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 August 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.

$292 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.

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

11h 35m1 stop Las Vegas Harry Reid Intl

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

10h 00m1 stop Oakland

$584Southwest

Wed, Oct 21 - Tue, Nov 3

7:10 am - 12:50 pmMDW Chicago Midway-OGG Kahului

10h 40m1 stop Phoenix Sky Harbor Intl

8:55 pm - 12:45 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop San Diego

$584Southwest

Mon, Aug 24 - Wed, Sep 9

6:00 am - 2:52 pmMDW Chicago Midway-OGG Kahului

12h 52m1 stop Atlanta Hartsfield-Jackson

5:10 pm - 8:49 amOGG Kahului-MDW Chicago Midway

11h 39m1 stop Minneapolis St Paul

$584Delta

Mon, Jan 25 - Thu, Jan 28

6:00 am - 2:52 pmMDW Chicago Midway-OGG Kahului

12h 52m1 stop Atlanta Hartsfield-Jackson

5:10 pm - 8:49 amOGG Kahului-MDW Chicago Midway

11h 39m1 stop Minneapolis St Paul

$584Delta

Mon, Jan 11 - Thu, Jan 21

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

10h 45m1 stop Las Vegas Harry Reid Intl

8:55 pm - 12:45 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop San Diego

$584Southwest

Tue, Sep 1 - Wed, Sep 9

10:00 am - 4:10 pmMDW Chicago Midway-OGG Kahului

11h 10m1 stop Oakland

9:25 pm - 1:30 pmOGG Kahului-MDW Chicago Midway

12h 05m1 stop Las Vegas Harry Reid Intl

$584Southwest

Wed, Oct 28 - Wed, Nov 11

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

10h 45m1 stop Las Vegas Harry Reid Intl

8:55 pm - 12:45 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop San Diego

$584Southwest

Wed, Sep 2 - Wed, Sep 9

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

11h 35m1 stop Las Vegas Harry Reid Intl

8:25 pm - 11:50 amOGG Kahului-MDW Chicago Midway

10h 25m1 stop Phoenix Sky Harbor Intl

$584Southwest

Wed, Oct 21 - Wed, Oct 28

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

11h 20m1 stop Las Vegas Harry Reid Intl

8:15 pm - 3:00 pmOGG Kahului-MDW Chicago Midway

14h 45m1 stop Phoenix Sky Harbor Intl

$584Southwest

Wed, Dec 2 - Wed, Dec 9

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

12h 10m1 stop Phoenix Sky Harbor Intl

8:35 pm - 11:55 amOGG Kahului-MDW Chicago Midway

10h 20m1 stop Las Vegas Harry Reid Intl

$584Southwest

Mon, Aug 24 - Tue, Aug 25

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

8:55 pm - 5:00 pmOGG Kahului-MDW Chicago Midway

15h 05m1 stop San Diego

$780Southwest

Tue, Aug 11 - Wed, Aug 19

8:35 am - 4:10 pmMDW Chicago Midway-OGG Kahului

12h 35m2 stops Las Vegas Harry Reid Intl Oakland

8:55 pm - 5:00 pmOGG Kahului-MDW Chicago Midway

15h 05m1 stop San Diego

$786Southwest

Tue, Aug 11 - Wed, Aug 19

8:35 am - 4:10 pmMDW Chicago Midway-OGG Kahului

12h 35m2 stops Las Vegas Harry Reid Intl Oakland

8:55 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 20m2 stops San Diego Phoenix Sky Harbor Intl

