Find out what a flight from Madison to Chicago Midway might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Madison and Chicago.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Are there multiple airports in Madison and Chicago?

If your departure or arrival city has more than one airport, it's worth comparing all of them for timing and pricing.

• Airports in Madison: Only Madison - Dane County operates in this city.
• Airports in Chicago: 3 airports are available in Chicago - Midway, O'Hare, Rockford.

If you're traveling with a group or bulky luggage, look into parking or transport options. Alternative airports may offer faster transfers or better rates.

Plan your perfect flight from Madison to Chicago Midway

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers like Delta, United, American, and more.

Other popular destinations

Planning a trip to United States? Other frequent searches include: Atlanta, Los Angeles, Miami, New York City, Orlando.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.