$190 Cheap Flights from Kahului (OGG) to Chicago (ORD)

View $190 flight on Wed, Dec 24, 2025Opens in a new window

Popular airlines from Kahului Airport (OGG) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Kahului to Chicago (OGG-ORD)

Prices were available within the past 7 days and start at $190 for one-way flights and $380 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Wed, Dec 24 - Wed, Dec 31
OGG
Maui
ORD
Chicago
$380 Roundtrip, found 1 day ago
$380
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Wed, Dec 24 from Maui to Chicago, returning Wed, Dec 31, priced at $380 found 1 day ago
Alaska Airlines
Tue, Dec 16 - Wed, Dec 31
OGG
Maui
ORD
Chicago
$381 Roundtrip, found 22 hours ago
$381
Roundtrip
found 22 hours ago
Select Alaska Airlines flight, departing Tue, Dec 16 from Maui to Chicago, returning Wed, Dec 31, priced at $381 found 22 hours ago
Alaska Airlines
Mon, Jan 19 - Tue, Jan 27
OGG
Maui
ORD
Chicago
$382 Roundtrip, found 17 hours ago
$382
Roundtrip
found 17 hours ago
Select Alaska Airlines flight, departing Mon, Jan 19 from Maui to Chicago, returning Tue, Jan 27, priced at $382 found 17 hours ago
Alaska Airlines
Tue, Feb 3 - Tue, Feb 10
OGG
Maui
ORD
Chicago
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Feb 3 from Maui to Chicago, returning Tue, Feb 10, priced at $384 found 1 day ago
Alaska Airlines
Mon, Jan 19 - Tue, Jan 27
OGG
Maui
ORD
Chicago
$388 Roundtrip, found 17 hours ago
$388
Roundtrip
found 17 hours ago
Select Alaska Airlines flight, departing Mon, Jan 19 from Maui to Chicago, returning Tue, Jan 27, priced at $388 found 17 hours ago
Alaska Airlines
Wed, Jan 21 - Tue, Jan 27
OGG
Maui
ORD
Chicago
$390 Roundtrip, found 1 hour ago
$390
Roundtrip
found 1 hour ago
Select Alaska Airlines flight, departing Wed, Jan 21 from Maui to Chicago, returning Tue, Jan 27, priced at $390 found 1 hour ago
Hawaiian Airlines
Tue, Nov 4 - Mon, Nov 10
OGG
Maui
ORD
Chicago
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Nov 4 from Maui to Chicago, returning Mon, Nov 10, priced at $415 found 1 day ago
Delta
Thu, Nov 13 - Mon, Nov 17
OGG
Maui
ORD
Chicago
$424 Roundtrip, found 13 hours ago
$424
Roundtrip
found 13 hours ago
Select Delta flight, departing Thu, Nov 13 from Maui to Chicago, returning Mon, Nov 17, priced at $424 found 13 hours ago
American Airlines
Thu, Dec 4 - Thu, Dec 11
OGG
Maui
ORD
Chicago
$454 Roundtrip, found 22 hours ago
$454
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Dec 4 from Maui to Chicago, returning Thu, Dec 11, priced at $454 found 22 hours ago
Southwest Airlines
Thu, Nov 13 - Mon, Nov 17
OGG
Maui
ORD
Chicago
$504 Roundtrip, found 13 hours ago
$504
Roundtrip
found 13 hours ago
Select Southwest Airlines flight, departing Thu, Nov 13 from Maui to Chicago, returning Mon, Nov 17, priced at $504 found 13 hours ago

Find the cheapest month to fly from Kahului (OGG) to Chicago (ORD)

January is typically the cheapest month to fly

From $342 - $1,084 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $576
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $576

Frequently asked questions

How much does a flight from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $190 or cheap return flight from $380 from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
December is the most affordable month to fly from OGG to ORD. Planning your trip for the off-season is often the key to finding better fares.
Which airlines fly direct from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
When flying out of Kahului Airport (OGG), you can jump on a direct flight to O'Hare Intl. Airport (ORD) with United Airlines.
What is the cheapest airline that flies from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
Expedia's filter tool lets you easily compare airlines, flight times and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest OGG to ORD flight.
How many flights per day from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
On average, Kahului Airport (OGG) has 5 nonstop flights to O'Hare Intl. Airport (ORD) weekly. If you're looking for more choice, use Expedia's filter tool to find flights with layovers. Fit in a quick visit to another city or simply break up your trip.
What are the most popular departure times for flights from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
The 6 PM departures from OGG to ORD are typically the busiest. These flights can come with a higher price due to their popularity. If you want to save on your trip, choose a less crowded time to fly.
What day of the week has the most flights from OGG to ORD?
Jet off on a Friday if you're looking for the best selection of flights from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
Hop on the earliest flight at around 5:50PM UTC-10, departing from Kahului Airport (OGG). You'll be in the air for approximately 7h 58m, landing at O'Hare Intl. Airport (ORD) at approximately 5:48AM UTC-6.
How long does it take to fly from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
It usually takes 7 hours and 58 minutes to travel the 4,200 mi from OGG to ORD.
What airline has the least delays from OGG to ORD?
United Airlines has the best track record for on-time direct flights from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD), with an on-time score of 84%. Use the Expedia App to look up your flight status before you leave and get real-time updates about any changes.
What is the best time to fly from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Kahului Airport (OGG) to O'Hare Intl. Airport (ORD) route, travel before 3 PM. Later flights have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Kahului Airport (OGG)?
O'Hare Intl. Airport (ORD) is the only airport in Chicago with direct flights from Kahului Airport (OGG). Browse your options and find affordable fares on Expedia.
Is it cheaper to buy a plane ticket from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from OGG to ORD are typically more expensive. To lock in the cheapest rates, start searching for flights early. That said, if you can play around with your travel dates, it's possible to find a cheap ticket just before your departure.
Is it cheaper to book an OGG to ORD flight and hotel package?
You can save money by booking an OGG to ORD flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. Once you've chosen your ideal flights and accommodations, consider adding extras such as activities, tours and car rentals.
Can I cancel or change the date of my flight from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD)?
Generally, it's possible to reschedule or cancel your OGG to ORD flight. However, for bookings made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are allowed and if any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Kahului
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, Southwest Airlines, United
Roundtrip price
$379
Distance
4178 mi

Book with confidence

Kahului to Chicago Flights

The cheapest times to fly from Kahului to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Kahului to Chicago are during the month of December. You can find some of the cheapest flights from Kahului to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Kahului to Chicago

Sunday is one of the best days to book for cheap flights from Kahului to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Kahului to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Kahului to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $190 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Kahului to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Kahului to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Kahului to Chicago Flights

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