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 September 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.

$241 Cheap Flights from Chicago Midway Airport to Kahului in 2026/27

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.

6:05 am - 12:40 pmMDW Chicago Midway-OGG Kahului

11h 35m1 stop Las Vegas Harry Reid Intl

9:55 pm - 5:05 pmOGG Kahului-MDW Chicago Midway

14h 10m1 stop San Diego

$570Southwest

Tue, Oct 20 - Tue, Oct 27

5:20 am - 4:40 pmMDW Chicago Midway-OGG Kahului

15h 20m2 stops Phoenix Sky Harbor Intl Honolulu

8:15 pm - 11:20 amOGG Kahului-MDW Chicago Midway

11h 05m1 stop Phoenix Sky Harbor Intl

$576Southwest

Tue, Jan 19 - Wed, Jan 27

5:20 am - 4:40 pmMDW Chicago Midway-OGG Kahului

15h 20m2 stops Phoenix Sky Harbor Intl Honolulu

10:30 pm - 12:40 pmOGG Kahului-MDW Chicago Midway

10h 10m1 stop Oakland

$576Southwest

Tue, Jan 19 - Tue, Jan 26

5:20 am - 2:50 pmMDW Chicago Midway-OGG Kahului

13h 30m2 stops Phoenix Sky Harbor Intl San Diego

8:15 pm - 11:20 amOGG Kahului-MDW Chicago Midway

11h 05m1 stop Phoenix Sky Harbor Intl

$576Southwest

Wed, Feb 24 - Tue, Mar 2

5:50 am - 2:50 pmMDW Chicago Midway-OGG Kahului

13h 00m2 stops Las Vegas Harry Reid Intl Lihue

9:25 pm - 1:10 pmOGG Kahului-MDW Chicago Midway

11h 45m1 stop Las Vegas Harry Reid Intl

$577Southwest

Tue, Nov 17 - Tue, Nov 24

5:20 am - 6:10 pmMDW Chicago Midway-OGG Kahului

16h 50m2 stops Phoenix Sky Harbor Intl Honolulu

11:20 pm - 2:55 pmOGG Kahului-MDW Chicago Midway

11h 35m2 stops San Diego Phoenix Sky Harbor Intl

$581Southwest

Tue, Jan 19 - Wed, Jan 27

5:20 am - 2:50 pmMDW Chicago Midway-OGG Kahului

13h 30m2 stops Phoenix Sky Harbor Intl San Diego

11:20 pm - 2:55 pmOGG Kahului-MDW Chicago Midway

11h 35m2 stops San Diego Phoenix Sky Harbor Intl

$581Southwest

Wed, Feb 24 - Tue, Mar 2

5:20 am - 6:10 pmMDW Chicago Midway-OGG Kahului

16h 50m2 stops Phoenix Sky Harbor Intl Honolulu

11:20 pm - 4:35 pmOGG Kahului-MDW Chicago Midway

13h 15m2 stops San Diego Phoenix Sky Harbor Intl

$581Southwest

Tue, Jan 19 - Tue, Jan 26

6:00 am - 2:29 pmMDW Chicago Midway-OGG Kahului

12h 29m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 10:25 amOGG Kahului-MDW Chicago Midway

12h 26m1 stop Minneapolis St Paul

$586Delta

Mon, Nov 16 - Wed, Nov 25

6:00 am - 2:29 pmMDW Chicago Midway-OGG Kahului

12h 29m1 stop Atlanta Hartsfield-Jackson

5:59 pm - 8:50 amOGG Kahului-MDW Chicago Midway

10h 51m1 stop Minneapolis St Paul

$586Delta

Mon, Nov 16 - Tue, Nov 24

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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

Oct 20

MDW6:05 amChicago Midway

11h 35m

1 stop

OGG12:40 pmKahului

Oct 27

OGG9:55 pmKahului

14h 10m

1 stop

MDW5:05 pmChicago Midway

$570

Southwest

Jan 19

MDW5:20 amChicago Midway

15h 20m

2 stops

OGG4:40 pmKahului

Jan 27

OGG8:15 pmKahului

11h 05m

1 stop

MDW11:20 amChicago Midway

$576

Southwest

Nov 17

MDW5:50 amChicago Midway

13h 00m

2 stops

OGG2:50 pmKahului

Nov 24

OGG9:25 pmKahului

11h 45m

1 stop

MDW1:10 pmChicago Midway

$577

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Nov 16

MDW6:00 amChicago Midway

12h 29m

1 stop

OGG2:29 pmKahului

Nov 24

OGG5:59 pmKahului

10h 51m

1 stop

MDW8:50 amChicago Midway

$586

Delta

Nov 16

MDW6:00 amChicago Midway

12h 29m

1 stop

OGG2:29 pmKahului

Nov 23

OGG1:07 pmKahului

15h 43m

2 stops

MDW8:50 amChicago Midway

$592

Delta

Nov 16

MDW9:30 amChicago Midway

14h 49m

2 stops

OGG8:19 pmKahului

Nov 23

OGG1:07 pmKahului

15h 43m

2 stops

MDW8:50 amChicago Midway

$597

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 Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 10/20

6:05 am-12:40 pm

1 stop11h 35m

Kahului

Tue 10/27

9:55 pm-5:05 pm

1 stop14h 10m

$570

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 1/19

5:20 am-4:40 pm

2 stops15h 20m

Kahului

Wed 1/27

8:15 pm-11:20 am

1 stop11h 05m

$576

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 1/19

5:20 am-4:40 pm

2 stops15h 20m

Kahului

Tue 1/26

10:30 pm-12:40 pm

1 stop10h 10m

$576

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/24

5:20 am-2:50 pm

2 stops13h 30m

Kahului

Tue 3/2

8:15 pm-11:20 am

1 stop11h 05m

$576

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/17

5:50 am-2:50 pm

2 stops13h 00m

Kahului

Tue 11/24

9:25 pm-1:10 pm

1 stop11h 45m

$577

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 1/19

5:20 am-6:10 pm

2 stops16h 50m

Kahului

Wed 1/27

11:20 pm-2:55 pm

2 stops11h 35m

$581

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/24

5:20 am-2:50 pm

2 stops13h 30m

Kahului

Tue 3/2

11:20 pm-2:55 pm

2 stops11h 35m

$581

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 1/19

5:20 am-6:10 pm

2 stops16h 50m

Kahului

Tue 1/26

11:20 pm-4:35 pm

2 stops13h 15m

$581

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/16

6:00 am-2:29 pm

1 stop12h 29m

Kahului

Wed 11/25

5:59 pm-10:25 am

1 stop12h 26m

$586

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/16

6:00 am-2:29 pm

1 stop12h 29m

Kahului

Tue 11/24

5:59 pm-8:50 am

1 stop10h 51m

$586

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 $884. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Kahului for around $1,177.

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

You could potentially save up to 52% 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

Best Price Found	$241
Fastest flight time	11h 05m
Direct flights	None

The best one-way flight to Kahului from Chicago Midway Airport in the past 72 hours is $241. The best round-trip flight deal from Chicago Midway Airport to Kahului found on momondo in the last 72 hours is $570.

The fastest flight from Chicago Midway Airport to Kahului takes 11h 05m

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 05m, 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 September 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 $730	Free Cancellation	Rating 8.0 4,202 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.