$51 Cheap Flights from Baltimore (BWI) to Chicago (MDW)

Find available prices by choosing your travel dates.

Cheap Flights from Baltimore to Chicago (BWI-MDW)

Prices were available within the past 7 days and start at $51 for one-way flights and $98 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Frontier Airlines
Southwest Airlines
Flights from Baltimore (BWI) to Chicago (MDW)
Origin airport
Baltimore Washington Intl. Thurgood Marshall
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$98
Distance
608 mi

Baltimore to Chicago Flights

The cheapest times to fly from Baltimore to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Baltimore to Chicago are during the month of June. You can find some of the cheapest flights from Baltimore to Chicago with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Baltimore to Chicago

Sunday is one of the best days to book for cheap flights from Baltimore to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Baltimore to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Baltimore to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $51 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Baltimore to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Baltimore to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How long does it take to fly from BWI Airport to Midway Intl. Airport (MDW)?
Frontier Airlines has a direct flight leaving from BWI Airport at 4:10PM and landing at Midway Airport at 5:13PM — a total flight duration of 2 hours and 3 minutes. Pick the seat that’s right for you, bring your headphones to keep you amused and the time will race by.
Is it cheaper to buy a plane ticket from BWI to Chicago Airport last minute?
Booking your flight from Baltimore Washington Intl. Thurgood Marshall Airport (BWI) to Midway Intl. Airport (MDW) last minute could save you dollars if you stumble on an epic deal. However, fares usually don’t come down in price closer to the departure date. If you hold out, flights could also be booked out or the best seats taken (don’t get stuck in the middle!). If you’d rather not hedge your bets, book well in advance of when you want to leave. In fact, some of the best deals are available on Expedia up to 12 months in advance. If your favorite carrier hasn’t released its fares yet, check back regularly as offers are constantly updated on Expedia.
What airports do you fly into for Chicago from Baltimore?
From Baltimore, you can travel to Chicago through Midway Intl. Airport (MDW), O’Hare Intl. Airport (ORD) and Lewis University Airport (LOT). Find out which terminal is right for you before making your decision. If you opt for Midway Intl. Airport (MDW), it’s around 9 mi southwest of the city center. Use the money you save when booking your ticket with Expedia to uncover the city’s top sights, such as Wrigley Field and Millennium Park.
What are the most popular departure times for flights from BWI to Midway Airport?
The most popular departure times for journeys from BWI Airport to MDW are between 4:00 PM - 5:00 PM on Frontier Airlines. Our suggestion is to jet off in the morning. The earlier you do, the better your odds of a delay-free flight with lighter air traffic around.
Can I change the date of my flight from BWI to Midway Intl. Airport (MDW)?
You can easily make changes to your Baltimore Washington Intl. Thurgood Marshall Airport (BWI) to Midway Airport flight through the Expedia Trips portal. But before doing so, review the rules and restrictions in your itinerary to see what the carrier will let you do and whether fees apply. Some carriers have a change fee per person, plus any difference in fare prices. However, if you booked in the last 24 hours, you may be able to cancel for free and arrange new flights. You can also take a look at our Customer Service portal for more handy information and to connect with our Virtual Agent.

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*Available to One Key members.