Southwest® flights from Baltimore/Washington to Chicago (O'Hare) from $99

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Low fares from Baltimore/Washington to Chicago (O'Hare)

$

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 05/13/2026

One-way

Basic

From
$89
Seen: 22 hrs ago

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 06/09/2026

One-way

Basic

From
$89
Seen: 19 hrs ago

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 05/26/2026

One-way

Basic

From
$89
Seen: 15 hrs ago

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 06/10/2026

One-way

Basic

From
$89
Seen: 20 hrs ago

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 05/06/2026

One-way

Basic

From
$89
Seen: 23 hrs ago

Baltimore/Washington (BWI)to

Chicago (Midway) (MDW)
Depart: 04/29/2026

One-way

Basic

From
$89
Seen: 23 hrs ago

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Explore flights from Baltimore/Washington to Chicago (O'Hare)

Apr 2026
From$89*
Seen: 23 hrs ago
One Way/Basic
May 2026
From$89*
Seen: 21 hrs ago
One Way/Basic
Jun 2026
From$89*
Seen: 14 hrs ago
One Way/Basic
$89
$405
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    • Range$89-$405

    *Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Additional fees and charges for optional products and services may apply. Modifying this information may result in a different fare. To find the most updated fare, please visit Southwest.com. Fares listed are Basic, which are subject to additional terms and conditions.

    Flight Details

    Departing from:
    Balt./Wash. International Airport
    Arriving at:
    O'Hare International Airport
    Average flight time:
    2 hours 15 minutes
    Distance:
    622 miles

    Route Information

    68† Weekly flights
    • 1‡ Nonstop flight per day Monday through Friday
    • 1‡ Nonstop flight on Saturday
    • 1‡ Nonstop flight 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.

    Explore Chicago (O'Hare)

    When you leave behind the Capitol Region for a visit to Chicago, you’ll find you’ve landed somewhere with plenty of political heft of its own. The Windy City didn’t get its nickname from the blustery lake-effect weather alone; local braggarts and boastful politicians have also been credited with being the origin of the moniker. Whether it’s wind or a lot of hot air, Chicago has plenty worth boasting about.

    Another nickname, the Second City, has stuck around long after the population size of Los Angeles outpaced the Chicagoland area, but that hasn’t left a chip on the City of the Big Shoulders. Chicago is home to world-class restaurants, vibrant and eclectic neighborhoods, beloved cultural institutions, and a crosstown baseball rivalry that’s been known to pit brother against brother. Take a ride on the Red Line of the ‘L’ and explore each ballpark or simply to see large swathes of the North and South Sides.

    Questions we hear the most

    The average flight time from Baltimore/Washington to Chicago (O'Hare) is 2 hours 15 minutes.
    There are 68 weekly flights from Baltimore/Washington to Chicago (O'Hare) on Southwest Airlines.
    Yes, Southwest flies nonstop from Baltimore/Washington to Chicago (O'Hare) once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Baltimore/Washington to Chicago (O'Hare) once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Baltimore/Washington to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
    You can rent a car at O'Hare International Airport book yours with your flight.
    Yes! Flights from Baltimore/Washington to Chicago (O'Hare)—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.

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