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

Southwest, Alaska Airlines, and Delta are the most popular carriers operating from Kahului to Chicago

How many flights depart from Kahului to Chicago on average per week?

As of October 2026, 3 flights take off from Kahului and land in Chicago each week. The most common flight departure day for this route is Wed, with 33% of weekly flights taking off on this day.

What airlines fly to Chicago?

American Airlines, Alaska Airlines and United Airlines are the top three most popular airlines that fly to Chicago from Kahului according to our data. American Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

Prices for flights from Kahului Airport to Chicago refresh daily.

How many operators does momondo search for flights from Kahului Airport to Chicago?

There are 3 operators available for flights from Kahului Airport to Chicago as of October 2026.

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

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.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$266 Cheap Flights from Kahului to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kahului to Chicago

Round-trip

One-way

Last minute

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Cheap round-trip flights

Enter your travel dates to find the best prices.

8:00 am - 10:29 pmOGG Kahului-ORD Chicago O'Hare Intl

10h 29m1 stop San Francisco

8:45 am - 5:43 pmORD Chicago O'Hare Intl-OGG Kahului

12h 58m1 stop San Francisco

$570United Airlines

Wed, Nov 25 - Wed, Dec 2

11:30 pm - 5:21 pmOGG Kahului-ORD Chicago O'Hare Intl

12h 51m1 stop Los Angeles

6:30 am - 5:46 pmORD Chicago O'Hare Intl-OGG Kahului

16h 16m1 stop Seattle/Tacoma Intl

$586Delta

Wed, Apr 14 - Wed, Apr 21

11:15 pm - 2:49 pmOGG Kahului-ORD Chicago O'Hare Intl

11h 34m1 stop San Francisco

12:40 pm - 8:17 pmORD Chicago O'Hare Intl-OGG Kahului

11h 37m1 stop San Francisco

$588United Airlines

Tue, Nov 24 - Wed, Dec 2

5:59 pm - 9:04 amOGG Kahului-ORD Chicago O'Hare Intl

11h 05m1 stop Minneapolis St Paul

12:58 pm - 8:30 pmORD Chicago O'Hare Intl-OGG Kahului

11h 32m1 stop Seattle/Tacoma Intl

$588Delta

Tue, Nov 24 - Wed, Dec 2

8:00 am - 11:27 pmOGG Kahului-ORD Chicago O'Hare Intl

11h 27m1 stop San Francisco

8:45 am - 4:37 pmORD Chicago O'Hare Intl-OGG Kahului

11h 52m1 stop Denver Intl

$591United Airlines

Wed, Nov 25 - Tue, Dec 1

12:45 pm - 7:33 amOGG Kahului-ORD Chicago O'Hare Intl

13h 48m2 stops Los Angeles Detroit Metropolitan Wayne County

6:30 am - 5:46 pmORD Chicago O'Hare Intl-OGG Kahului

16h 16m1 stop Seattle/Tacoma Intl

$592Delta

Wed, Apr 14 - Wed, Apr 21

11:37 pm - 6:59 pmOGG Kahului-ORD Chicago O'Hare Intl

15h 22m1 stop San Diego

2:15 pm - 9:49 pmORD Chicago O'Hare Intl-OGG Kahului

11h 34m1 stop San Diego

$620Alaska Airlines

Mon, Nov 9 - Wed, Nov 11

11:37 pm - 6:59 pmOGG Kahului-ORD Chicago O'Hare Intl

15h 22m1 stop San Diego

7:20 am - 9:49 pmORD Chicago O'Hare Intl-OGG Kahului

18h 29m1 stop San Diego

$635Alaska Airlines

Mon, Nov 9 - Wed, Nov 11

9:50 pm - 4:09 pmOGG Kahului-ORD Chicago O'Hare Intl

13h 19m1 stop Phoenix Sky Harbor Intl

6:00 am - 2:20 pmORD Chicago O'Hare Intl-OGG Kahului

13h 20m1 stop Dallas/Fort Worth

$712American Airlines

Tue, Oct 27 - Sat, Oct 31

9:50 pm - 2:33 pmOGG Kahului-ORD Chicago O'Hare Intl

11h 43m1 stop Phoenix Sky Harbor Intl

5:30 am - 12:50 pmORD Chicago O'Hare Intl-OGG Kahului

11h 20m1 stop Los Angeles

$722American Airlines

Fri, Oct 30 - Tue, Nov 3

Cheap last minute flights

Enter your travel dates to find the best prices.

