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

Southwest and Delta 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.

$217 Cheap Flights from Kahului to Chicago Midway Airport in 2026

Find the cheapest flights from Kahului to Chicago

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:00 am - 5:55 amOGG Kahului-MDW Chicago Midway

14h 55m1 stop Oakland

8:35 am - 4:10 pmMDW Chicago Midway-OGG Kahului

12h 35m2 stops Las Vegas Harry Reid Intl Oakland

$620Southwest

Wed, Sep 16 - Wed, Sep 23

10:00 am - 5:55 amOGG Kahului-MDW Chicago Midway

14h 55m1 stop Oakland

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

10h 55m1 stop Oakland

$669Southwest

Wed, Sep 16 - Wed, Sep 23

8:35 pm - 12:05 pmOGG Kahului-MDW Chicago Midway

10h 30m1 stop Las Vegas Harry Reid Intl

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

10h 55m1 stop Oakland

$674Southwest

Wed, Sep 16 - Wed, Sep 23

8:55 pm - 12:45 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop San Diego

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

10h 55m1 stop Oakland

$674Southwest

Wed, Sep 9 - Wed, Sep 16

10:00 am - 5:55 amOGG Kahului-MDW Chicago Midway

14h 55m1 stop Oakland

8:35 am - 4:10 pmMDW Chicago Midway-OGG Kahului

12h 35m2 stops Las Vegas Harry Reid Intl Oakland

$680Southwest

Wed, Sep 16 - Wed, Sep 23

8:25 pm - 1:20 pmOGG Kahului-MDW Chicago Midway

11h 55m1 stop Phoenix Sky Harbor Intl

6:50 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 20m2 stops Las Vegas Harry Reid Intl Oakland

$680Southwest

Wed, Sep 9 - Wed, Sep 16

8:55 pm - 3:15 pmOGG Kahului-MDW Chicago Midway

13h 20m2 stops San Diego Phoenix Sky Harbor Intl

6:50 am - 4:10 pmMDW Chicago Midway-OGG Kahului

14h 20m2 stops Las Vegas Harry Reid Intl Oakland

$685Southwest

Wed, Sep 9 - Wed, Sep 16

9:10 pm - 6:33 pmOGG Kahului-MDW Chicago Midway

16h 23m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

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

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

$714Delta

Wed, Sep 16 - Wed, Sep 23

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

11h 00m1 stop San Diego

5:40 am - 12:50 pmMDW Chicago Midway-OGG Kahului

12h 10m1 stop Phoenix Sky Harbor Intl

$750Southwest

Tue, Sep 22 - Sat, Sep 26

8:55 pm - 12:45 pmOGG Kahului-MDW Chicago Midway

10h 50m1 stop San Diego

5:25 am - 1:55 pmMDW Chicago Midway-OGG Kahului

13h 30m1 stop San Diego

$750Southwest

Thu, Sep 24 - Thu, Oct 1

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Southwest flights from Kahului to Chicago Midway Airport

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

Southwest

Sep 16

OGG10:00 amKahului

14h 55m

1 stop

MDW5:55 amChicago Midway

Sep 23

MDW8:35 amChicago Midway

12h 35m

2 stops

OGG4:10 pmKahului

$620

Southwest

Sep 16

OGG10:00 amKahului

14h 55m

1 stop

MDW5:55 amChicago Midway

Sep 23

MDW10:15 amChicago Midway

10h 55m

1 stop

OGG4:10 pmKahului

$669

Southwest

Sep 9

OGG8:55 pmKahului

10h 50m

1 stop

MDW12:45 pmChicago Midway

Sep 16

MDW10:15 amChicago Midway

10h 55m

1 stop

OGG4:10 pmKahului

$674

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 Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/16

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Wed 9/23

8:35 am-4:10 pm

2 stops12h 35m

$620

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/16

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Wed 9/23

10:15 am-4:10 pm

1 stop10h 55m

$669

Quickest round-trip

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/16

8:35 pm-12:05 pm

1 stop10h 30m

Chicago Midway

Wed 9/23

10:15 am-4:10 pm

1 stop10h 55m

$674

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/9

8:55 pm-12:45 pm

1 stop10h 50m

Chicago Midway

Wed 9/16

10:15 am-4:10 pm

1 stop10h 55m

$674

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/16

10:00 am-5:55 am

1 stop14h 55m

Chicago Midway

Wed 9/23

8:35 am-4:10 pm

2 stops12h 35m

$680

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/9

8:25 pm-1:20 pm

1 stop11h 55m

Chicago Midway

Wed 9/16

6:50 am-4:10 pm

2 stops14h 20m

$680

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/9

8:55 pm-3:15 pm

2 stops13h 20m

Chicago Midway

Wed 9/16

6:50 am-4:10 pm

2 stops14h 20m

$685

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Wed 9/16

9:10 pm-6:33 pm

2 stops16h 23m

Chicago Midway

Wed 9/23

6:05 am-5:53 pm

2 stops16h 48m

$714

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Tue 9/22

8:55 pm-12:55 pm

1 stop11h 00m

Chicago Midway

Sat 9/26

5:40 am-12:50 pm

1 stop12h 10m

$750

KahuluiChicago

OGG Kahului - MDW Chicago Midway

OGGMDW

Kahului

Thu 9/24

8:55 pm-12:45 pm

1 stop10h 50m

Chicago Midway

Thu 10/1

5:25 am-1:55 pm

1 stop13h 30m

$750

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 4% 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 50m
Direct flights	None

The fastest flight from Kahului to Chicago Midway Airport takes 10h 50m

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

Frequently asked questions about flying from Kahului to Chicago Midway Airport

How far is Kahului to Chicago Midway by plane?
The straight-line distance from Kahului to Chicago Midway is 4186.6 mi. 10h 50m 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

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

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.