Gotoesy home

Cheap flights from Chicago to Honolulu

Fares from $302 in January 2027. Compare every month below, then book with the site you like.

Search Chicago → Honolulu flights

Cheapest Chicago to Honolulu fares by month

Lowest price per person found in recent searches. Prices change often and are checked when you book.

Chicago to Honolulu at a glance

Plan your Honolulu trip

Cheap hotels in HonoluluCheap car rental in HonoluluThings to do in HonoluluFlights from Honolulu to Chicago

Travel guides

Frequently asked questions

How much is a flight from Chicago to Honolulu?
The cheapest fare we found recently is $302 per person, departing Jan 8 on Alaska Airlines. Prices change daily, so search your dates to see today's fares.
What is the cheapest month to fly from Chicago to Honolulu?
January 2027 is currently the cheapest month, from $302. December 2026 is the most expensive, from $538.
Are there direct flights from Chicago to Honolulu?
The cheapest fares we found recently have at least one stop. Nonstop flights may still exist at a higher price; tick "Direct only" in the search to check.
Which airlines fly from Chicago to Honolulu?
The cheapest recent fares on this route were on American Airlines, Alaska Airlines, Southwest.
How long is the flight from Chicago to Honolulu?
Chicago and Honolulu are about 4,237 miles apart, so a nonstop flight takes roughly 9h 30m. Flights with a stop take longer, depending on the connection.
How do I find the cheapest flight from Chicago to Honolulu?
Search your dates on Gotoesy. We list fares from several booking sites sorted cheapest first, show nearby dates when your day has no saved fare, and send you straight to the seller to book.

More flights from Chicago

More flights to Honolulu