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Cheap flights from Chicago Midway Airport to Kahului from $181

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 11/4. 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

Southwest Logo
5:30 am - 4:35 pmMDW-OGG
15h 05m2 stops
Southwest Logo
9:35 pm - 1:05 pmOGG-MDW
11h 30m1 stop
$452Southwest
Find Deal
dom., nov. 9 - jue., nov. 13
Southwest Logo
5:30 am - 6:10 pmMDW-OGG
16h 40m2 stops
Southwest Logo
9:25 pm - 2:05 pmOGG-MDW
12h 40m2 stops
$458Southwest
Find Deal
dom., nov. 9 - jue., nov. 13
Southwest Logo
5:25 am - 1:05 pmMDW-OGG
11h 40m1 stop
Southwest Logo
9:35 pm - 1:40 pmOGG-MDW
12h 05m1 stop
$471Southwest
Find Deal
lun., dic. 8 - mar., dic. 16
Southwest Logo
5:05 am - 12:50 pmMDW-OGG
11h 45m1 stop
Southwest Logo
9:35 pm - 1:35 pmOGG-MDW
12h 00m1 stop
$475Southwest
Find Deal
mié., feb. 18 - mié., mar. 4
Southwest Logo
5:15 am - 2:50 pmMDW-OGG
13h 35m2 stops
Southwest Logo
9:35 pm - 11:35 amOGG-MDW
10h 00m1 stop
$478Southwest
Find Deal
lun., dic. 8 - mar., dic. 16
Southwest Logo
5:30 am - 1:05 pmMDW-OGG
11h 35m1 stop
Southwest Logo
9:35 pm - 1:05 pmOGG-MDW
11h 30m1 stop
$482Southwest
Find Deal
dom., nov. 9 - jue., nov. 13
Southwest Logo
5:30 am - 4:35 pmMDW-OGG
15h 05m2 stops
Southwest Logo
9:35 pm - 1:40 pmOGG-MDW
12h 05m1 stop
$487Southwest
Find Deal
dom., nov. 9 - dom., nov. 16
Southwest Logo
5:30 am - 1:05 pmMDW-OGG
11h 35m1 stop
Southwest Logo
9:35 pm - 1:05 pmOGG-MDW
11h 30m1 stop
$489Southwest
Find Deal
dom., nov. 9 - jue., nov. 13
Delta Logo
9:30 am - 7:33 pmMDW-OGG
14h 03m2 stops
Delta Logo
1:45 pm - 8:54 amOGG-MDW
15h 09m2 stops
$621Delta
Find Deal
mié., ene. 21 - vie., ene. 30
Delta Logo
6:00 am - 6:08 pmMDW-OGG
16h 08m2 stops
Delta Logo
1:45 pm - 8:54 amOGG-MDW
15h 09m2 stops
$629Delta
Find Deal
jue., ene. 29 - jue., feb. 5

Southwest flights from Chicago Midway Airport to Kahului

Our best Southwest deals on Chicago Midway Airport to Kahului flight tickets
Southwest
Nov 9
MDW5:30 amChicago Midway
15h 05m
2 stops
OGG4:35 pmKahului
Nov 13
OGG9:35 pmKahului
11h 30m
1 stop
MDW1:05 pmChicago Midway
$452
Find similar
Southwest
Nov 9
MDW5:30 amChicago Midway
16h 40m
2 stops
OGG6:10 pmKahului
Nov 13
OGG9:25 pmKahului
12h 40m
2 stops
MDW2:05 pmChicago Midway
$458
Find similar
Southwest
Dec 8
MDW5:25 amChicago Midway
11h 40m
1 stop
OGG1:05 pmKahului
Dec 16
OGG9:35 pmKahului
12h 05m
1 stop
MDW1:40 pmChicago Midway
$471
Find similar

Delta flights from Chicago Midway Airport to Kahului

Our best Delta deals on Chicago Midway Airport to Kahului flight tickets
Delta
Jan 21
MDW9:30 amChicago Midway
14h 03m
2 stops
OGG7:33 pmKahului
Jan 30
OGG1:45 pmKahului
15h 09m
2 stops
MDW8:54 amChicago Midway
$621
Find similar
Delta
Jan 29
MDW6:00 amChicago Midway
16h 08m
2 stops
OGG6:08 pmKahului
Feb 5
OGG1:45 pmKahului
15h 09m
2 stops
MDW8:54 amChicago Midway
$629
Find similar
Delta
Dec 5
MDW9:34 amChicago Midway
14h 35m
2 stops
OGG8:09 pmKahului
Dec 11
OGG1:45 pmKahului
15h 34m
2 stops
MDW9:19 amChicago Midway
$639
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 septiembre 11, 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

dom. 11/9

5:30 am-4:35 pm

2 stops15h 05m

Kahului

jue. 11/13

9:35 pm-1:05 pm

1 stop11h 30m

$452

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

dom. 11/9

5:30 am-6:10 pm

2 stops16h 40m

Kahului

jue. 11/13

9:25 pm-2:05 pm

2 stops12h 40m

$458

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

lun. 12/8

5:25 am-1:05 pm

1 stop11h 40m

Kahului

mar. 12/16

9:35 pm-1:40 pm

1 stop12h 05m

$471

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

mié. 2/18

5:05 am-12:50 pm

1 stop11h 45m

Kahului

mié. 3/4

9:35 pm-1:35 pm

1 stop12h 00m

$475

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

lun. 12/8

5:15 am-2:50 pm

2 stops13h 35m

Kahului

mar. 12/16

9:35 pm-11:35 am

1 stop10h 00m

$478

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

dom. 11/9

5:30 am-1:05 pm

1 stop11h 35m

Kahului

jue. 11/13

9:35 pm-1:05 pm

1 stop11h 30m

$482

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

dom. 11/9

5:30 am-4:35 pm

2 stops15h 05m

Kahului

dom. 11/16

9:35 pm-1:40 pm

1 stop12h 05m

$487

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

dom. 11/9

5:30 am-1:05 pm

1 stop11h 35m

Kahului

jue. 11/13

9:35 pm-1:05 pm

1 stop11h 30m

$489

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

mié. 1/21

9:30 am-7:33 pm

2 stops14h 03m

Kahului

vie. 1/30

1:45 pm-8:54 am

2 stops15h 09m

$621

ChicagoKahului

MDW - OGG

MDWOGG

Chicago Midway

jue. 1/29

6:00 am-6:08 pm

2 stops16h 08m

Kahului

jue. 2/5

1:45 pm-8:54 am

2 stops15h 09m

$629

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 month to fly to Kahului?

The cheapest month to fly to Kahului from Chicago Midway Airport is in August. Flight prices, which tend to average around $630, are often lower during this time because this is during the off-season. If you aren’t able to travel to Kahului during the month of August, then flying in March is also cheap. Prices for this month can be found on momondo for an average of $647.

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 Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Chicago Midway Airport to Kahului for around $1,198.

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 $1,103.

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

You could potentially save up to 4% 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 35m, 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 $572Free CancellationRating
8.0
4,248 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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