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 November 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.

$289 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.

10:15 am - 8:30 pmMDW Chicago Midway-OGG Kahului

14h 15m2 stops Los Angeles Honolulu

10:20 pm - 5:55 pmOGG Kahului-MDW Chicago Midway

14h 35m1 stop San Diego

$602Southwest

Wed, Mar 10 - Wed, Mar 17

6:00 am - 3:10 pmMDW Chicago Midway-OGG Kahului

13h 10m1 stop Atlanta Hartsfield-Jackson

1:10 pm - 9:00 amOGG Kahului-MDW Chicago Midway

15h 50m2 stops Los Angeles Detroit Metropolitan Wayne County

$602Delta

Tue, Feb 16 - Tue, Feb 23

6:00 am - 2:59 pmMDW Chicago Midway-OGG Kahului

12h 59m1 stop Atlanta Hartsfield-Jackson

1:15 pm - 8:58 amOGG Kahului-MDW Chicago Midway

15h 43m2 stops Los Angeles Minneapolis St Paul

$602Delta

Tue, Jan 5 - Thu, Jan 14

6:00 am - 3:10 pmMDW Chicago Midway-OGG Kahului

13h 10m1 stop Atlanta Hartsfield-Jackson

10:17 pm - 4:41 pmOGG Kahului-MDW Chicago Midway

14h 24m2 stops Seattle/Tacoma Intl Minneapolis St Paul

$602Delta

Tue, Feb 16 - Mon, Feb 22

9:46 am - 4:47 pmMDW Chicago Midway-OGG Kahului

11h 01m1 stop Minneapolis St Paul

1:10 pm - 8:53 amOGG Kahului-MDW Chicago Midway

15h 43m2 stops Los Angeles Minneapolis St Paul

$602Delta

Thu, Feb 11 - Thu, Feb 18

9:46 am - 4:47 pmMDW Chicago Midway-OGG Kahului

11h 01m1 stop Minneapolis St Paul

1:10 pm - 8:53 amOGG Kahului-MDW Chicago Midway

15h 43m2 stops Los Angeles Minneapolis St Paul

$602Delta

Mon, Feb 15 - Wed, Feb 17

9:46 am - 4:47 pmMDW Chicago Midway-OGG Kahului

11h 01m1 stop Minneapolis St Paul

1:10 pm - 8:53 amOGG Kahului-MDW Chicago Midway

15h 43m2 stops Los Angeles Minneapolis St Paul

$602Delta

Thu, Feb 11 - Mon, Feb 22

6:00 am - 2:59 pmMDW Chicago Midway-OGG Kahului

12h 59m1 stop Atlanta Hartsfield-Jackson

1:10 pm - 8:53 amOGG Kahului-MDW Chicago Midway

15h 43m2 stops Los Angeles Minneapolis St Paul

$602Delta

Wed, Feb 10 - Wed, Feb 17

6:00 am - 1:20 pmMDW Chicago Midway-OGG Kahului

12h 20m1 stop San Diego

8:45 pm - 1:25 pmOGG Kahului-MDW Chicago Midway

11h 40m2 stops Las Vegas Harry Reid Intl Phoenix Sky Harbor Intl

$603Southwest

Tue, Apr 20 - Mon, Apr 26

6:00 am - 1:10 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

10:20 pm - 4:55 pmOGG Kahului-MDW Chicago Midway

13h 35m1 stop San Diego

$606Southwest

Tue, Mar 23 - Mon, Mar 29

Cheap last minute flights

Enter your travel dates to find the best prices.

