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

Southwest and Delta 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 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.

$291 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.

6:50 am - 4:55 pmMDW Chicago Midway-OGG Kahului

15h 05m2 stops Phoenix Sky Harbor Intl Honolulu

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

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

$607Southwest

Thu, Apr 29 - Mon, May 3

10:10 am - 8:25 pmMDW Chicago Midway-OGG Kahului

14h 15m2 stops San Diego Honolulu

11:10 pm - 4:35 pmOGG Kahului-MDW Chicago Midway

13h 25m2 stops San Diego Denver Intl

$607Southwest

Mon, Mar 1 - Mon, Mar 8

6:50 am - 4:55 pmMDW Chicago Midway-OGG Kahului

15h 05m2 stops Phoenix Sky Harbor Intl Honolulu

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

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

$607Southwest

Thu, Apr 15 - Mon, Apr 26

9:38 am - 8:17 pmMDW Chicago Midway-OGG Kahului

14h 39m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

5:57 pm - 1:17 pmOGG Kahului-MDW Chicago Midway

15h 20m2 stops Minneapolis St Paul Detroit Metropolitan Wayne County

$608Delta

Sun, Jan 10 - Fri, Jan 15

10:55 pm - 12:55 pmMDW Chicago Midway-OGG Kahului

18h 00m1 stop Phoenix Sky Harbor Intl

9:25 pm - 12:05 pmOGG Kahului-MDW Chicago Midway

10h 40m1 stop Las Vegas Harry Reid Intl

$609Southwest

Mon, Nov 30 - Mon, Dec 7

6:05 am - 1:15 pmMDW Chicago Midway-OGG Kahului

11h 10m1 stop Las Vegas Harry Reid Intl

8:15 pm - 2:15 pmOGG Kahului-MDW Chicago Midway

14h 00m2 stops Phoenix Sky Harbor Intl Las Vegas Harry Reid Intl

$610Southwest

Thu, Nov 26 - Thu, Dec 3

6:05 am - 1:15 pmMDW Chicago Midway-OGG Kahului

11h 10m1 stop Las Vegas Harry Reid Intl

11:20 pm - 5:25 pmOGG Kahului-MDW Chicago Midway

14h 05m1 stop San Diego

$620Southwest

Thu, Nov 26 - Thu, Dec 3

10:55 pm - 12:55 pmMDW Chicago Midway-OGG Kahului

18h 00m1 stop Phoenix Sky Harbor Intl

8:15 pm - 12:15 pmOGG Kahului-MDW Chicago Midway

12h 00m2 stops Phoenix Sky Harbor Intl Denver Intl

$625Southwest

Mon, Nov 30 - Mon, Dec 7

5:20 am - 1:10 pmMDW Chicago Midway-OGG Kahului

11h 50m1 stop Phoenix Sky Harbor Intl

9:45 pm - 12:25 pmOGG Kahului-MDW Chicago Midway

10h 40m1 stop Phoenix Sky Harbor Intl

$625Southwest

Wed, Feb 3 - Mon, Feb 8

9:30 am - 8:19 pmMDW Chicago Midway-OGG Kahului

14h 49m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

5:59 pm - 10:25 amOGG Kahului-MDW Chicago Midway

12h 26m1 stop Minneapolis St Paul

$630Delta

Tue, Nov 17 - Wed, Nov 25

Cheap last minute flights

Enter your travel dates to find the best prices.

10:05 am - 9:15 pmMDW Chicago Midway-OGG Kahului

15h 10m2 stops Oakland Honolulu

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

14h 20m1 stop San Diego

$708Southwest

Thu, Nov 5 - Thu, Nov 12

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

14h 25m2 stops Las Vegas Harry Reid Intl Oakland

11:20 pm - 4:35 pmOGG Kahului-MDW Chicago Midway

13h 15m2 stops San Diego Phoenix Sky Harbor Intl

$713Southwest

Thu, Nov 5 - Thu, Nov 12

5:45 am - 1:15 pmMDW Chicago Midway-OGG Kahului

11h 30m1 stop Las Vegas Harry Reid Intl

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

12h 05m1 stop Las Vegas Harry Reid Intl

$813Southwest

Thu, Nov 5 - Thu, Nov 12

5:45 am - 1:15 pmMDW Chicago Midway-OGG Kahului

11h 30m1 stop Las Vegas Harry Reid Intl

9:25 pm - 12:15 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop Las Vegas Harry Reid Intl

$846Southwest

Fri, Nov 6 - Fri, Nov 13

5:45 am - 6:10 pmMDW Chicago Midway-OGG Kahului

16h 25m2 stops Las Vegas Harry Reid Intl Honolulu

9:25 pm - 12:15 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop Las Vegas Harry Reid Intl