$791Southwest

Tue, Aug 11 - Wed, Aug 19

7:10 am - 12:50 pmMDW Chicago Midway-OGG Kahului

10h 40m1 stop Phoenix Sky Harbor Intl

8:35 pm - 11:55 amOGG Kahului-MDW Chicago Midway

10h 20m1 stop Las Vegas Harry Reid Intl

$826Southwest

Sun, Aug 9 - Tue, Aug 11

7:10 am - 2:50 pmMDW Chicago Midway-OGG Kahului

12h 40m2 stops Phoenix Sky Harbor Intl Honolulu

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

11h 00m1 stop San Diego

$832Southwest

Sun, Aug 9 - Tue, Aug 11

7:10 am - 2:50 pmMDW Chicago Midway-OGG Kahului

12h 40m2 stops Phoenix Sky Harbor Intl Honolulu

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

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

$837Southwest

Sun, Aug 9 - Tue, Aug 11

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

10h 55m1 stop Las Vegas Harry Reid Intl

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

12h 05m2 stops Honolulu Las Vegas Harry Reid Intl

$1,092Southwest

Fri, Aug 7 - Sun, Aug 9

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

14h 10m2 stops Phoenix Sky Harbor Intl Honolulu

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

12h 05m2 stops Honolulu Las Vegas Harry Reid Intl

$1,097Southwest

Fri, Aug 7 - Sun, Aug 9

7:10 am - 12:50 pmMDW Chicago Midway-OGG Kahului

10h 40m1 stop Phoenix Sky Harbor Intl

9:55 pm - 5:00 pmOGG Kahului-MDW Chicago Midway

14h 05m1 stop San Diego

$1,136Southwest

Fri, Aug 7 - Sun, Aug 9

7:10 am - 12:50 pmMDW Chicago Midway-OGG Kahului

10h 40m1 stop Phoenix Sky Harbor Intl

8:35 pm - 1:30 pmOGG Kahului-MDW Chicago Midway

11h 55m1 stop Las Vegas Harry Reid Intl

$1,211Southwest

Fri, Aug 7 - Sat, Aug 15

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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

Aug 24

MDW5:40 amChicago Midway

12h 10m

1 stop

OGG12:50 pmKahului

Aug 25

OGG8:35 pmKahului

10h 20m

1 stop

MDW11:55 amChicago Midway

$584

Southwest

Sep 16

MDW10:15 amChicago Midway

10h 55m

1 stop

OGG4:10 pmKahului

Sep 23

OGG8:55 pmKahului

10h 50m

1 stop

MDW12:45 pmChicago Midway

$588

Southwest

Oct 21

MDW7:25 amChicago Midway

13h 45m

2 stops

OGG4:10 pmKahului

Nov 3

OGG10:30 pmKahului

10h 00m

1 stop

MDW12:30 pmChicago Midway

$590

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Sep 24

MDW1:19 pmChicago Midway

26h 47m

2 stops

OGG11:06 amKahului

Sep 28

OGG1:10 pmKahului

14h 38m

2 stops

MDW8:48 amChicago Midway

$613

Delta

Sep 21

MDW7:13 pmChicago Midway

20h 53m

2 stops

OGG11:06 amKahului

Sep 28

OGG1:10 pmKahului

14h 57m

2 stops

MDW9:07 amChicago Midway

$636

Delta

Oct 28

MDW6:04 amChicago Midway

16h 55m

2 stops

OGG5:59 pmKahului

Nov 4

OGG8:59 pmKahului

17h 01m

2 stops

MDW6:00 pmChicago Midway

$704

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

Wed 10/21

6:05 am-12:40 pm

1 stop11h 35m

Kahului

Tue 11/3

10:30 pm-12:30 pm

1 stop10h 00m

$584

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 8/24

7:10 am-12:50 pm

1 stop10h 40m

Kahului

Wed 9/9

8:55 pm-12:45 pm

1 stop10h 50m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 1/25

6:00 am-2:52 pm

1 stop12h 52m

Kahului

Thu 1/28

5:10 pm-8:49 am

1 stop11h 39m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 1/11

6:00 am-2:52 pm

1 stop12h 52m

Kahului

Thu 1/21

5:10 pm-8:49 am

1 stop11h 39m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 9/1

6:50 am-12:35 pm

1 stop10h 45m

Kahului

Wed 9/9

8:55 pm-12:45 pm

1 stop10h 50m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/28

10:00 am-4:10 pm

1 stop11h 10m

Kahului

Wed 11/11

9:25 pm-1:30 pm

1 stop12h 05m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 9/2

6:50 am-12:35 pm

1 stop10h 45m

Kahului

Wed 9/9

8:55 pm-12:45 pm

1 stop10h 50m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 10/21

6:05 am-12:40 pm

1 stop11h 35m

Kahului

Wed 10/28

8:25 pm-11:50 am

1 stop10h 25m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 12/2

5:50 am-1:10 pm

1 stop11h 20m

Kahului

Wed 12/9

8:15 pm-3:00 pm

1 stop14h 45m

$584

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 8/24

5:40 am-12:50 pm

1 stop12h 10m

Kahului

Tue 8/25

8:35 pm-11:55 am

1 stop10h 20m

$584

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 $1,258.

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

Fastest flight time	11h 20m
Direct flights	None

The fastest flight from Chicago Midway Airport to Kahului takes 11h 20m

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 20m, 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 August 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 $760	Free Cancellation	Rating 8.0 4,218 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.