9:50 pm - 4:09 pmOGG Kahului-ORD Chicago O'Hare Intl

13h 19m1 stop Phoenix Sky Harbor Intl

6:55 am - 2:20 pmORD Chicago O'Hare Intl-OGG Kahului

12h 25m1 stop Dallas/Fort Worth

$670American Airlines

Wed, Oct 21 - Mon, Oct 26

9:55 pm - 5:25 pmOGG Kahului-MDW Chicago Midway

14h 30m2 stops San Diego Omaha Eppley Airfield

5:10 am - 12:40 pmMDW Chicago Midway-OGG Kahului

12h 30m1 stop Las Vegas Harry Reid Intl

$676Southwest

Wed, Oct 21 - Mon, Oct 26

1:10 pm - 8:53 amOGG Kahului-ORD Chicago O'Hare Intl

14h 43m2 stops Los Angeles Minneapolis St Paul

6:35 am - 5:59 pmORD Chicago O'Hare Intl-OGG Kahului

16h 24m1 stop Seattle/Tacoma Intl

$676Delta

Wed, Oct 21 - Mon, Oct 26

9:14 pm - 8:30 pmOGG Kahului-ORD Chicago O'Hare Intl

18h 16m2 stops Seattle/Tacoma Intl Detroit Metropolitan Wayne County

7:35 am - 5:59 pmORD Chicago O'Hare Intl-OGG Kahului

15h 24m2 stops Salt Lake City Seattle/Tacoma Intl

$681Delta

Wed, Oct 21 - Mon, Oct 26

8:25 pm - 1:40 pmOGG Kahului-MDW Chicago Midway

12h 15m2 stops Phoenix Sky Harbor Intl Las Vegas Harry Reid Intl

5:40 am - 2:00 pmMDW Chicago Midway-OGG Kahului

13h 20m2 stops Phoenix Sky Harbor Intl San Diego

$681Southwest

Wed, Oct 21 - Mon, Oct 26

8:25 pm - 11:50 amOGG Kahului-MDW Chicago Midway

10h 25m1 stop Phoenix Sky Harbor Intl

5:25 am - 2:00 pmMDW Chicago Midway-OGG Kahului

13h 35m1 stop San Diego

$702Southwest

Wed, Oct 21 - Mon, Oct 26

9:50 pm - 2:33 pmOGG Kahului-ORD Chicago O'Hare Intl

11h 43m1 stop Phoenix Sky Harbor Intl

8:30 pm - 11:47 amORD Chicago O'Hare Intl-OGG Kahului

20h 17m1 stop Los Angeles

$728American Airlines

Wed, Oct 21 - Sun, Oct 25

8:00 pm - 11:55 amOGG Kahului-ORD Chicago O'Hare Intl

10h 55m1 stop Salt Lake City

6:20 am - 5:59 pmORD Chicago O'Hare Intl-OGG Kahului

16h 39m2 stops Minneapolis St Paul Seattle/Tacoma Intl

$764Delta

Wed, Oct 21 - Sun, Oct 25

9:55 pm - 3:10 pmOGG Kahului-MDW Chicago Midway

12h 15m2 stops San Diego Phoenix Sky Harbor Intl

5:15 am - 12:55 pmMDW Chicago Midway-OGG Kahului

12h 40m1 stop Phoenix Sky Harbor Intl

$764Southwest

Wed, Oct 21 - Sun, Oct 25

8:25 pm - 1:40 pmOGG Kahului-MDW Chicago Midway

12h 15m2 stops Phoenix Sky Harbor Intl Las Vegas Harry Reid Intl

5:20 am - 2:50 pmMDW Chicago Midway-OGG Kahului

14h 30m2 stops Las Vegas Harry Reid Intl Honolulu

$769Southwest

Wed, Oct 21 - Sun, Oct 25

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Delta flights from Kahului to Chicago

