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.

$307 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.

5:20 am - 12:55 pmMDW Chicago Midway-OGG Kahului

11h 35m1 stop Phoenix Sky Harbor Intl

9:25 pm - 11:50 amOGG Kahului-MDW Chicago Midway

10h 25m1 stop Las Vegas Harry Reid Intl

$494Southwest

Tue, Nov 10 - Wed, Nov 11

5:20 am - 12:55 pmMDW Chicago Midway-OGG Kahului

11h 35m1 stop Phoenix Sky Harbor Intl

9:25 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 50m2 stops Las Vegas Harry Reid Intl Denver Intl

$500Southwest

Tue, Nov 10 - Wed, Nov 11

5:20 am - 2:40 pmMDW Chicago Midway-OGG Kahului

13h 20m2 stops Phoenix Sky Harbor Intl San Diego

9:25 pm - 2:10 pmOGG Kahului-MDW Chicago Midway

12h 45m1 stop Las Vegas Harry Reid Intl

$500Southwest

Mon, Dec 14 - Wed, Dec 23

5:50 am - 2:40 pmMDW Chicago Midway-OGG Kahului

12h 50m2 stops Las Vegas Harry Reid Intl San Diego

9:25 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 50m2 stops Las Vegas Harry Reid Intl Denver Intl

$505Southwest

Tue, Dec 1 - Wed, Dec 16

5:50 am - 2:40 pmMDW Chicago Midway-OGG Kahului

12h 50m2 stops Las Vegas Harry Reid Intl San Diego

9:25 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 50m2 stops Las Vegas Harry Reid Intl Denver Intl

$505Southwest

Tue, Dec 1 - Wed, Dec 16

5:50 am - 2:40 pmMDW Chicago Midway-OGG Kahului

12h 50m2 stops Las Vegas Harry Reid Intl San Diego

11:20 pm - 5:20 pmOGG Kahului-MDW Chicago Midway

14h 00m2 stops San Diego Phoenix Sky Harbor Intl

$505Southwest

Tue, Nov 3 - Tue, Nov 10

5:50 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 20m2 stops Las Vegas Harry Reid Intl Oakland

9:25 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 50m2 stops Las Vegas Harry Reid Intl Denver Intl

$505Southwest

Tue, Nov 10 - Wed, Nov 11

5:20 am - 2:40 pmMDW Chicago Midway-OGG Kahului

13h 20m2 stops Phoenix Sky Harbor Intl San Diego

12:50 pm - 5:40 amOGG Kahului-MDW Chicago Midway

12h 50m2 stops Sacramento Intl Las Vegas Harry Reid Intl

$505Southwest

Mon, Dec 14 - Wed, Dec 23

9:55 am - 11:50 amMDW Chicago Midway-OGG Kahului

29h 55m2 stops Minneapolis St Paul Los Angeles

12:45 pm - 12:33 pmOGG Kahului-MDW Chicago Midway

19h 48m2 stops Los Angeles Detroit Metropolitan Wayne County

$798Delta

Sat, Feb 6 - Fri, Feb 12

1:00 pm - 11:50 amMDW Chicago Midway-OGG Kahului

26h 50m2 stops Detroit Metropolitan Wayne County Los Angeles

5:10 pm - 6:37 pmOGG Kahului-MDW Chicago Midway

21h 27m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

$830Delta

Sun, Feb 7 - Sun, Feb 14

Cheap last minute flights

Enter your travel dates to find the best prices.

