Chicago is served by two major airports: O'Hare International Airport (ORD), a global mega-hub, and Midway International Airport (MDW), a major base for low-cost carrier Southwest Airlines. This dual-airport system provides one of the most extensive and competitive flight networks in the world, with arrivals from every continent, catering to all budgets.
O'Hare (ORD) offers an immense international arrival network with direct flights from Europe, Asia, Africa, South America, and across North America. Midway (MDW) focuses on domestic and some international leisure arrivals, with a dense network of point-to-point flights from across the U.S., Mexico, and the Caribbean. Top domestic origins into both include coasts and major cities like New York, Los Angeles, and Atlanta.
O'Hare is a primary hub for United Airlines and American Airlines, and a major destination for dozens of international carriers. Midway is dominated by Southwest Airlines. Both airports are also served by Delta Air Lines, JetBlue, Frontier, and Spirit, creating fierce competition on many inbound routes.
To secure the cheapest flights to Chicago, always compare arrival fares for both ORD and MDW. For international travel, book into O'Hare 3-6 months in advance. For domestic leisure travel, book into Midway on Southwest 1-3 months ahead. Use flight comparison tools with a "Chicago (All Airports)" search. Flying on weekdays (Tuesday-Thursday) is cheaper. Chicago is a prime market for flash sales and error fares. For the best deals on specific routes to Chicago, set price alerts for both airports. Midway is often cheaper for domestic point-to-point arrivals, while O'Hare offers more options for complex itineraries.