$852Southwest

Fri, Nov 6 - Fri, Nov 13

5:45 am - 4:40 pmMDW Chicago Midway-OGG Kahului

14h 55m2 stops Las Vegas Harry Reid Intl Honolulu

8:15 pm - 2:30 pmOGG Kahului-MDW Chicago Midway

14h 15m2 stops Phoenix Sky Harbor Intl Omaha Eppley Airfield

$857Southwest

Fri, Nov 6 - Fri, Nov 13

6:04 am - 6:59 pmMDW Chicago Midway-OGG Kahului

16h 55m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

9:00 pm - 4:39 pmOGG Kahului-MDW Chicago Midway

15h 39m2 stops Salt Lake City Minneapolis St Paul

$1,147Delta

Sat, Nov 7 - Tue, Nov 17

6:04 am - 6:59 pmMDW Chicago Midway-OGG Kahului

16h 55m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

10:17 pm - 6:04 pmOGG Kahului-MDW Chicago Midway

15h 47m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

$1,222Delta

Sat, Nov 7 - Tue, Nov 17

6:04 am - 6:59 pmMDW Chicago Midway-OGG Kahului

16h 55m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

9:00 pm - 4:39 pmOGG Kahului-MDW Chicago Midway

15h 39m2 stops Salt Lake City Minneapolis St Paul

$1,897Delta

Sat, Nov 7 - Tue, Nov 17

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Mar 1

MDW10:10 amChicago Midway

14h 15m

2 stops

OGG8:25 pmKahului

Mar 8

OGG11:10 pmKahului

13h 25m

2 stops

MDW4:35 pmChicago Midway

$607

Southwest

Nov 30

MDW10:55 pmChicago Midway

18h 00m

1 stop

OGG12:55 pmKahului

Dec 7

OGG9:25 pmKahului

12h 50m

1 stop

MDW2:15 pmChicago Midway

$609

Southwest

Nov 26

MDW6:05 amChicago Midway

11h 10m

1 stop

OGG1:15 pmKahului

Dec 3

OGG8:15 pmKahului

14h 00m

2 stops

MDW2:15 pmChicago Midway

$610

Delta flights from Chicago Midway Airport to Kahului

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

Delta

Jan 10

MDW9:38 amChicago Midway

14h 39m

2 stops

OGG8:17 pmKahului

Jan 15

OGG5:57 pmKahului

15h 20m

2 stops

MDW1:17 pmChicago Midway

$608

Delta

Nov 24

MDW6:00 amChicago Midway

12h 29m

1 stop

OGG2:29 pmKahului

Dec 2

OGG1:16 pmKahului

16h 21m

2 stops

MDW9:37 amChicago Midway

$634

Delta

Dec 5

MDW6:00 amChicago Midway

12h 40m

1 stop

OGG2:40 pmKahului

Dec 11

OGG5:59 pmKahului

10h 56m

1 stop

MDW8:55 amChicago Midway

$646

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

Thu 4/29

6:50 am-4:55 pm

2 stops15h 05m

Kahului

Mon 5/3

8:45 pm-1:25 pm

2 stops11h 40m

$607

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 3/1

10:10 am-8:25 pm

2 stops14h 15m

Kahului

Mon 3/8

11:10 pm-4:35 pm

2 stops13h 25m

$607

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 4/15

6:50 am-4:55 pm

2 stops15h 05m

Kahului

Mon 4/26

8:45 pm-1:25 pm

2 stops11h 40m

$607

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sun 1/10

9:38 am-8:17 pm

2 stops14h 39m

Kahului

Fri 1/15

5:57 pm-1:17 pm

2 stops15h 20m

$608

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/30

10:55 pm-12:55 pm

1 stop18h 00m

Kahului

Mon 12/7

9:25 pm-12:05 pm

1 stop10h 40m

$609

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 11/26

6:05 am-1:15 pm

1 stop11h 10m

Kahului

Thu 12/3

8:15 pm-2:15 pm

2 stops14h 00m

$610

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Thu 11/26

6:05 am-1:15 pm

1 stop11h 10m

Kahului

Thu 12/3

11:20 pm-5:25 pm

1 stop14h 05m

$620

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Mon 11/30

10:55 pm-12:55 pm

1 stop18h 00m

Kahului

Mon 12/7

8:15 pm-12:15 pm

2 stops12h 00m

$625

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/3

5:20 am-1:10 pm

1 stop11h 50m

Kahului

Mon 2/8

9:45 pm-12:25 pm

1 stop10h 40m

$625

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/17

9:30 am-8:19 pm

2 stops14h 49m

Kahului

Wed 11/25

5:59 pm-10:25 am

1 stop12h 26m

$630

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 Thursday is the least expensive day to fly to Kahului. Tickets to fly out on this day can be as low as $919. 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 $1,208.

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	$291
Fastest flight time	12h 20m
Direct flights	None

The best one-way flight to Kahului from Chicago Midway Airport in the past 72 hours is $291. The best round-trip flight deal from Chicago Midway Airport to Kahului found on momondo in the last 72 hours is $607.

The fastest flight from Chicago Midway Airport to Kahului takes 12h 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 12h 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 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 4,215 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.