Cheap Flights from Chicago O'Hare International Airport to Hawaii from $606 Return

Flight deals from Chicago O'Hare International Airport to Hawaii

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Hawaii? If you want to travel next month, return fares start from $716. Find the lowest prices on one-way and return tickets right here.

Lihue.$606 per passenger.Departing Tue, 25 Aug, returning Tue, 1 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 25 Aug, arriving in Lihue.Inbound indirect flight with United, departs from Lihue on Tue, 1 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $606, select.

Honolulu.$818 per passenger.Departing Tue, 1 Sep, returning Wed, 9 Sep.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Honolulu International.Inbound indirect flight with United, departs from Honolulu International on Wed, 9 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $818, select.

Kailua-Kona.$835 per passenger.Departing Mon, 17 Aug, returning Tue, 25 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Mon, 17 Aug, arriving in Kona.Inbound indirect flight with Delta, departs from Kona on Tue, 25 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $835, select.

Kahului.$835 per passenger.Departing Wed, 19 Aug, returning Wed, 26 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Wed, 19 Aug, arriving in Maui Kahului.Inbound indirect flight with Delta, departs from Maui Kahului on Wed, 26 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From $835, select.

Hilo.$1,789 per passenger.Departing Mon, 11 May, returning Mon, 18 May.Return flight with United.Outbound indirect flight with United, departs from Chicago O'Hare International on Mon, 11 May, arriving in Hilo.Inbound indirect flight with United, departs from Hilo on Mon, 18 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,789, select.

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Flying from Chicago O'Hare International Airport to Hawaii

Arm yourself with these facts on the fly.

Cheapest flight found	$606
Cheapest month to fly	August
Average flight time	9 hrs, 15 mins
Average flights per week	35
Most popular airline	American Airlines

How to find cheap flights from Chicago O'Hare International Airport to Hawaii

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago O'Hare International Airport to Hawaii. Other savvy travellers recently found return flights from $606 and one-way tickets from $357. Ready to join them? Here are a few tips to help you do it the smart way.

Fly in August

The cheapest time to fly from Chicago O'Hare International Airport to Hawaii is currently August.

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 O'Hare International Airport to anywhere you choose in Hawaii.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago O'Hare International Airport to your chosen airport in Hawaii go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

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

Frequently asked questions

Are there any direct flights from Chicago O'Hare International Airport to Hawaii?

Yes - direct flights currently operate from Chicago O'Hare International Airport to Honolulu International Airport and Maui Kahului Airport in Hawaii.

What is the average price of a flight from Chicago O'Hare International Airport to Hawaii?

We looked at all of the upcoming return flights from Chicago O'Hare International Airport to Hawaii we could find over the next 12 months. It looks like $606 is the best price. This is good, compared to the average Hawaii ticket price of $977.

What is the cheapest month to fly from Chicago O'Hare International Airport to Hawaii?

The cheapest month to fly from Chicago O'Hare International Airport to Honolulu International Airport is currently September.
The cheapest month to fly from Chicago O'Hare International Airport to Maui Kahului Airport is currently August.
The cheapest month to fly from Chicago O'Hare International Airport to Hilo Airport is currently May.
And the cheapest month to fly from Chicago O'Hare International Airport to Kona Airport is usually August.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Hawaii on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago O'Hare International Airport to Hawaii on Tuesday, 25 August 2026.

If I'm flying from Chicago O'Hare International Airport, where in Hawaii is cheapest to fly into?

If you're flying from Chicago O'Hare International, the cheapest city in Hawaii to fly into is Lihue. The cheapest airport serving Lihue at the moment is Lihue.