Our best Delta deals on Kahului to Chicago flight tickets

Delta

Nov 24

OGG4:00 pmKahului

18h 55m

2 stops

ORD2:55 pmChicago O'Hare Intl

Dec 2

ORD12:58 pmChicago O'Hare Intl

11h 32m

1 stop

OGG8:30 pmKahului

$594

Delta

Nov 24

OGG4:00 pmKahului

18h 55m

2 stops

ORD2:55 pmChicago O'Hare Intl

Dec 2

ORD7:25 amChicago O'Hare Intl

17h 05m

2 stops

OGG8:30 pmKahului

$599

Delta

Nov 24

OGG5:59 pmKahului

11h 05m

1 stop

ORD9:04 amChicago O'Hare Intl

Dec 1

ORD3:47 pmChicago O'Hare Intl

23h 59m

2 stops

OGG11:46 amKahului

$651

American Airlines flights from Kahului to Chicago

Our best American Airlines deals on Kahului to Chicago flight tickets

American Airlines

Oct 21

OGG9:50 pmKahului

13h 19m

1 stop

ORD4:09 pmChicago O'Hare Intl

Oct 26

ORD6:55 amChicago O'Hare Intl

12h 25m

1 stop

OGG2:20 pmKahului

$670

American Airlines

Oct 27

OGG9:50 pmKahului

13h 19m

1 stop

ORD4:09 pmChicago O'Hare Intl

Oct 31

ORD6:00 amChicago O'Hare Intl

13h 20m

1 stop

OGG2:20 pmKahului

$712

American Airlines

Oct 30

OGG9:50 pmKahului

11h 43m

1 stop

ORD2:33 pmChicago O'Hare Intl

Nov 3

ORD5:30 amChicago O'Hare Intl

11h 20m

1 stop

OGG12:50 pmKahului

$722

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Wed 11/25

8:00 am-10:29 pm

1 stop10h 29m

Chicago O'Hare Intl

Wed 12/2

8:45 am-5:43 pm

1 stop12h 58m

$570

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Wed 4/14

11:30 pm-5:21 pm

1 stop12h 51m

Chicago O'Hare Intl

Wed 4/21

6:30 am-5:46 pm

1 stop16h 16m

$586

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Tue 11/24

11:15 pm-2:49 pm

1 stop11h 34m

Chicago O'Hare Intl

Wed 12/2

12:40 pm-8:17 pm

1 stop11h 37m

$588

Quickest round-trip

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Tue 11/24

5:59 pm-9:04 am

1 stop11h 05m

Chicago O'Hare Intl

Wed 12/2

12:58 pm-8:30 pm

1 stop11h 32m

$588

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Wed 11/25

8:00 am-11:27 pm

1 stop11h 27m

Chicago O'Hare Intl

Tue 12/1

8:45 am-4:37 pm

1 stop11h 52m

$591

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Wed 4/14

12:45 pm-7:33 am

2 stops13h 48m

Chicago O'Hare Intl

Wed 4/21

6:30 am-5:46 pm

1 stop16h 16m

$592

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Mon 11/9

11:37 pm-6:59 pm

1 stop15h 22m

Chicago O'Hare Intl

Wed 11/11

2:15 pm-9:49 pm

1 stop11h 34m

$620

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Mon 11/9

11:37 pm-6:59 pm

1 stop15h 22m

Chicago O'Hare Intl

Wed 11/11

7:20 am-9:49 pm

1 stop18h 29m

$635

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Tue 10/27

9:50 pm-4:09 pm

1 stop13h 19m

Chicago O'Hare Intl

Sat 10/31

6:00 am-2:20 pm

1 stop13h 20m

$712

KahuluiChicago

OGG Kahului - ORD Chicago O'Hare Intl

OGGORD

Kahului

Fri 10/30

9:50 pm-2:33 pm

1 stop11h 43m

Chicago O'Hare Intl

Tue 11/3

5:30 am-12:50 pm

1 stop11h 20m

$722

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

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

Other information

What is the cheapest month to fly to Chicago?

