Cheap Flights from Chicago to Honolulu — $168

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.

Fly nonstop from Chicago to Honolulu for the fastest, most convenient way to reach Hawaii—less hassle, no layovers, and more time to enjoy the islands. While connections can sometimes be cheaper, a direct flight saves hours and offers a more comfortable, stress-free trip worth the upgrade.

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.

More than 6 airlines operate flights from Chicago to Honolulu, including American Airlines, United Airlines, Alaska Airlines, Frontier Airlines, Spirit Airlines, and Southwest Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $168, 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.