Flights from Chicago to Hawaii

Flight deals from Chicago to Hawaii

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

Flying from Chicago to Hawaii

Arm yourself with these facts on the fly.
Cheapest flight found$594, Kahului
Cheapest month to flyOctober
Average flight time9 hrs, 12 mins
Cheapest airport to fly fromChicago O'Hare International
Most popular airlineUnited

Frequently asked questions

We looked at all of the upcoming return flights from Chicago to Hawaii we could find over the next 12 months. It looks like $594 is the best price. This is good, compared to the average Hawaii ticket price of $1,348.
The cheapest month to fly from Chicago to Hilo Airport is usually July. The cheapest month to fly from Chicago to Kona Airport is usually August. The cheapest month to fly from Chicago to Honolulu International Airport is usually October. And the cheapest month to fly from Chicago to Maui Kahului 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 Tuesday, 29 October 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.
Most popular flights