The month of March is, on average, the cheapest month to fly to Chicago from Kahului, with most prices found around $0. If you’re not able to fly to Chicago in March, then January is your next best option. Flight prices from Kahului to Chicago during January average around $0.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $587. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Kahului to Chicago for around $865.

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

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Kahului to Chicago during this time can be as low as $760. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $865.

What is the cheapest Kahului to Chicago flight route?

Fly from Kahului to Chicago O'Hare Intl for the best Kahului - Chicago flight prices

What cabin class options are available on Kahului to Chicago flights?

There are 2 cabin classes available to choose from on Kahului to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Kahului to Chicago flights?

You could potentially save up to 28% on your flight if you consider stops on a Kahului to Chicago flight.

How have Kahului to Chicago flight prices changed over time?

When to book flights from Kahului to Chicago

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

Estimated round-trip price

Cheap Kahului to Chicago (OGG to CHI) flight deals and tips

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

Best Price Found	$266
Fastest flight time	7h 57m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Kahului in the past 72 hours is $266. The best round-trip flight deal from Kahului to Chicago found on momondo in the last 72 hours is $570.

The fastest flight from Kahului to Chicago takes 7h 57m

Direct flights go from Kahului to Chicago every day.

There are 3 airports in Chicago. From Kahului there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Kahului to Chicago

How far is Kahului to Chicago by plane?
A flight from Kahului to Chicago will travel around 4192.4 mi. A reasonable flight in good conditions will take 7h 57m.
When did momondo last update prices for flights from Kahului Airport to Chicago?
Prices for flights from Kahului Airport to Chicago refresh daily.
How many operators does momondo search for flights from Kahului Airport to Chicago?
There are 3 operators available for flights from Kahului Airport to Chicago as of October 2026.
How old do you have to be to fly from Kahului Airport to Chicago?
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.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Kahului to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Kahului to Chicago is Boeing 787-8 Dreamliner, representing 57.14% of all bookings. The subsequent popular models are Boeing 787-10 Dreamliner at 28.57% and Boeing 767-300 at 14.29%.

Best airlines flying from Kahului to Chicago

Compare and see reviews for airlines that fly from Kahului to Chicago with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $473	Free Cancellation	Rating 7.0 12,169 reviews	Search American Airlines flights
Alaska Airlines	PriceFrom $480	Free Cancellation	Rating 7.9 13,072 reviews	Search Alaska Airlines flights
United Airlines	PriceFrom $684	Free Cancellation	Rating 7.4 10,366 reviews	Search United Airlines flights

United Airlines Flights From Kahului to Chicago
United Airlines flight deals from Kahului to Chicago start from $684 round-trip. Over the 3 United Airlines flights for this route in a normal week, average airfare is usually $826 round-trip - but some users have found much cheaper deals with momondo.

Merrillville

New Buffalo

Hammond

Portage

Saint Joseph

Lansing

Benton Harbor

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?

It is quick and easy to find Kahului to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

All flight searches from Kahului to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

Once all potential Kahului to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Kahului. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Kahului to Chicago from $266

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kahului to Chicago departing on 11/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Kahului to Chicago

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Filter for what you want

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Delta flights from Kahului to Chicago

Our best Delta deals on Kahului to Chicago flight tickets

American Airlines flights from Kahului to Chicago

Our best American Airlines deals on Kahului to Chicago flight tickets

momondo Fare Finder

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Kahului to Chicago

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Kahului to Chicago flight route?

What cabin class options are available on Kahului to Chicago flights?

Can stopping save me money on Kahului to Chicago flights?

How have Kahului to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

How many flights depart from Kahului to Chicago on average per week?

When to book flights from Kahului to Chicago

Cheap Kahului to Chicago (OGG to CHI) flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Kahului to Chicago

Best airlines flying from Kahului to Chicago

Compare and see reviews for airlines that fly from Kahului to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Kahului

According to popular flight searches on momondo this year

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