$190 Cheap Flights from Lihue (LIH) to Chicago (ORD)

View $190 flight on Mon, Feb 16, 2026Opens in a new window

Popular airlines from Lihue Airport (LIH) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Lihue to Chicago (LIH-ORD)

Prices were available within the past 7 days and start at $190 for one-way flights and $369 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
LIH
Kauai
ORD
Chicago
$369 Roundtrip, found 3 days ago
$369
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Kauai to Chicago, returning Tue, Jan 27, priced at $369 found 3 days ago
Alaska Airlines
Tue, Jan 20 - Tue, Jan 27
LIH
Kauai
ORD
Chicago
$376 Roundtrip, found 3 days ago
$376
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Kauai to Chicago, returning Tue, Jan 27, priced at $376 found 3 days ago
Alaska Airlines
Mon, Feb 2 - Tue, Feb 17
LIH
Kauai
ORD
Chicago
$387 Roundtrip, found 7 hours ago
$387
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Mon, Feb 2 from Kauai to Chicago, returning Tue, Feb 17, priced at $387 found 7 hours ago
Alaska Airlines
Tue, Jan 20 - Tue, Jan 27
LIH
Kauai
ORD
Chicago
$390 Roundtrip, found 3 days ago
$390
Roundtrip
found 3 days ago
Select Alaska Airlines flight, departing Tue, Jan 20 from Kauai to Chicago, returning Tue, Jan 27, priced at $390 found 3 days ago
Alaska Airlines
Mon, Feb 2 - Tue, Feb 17
LIH
Kauai
ORD
Chicago
$393 Roundtrip, found 7 hours ago
$393
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Mon, Feb 2 from Kauai to Chicago, returning Tue, Feb 17, priced at $393 found 7 hours ago
Alaska Airlines
Mon, Feb 2 - Tue, Feb 17
LIH
Kauai
ORD
Chicago
$393 Roundtrip, found 7 hours ago
$393
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Mon, Feb 2 from Kauai to Chicago, returning Tue, Feb 17, priced at $393 found 7 hours ago
Delta
Thu, Dec 4 - Mon, Dec 8
LIH
Kauai
ORD
Chicago
$402 Roundtrip, found 1 hour ago
$402
Roundtrip
found 1 hour ago
Select Delta flight, departing Thu, Dec 4 from Kauai to Chicago, returning Mon, Dec 8, priced at $402 found 1 hour ago
American Airlines
Mon, Feb 2 - Tue, Feb 17
LIH
Kauai
ORD
Chicago
$411 Roundtrip, found 7 hours ago
$411
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Mon, Feb 2 from Kauai to Chicago, returning Tue, Feb 17, priced at $411 found 7 hours ago
United
Thu, Dec 4 - Mon, Dec 8
LIH
Kauai
ORD
Chicago
$423 Roundtrip, found 1 hour ago
$423
Roundtrip
found 1 hour ago
Select United flight, departing Thu, Dec 4 from Kauai to Chicago, returning Mon, Dec 8, priced at $423 found 1 hour ago
Southwest Airlines
Tue, Mar 10 - Wed, Mar 25
LIH
Kauai
ORD
Chicago
$533 Roundtrip, found 7 hours ago
$533
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Tue, Mar 10 from Kauai to Chicago, returning Wed, Mar 25, priced at $533 found 7 hours ago

Find the cheapest month to fly from Lihue (LIH) to Chicago (ORD)

February is typically the cheapest month to fly

From $375 - $701 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. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $577
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $577

Frequently asked questions

How much does a flight from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD) cost?
Grab a cheap one-way flight from $190 or cheap return flight from $369 from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD)?
Flying in January may help you find better deals, as it's the cheapest month for flights between LIH and ORD. You'll typically find the lowest prices during off-peak months.
What is the cheapest airline that flies from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline flying from LIH to ORD, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to list the most affordable options first.
How many flights per day from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD)?
You'll need to take a flight with a layover when traveling from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD). Direct flights don't operate daily on this route. However, just filter your search to include one or more stops to discover an option that works for you.
What day of the week has the most flights from LIH to ORD?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change depending on various factors, such as the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD)?
To reach O'Hare Intl. Airport (ORD) on time, choose a flight that leaves from Lihue Airport (LIH) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**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.
Is it cheaper to buy a plane ticket from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from LIH to ORD are usually more expensive. To secure the lowest rates, start searching for flights well in advance. That said, if you're flexible with your travel plans, you may find a cheap fare right before you leave.
Is it cheaper to book a LIH to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a LIH to ORD flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one convenient place will take the stress out of planning your trip. Simply pick your flights and choose from our wide range of hotels, then tailor your trip with other add-ons like car rentals and activities.
Can I cancel or change the date of my flight from Lihue Airport (LIH) to O'Hare Intl. Airport (ORD)?
In most instances, you can reschedule or cancel your LIH to ORD flight. However, there may be additional fees, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you need more details, head to our Customer Service portal.

Travel information

Origin airport
Lihue
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Southwest Airlines, United
Roundtrip price
$369
Distance
4282 mi

Book with confidence

Lihue to Chicago Flights

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

 

The best time to book a flight from Lihue to Chicago

Sunday is one of the best days to book for cheap flights from Lihue 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 Lihue 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 Lihue 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 Lihue 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 Lihue 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.

 

Lihue to Chicago Flights

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*Available to One Key members.