What's the average Chicago to Hawaii flight price?

We looked at all of the upcoming round-trip flights from Chicago to Hawaii we could find over the next 12 months. It looks like $342 is the best price. This is good, compared to the average Hawaii ticket price of $777.

What is the cheapest month to fly from Chicago to Hawaii?

The cheapest month to fly from Chicago to Hilo Airport is usually June . The cheapest month to fly from Chicago to Maui Kahului Airport is usually August . The cheapest month to fly from Chicago to Kapalua Airport is usually June . And the cheapest month to fly from Chicago to Kona Airport is usually October .

On which upcoming date is it cheapest to fly from Chicago to Hawaii?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Hawaii on Monday, August 26, 2024 .

Are there any direct flights from Chicago to Hawaii?

Chicago O'Hare International Airport offers direct flights to Hawaii.

If I'm flying from Chicago, where in Hawaii is cheapest to fly to?

If you're flying from Chicago, the cheapest city in Hawaii to fly into is Kahului. The cheapest airport serving Kahului at the moment is Maui Kahului.

How long is the flight from Chicago to Hawaii?

The average flight time between Chicago and Hawaii is 9 hours and 11 minutes.

Flights from Chicago to Hawaii

Flight deals from Chicago to Hawaii

Looking for cheap flights from Chicago to Hawaii, or a last-minute trip? Find the lowest prices on one-way and round-trip flights right here.

Kahului.$342 per passenger.Departing Mon, Aug 26, returning Thu, Aug 29.Round-trip flight with American Airlines.Outbound indirect flight with American Airlines, departing from Chicago O'Hare International on Mon, Aug 26, arriving in Maui Kahului.Inbound indirect flight with American Airlines, departing from Maui Kahului on Thu, Aug 29, arriving in Chicago O'Hare International.Price includes taxes and charges.From $342, select.

Honolulu.$369 per passenger.Departing Mon, Sep 23, returning Tue, Oct 1.Round-trip flight with Spirit Airlines and Alaska Airlines.Outbound indirect flight with Spirit Airlines, departing from Chicago O'Hare International on Mon, Sep 23, arriving in Honolulu International.Inbound indirect flight with Alaska Airlines, departing from Honolulu International on Tue, Oct 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $369, select.

Kailua-Kona.$417 per passenger.Departing Sat, Oct 26, returning Wed, Nov 6.Round-trip flight with Alaska Airlines.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Sat, Oct 26, arriving in Kona.Inbound indirect flight with Alaska Airlines, departing from Kona on Wed, Nov 6, arriving in Chicago O'Hare International.Price includes taxes and charges.From $417, select.

Hana.$658 per passenger.Departing Thu, Jul 11, returning Sun, Jul 14.Round-trip flight with Alaska Airlines and Southern Airways Express.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Thu, Jul 11, arriving in Hana.Inbound indirect flight with Southern Airways Express, departing from Hana on Sun, Jul 14, arriving in Chicago O'Hare International.Price includes taxes and charges.From $658, select.

Lanai City.$809 per passenger.Departing Tue, Jun 25, returning Mon, Jul 1.Round-trip flight with Alaska Airlines and Southern Airways Express.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Tue, Jun 25, arriving in Lanai City.Inbound indirect flight with Southern Airways Express, departing from Lanai City on Mon, Jul 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $809, select.

Kamuela.$815 per passenger.Departing Tue, Jun 25, returning Mon, Jul 1.Round-trip flight with Alaska Airlines and Southern Airways Express.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Tue, Jun 25, arriving in Kamuela.Inbound indirect flight with Southern Airways Express, departing from Kamuela on Mon, Jul 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $815, select.

Kapalua.$1,115 per passenger.Departing Sat, Jun 8, returning Sat, Jun 15.Round-trip flight with Alaska Airlines and Southern Airways Express.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Sat, Jun 8, arriving in Kapalua.Inbound indirect flight with Southern Airways Express, departing from Kapalua on Sat, Jun 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,115, select.

Hilo.$1,324 per passenger.Departing Tue, Jun 25, returning Mon, Jul 1.Round-trip flight with Alaska Airlines and Hawaiian Airlines.Outbound indirect flight with Alaska Airlines, departing from Chicago O'Hare International on Tue, Jun 25, arriving in Hilo.Inbound indirect flight with Hawaiian Airlines, departing from Hilo on Mon, Jul 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,324, select.

Flying from Chicago to Hawaii

Arm yourself with these facts on the fly.

Cheapest flight found	$342, Kahului
Cheapest month to fly	August
Average flight time	9 hrs, 12 mins
Cheapest airport to fly from	Chicago O'Hare International
Most popular airline	United

How to find cheap flights from Chicago to Hawaii

We've compared the best online travel agents and flight providers on the Internet to find the cheapest plane tickets from Chicago to Hawaii. Other savvy travelers recently found round-trip flights from $342 and one-way tickets from $188. Ready to join them? Here are a few tips to help you do it the smart way.

Fly from Chicago O'Hare International into Kahului

At the moment, the lowest-priced flight tickets to Hawaii are from Chicago O'Hare International Airport to Maui Kahului Airport.

Fly in October

We crunched the flight calendar and found the cheapest time to fly from Chicago to Hawaii is currently October.

Fly on a Wednesday

From our data, we can see that Wednesday seems to be the cheapest time to fly from Chicago to Hawaii.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago to anywhere you choose in Hawaii.

Watch as flight prices go up and down

With Price Alerts, we'll let you know when flight prices from Chicago to Hawaii go up or down so you can book when the time is just right.

Relax – these are fee-free plane tickets

With us, there are no added fees – the Chicago to Hawaii flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

: We looked at all of the upcoming round-trip flights from Chicago to Hawaii we could find over the next 12 months. It looks like $342 is the best price. This is good, compared to the average Hawaii ticket price of $777.
: The cheapest month to fly from Chicago to Hilo Airport is usually June. The cheapest month to fly from Chicago to Maui Kahului Airport is usually August. The cheapest month to fly from Chicago to Kapalua Airport is usually June. And the cheapest month to fly from Chicago to Kona Airport is usually October.
: After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Hawaii on Monday, August 26, 2024.
: Chicago O'Hare International Airport offers direct flights to Hawaii.
: If you're flying from Chicago, the cheapest city in Hawaii to fly into is Kahului. The cheapest airport serving Kahului at the moment is Maui Kahului.
: The average flight time between Chicago and Hawaii is 9 hours and 11 minutes.