There are most likely no direct flights on the Chicago — Honolulu route
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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.
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There are most likely no direct flights on the Chicago — Honolulu route
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The cost of a one-way flight from Chicago to Honolulu ranges from $255 (October 2026) to $303 (September 2026). On average, the ticket price is about $272–$562.
Flight prices from Chicago to Honolulu barely change from month to month. You can comfortably choose any convenient dates — there won't be a significant overpayment.
There is a slight difference: it's a bit cheaper in October 2026–November 2026 (averaging $257) and slightly more in September 2026–October 2026 ($279). But overall, the difference is small.
On this route, you don't need to target specific months — prices are stable. The difference between the cheapest and most expensive period is only 8%. Book whenever it's convenient.
Monthly price variation is just 8%. Ticket costs on this route are among the most predictable.
Chicago — Honolulu
10/31/2026
Departure
Direct flight
UA638
starting at $449
Chicago — Honolulu
11/01/2026
Departure
Direct flight
UA219
starting at $380
Chicago — Honolulu
02/12/2027
Departure
Direct flight
UA638
starting at $761
Chicago — Honolulu
09/29/2026
Departure
Direct flight
UA219
starting at $924
Chicago — Honolulu
11/15/2026
Departure
Direct flight
AA75
starting at $276
starting at $240
starting at $276
starting at $299
starting at $363
More than 4 airlines operate flights from Chicago to Honolulu, including United Airlines, American Airlines, Alaska Airlines, and Southwest Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $240, 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 $240
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: October, November, September.
The fastest flights from Chicago to Honolulu start from 13 hours 20 minutes in the air.
The following airlines operate direct flights on the route Chicago — Honolulu: United Airlines, American Airlines
The cheapest one-way flight from Chicago to Honolulu departs on 10/31/2026, is operated by United Airlines and costs $240
The cheapest roundtrip flight from Chicago to Honolulu departs on 11/08/2026, is operated by Southwest Airlines and costs $230
Fastest flight from Chicago to Honolulu takes 13h 20m
There are direct flights on this route 4 days a week: Su, Tu, Fr, and Sa
The distance between Chicago and Honolulu is 6837km (4239 miles). There are 8 direct flights from Chicago to Honolulu. The time difference between Chicago and Honolulu is 4h. Flights from Chicago begin at 9:25 AM. The latest flight from Chicago departs at 9:30 AM
We couldn't find any special offers for flights from Chicago to Honolulu
