S$255 Cheap Flights from Chicago to Madison

Round-trip tickets between O’Hare Airport and Truax Field start from S$464. This price is based on fares advertised within the last 7 days on Expedia for flights departing within the next year — book now to avoid missing out. Prices and availability are subject to change. Additional terms apply.

Most flights can be cancelled online, but each airline has its own set of terms and conditions. If you do have to cancel your flight, check out our Customer Service Portal and follow the instructions.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for O’Hare Intl. Airport (ORD) to Truax Field flights, you’ll see a “no change fees” filter for you to select.

You won’t need a lengthy novel for this flight — it’s only 180 kilometres from Chicago to Madison. Find your seat, enjoy the in-flight service and you’ll be in Madison before long.

United Airlines (UA) is one of the preferred choices for travellers jetting between O’Hare Airport and Dane County Regional Airport (MSN). Select from the 182 flights it operates on this route each month. Like more options? Check out the seats available with American Airlines (AA). This carrier offers 82 flights every month between these airports.

Late planners can sometimes pick up a bargain, with some of the cheapest fares from O’Hare Intl. Airport (ORD) to Truax Field appearing a few weeks before the departure date. If you’d rather plan ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines quote prices so far in advance.