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Southwest® flights from Chicago (Midway) to Baltimore/Washington from $99

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Low fares from Chicago (Midway) to Baltimore/Washington

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Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 08/05/2026

One-way

Basic

From
$99
Seen: 23 hrs ago

Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 08/12/2026

One-way

Basic

From
$99
Seen: 22 hrs ago

Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 06/09/2026

One-way

Basic

From
$99
Seen: 21 hrs ago

Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 07/28/2026

One-way

Basic

From
$99
Seen: 22 hrs ago

Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 06/17/2026

One-way

Basic

From
$99
Seen: 15 hrs ago

Chicago (Midway) (MDW)to

Baltimore/Washington (BWI)
Depart: 06/23/2026

One-way

Basic

From
$99
Seen: 4 hrs ago

Flights from Chicago (MDW) to Baltimore (BWI)

The Windy City's breezes can take you all the way to Charm City with our frequent nonstop Chicago to Baltimore flights. Fly MDW to BWI on Southwest and explore one of America's great founding cities, or head out on an East Coast adventure with easy access to D.C., Philadelphia, and beyond.

Chicago to Baltimore Flight Duration, Distance, and Route Details

Here's what you can expect on a flight from Chicago to Baltimore:

  • Average flight time: Slightly under two hours
  • Miles traveled (approximate): 600
  • Time zone change: Central to Eastern (-1 hour)

Getting From BWI to Baltimore and Nearby Areas

BWI is a relatively small airport, so it's simple to get where you're going once you've picked up your bags. Here are the three main options to reach downtown Baltimore or nearby spots:

  • Light RailLink: You can hop on the Light RailLink right at the airport for a straightforward, 30-minute ride to downtown Baltimore.
  • Rideshares and taxis: You'll find and rideshare services ready to go right outside the airport. The trip to the Inner Harbor or downtown usually takes 20 to 30 minutes, depending on traffic.
  • Private cars and hotel shuttles: You can book a private car service online before you land. It's also a good idea to check if your hotel offers a complimentary shuttle.
  • Rental cars: Renting a car gives you the flexibility to see the sights at your own pace. Pro tip: Book your rental car through Southwest before you travel, then pick up your keys right at BWI after you land.

How to Find Cheap Flights from Chicago to Baltimore

Looking to snag cheap airfare from Chicago to Baltimore? Here are some handy tips to help you save:

  • Check the Low Fare Calendar: If your travel dates are open, use the Southwest Low Fare Calendar to find the dates with the most affordable flights from Chicago to BWI.
  • Book in advance: Grab your tickets as early as possible, since fares usually go up as your travel date gets closer.
  • Aim for midweek departures: Flying on Tuesdays or Wednesdays often means lower prices, especially on busy business routes like this one.
  • Sign up for price notifications: Sign up for Southwest email alerts so you'll know as soon as fares for your route drop, or when special offers are available.

What's the Best Time to Travel to Baltimore from Chicago?

For most travelers, the best times to visit Baltimore are in the spring and fall, when you'll enjoy milder temperatures for exploring the city and its famous harbor. While winter in Baltimore feels gentle compared to freezing-cold Chicago, it can still be chilly.

During the summer, Baltimore's humid Chesapeake Bay climate can make outdoor activities feel extra steamy. Summer is also the city's busiest travel season, so expect higher demand for flights and bigger crowds.

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Explore flights from Chicago (Midway) to Baltimore/Washington

cmp-daily-histogram-bars-legend-min-price-aria-label $99
cmp-daily-histogram-bars-legend-max-price-aria-label $405
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  • Range$99-$405

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Balt./Wash. International Airport
    Average flight time:
    1 hour 48 minutes
    Distance:
    611 miles

    Route Information

    156 Weekly flights
    • 5 Nonstop flights per day Monday through Friday
    • 4 Nonstop flights on Saturday
    • 5 Nonstop flights on Sunday

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Questions we hear the most

    The average flight time from Chicago (Midway) to Baltimore/Washington is 1 hour 48 minutes.
    There are 156 weekly flights from Chicago (Midway) to Baltimore/Washington on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Baltimore/Washington 5 times per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Baltimore/Washington 4 times per day on Saturdays and 5 times per day on Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Baltimore/Washington with Southwest, check out our Low Fare Calendar.
    You can rent a car at Balt./Wash. International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Baltimore/Washington—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

    Popular Flights from Chicago (Midway)