CA $381 Cheap Flights from Chicago (ORD) to Kahului (OGG)

View CA $381 flight on Mon, Aug 31, 2026Opens in a new window

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

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Cheap flights from Chicago (ORD) to Kahului (OGG)

Prices were available within the past 7 days and start at CA $381 for one-way flights and CA $761 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Alaska Airlines
Wed, Aug 26 - Wed, Sep 2
ORD
Chicago
OGG
Maui
CA $761 Roundtrip, found 2 days ago
CA $761
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Aug 26 from Chicago to Maui, returning Wed, Sep 2, priced at CA $761 found 2 days ago
Delta
Tue, Aug 25 - Tue, Sep 1
ORD
Chicago
OGG
Maui
CA $763 Roundtrip, found 2 days ago
CA $763
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Chicago to Maui, returning Tue, Sep 1, priced at CA $763 found 2 days ago
Delta
Tue, Aug 25 - Tue, Sep 1
ORD
Chicago
OGG
Maui
CA $770 Roundtrip, found 2 days ago
CA $770
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Chicago to Maui, returning Tue, Sep 1, priced at CA $770 found 2 days ago
American Airlines
Tue, Aug 25 - Tue, Sep 1
ORD
Chicago
OGG
Maui
CA $789 Roundtrip, found 2 days ago
CA $789
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 25 from Chicago to Maui, returning Tue, Sep 1, priced at CA $789 found 2 days ago
Alaska Airlines
Mon, Aug 24 - Mon, Aug 31
ORD
Chicago
OGG
Maui
CA $793 Roundtrip, found 2 days ago
CA $793
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Aug 24 from Chicago to Maui, returning Mon, Aug 31, priced at CA $793 found 2 days ago
Alaska Airlines
Thu, Sep 3 - Thu, Sep 10
ORD
Chicago
OGG
Maui
CA $794 Roundtrip, found 1 day ago
CA $794
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Thu, Sep 3 from Chicago to Maui, returning Thu, Sep 10, priced at CA $794 found 1 day ago
Delta
Tue, Aug 25 - Tue, Sep 1
ORD
Chicago
OGG
Maui
CA $796 Roundtrip, found 2 days ago
CA $796
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Chicago to Maui, returning Tue, Sep 1, priced at CA $796 found 2 days ago
Alaska Airlines
Wed, Aug 26 - Wed, Sep 2
ORD
Chicago
OGG
Maui
CA $802 Roundtrip, found 2 days ago
CA $802
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Wed, Aug 26 from Chicago to Maui, returning Wed, Sep 2, priced at CA $802 found 2 days ago
Alaska Airlines
Tue, Aug 25 - Tue, Sep 1
ORD
Chicago
OGG
Maui
CA $803 Roundtrip, found 2 days ago
CA $803
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Tue, Aug 25 from Chicago to Maui, returning Tue, Sep 1, priced at CA $803 found 2 days ago
United
Mon, Jan 11 - Mon, Jan 18
ORD
Chicago
OGG
Maui
CA $1,401 Roundtrip, found 3 hours ago
CA $1,401
Roundtrip
found 3 hours ago
Select United flight, departing Mon, Jan 11 from Chicago to Maui, returning Mon, Jan 18, priced at CA $1,401 found 3 hours ago

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

September is typically the cheapest month to fly

From CA $678 - CA $967 per traveller.

Frequently asked questions

What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
January is typically the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG), with average return fares of approximately £430. This is about 28% lower than the average price throughout the year. January sees lower prices because it falls after the busy holiday travel season, when demand for flights often decreases. Other cheap months to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) include February and September.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
Enter ORD to OGG and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
The best airline to fly with from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, UA typically offers the lowest fares. UA offers the most daily flights from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG), which is brilliant if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
If you're looking for the best value to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG), you'll typically find the cheapest prices in January and February. During these months, a return flight averages around £430. This is a great time to visit Maui, as it's outside the peak holiday season, offering a more relaxed experience while still enjoying beautiful weather.*Prices based on flights available on Expedia in the last year.
How many flights per day from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
There are approximately 167 connecting flights per day from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG). Some common connection points include Seattle - Tacoma Intl. (SEA), Los Angeles Intl. (LAX), and San Francisco Intl. (SFO).
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
Sort flights by "Departure (earliest)" on Expedia to find the earliest flight from ORD to OGG. To compare more early flights, use the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
You'll typically find the most flights from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) on a Wednesday, with around 46 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include United Airlines, American Airlines, and Alaska Airlines. Looking at the week, Wednesday offers notably more flight options compared to other days.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
The most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) (ORD) to Kahului, HI (OGG) (OGG) are in the early morning, from 6am to 9am. This accounts for around 50% of total traffic. Many major carriers, including American Airlines, United Airlines and Alaska Airlines, offer flights during this window. Many travellers prefer these times as it allows for an early arrival at your destination, giving you more time to enjoy your trip.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
Direct flights from ORD to OGG usually take about 9 hours 30 minutes, traveling roughly 4,179 miles. If you opt for a connecting flight, expect to add around 2 hours to your journey. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
Select the "Business class" and "First class" filters when looking for ORD to OGG flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to Kahului, HI (OGG) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Kahului
Airlines serving
Alaska Airlines, American Airlines, Delta
Roundtrip price
CA $761
Distance
6685 km
Average flight time
7 hours 56 mins

Book with confidence

Chicago to Kahului Flights

The easy way to book your flights from Chicago to Kahului 

With Expedia, it’s simple to find and book flights to Kahului from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Kahului, too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Kahului today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Kahului, OGG 

Sort your search results by price to find great deals on your flight from Chicago to Kahului—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Kahului from Chicago currently is just CA $761 rising to CA $1,401.  

Here are more money-saving tips: 

  • Fly in August when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Kahului  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Kahului from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Kahului with Expedia today.

Chicago to Kahului Flights

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*Available to Expedia members.