There are most likely no direct flights on the Chicago — Honolulu route
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.
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There are most likely no direct flights on the Chicago — Honolulu route
Chicago — Honolulu
09/04/2026
Departure
Direct flight
UA219
starting at $610
Chicago — Honolulu
03/24/2027
Departure
Direct flight
UA638
starting at $1,016
Chicago — Honolulu
09/18/2026
Departure
Direct flight
UA219
starting at $582
Chicago — Honolulu
08/20/2026
Departure
Direct flight
UA219
starting at $721
Chicago — Honolulu
08/30/2026
Departure
Direct flight
UA219
starting at $685
Chicago — Honolulu
10/13/2026
Departure
Direct flight
UA219
starting at $632
Chicago — Honolulu
10/24/2026
Departure
Direct flight
UA219
starting at $592
Chicago — Honolulu
11/15/2026
Departure
Direct flight
UA0219
starting at $423
starting at $245
starting at $267
starting at $306
starting at $306
More than 4 airlines operate flights from Chicago to Honolulu, including United Airlines, Southwest Airlines, Alaska Airlines, and American Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $245, 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 one-way flight from Chicago to Honolulu departs on 11/15/2026, is operated by United Airlines and costs $245
The cheapest roundtrip flight from Chicago to Honolulu departs on 10/31/2026, is operated by Southwest Airlines and costs $268
Fastest flight from Chicago to Honolulu takes 11h 20m
There are direct flights on this route 6 days a week: Su, Tu, We, Th, 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
O’Hare International Airport (ORD) is Chicago’s main international hub and a major transfer point for legacy carriers and global airlines, so it typically offers the widest choice of long‑haul and domestic flights. Located about 17 miles northwest of downtown, travel time by the Blue Line train is usually around 40–50 minutes with fares in the low single digits, while taxis or rideshares can take 30–60 minutes depending on traffic and may cost substantially more. O’Hare can be busy and spread out, which often means longer connection walks and security queues but broad route options and extensive passenger facilities. Midway Airport (MDW) functions more as a domestic and low‑cost carrier focus airport, commonly serving budget and point‑to‑point flights rather than extensive international services. It sits roughly 10 miles southwest of the Loop; the Orange Line train typically reaches downtown in about 25–35 minutes for a modest fare, and surface transfers by taxi or rideshare are usually quicker but can vary with congestion. Midway is generally more compact than O’Hare, which can make it more convenient for quick turnarounds and shorter walks, though it may have fewer long‑haul choices and some capacity constraints at peak times.
We couldn't find any special offers for flights from Chicago to Honolulu
The cheapest flight ticket from Chicago to Honolulu according to data for the last 48 hours costs $245
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: August, September, December.
The fastest flights from Chicago to Honolulu start from 11 hours 20 minutes in the air.
The following airlines operate direct flights on the route Chicago — Honolulu: United Airlines
The cost of a one-way flight from Chicago to Honolulu ranges from $222 (August 2026) to $338 (June 2027). On average, the ticket price is about $292–$625.
Flight prices from Chicago to Honolulu are steadily rising: from August 2026 to June 2027, ticket costs increased by 52%. The sooner you book, the better the deal.
The most significant price increase was from August 2026 to June 2027 — up 52%. The best time to fly is August 2026–September 2026, when the average price is $248. In January 2027–June 2027, tickets cost around $337.
Given the rising prices, it's best not to delay your purchase. Flying in August 2026–September 2026 can save you up to 26% compared to the most expensive months.
Price variation across months on this route is 14.7%. Your choice of departure month significantly affects the total flight cost.
Daniel K. Inouye International Airport (HNL) is Honolulu’s main international gateway and typically serves as the island’s premium hub for both long-haul and inter-island flights. Major carriers and several low-cost airlines operate here, so fares can range from budget-friendly to premium depending on route and season. Located about 6 miles (10 km) southeast of downtown Honolulu, travel time is usually 15–30 minutes by car; taxis and rideshares commonly cost in the mid-range, while TheBus public buses can take around 40–60 minutes for a lower fare. Pros: convenient connections, wide service options, and airport amenities; cons: occasional congestion and longer lines during peak periods.
