Cheap flights from Miami to Chicago from $112

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $128. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Miami during the month January is also very affordable. Most momondo users find prices during this month for around $128.

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Thursday departure recently was $175. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Miami because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $427.

Flying to Chicago Midway Airport from Miami in the evening is the least expensive time of day to depart. momondo users have found prices as low as $135 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $298. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Miami to Chicago Midway for the best Miami - Chicago Midway flight prices

There are 2 cabin classes available to choose from on Miami to Chicago Midway 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 Miami to Chicago Midway Airport.

Delta and Southwest are the most popular carriers operating from Miami to Chicago Midway

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Miami according to our data. Southwest is the first choice among our users, with 78% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

Historically, on average around 26% of flights between Miami and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 134 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 21% of their flights experiencing any sort of delay.

1 flights are operational daily from Miami to Chicago Midway Airport as of June 2026. The most popular departure time for this route is 2:00PM, with 100% of flights per day taking off in the afternoon.

7 flights are operational weekly from Miami to Chicago Midway Airport as of June 2026. The most popular departure day for this route is Tue, with 29% of flights per week taking off on this day.