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Cheap flights from Chicago Midway Airport to Kahului from $236

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Kahului departing on 12/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Kahului

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
9:34 am - 8:07 pmMDW-OGG
14h 33m2 stops
Delta Logo
10:20 pm - 6:18 pmOGG-MDW
15h 58m2 stops
$444Delta
Find Deal
Tue, Nov 18 - Sun, Nov 23
Delta Logo
6:00 am - 6:56 pmMDW-OGG
16h 56m2 stops
Delta Logo
10:20 pm - 6:18 pmOGG-MDW
15h 58m2 stops
$453Delta
Find Deal
Tue, Nov 11 - Tue, Nov 18
Delta Logo
9:59 am - 7:02 pmMDW-OGG
13h 03m2 stops
Delta Logo
5:10 pm - 9:54 amOGG-MDW
12h 44m1 stop
$466Delta
Find Deal
Wed, Dec 10 - Mon, Dec 15
Delta Logo
6:00 am - 3:28 pmMDW-OGG
13h 28m1 stop
Delta Logo
10:00 pm - 6:18 pmOGG-MDW
16h 18m2 stops
$471Delta
Find Deal
Fri, Nov 28 - Fri, Dec 5
Delta Logo
6:00 am - 7:02 pmMDW-OGG
17h 02m2 stops
Delta Logo
5:10 pm - 12:34 pmOGG-MDW
15h 24m2 stops
$472Delta
Find Deal
Wed, Dec 10 - Mon, Dec 15
Delta Logo
6:00 am - 8:18 pmMDW-OGG
18h 18m2 stops
Delta Logo
5:10 pm - 9:54 amOGG-MDW
12h 44m1 stop
$479Delta
Find Deal
Sun, Dec 7 - Sat, Dec 13
Delta Logo
9:34 am - 8:18 pmMDW-OGG
14h 44m2 stops
Delta Logo
5:10 pm - 12:34 pmOGG-MDW
15h 24m2 stops
$484Delta
Find Deal
Sun, Dec 7 - Sat, Dec 13
Southwest Logo
5:15 am - 4:35 pmMDW-OGG
15h 20m2 stops
Southwest Logo
9:35 pm - 1:05 pmOGG-MDW
11h 30m1 stop
$486Southwest
Find Deal
Wed, Nov 5 - Wed, Nov 12
Delta Logo
6:00 am - 3:00 pmMDW-OGG
13h 00m1 stop
Delta Logo
5:10 pm - 9:52 amOGG-MDW
12h 42m1 stop
$492Delta
Find Deal
Thu, Nov 6 - Sun, Nov 9
Southwest Logo
5:15 am - 1:10 pmMDW-OGG
11h 55m1 stop
Southwest Logo
9:25 pm - 3:00 pmOGG-MDW
13h 35m1 stop
$502Southwest
Find Deal
Wed, Dec 10 - Mon, Dec 15

Southwest flights from Chicago Midway Airport to Kahului

Our best Southwest deals on Chicago Midway Airport to Kahului flight tickets
Southwest
Nov 5
MDW5:15 amChicago Midway
15h 20m
2 stops
OGG4:35 pmKahului
Nov 12
OGG9:35 pmKahului
11h 30m
1 stop
MDW1:05 pmChicago Midway
$486
Find similar
Southwest
Dec 10
MDW5:15 amChicago Midway
11h 55m
1 stop
OGG1:10 pmKahului
Dec 15
OGG9:25 pmKahului
13h 35m
1 stop
MDW3:00 pmChicago Midway
$502
Find similar
Southwest
Nov 5
MDW5:15 amChicago Midway
11h 55m
1 stop
OGG1:10 pmKahului
Nov 12
OGG9:35 pmKahului
11h 30m
1 stop
MDW1:05 pmChicago Midway
$543
Find similar

Delta flights from Chicago Midway Airport to Kahului

Our best Delta deals on Chicago Midway Airport to Kahului flight tickets
Delta
Nov 18
MDW9:34 amChicago Midway
14h 33m
2 stops
OGG8:07 pmKahului
Nov 23
OGG10:20 pmKahului
15h 58m
2 stops
MDW6:18 pmChicago Midway
$444
Find similar
Delta
Nov 11
MDW6:00 amChicago Midway
16h 56m
2 stops
OGG6:56 pmKahului
Nov 18
OGG10:20 pmKahului
15h 58m
2 stops
MDW6:18 pmChicago Midway
$453
Find similar
Delta
Dec 10
MDW9:59 amChicago Midway
13h 03m
2 stops
OGG7:02 pmKahului
Dec 15
OGG5:10 pmKahului
12h 44m
1 stop
MDW9:54 amChicago Midway
$466
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Kahului that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated October 15, 2025.
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

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 11/18

9:34 am-8:07 pm

2 stops14h 33m

Kahului

Sun 11/23

10:20 pm-6:18 pm

2 stops15h 58m

$444

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Tue 11/11

6:00 am-6:56 pm

2 stops16h 56m

Kahului

Tue 11/18

10:20 pm-6:18 pm

2 stops15h 58m

$453

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/10

9:59 am-7:02 pm

2 stops13h 03m

Kahului

Mon 12/15

5:10 pm-9:54 am

1 stop12h 44m

$466

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Fri 11/28

6:00 am-3:28 pm

1 stop13h 28m

Kahului

Fri 12/5

10:00 pm-6:18 pm

2 stops16h 18m

$471

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/10

6:00 am-7:02 pm

2 stops17h 02m

Kahului

Mon 12/15

5:10 pm-12:34 pm

2 stops15h 24m

$472

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 12/7

6:00 am-8:18 pm

2 stops18h 18m

Kahului

Sat 12/13

5:10 pm-9:54 am

1 stop12h 44m

$479

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Sun 12/7

9:34 am-8:18 pm

2 stops14h 44m

Kahului

Sat 12/13

5:10 pm-12:34 pm

2 stops15h 24m

$484

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 11/5

5:15 am-4:35 pm

2 stops15h 20m

Kahului

Wed 11/12

9:35 pm-1:05 pm

1 stop11h 30m

$486

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Thu 11/6

6:00 am-3:00 pm

1 stop13h 00m

Kahului

Sun 11/9

5:10 pm-9:52 am

1 stop12h 42m

$492

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

Wed 12/10

5:15 am-1:10 pm

1 stop11h 55m

Kahului

Mon 12/15

9:25 pm-3:00 pm

1 stop13h 35m

$502

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Kahului from

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

What is the cheapest day to depart on your flight to Kahului?

Our data shows that Monday is the least expensive day to fly to Kahului. Tickets to fly out on this day can be as low as $1,033. 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 $1,202.

What is the cheapest time of day to depart on your flight to Kahului?

Our data shows that the cheapest Chicago Midway Airport to Kahului flights are usually those with departure times in the afternoon. Our users have found flights to Kahului in the afternoon for as low as $543. Flights in the morning are often more expensive with an average ticket price of $1,100.

Can stopping save me money on Chicago Midway Airport to Kahului flights?

You could potentially save up to 14% 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

Direct flights

None
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

  • How far is Chicago Midway to Kahului by plane?

    Kahului is 4186.6 mi away from Chicago Midway. Flights usually cover this in 11h 00m, 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?

  • 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?

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
SouthwestPriceFrom $479Free CancellationRating
8.0
4,240 reviews
Search Southwest flights

Traveling to a place near Kahului?

Book flights to Kahului if you plan to visit one of these locations
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.

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