Cheap flights from Baltimore to Chicago from $81

The month of September is, on average, the cheapest month to fly to Chicago Midway Airport from Baltimore, with most prices found around $171. If you are unable to visit Chicago Midway Airport during the month of September, then departing from Baltimore during the month October is also very affordable. Most momondo users find prices during this month for around $186.

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Baltimore. The lowest ticket price found for a Saturday departure recently was $327. 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 Baltimore because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $382.

Flying to Chicago Midway Airport from Baltimore at noon is the least expensive time of day to depart. momondo users have found prices as low as $324 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $361. Of course, these prices can vary depending on the time of year and what airport you fly to.

Fly from Baltimore/Washington to Chicago Midway for the best Baltimore/Washington - Chicago Midway flight prices

You are more likely to see cheaper flights to Chicago Midway Airport from Baltimore when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $255 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Baltimore for as low as $170 on momondo.

There is only 1 cabin class available to choose from on Baltimore/Washington to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest is the most popular carrier operating from Baltimore/Washington to Chicago Midway

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Baltimore according to our data. Southwest is the first choice among our users, with 67% 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 18% of flights between Baltimore and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 121 minutes.

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

Wednesday 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 18% of their flights experiencing any sort of delay.

6 flights are operational daily from Baltimore to Chicago Midway Airport as of March 2026. The most popular departure time for this route is 5:00PM, with 48% of flights per day taking off in the afternoon.

The number of flights available between Baltimore and Chicago Midway Airport is 45 per week as of March 2026. The most frequent departure day is Mon, with 20% of weekly flights leaving on this day.