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

Delta and Southwest are the most popular carriers operating from Kahului to Chicago Midway

When did momondo last update prices for flights from Kahului Airport to Chicago Midway Airport?

Prices for flights from Kahului Airport to Chicago Midway Airport are refreshed on a daily basis.

How old do you have to be to fly from Kahului Airport to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kahului Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$221 Cheap Flights from Kahului to Chicago Midway Airport in 2026

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Find the cheapest flights from Kahului to Chicago

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:00 am - 5:55 am

OGG

MDW

14h 55m

1 stop

7:10 am - 12:50 pm

MDW

OGG

10h 40m

1 stop

$631Southwest

Thu, Sep 3 - Thu, Sep 10

8:55 pm - 12:45 pm

OGG

MDW

10h 50m

1 stop

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

$637Southwest

Thu, Sep 3 - Thu, Sep 10

6:00 am - 11:15 pm

OGG

MDW

12h 15m

2 stops

6:40 am - 4:10 pm

MDW

OGG

14h 30m

2 stops

$642Southwest

Thu, Sep 3 - Thu, Sep 10

8:25 pm - 12:15 pm

OGG

MDW

10h 50m

1 stop

6:40 am - 12:35 pm

MDW

OGG

10h 55m

1 stop

$669Southwest

Fri, May 1 - Fri, May 8

8:25 pm - 2:45 pm

OGG

MDW

13h 20m

2 stops

6:55 am - 2:10 pm

MDW

OGG

12h 15m

1 stop

$675Southwest

Fri, May 1 - Fri, May 8

8:25 pm - 2:15 pm

OGG

MDW

12h 50m

2 stops

5:25 am - 2:50 pm

MDW

OGG

14h 25m

2 stops

$680Southwest

Fri, May 1 - Fri, May 8

8:55 pm - 6:10 pm

OGG

MDW

16h 15m

1 stop

5:20 am - 1:10 pm

MDW

OGG

12h 50m

2 stops

$720Southwest

Wed, Jul 29 - Mon, Aug 3

8:25 pm - 11:10 am

OGG

MDW

9h 45m

1 stop

7:00 am - 2:15 pm

MDW

OGG

12h 15m

1 stop

$734Southwest

Wed, Apr 1 - Sun, Apr 5

8:55 pm - 6:10 pm

OGG

MDW

16h 15m

1 stop

5:45 am - 1:10 pm

MDW

OGG

12h 25m

1 stop

$739Southwest

Wed, Jul 29 - Mon, Aug 3

10:00 am - 5:55 am

OGG

MDW

14h 55m

1 stop

5:55 am - 2:15 pm

MDW

OGG

13h 20m

2 stops

$740Southwest

Wed, Apr 1 - Sun, Apr 5

Southwest flights from Kahului to Chicago Midway Airport

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

Southwest

Sep 3

OGG10:00 amKahului

14h 55m

1 stop

MDW5:55 amChicago Midway

Sep 10

MDW7:10 amChicago Midway

10h 40m

1 stop

OGG12:50 pmKahului

$631

Southwest

Sep 3

OGG8:55 pmKahului

10h 50m

1 stop

MDW12:45 pmChicago Midway

Sep 10

MDW6:40 amChicago Midway

14h 30m

2 stops

OGG4:10 pmKahului

$637

Southwest

Sep 3

OGG6:00 amKahului

12h 15m

2 stops

MDW11:15 pmChicago Midway

Sep 10

MDW6:40 amChicago Midway

14h 30m

2 stops

OGG4:10 pmKahului

$642

momondo Fare Finder

Use the filters below to find and compare flights from Kahului to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 9/3

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Thu 9/10

7:10 am-12:50 pm

1 stop10h 40m

$631

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 9/3

8:55 pm-12:45 pm

1 stop10h 50m

Chicago Midway

Thu 9/10

6:40 am-4:10 pm

2 stops14h 30m

$637

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Thu 9/3

6:00 am-11:15 pm

2 stops12h 15m

Chicago Midway

Thu 9/10

6:40 am-4:10 pm

2 stops14h 30m

$642

Quickest round-trip

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 5/1

8:25 pm-12:15 pm

1 stop10h 50m

Chicago Midway

Fri 5/8

6:40 am-12:35 pm

1 stop10h 55m

$669

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 5/1

8:25 pm-2:45 pm

2 stops13h 20m

Chicago Midway

Fri 5/8

6:55 am-2:10 pm

1 stop12h 15m

$675

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Fri 5/1

8:25 pm-2:15 pm

2 stops12h 50m

Chicago Midway

Fri 5/8

5:25 am-2:50 pm

2 stops14h 25m

$680

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 7/29

8:55 pm-6:10 pm

1 stop16h 15m

Chicago Midway

Mon 8/3

5:20 am-1:10 pm

2 stops12h 50m

$720

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 4/1

8:25 pm-11:10 am

1 stop9h 45m

Chicago Midway

Sun 4/5

7:00 am-2:15 pm

1 stop12h 15m

$734

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 7/29

8:55 pm-6:10 pm

1 stop16h 15m

Chicago Midway

Mon 8/3

5:45 am-1:10 pm

1 stop12h 25m

$739

KahuluiChicago

OGG - MDW

OGGMDW

Kahului

Wed 4/1

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Sun 4/5

5:55 am-2:15 pm

2 stops13h 20m

$740

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 Kahului to Chicago Midway Airport

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

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

You could potentially save up to 1% on your flight if you consider stops on a Kahului to Chicago Midway Airport flight.

When to book flights from Kahului to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Kahului to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Kahului to Chicago Midway Airport (OGG to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kahului to Chicago Midway Airport

Fastest flight time	10h 30m
Direct flights	None

The fastest flight from Kahului to Chicago Midway Airport takes 10h 30m

There are no direct flights from Kahului to Chicago Midway Airport. There are no popular flight routes from Kahului to Chicago Midway Airport.

Search flight deals

How far is Kahului to Chicago Midway by plane?
The straight-line distance from Kahului to Chicago Midway is 4186.6 mi. 10h 30m is a normal flight duration for this route.
When did momondo last update prices for flights from Kahului Airport to Chicago Midway Airport?
Prices for flights from Kahului Airport to Chicago Midway Airport are refreshed on a daily basis.
How old do you have to be to fly from Kahului Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kahului Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Kahului to Chicago?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Kahului.

Can I find flights from Kahului to Chicago with flexible booking policies on momondo?

Flights from Kahului to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Kahului to Chicago?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Kahului.

I’m not ready to book a flight from Kahului to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Kahului and alert you when they change.