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.

5:50 am - 1:10 pmMDW Chicago Midway-OGG Kahului

11h 20m1 stop Las Vegas Harry Reid Intl

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

11h 45m1 stop Las Vegas Harry Reid Intl

$528Southwest

Mon, Nov 16 - Mon, Nov 23

10:15 am - 6:15 pmMDW Chicago Midway-OGG Kahului

13h 00m2 stops San Jose Honolulu

8:25 pm - 1:50 pmOGG Kahului-MDW Chicago Midway

12h 25m2 stops Phoenix Sky Harbor Intl Denver Intl

$531Southwest

Wed, Oct 21 - Wed, Oct 28

5:50 am - 1:10 pmMDW Chicago Midway-OGG Kahului

11h 20m1 stop Las Vegas Harry Reid Intl

9:25 pm - 2:30 pmOGG Kahului-MDW Chicago Midway

13h 05m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl

$534Southwest

Mon, Nov 16 - Mon, Nov 23

5:45 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 25m2 stops Las Vegas Harry Reid Intl Oakland

11:20 pm - 5:40 pmOGG Kahului-MDW Chicago Midway

14h 20m1 stop San Diego

$534Southwest

Thu, Nov 5 - Thu, Nov 12

5:45 am - 12:55 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

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

10h 25m1 stop Las Vegas Harry Reid Intl

$538Southwest

Wed, Oct 28 - Wed, Nov 4

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

13h 00m2 stops Las Vegas Harry Reid Intl Lihue

9:25 pm - 2:30 pmOGG Kahului-MDW Chicago Midway

13h 05m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl

$540Southwest

Mon, Nov 16 - Mon, Nov 23

10:15 am - 6:15 pmMDW Chicago Midway-OGG Kahului

13h 00m2 stops San Jose Honolulu

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

10h 25m1 stop Las Vegas Harry Reid Intl

$544Southwest

Wed, Oct 28 - Wed, Nov 4

5:45 am - 12:55 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

8:25 pm - 1:50 pmOGG Kahului-MDW Chicago Midway

12h 25m2 stops Phoenix Sky Harbor Intl Denver Intl

$557Southwest

Wed, Oct 21 - Wed, Oct 28

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

Tue, Nov 24 - 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 - Mon, Nov 23

Cheap last minute flights

Enter your travel dates to find the best prices.

