Cheap Flights from Chicago to Honolulu — $291

The cost of a one-way flight from Chicago to Honolulu ranges from $291 (August 2026) to $810 (April 2026). On average, the ticket price is about $409–$460.

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.

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.

Flights from Chicago to Honolulu are operated by several airlines — United Airlines, Frontier Airlines, and Alaska Airlines. This allows passengers to flexibly choose flights based on departure time, cost, and additional services. The minimum ticket price starts at $291, making this destination accessible to travelers with different budgets. We help compare all available options in real time, so you can book tickets at the best value for money. The service ensures transparent search and lets you book affordable flights in just a few clicks.