5:40 am - 12:50 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

8:55 pm - 12:55 pmOGG Kahului-MDW Chicago Midway

11h 00m1 stop San Diego

$806Southwest

Sat, Sep 5 - Tue, Sep 8

5:40 am - 12:50 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

8:55 pm - 2:45 pmOGG Kahului-MDW Chicago Midway

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

$812Southwest

Sat, Sep 5 - Tue, Sep 8

7:35 am - 1:45 pmMDW Chicago Midway-OGG Kahului

11h 10m1 stop San Diego

8:25 pm - 11:55 amOGG Kahului-MDW Chicago Midway

10h 30m1 stop Phoenix Sky Harbor Intl

$826Southwest

Sun, Sep 6 - Sat, Sep 12

5:40 am - 12:50 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

10:00 am - 5:55 amOGG Kahului-MDW Chicago Midway

14h 55m1 stop Oakland

$826Southwest

Mon, Sep 7 - Fri, Sep 11

6:15 am - 1:50 pmMDW Chicago Midway-OGG Kahului

12h 35m1 stop San Diego

7:00 pm - 12:05 pmOGG Kahului-MDW Chicago Midway

12h 05m2 stops Honolulu Las Vegas Harry Reid Intl

$832Southwest

Mon, Sep 7 - Fri, Sep 11

7:00 am - 4:40 pmMDW Chicago Midway-OGG Kahului

14h 40m2 stops Phoenix Sky Harbor Intl Honolulu

8:25 pm - 1:00 pmOGG Kahului-MDW Chicago Midway

11h 35m1 stop Phoenix Sky Harbor Intl

$832Southwest

Sun, Sep 6 - Sat, Sep 12

7:00 am - 4:40 pmMDW Chicago Midway-OGG Kahului

14h 40m2 stops Phoenix Sky Harbor Intl Honolulu

8:25 pm - 1:30 pmOGG Kahului-MDW Chicago Midway

12h 05m2 stops Phoenix Sky Harbor Intl Denver Intl

$837Southwest

Sun, Sep 6 - Sat, Sep 12

5:40 am - 2:50 pmMDW Chicago Midway-OGG Kahului

14h 10m2 stops Phoenix Sky Harbor Intl Honolulu

8:55 pm - 4:50 pmOGG Kahului-MDW Chicago Midway

14h 55m2 stops San Diego Seattle/Tacoma Intl

$847Southwest

Sat, Sep 5 - Tue, Sep 8

6:40 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 30m2 stops Las Vegas Harry Reid Intl Oakland

8:55 pm - 2:30 pmOGG Kahului-MDW Chicago Midway

12h 35m2 stops San Diego Denver Intl

$1,097Southwest

Mon, Sep 7 - Fri, Sep 11

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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

Nov 10

MDW5:20 amChicago Midway

11h 35m

1 stop

OGG12:55 pmKahului

Nov 11

OGG9:25 pmKahului

10h 25m

1 stop

MDW11:50 amChicago Midway

$494

Southwest

Nov 10

MDW5:20 amChicago Midway

11h 35m

1 stop

OGG12:55 pmKahului

Nov 11

OGG9:25 pmKahului

13h 50m

2 stops

MDW3:15 pmChicago Midway

$500

Southwest

Dec 1

MDW5:50 amChicago Midway

12h 50m

2 stops

OGG2:40 pmKahului

Dec 16

OGG9:25 pmKahului

13h 50m

2 stops

MDW3:15 pmChicago Midway

$505

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Sep 15

MDW6:05 amChicago Midway

16h 48m

2 stops

OGG5:53 pmKahului

Sep 21

OGG1:10 pmKahului

14h 57m

2 stops

MDW9:07 amChicago Midway

$1,071

Delta

Sep 16

MDW6:05 amChicago Midway

16h 48m

2 stops

OGG5:53 pmKahului

Sep 17

OGG9:10 pmKahului

16h 23m

2 stops

MDW6:33 pmChicago Midway

$1,151

Delta

Sep 16

MDW6:05 amChicago Midway

16h 48m

2 stops

OGG5:53 pmKahului

Sep 17

OGG9:10 pmKahului

16h 23m

2 stops

MDW6:33 pmChicago Midway

$1,157

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 Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/10

5:20 am-12:55 pm

1 stop11h 35m

Kahului

Wed 11/11

9:25 pm-11:50 am

1 stop10h 25m

$494

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/10

5:20 am-12:55 pm

1 stop11h 35m

Kahului

Wed 11/11

9:25 pm-3:15 pm

2 stops13h 50m

$500

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 12/14

5:20 am-2:40 pm

2 stops13h 20m

Kahului

Wed 12/23

9:25 pm-2:10 pm

1 stop12h 45m

$500

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 12/1

5:50 am-2:40 pm

2 stops12h 50m

Kahului

Wed 12/16

9:25 pm-3:15 pm

2 stops13h 50m

$505

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 12/1

5:50 am-2:40 pm

2 stops12h 50m

Kahului

Wed 12/16

9:25 pm-3:15 pm

2 stops13h 50m

$505

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/3

5:50 am-2:40 pm

2 stops12h 50m

Kahului

Tue 11/10

11:20 pm-5:20 pm

2 stops14h 00m

$505

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/10

5:50 am-4:10 pm

2 stops14h 20m

Kahului

Wed 11/11

9:25 pm-3:15 pm

2 stops13h 50m

$505

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 12/14

5:20 am-2:40 pm

2 stops13h 20m

Kahului

Wed 12/23

12:50 pm-5:40 am

2 stops12h 50m

$505

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sat 2/6

9:55 am-11:50 am

2 stops29h 55m

Kahului

Fri 2/12

12:45 pm-12:33 pm

2 stops19h 48m

$798

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sun 2/7

1:00 pm-11:50 am

2 stops26h 50m

Kahului

Sun 2/14

5:10 pm-6:37 pm

2 stops21h 27m

$830

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 Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Kahului for around $1,263.

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

You could potentially save up to 36% 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	$307
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 $307. The best round-trip flight deal from Chicago Midway Airport to Kahului found on momondo in the last 72 hours is $494.

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 4,192 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.