Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Honolulu. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Honolulu, despite the fact that sometimes flights with transfers can cost significantly less.
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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There are most likely no direct flights on the Chicago — Honolulu route
The Chicago — Honolulu route shows a classic seasonal pattern: prices rise, peak, then fall again. Knowing this, you can pick a more affordable time to fly.
Prices rise from November 2026 to December 2026 (+173%), then decline from December 2026 to January 2027 (44%). The cheapest tickets are in January 2027–March 2027 (averaging $308), while the priciest are in December 2026–January 2027 ($409).
For savings, plan your flight for January 2027–March 2027 — you could save up to 25%. Try to avoid December 2026–January 2027 when possible: prices are at their highest then.
Price spread on this route is 36.2%. Costs depend heavily on the season, so flexibility in choosing your departure month is especially valuable here.
The cost of a one-way flight from Chicago to Honolulu ranges from $192 (November 2026) to $524 (December 2026). On average, the ticket price is about $323–$333.
Chicago — Honolulu
11/16/2026
Departure
Direct flight
AA75
starting at $341
Chicago — Honolulu
11/11/2026
Departure
Direct flight
AA75
starting at $343
Chicago — Honolulu
11/10/2026
Departure
Direct flight
AA75
starting at $344
Chicago — Honolulu
11/19/2026
Departure
Direct flight
UA219
starting at $409
Chicago — Honolulu
11/14/2026
Departure
Direct flight
AA75
starting at $468
starting at $341
starting at $409
starting at $209
starting at $299
starting at $485
More than 5 airlines operate flights from Chicago to Honolulu, including American Airlines, United Airlines, Alaska Airlines, Southwest Airlines, and Frontier Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $209, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
The cheapest flight ticket from Chicago to Honolulu according to data for the last 48 hours costs $209
Often the best time to buy tickets from Chicago to Honolulu is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Honolulu can be found flying in these months: November, January, March.
The fastest flights from Chicago to Honolulu start from 9 hours 12 minutes in the air.
The following airlines operate direct flights on the route Chicago — Honolulu: American Airlines, United Airlines
The cheapest one-way flight from Chicago to Honolulu departs on 11/11/2026, is operated by Alaska Airlines and costs $209
The cheapest roundtrip flight from Chicago to Honolulu departs on 01/19/2027, is operated by Alaska Airlines and costs $507
Fastest flight from Chicago to Honolulu takes 9h 12m
There are direct flights on this route 5 days a week: Mo, Tu, We, Th, and Sa
The distance between Chicago and Honolulu is 6837km (4239 miles). There are 23 direct flights from Chicago to Honolulu. The time difference between Chicago and Honolulu is 4h. Flights from Chicago begin at 9:15 AM. The latest flight from Chicago departs at 12:42 PM