What is the cheapest airline that flies from Chicago Midway to Kahului?

Delta and Southwest 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 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.

$309 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.

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

11h 20m1 stop Las Vegas Harry Reid Intl

7:00 pm - 12:25 pmOGG Kahului-MDW Chicago Midway

13h 25m2 stops Honolulu Los Angeles

$533Southwest

Wed, Dec 2 - Fri, Dec 11

5:10 am - 12:55 pmMDW Chicago Midway-OGG Kahului

11h 45m1 stop Phoenix Sky Harbor Intl

8:15 pm - 10:35 amOGG Kahului-MDW Chicago Midway

10h 20m1 stop Phoenix Sky Harbor Intl

$536Southwest

Fri, Nov 27 - Fri, Dec 4

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

13h 20m2 stops Phoenix Sky Harbor Intl San Diego

7:00 pm - 12:25 pmOGG Kahului-MDW Chicago Midway

13h 25m2 stops Honolulu Los Angeles

$538Southwest

Wed, Dec 2 - Fri, Dec 11

5:10 am - 4:40 pmMDW Chicago Midway-OGG Kahului

15h 30m2 stops Phoenix Sky Harbor Intl Honolulu

8:15 pm - 10:35 amOGG Kahului-MDW Chicago Midway

10h 20m1 stop Phoenix Sky Harbor Intl

$542Southwest

Fri, Nov 27 - Fri, Dec 4

5:10 am - 4:40 pmMDW Chicago Midway-OGG Kahului

15h 30m2 stops Phoenix Sky Harbor Intl Honolulu

7:00 pm - 12:15 pmOGG Kahului-MDW Chicago Midway

13h 15m2 stops Honolulu Las Vegas Harry Reid Intl

$547Southwest

Fri, Nov 27 - Fri, Dec 4

1:27 pm - 11:19 amMDW Chicago Midway-OGG Kahului

26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles

12:00 pm - 8:44 amOGG Kahului-MDW Chicago Midway

15h 44m2 stops Los Angeles Minneapolis St Paul

$574Delta

Tue, Oct 20 - Wed, Oct 28

1:27 pm - 11:19 amMDW Chicago Midway-OGG Kahului

26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles

12:00 pm - 9:17 amOGG Kahului-MDW Chicago Midway

16h 17m2 stops Los Angeles Detroit Metropolitan Wayne County

$574Delta

Mon, Oct 19 - Tue, Oct 27

1:27 pm - 11:19 amMDW Chicago Midway-OGG Kahului

26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles

12:00 pm - 9:17 amOGG Kahului-MDW Chicago Midway

16h 17m2 stops Los Angeles Detroit Metropolitan Wayne County

$574Delta

Tue, Oct 20 - Thu, Oct 29

1:27 pm - 11:19 amMDW Chicago Midway-OGG Kahului

26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles

12:00 pm - 9:17 amOGG Kahului-MDW Chicago Midway

16h 17m2 stops Los Angeles Detroit Metropolitan Wayne County

$574Delta

Tue, Oct 20 - Tue, Oct 27

1:27 pm - 11:19 amMDW Chicago Midway-OGG Kahului

26h 52m2 stops Detroit Metropolitan Wayne County Los Angeles

12:00 pm - 9:17 amOGG Kahului-MDW Chicago Midway

16h 17m2 stops Los Angeles Detroit Metropolitan Wayne County

$574Delta

Mon, Oct 19 - Wed, Oct 28

Cheap last minute flights

Enter your travel dates to find the best prices.

