$204 Cheap Flights from Kahului (OGG) to Chicago (ORD)

View $204 flight on Tue, Nov 4, 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 $204 for one-way flights and $410 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Wed, Nov 5 - Wed, Nov 12
OGG
Maui
ORD
Chicago
$410 Roundtrip, found 6 days ago
$410
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Wed, Nov 5 from Maui to Chicago, returning Wed, Nov 12, priced at $410 found 6 days ago
Alaska Airlines
Thu, Nov 6 - Tue, Nov 11
OGG
Maui
ORD
Chicago
$417 Roundtrip, found 6 days ago
$417
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Nov 6 from Maui to Chicago, returning Tue, Nov 11, priced at $417 found 6 days ago
Alaska Airlines
Thu, Nov 6 - Tue, Nov 11
OGG
Maui
ORD
Chicago
$419 Roundtrip, found 6 days ago
$419
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Nov 6 from Maui to Chicago, returning Tue, Nov 11, priced at $419 found 6 days ago
Alaska Airlines
Thu, Oct 9 - Wed, Oct 15
OGG
Maui
ORD
Chicago
$438 Roundtrip, found 6 days ago
$438
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Thu, Oct 9 from Maui to Chicago, returning Wed, Oct 15, priced at $438 found 6 days ago
Alaska Airlines
Tue, Oct 28 - Thu, Oct 30
OGG
Maui
ORD
Chicago
$439 Roundtrip, found 1 day ago
$439
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Tue, Oct 28 from Maui to Chicago, returning Thu, Oct 30, priced at $439 found 1 day ago
Alaska Airlines
Sun, Nov 2 - Mon, Nov 10
OGG
Maui
ORD
Chicago
$443 Roundtrip, found 6 days ago
$443
Roundtrip
found 6 days ago
Select Alaska Airlines flight, departing Sun, Nov 2 from Maui to Chicago, returning Mon, Nov 10, priced at $443 found 6 days ago
American Airlines
Tue, Sep 30 - Tue, Oct 7
OGG
Maui
ORD
Chicago
$456 Roundtrip, found 1 day ago
$456
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Sep 30 from Maui to Chicago, returning Tue, Oct 7, priced at $456 found 1 day ago
Delta
Thu, Oct 23 - Sun, Oct 26
OGG
Maui
ORD
Chicago
$465 Roundtrip, found 4 hours ago
$465
Roundtrip
found 4 hours ago
Select Delta flight, departing Thu, Oct 23 from Maui to Chicago, returning Sun, Oct 26, priced at $465 found 4 hours ago
Southwest Airlines
Fri, Sep 5 - Wed, Sep 10
OGG
Maui
ORD
Chicago
$465 Roundtrip, found 12 hours ago
$465
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Fri, Sep 5 from Maui to Chicago, returning Wed, Sep 10, priced at $465 found 12 hours ago
United
Wed, Sep 3 - Sun, Sep 7
OGG
Maui
ORD
Chicago
$606 Roundtrip, found 1 day ago
$606
Roundtrip
found 1 day ago
Select United flight, departing Wed, Sep 3 from Maui to Chicago, returning Sun, Sep 7, priced at $606 found 1 day ago

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

September is typically the cheapest month to fly

From $338 - $603 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $738
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $738
Flights from Kahului (OGG) to Chicago (ORD)
Origin airport
Kahului
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$409
Distance
4178 mi
Average flight time
8 hours 55 mins

Frequently asked questions

How much does a flight from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD) cost?
Pick up cheap return flights starting from $1204 from Kahului Airport (OGG) to O'Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving OGG on August 2 2025 and touching down at ORD. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from OGG to ORD?
The cheapest flights from OGG to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 OGG to ORD?
With prices starting from $487 for a one-way flight from OGG to ORD, United is currently the cheapest carrier for this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from OGG on August 30 2025. Prices were last updated on July 13 2025 and have not changed since.
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.

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