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 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.

$247 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.

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

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

10:17 pm - 4:50 pmOGG Kahului-MDW Chicago Midway

14h 33m2 stops Seattle/Tacoma Intl Minneapolis St Paul

$437Delta

Tue, Nov 17 - Tue, Dec 8

6:00 am - 6:46 pmMDW Chicago Midway-OGG Kahului

16h 46m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

10:10 pm - 4:50 pmOGG Kahului-MDW Chicago Midway

14h 40m2 stops Seattle/Tacoma Intl Minneapolis St Paul

$437Delta

Sun, Jan 31 - Mon, Feb 8

6:00 am - 8:19 pmMDW Chicago Midway-OGG Kahului

18h 19m2 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

$437Delta

Fri, Nov 13 - Mon, Nov 16

9:37 am - 8:31 pmMDW Chicago Midway-OGG Kahului

14h 54m2 stops Detroit Metropolitan Wayne County Seattle/Tacoma Intl

10:17 pm - 6:01 pmOGG Kahului-MDW Chicago Midway

15h 44m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

$437Delta

Sat, Dec 5 - Fri, Dec 11

6:00 am - 6:46 pmMDW Chicago Midway-OGG Kahului

16h 46m2 stops Atlanta Hartsfield-Jackson Seattle/Tacoma Intl

10:10 pm - 4:50 pmOGG Kahului-MDW Chicago Midway

14h 40m2 stops Seattle/Tacoma Intl Minneapolis St Paul

$437Delta

Wed, Feb 3 - Wed, Feb 17

6:00 am - 2:50 pmMDW Chicago Midway-OGG Kahului

12h 50m1 stop Atlanta Hartsfield-Jackson

10:10 pm - 4:50 pmOGG Kahului-MDW Chicago Midway

14h 40m2 stops Seattle/Tacoma Intl Minneapolis St Paul

$480Delta

Wed, Feb 10 - Wed, Feb 17

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

11h 20m1 stop Las Vegas Harry Reid Intl

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

10h 40m1 stop Las Vegas Harry Reid Intl

$524Southwest

Tue, Nov 17 - Tue, Dec 8

5:50 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 20m2 stops Las Vegas Harry Reid Intl Oakland

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

10h 40m1 stop Las Vegas Harry Reid Intl

$530Southwest

Tue, Nov 17 - Tue, Dec 8

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

15h 00m2 stops Los Angeles Los Angeles Honolulu

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

10h 25m1 stop Las Vegas Harry Reid Intl

$530Southwest

Sun, Nov 1 - Thu, Nov 5

5:55 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 15m2 stops Denver Intl Oakland

9:25 pm - 12:35 pmOGG Kahului-MDW Chicago Midway

11h 10m1 stop Las Vegas Harry Reid Intl

$544Southwest

Sun, Jan 31 - Mon, Feb 8

Cheap last minute flights

Enter your travel dates to find the best prices.

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

10h 55m1 stop Oakland

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

11h 00m1 stop San Diego

$695Southwest

Tue, Sep 8 - Tue, Sep 15

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

10h 55m1 stop Oakland

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

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

$701Southwest

Tue, Sep 8 - Tue, Sep 15

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

14h 50m2 stops Las Vegas Harry Reid Intl Honolulu

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

12h 50m2 stops San Diego Phoenix Sky Harbor Intl

$740Southwest

Tue, Sep 8 - Tue, Sep 15

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

14h 50m2 stops Las Vegas Harry Reid Intl Honolulu

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

15h 45m1 stop Oakland

$783Southwest

Tue, Sep 8 - Sat, Sep 12

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

14h 30m2 stops Denver Intl Oakland

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

12h 05m2 stops Phoenix Sky Harbor Intl Denver Intl

$788Southwest

Tue, Sep 8 - Sat, Sep 12

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

$811Southwest

Tue, Sep 8 - Sat, Sep 12

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

$1,020Delta

Thu, Sep 10 - Thu, Sep 17

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

$1,069Delta

Thu, Sep 10 - Thu, Sep 17

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

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

1:10 pm - 8:48 amOGG Kahului-MDW Chicago Midway

14h 38m2 stops Los Angeles Los Angeles Minneapolis St Paul

$1,069Delta

Thu, Sep 10 - Thu, Sep 17

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

$1,330Delta

Thu, Sep 10 - Thu, Sep 17

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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

