:35 pm

1 stop10h 50m

Kahului

Mon 5/18

8:25 pm-2:10 pm

2 stops12h 45m

$479

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sat 5/9

6:00 am-1:40 pm

2 stops12h 40m

Kahului

Fri 5/15

10:00 am-6:00 am

1 stop15h 00m

$481

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 4/14

9:27 am-7:31 pm

2 stops15h 04m

Kahului

Tue 4/21

12:40 pm-8:47 am

2 stops15h 07m

$484

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sat 5/9

9:20 am-8:45 pm

2 stops16h 25m

Kahului

Fri 5/15

11:30 pm-6:31 pm

2 stops14h 01m

$486

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 2/24

8:55 pm-1:10 pm

2 stops20h 15m

Kahului

Mon 3/2

9:35 pm-12:35 pm

1 stop11h 00m

$487

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 $1,253.

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

You could potentially save up to 40% 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

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 January 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 $630	Free Cancellation	Rating 8.0 4,267 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.