$140 Cheap Flights from Chicago (ORD) to Kahului (OGG)

View $140 flight on Tue, Feb 3, 2026Opens in a new window

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

Cheap Flights from Chicago to Kahului (ORD-OGG)

Prices were available within the past 7 days and start at $140 for one-way flights and $280 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Tue, Jan 20 - Tue, Jan 27
ORD
Chicago
OGG
Maui
$280 Roundtrip, just found
$280
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Jan 20 from Chicago to Maui, returning Tue, Jan 27, priced at $280 just found
Hawaiian Airlines
Wed, Feb 18 - Mon, Mar 2
ORD
Chicago
OGG
Maui
$280 Roundtrip, found 11 hours ago
$280
Roundtrip
found 11 hours ago
Select Hawaiian Airlines flight, departing Wed, Feb 18 from Chicago to Maui, returning Mon, Mar 2, priced at $280 found 11 hours ago
Alaska Airlines
Wed, Jan 7 - Wed, Jan 14
ORD
Chicago
OGG
Maui
$281 Roundtrip, just found
$281
Roundtrip
just found
Select Alaska Airlines flight, departing Wed, Jan 7 from Chicago to Maui, returning Wed, Jan 14, priced at $281 just found
Southwest Airlines
Tue, Apr 21 - Tue, May 5
ORD
Chicago
OGG
Maui
$282 Roundtrip, found 11 hours ago
$282
Roundtrip
found 11 hours ago
Select Southwest Airlines flight, departing Tue, Apr 21 from Chicago to Maui, returning Tue, May 5, priced at $282 found 11 hours ago
Southwest Airlines
Sun, May 3 - Wed, May 13
ORD
Chicago
OGG
Maui
$287 Roundtrip, found 7 hours ago
$287
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Sun, May 3 from Chicago to Maui, returning Wed, May 13, priced at $287 found 7 hours ago
Alaska Airlines
Tue, Feb 24 - Wed, Feb 25
ORD
Chicago
OGG
Maui
$291 Roundtrip, just found
$291
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Feb 24 from Chicago to Maui, returning Wed, Feb 25, priced at $291 just found
Alaska Airlines
Mon, Jan 12 - Thu, Jan 15
ORD
Chicago
OGG
Maui
$292 Roundtrip, found 11 hours ago
$292
Roundtrip
found 11 hours ago
Select Alaska Airlines flight, departing Mon, Jan 12 from Chicago to Maui, returning Thu, Jan 15, priced at $292 found 11 hours ago
Hawaiian Airlines
Tue, Jan 27 - Tue, Feb 10
ORD
Chicago
OGG
Maui
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Hawaiian Airlines flight, departing Tue, Jan 27 from Chicago to Maui, returning Tue, Feb 10, priced at $296 found 1 day ago
Delta
Wed, Jan 7 - Mon, Jan 12
ORD
Chicago
OGG
Maui
$312 Roundtrip, found 1 day ago
$312
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jan 7 from Chicago to Maui, returning Mon, Jan 12, priced at $312 found 1 day ago
American Airlines
Tue, May 5 - Wed, May 20
ORD
Chicago
OGG
Maui
$421 Roundtrip, just found
$421
Roundtrip
just found
Select American Airlines flight, departing Tue, May 5 from Chicago to Maui, returning Wed, May 20, priced at $421 just found

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

January is typically the cheapest month to fly

From $314 - $706 per traveler.

Alternative airports near Kahului

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

Select flight to West Maui JHM. Flights from $1,571
JHM
West Maui
Flights from $1,571
Flights from Chicago (ORD) to Kahului (OGG)
Origin airport
O'Hare Intl.
Destination airport
Kahului
Airlines serving
Alaska Airlines, American Airlines, Delta, Hawaiian Airlines, Southwest Airlines, United
Roundtrip price
$274
Distance
4178 mi
Average flight time
9 hours 23 mins

Chicago to Kahului Flights

The cheapest times to fly from Chicago to Kahului

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 Chicago to Kahului are during the month of January. You can find some of the cheapest flights from Chicago to Kahului with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Kahului

Sunday is one of the best days to book for cheap flights from Chicago to Kahului: 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 Chicago to Kahului

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 Chicago to Kahului in 2026. You can also book with separate airlines for your outbound and return journeys, from $140 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 Chicago to Kahului 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 Chicago to Kahului 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.

 

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG) cost?
Get a cheap one-way flight from $140 or cheap return flight from $280 from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
January is the most affordable month to fly from ORD to OGG. Planning your trip for the off-season is often the key to finding better fares.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
Fly directly from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG) on a United Airlines flight.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
Use the filter tool on Expedia to compare airlines and find the most affordable carrier that'll take you from ORD to OGG. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
On average, O'Hare Intl. Airport (ORD) has 5 nonstop flights to Kahului Airport (OGG) per week. For more options, take advantage of Expedia's filters to search for flights with a layover. Squeeze in a visit to another location or simply break up your travels.
What are the most popular departure times for flights from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
The 9 AM departures from ORD to OGG are the busiest. Greater demand means you'll likely pay more for these departures. If you want to save money, pick a less crowded time to fly.
What day of the week has the most flights from ORD to OGG?
Jet off on a Sunday if you're searching for the best choice of flights from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG).
What is the earliest flight from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
Catch the earliest flight at around 9:30AM UTC-6, leaving from O'Hare Intl. Airport (ORD). You'll be in the air for about 9h 16m, arriving at Kahului Airport (OGG) at approximately 2:46PM UTC-10.
How long does it take to fly from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
It takes roughly 9 hours and 16 minutes to fly the 4,200 mi from ORD to OGG.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
To avoid potential delays on the O'Hare Intl. Airport (ORD) to Kahului Airport (OGG) route, fly before 3 PM. Departures after this hour 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 Kahului from O'Hare Intl. Airport (ORD)?
Compare your flight options from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG). This is the only airport in Kahului you can arrive at if you're taking a direct flight.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG) last-minute?
Booking your ticket from ORD to OGG right before your trip is typically more expensive. But if there's some wiggle room with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to OGG flight and hotel package?
You can save money by securing an ORD to OGG flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your preferred flights and accommodations, consider adding extras including tours, car rentals and activities.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Kahului Airport (OGG)?
Typically, it's possible to cancel or reschedule your ORD to OGG flight. However, if the booking was made more than 24 hours ago, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more details on our Customer Service portal.

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*Available to One Key members.