6:50 am - 12:35 pmMDW Chicago Midway-OGG Kahului

10h 45m1 stop Las Vegas Harry Reid Intl

8:45 pm - 11:55 amOGG Kahului-MDW Chicago Midway

10h 10m1 stop Las Vegas Harry Reid Intl

$692Southwest

Tue, Sep 29 - Wed, Oct 14

6:50 am - 12:35 pmMDW Chicago Midway-OGG Kahului

10h 45m1 stop Las Vegas Harry Reid Intl

9:55 pm - 5:25 pmOGG Kahului-MDW Chicago Midway

14h 30m2 stops San Diego Omaha Eppley Airfield

$698Southwest

Tue, Sep 29 - Wed, Oct 14

10:15 am - 4:10 pmMDW Chicago Midway-OGG Kahului

10h 55m1 stop Oakland

9:10 am - 5:55 amOGG Kahului-MDW Chicago Midway

15h 45m1 stop Oakland

$758Southwest

Thu, Sep 24 - Sat, Sep 26

6:40 am - 12:35 pmMDW Chicago Midway-OGG Kahului

10h 55m1 stop Las Vegas Harry Reid Intl

7:00 pm - 11:55 amOGG Kahului-MDW Chicago Midway

11h 55m2 stops Honolulu Phoenix Sky Harbor Intl

$764Southwest

Thu, Sep 24 - Sat, Sep 26

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

14h 30m2 stops Las Vegas Harry Reid Intl Oakland

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

12h 05m2 stops Phoenix Sky Harbor Intl Denver Intl

$769Southwest

Thu, Sep 24 - Sat, Sep 26

6:50 am - 4:40 pmMDW Chicago Midway-OGG Kahului

14h 50m2 stops Las Vegas Harry Reid Intl Honolulu

9:55 pm - 5:25 pmOGG Kahului-MDW Chicago Midway

14h 30m2 stops San Diego Omaha Eppley Airfield

$811Southwest

Tue, Sep 29 - Wed, Oct 14

6:10 am - 1:50 pmMDW Chicago Midway-OGG Kahului

12h 40m1 stop San Diego

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

14h 55m1 stop Oakland

$921Southwest

Sun, Sep 27 - Sat, Oct 3

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

14h 10m2 stops Phoenix Sky Harbor Intl Honolulu

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

14h 55m1 stop Oakland

$927Southwest

Sun, Sep 27 - Sat, Oct 3

6:05 am - 5:53 pmMDW Chicago Midway-OGG Kahului

16h 48m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

9:10 pm - 6:33 pmOGG Kahului-MDW Chicago Midway

16h 23m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

$1,117Delta

Sat, Sep 26 - Tue, Sep 29

6:05 am - 5:53 pmMDW Chicago Midway-OGG Kahului

16h 48m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

9:10 pm - 6:33 pmOGG Kahului-MDW Chicago Midway

16h 23m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

$1,142Delta

Sat, Sep 26 - Tue, Sep 29

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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 16

MDW5:50 amChicago Midway

11h 20m

1 stop

OGG1:10 pmKahului

Nov 23

OGG9:25 pmKahului

11h 45m

1 stop

MDW1:10 pmChicago Midway

$528

Southwest

Oct 21

MDW10:15 amChicago Midway

13h 00m

2 stops

OGG6:15 pmKahului

Oct 28

OGG8:25 pmKahului

12h 25m

2 stops

MDW1:50 pmChicago Midway

$531

Southwest

Nov 5

MDW5:45 amChicago Midway

14h 25m

2 stops

OGG4:10 pmKahului

Nov 12

OGG11:20 pmKahului

14h 20m

1 stop

MDW5:40 pmChicago Midway

$534

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 23

OGG5:59 pmKahului

10h 51m

1 stop

MDW8:50 amChicago Midway

$586

Delta

Nov 24

MDW6:00 amChicago Midway

12h 29m

1 stop

OGG2:29 pmKahului

Nov 25

OGG1:07 pmKahului

17h 18m

2 stops

MDW10:25 amChicago Midway

$592

Delta

Nov 17

MDW1:05 pmChicago Midway

26h 32m

2 stops

OGG11:37 amKahului

Dec 7

OGG4:10 pmKahului

14h 18m

1 stop

MDW10:28 amChicago Midway

$624

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

Mon 11/16

5:50 am-1:10 pm

1 stop11h 20m

Kahului

Mon 11/23

9:25 pm-1:10 pm

1 stop11h 45m

$528

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/21

10:15 am-6:15 pm

2 stops13h 00m

Kahului

Wed 10/28

8:25 pm-1:50 pm

2 stops12h 25m

$531

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/16

5:50 am-1:10 pm

1 stop11h 20m

Kahului

Mon 11/23

9:25 pm-2:30 pm

2 stops13h 05m

$534

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 11/5

5:45 am-4:10 pm

2 stops14h 25m

Kahului

Thu 11/12

11:20 pm-5:40 pm

1 stop14h 20m

$534

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/28

5:45 am-12:55 pm

1 stop12h 10m

Kahului

Wed 11/4

9:25 pm-11:50 am

1 stop10h 25m

$538

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/16

5:50 am-2:50 pm

2 stops13h 00m

Kahului

Mon 11/23

9:25 pm-2:30 pm

2 stops13h 05m

$540

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/28

10:15 am-6:15 pm

2 stops13h 00m

Kahului

Wed 11/4

9:25 pm-11:50 am

1 stop10h 25m

$544

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/21

5:45 am-12:55 pm

1 stop12h 10m

Kahului

Wed 10/28

8:25 pm-1:50 pm

2 stops12h 25m

$557

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/24

6:00 am-2:29 pm

1 stop12h 29m

Kahului

Wed 11/25

5:59 pm-10:25 am

1 stop12h 26m

$586

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/16

6:00 am-2:29 pm

1 stop12h 29m

Kahului

Mon 11/23

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 $1,165.

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	10h 40m
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 $528.

The fastest flight from Chicago Midway Airport to Kahului takes 10h 40m

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 40m, 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 4,199 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.