Cheap flights from Wisconsin to Chicago from $59

The month of December is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Wisconsin averaging around $239.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $435. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Wisconsin because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $539.

Flying to Chicago O'Hare Intl Airport from Wisconsin in the morning is the least expensive time of day to depart. momondo users have found prices as low as $440 when looking at flights departing in the morning. Try not to purchase tickets in the evening because they tend to be around $771. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Milwaukee-Mitchell to Chicago O'Hare Intl for the best Wisconsin - Chicago O'Hare Intl flight prices

There are 4 cabin classes available to choose from on Wisconsin to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Wisconsin to Chicago O'Hare Intl Airport.

The number of flights available between Wisconsin and Chicago O'Hare Intl Airport is 197 per day as of September 2026. The most frequent departure time is 6:00AM, with 43% of daily flights leaving in the afternoon.

As of September 2026, 1,380 flights take off from Wisconsin and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Thu, with 19% of weekly flights taking off on this day.