6:15 am - 1:45 pmMDW Chicago Midway-OGG Kahului

12h 30m1 stop San Diego

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

15h 05m1 stop San Diego

$780Southwest

Thu, Aug 20 - Wed, Aug 26

6:15 am - 1:45 pmMDW Chicago Midway-OGG Kahului

12h 30m1 stop San Diego

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

13h 20m2 stops San Diego Phoenix Sky Harbor Intl

$786Southwest

Thu, Aug 20 - Wed, Aug 26

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

14h 30m2 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

Thu, Aug 20 - Wed, Aug 26

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

10h 55m1 stop Las Vegas Harry Reid Intl

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

11h 00m1 stop San Diego

$806Southwest

Thu, Aug 20 - Mon, Aug 24

6:15 am - 1:45 pmMDW Chicago Midway-OGG Kahului

12h 30m1 stop San Diego

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

15h 05m1 stop San Diego

$806Southwest

Thu, Aug 20 - Wed, Aug 26

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

10h 55m1 stop Oakland

7:00 pm - 1:20 pmOGG Kahului-MDW Chicago Midway

13h 20m2 stops Honolulu Phoenix Sky Harbor Intl

$812Southwest

Thu, Aug 20 - Wed, Aug 26

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

14h 30m2 stops Las Vegas Harry Reid Intl Oakland

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

11h 00m1 stop San Diego

$812Southwest

Thu, Aug 20 - Mon, Aug 24

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

14h 30m2 stops Las Vegas Harry Reid Intl Oakland

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

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

$817Southwest

Thu, Aug 20 - Mon, Aug 24

6:05 am - 5:52 pmMDW Chicago Midway-OGG Kahului

16h 47m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

1:10 pm - 8:39 amOGG Kahului-MDW Chicago Midway

14h 29m2 stops Los Angeles Minneapolis St Paul

$1,091Delta

Mon, Aug 17 - Mon, Aug 24

6:05 am - 5:52 pmMDW Chicago Midway-OGG Kahului

16h 47m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

1:10 pm - 8:39 amOGG Kahului-MDW Chicago Midway

14h 29m2 stops Los Angeles Minneapolis St Paul

$1,101Delta

Mon, Aug 17 - Mon, Aug 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

Dec 2

MDW5:50 amChicago Midway

11h 20m

1 stop

OGG1:10 pmKahului

Dec 11

OGG7:00 pmKahului

13h 25m

2 stops

MDW12:25 pmChicago Midway

$533

Southwest

Nov 27

MDW5:10 amChicago Midway

11h 45m

1 stop

OGG12:55 pmKahului

Dec 4

OGG8:15 pmKahului

10h 20m

1 stop

MDW10:35 amChicago Midway

$536

Southwest

Dec 2

MDW5:20 amChicago Midway

13h 20m

2 stops

OGG2:40 pmKahului

Dec 11

OGG7:00 pmKahului

13h 25m

2 stops

MDW12:25 pmChicago Midway

$538

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Oct 19

MDW1:27 pmChicago Midway

26h 52m

2 stops

OGG11:19 amKahului

Oct 29

OGG12:00 pmKahului

16h 17m

2 stops

MDW9:17 amChicago Midway

$574

Delta

Nov 11

MDW12:30 pmChicago Midway

27h 21m

2 stops

OGG11:51 amKahului

Nov 23

OGG4:30 pmKahului

14h 03m

1 stop

MDW10:33 amChicago Midway

$603

Delta

Nov 10

MDW5:25 pmChicago Midway

22h 26m

2 stops

OGG11:51 amKahului

Nov 19

OGG5:20 pmKahului

11h 30m

1 stop

MDW8:50 amChicago Midway

$604

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 12/2

5:50 am-1:10 pm

1 stop11h 20m

Kahului

Fri 12/11

7:00 pm-12:25 pm

2 stops13h 25m

$533

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Fri 11/27

5:10 am-12:55 pm

1 stop11h 45m

Kahului

Fri 12/4

8:15 pm-10:35 am

1 stop10h 20m

$536

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 12/2

5:20 am-2:40 pm

2 stops13h 20m

Kahului

Fri 12/11

7:00 pm-12:25 pm

2 stops13h 25m

$538

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Fri 11/27

5:10 am-4:40 pm

2 stops15h 30m

Kahului

Fri 12/4

8:15 pm-10:35 am

1 stop10h 20m

$542

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Fri 11/27

5:10 am-4:40 pm

2 stops15h 30m

Kahului

Fri 12/4

7:00 pm-12:15 pm

2 stops13h 15m

$547

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 10/20

1:27 pm-11:19 am

2 stops26h 52m

Kahului

Wed 10/28

12:00 pm-8:44 am

2 stops15h 44m

$574

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 10/19

1:27 pm-11:19 am

2 stops26h 52m

Kahului

Tue 10/27

12:00 pm-9:17 am

2 stops16h 17m

$574

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 10/20

1:27 pm-11:19 am

2 stops26h 52m

Kahului

Thu 10/29

12:00 pm-9:17 am

2 stops16h 17m

$574

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 10/20

1:27 pm-11:19 am

2 stops26h 52m

Kahului

Tue 10/27

12:00 pm-9:17 am

2 stops16h 17m

$574

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 10/19

1:27 pm-11:19 am

2 stops26h 52m

Kahului

Wed 10/28

12:00 pm-9:17 am

2 stops16h 17m

$574

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	10h 55m
Direct flights	None

The fastest flight from Chicago Midway Airport to Kahului takes 10h 55m

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 55m, 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 $730	Free Cancellation	Rating 8.0 4,219 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.