Dec 5

MDW9:37 amChicago Midway

14h 54m

2 stops

OGG8:31 pmKahului

Dec 11

OGG10:17 pmKahului

15h 44m

2 stops

MDW6:01 pmChicago Midway

$437

Delta

Feb 10

MDW6:00 amChicago Midway

12h 50m

1 stop

OGG2:50 pmKahului

Feb 17

OGG10:10 pmKahului

14h 40m

2 stops

MDW4:50 pmChicago Midway

$480

Delta

Oct 28

MDW6:04 amChicago Midway

16h 55m

2 stops

OGG5:59 pmKahului

Nov 4

OGG1:00 pmKahului

16h 32m

2 stops

MDW9:32 amChicago Midway

$486

Southwest flights from Chicago Midway Airport to Kahului

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

Southwest

Nov 17

MDW5:50 amChicago Midway

11h 20m

1 stop

OGG1:10 pmKahului

Dec 8

OGG9:25 pmKahului

10h 40m

1 stop

MDW12:05 pmChicago Midway

$524

Southwest

Jan 31

MDW5:55 amChicago Midway

14h 15m

2 stops

OGG4:10 pmKahului

Feb 8

OGG9:25 pmKahului

11h 10m

1 stop

MDW12:35 pmChicago Midway

$544

Southwest

Nov 1

MDW10:15 amChicago Midway

15h 00m

2 stops

OGG9:15 pmKahului

Nov 5

OGG11:20 pmKahului

13h 15m

2 stops

MDW4:35 pmChicago Midway

$550

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

Tue 11/17

9:30 am-8:19 pm

2 stops14h 49m

Kahului

Tue 12/8

10:17 pm-4:50 pm

2 stops14h 33m

$437

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sun 1/31

6:00 am-6:46 pm

2 stops16h 46m

Kahului

Mon 2/8

10:10 pm-4:50 pm

2 stops14h 40m

$437

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Fri 11/13

6:00 am-8:19 pm

2 stops18h 19m

Kahului

Mon 11/16

10:17 pm-6:04 pm

2 stops15h 47m

$437

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sat 12/5

9:37 am-8:31 pm

2 stops14h 54m

Kahului

Fri 12/11

10:17 pm-6:01 pm

2 stops15h 44m

$437

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/3

6:00 am-6:46 pm

2 stops16h 46m

Kahului

Wed 2/17

10:10 pm-4:50 pm

2 stops14h 40m

$437

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Wed 2/10

6:00 am-2:50 pm

1 stop12h 50m

Kahului

Wed 2/17

10:10 pm-4:50 pm

2 stops14h 40m

$480

Quickest round-trip

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/17

5:50 am-1:10 pm

1 stop11h 20m

Kahului

Tue 12/8

9:25 pm-12:05 pm

1 stop10h 40m

$524

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Tue 11/17

5:50 am-4:10 pm

2 stops14h 20m

Kahului

Tue 12/8

9:25 pm-12:05 pm

1 stop10h 40m

$530

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sun 11/1

10:15 am-9:15 pm

2 stops15h 00m

Kahului

Thu 11/5

9:25 pm-11:50 am

1 stop10h 25m

$530

ChicagoKahului

MDW Chicago Midway - OGG Kahului

MDWOGG

Chicago Midway

Sun 1/31

5:55 am-4:10 pm

2 stops14h 15m

Kahului

Mon 2/8

9:25 pm-12:35 pm

1 stop11h 10m

$544

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 Sunday is the least expensive day to fly to Kahului. Tickets to fly out on this day can be as low as $963. 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

Best Price Found	$247
Fastest flight time	10h 55m
Direct flights	None

The best one-way flight to Kahului from Chicago Midway Airport in the past 72 hours is $247. The best round-trip flight deal from Chicago Midway Airport to Kahului found on momondo in the last 72 hours is $437.

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 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 4,196 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.