Cheap flights from Chicago to Washington, D.C. from $99

If you’re not able to fly to Baltimore in February, then November is your next best option. Flight prices from Chicago to Baltimore during November average around $30.

The cheapest day to depart from Chicago to Baltimore is on a Friday. Travelers who choose to depart for Baltimore on a Friday will often find tickets for as low as $204. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $283. These prices are subject to change though, so be sure to set up a Price Alert for flights to Baltimore.

Flying to Baltimore from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $221 when looking at flights departing at noon. Flights in the evening are often more expensive with an average ticket price of $291.

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

You are more likely to see cheaper flights to Baltimore from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Baltimore for around $237 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Baltimore from Chicago for as low as $200 on momondo.

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

You could potentially save up to 2% on your flight if you consider stops on a Chicago to Baltimore flight.

As of June 2026, prices for Chicago to Baltimore flights are approximately 83% more expensive when compared to flights at the same time last year.

Southwest and Delta are the most popular carriers operating from Chicago to Baltimore/Washington

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Baltimore from Chicago according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Baltimore. Keep in mind that there are 5 different airlines that fly to Baltimore on a routine basis, so you have a few additional options to choose from.

Historically, on average around 19% of flights between Chicago and Baltimore have experienced a delay on any given week. The average delay length over the past 12 months has been 126 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.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday 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 17% of their flights experiencing any sort of delay.

Detroit (DTW) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Flights via Detroit (DTW) offer the lowest average round-trip price of $216.

Flights connecting via Detroit (DTW) have the shortest average one-way travel time: 4h 31m.

Detroit (DTW) has the shortest average layover time for this route: 2h 08m.

As of June 2026, there are 20 flights per day flying from Chicago to Baltimore. The most common time of day flights depart is 9:00PM, with 35% of flights taking off in the evening.

The number of flights available between Chicago and Baltimore is 146 per week as of June 2026. The most frequent departure day is Wed, with 27% of weekly flights leaving on this day.