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

$680Delta

Thu, Nov 12 - Thu, Nov 19

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

$680Delta

Thu, Nov 12 - Mon, Nov 23

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

$722Delta

Thu, Nov 12 - Sun, Nov 22

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

$768Delta

Fri, Nov 13 - Mon, Nov 23

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

$768Delta

Sun, Nov 15 - Thu, Nov 19

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

$768Delta

Sat, Nov 14 - Thu, Nov 19

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

$768Delta

Thu, Nov 12 - Sat, Nov 21

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

$768Delta

Sat, Nov 14 - Mon, Nov 23

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

$768Delta

Fri, Nov 13 - Thu, Nov 19

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

15h 30m2 stops Phoenix Sky Harbor Intl Honolulu

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

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

$849Southwest

Sun, Nov 15 - Thu, Nov 19

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Delta flights from Chicago Midway Airport to Kahului

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

Delta

Feb 16

MDW6:00 amChicago Midway

13h 10m

1 stop

OGG3:10 pmKahului

Feb 23

OGG9:00 pmKahului

17h 08m

2 stops

MDW6:08 pmChicago Midway

$602

Delta

Apr 13

MDW12:30 pmChicago Midway

13h 08m

2 stops

OGG8:38 pmKahului

Apr 20

OGG9:12 pmKahului

14h 38m

2 stops

MDW4:50 pmChicago Midway

$607

Delta

Dec 30

MDW6:00 amChicago Midway

12h 43m

1 stop

OGG2:43 pmKahului

Jan 6

OGG4:29 pmKahului

13h 31m

1 stop

MDW10:00 amChicago Midway

$626

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Apr 20

MDW6:00 amChicago Midway

12h 20m

1 stop

OGG1:20 pmKahului

Apr 26

OGG8:45 pmKahului

11h 40m

2 stops

MDW1:25 pmChicago Midway

$603

Southwest

Apr 8

MDW6:50 amChicago Midway

11h 10m

1 stop

OGG1:00 pmKahului

Apr 19

OGG8:30 pmKahului

11h 55m

1 stop

MDW1:25 pmChicago Midway

$606

Southwest

Jan 11

MDW5:20 amChicago Midway

12h 50m

2 stops

OGG2:10 pmKahului

Jan 26

OGG11:10 pmKahului

13h 25m

2 stops

MDW4:35 pmChicago Midway

$608

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 3/10

10:15 am-8:30 pm

2 stops14h 15m

Kahului

Wed 3/17

10:20 pm-5:55 pm

1 stop14h 35m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 2/16

6:00 am-3:10 pm

1 stop13h 10m

Kahului

Tue 2/23

1:10 pm-9:00 am

2 stops15h 50m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 1/5

6:00 am-2:59 pm

1 stop12h 59m

Kahului

Thu 1/14

1:15 pm-8:58 am

2 stops15h 43m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 2/16

6:00 am-3:10 pm

1 stop13h 10m

Kahului

Mon 2/22

10:17 pm-4:41 pm

2 stops14h 24m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 2/11

9:46 am-4:47 pm

1 stop11h 01m

Kahului

Thu 2/18

1:10 pm-8:53 am

2 stops15h 43m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 2/15

9:46 am-4:47 pm

1 stop11h 01m

Kahului

Wed 2/17

1:10 pm-8:53 am

2 stops15h 43m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 2/11

9:46 am-4:47 pm

1 stop11h 01m

Kahului

Mon 2/22

1:10 pm-8:53 am

2 stops15h 43m

$602

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/10

6:00 am-2:59 pm

1 stop12h 59m

Kahului

Wed 2/17

1:10 pm-8:53 am

2 stops15h 43m

$602

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 4/20

6:00 am-1:20 pm

1 stop12h 20m

Kahului

Mon 4/26

8:45 pm-1:25 pm

2 stops11h 40m

$603

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 3/23

6:00 am-1:10 pm

1 stop12h 10m

Kahului

Mon 3/29

10:20 pm-4:55 pm

1 stop13h 35m

$606

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 $1,194.

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	$289
Fastest flight time	11h 01m
Direct flights	None

The best one-way flight to Kahului from Chicago Midway Airport in the past 72 hours is $289. The best round-trip flight deal from Chicago Midway Airport to Kahului found on momondo in the last 72 hours is $602.

The fastest flight from Chicago Midway Airport to Kahului takes 11h 01m

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 01m, 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 November 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.