When the City in a Garden calls you away from Music City, Southwest Airlines® has you covered. Southwest® flies nonstop from Nashville International Airport to Chicago Midway International Airport. The Athens of the South will be easy to wave goodbye to when you discover how low fares on flights are to Chicago (Midway). Your booking experience will be as straightforward as our pricing. Have flexible travel dates for your trip? Check out our Low Fare Calendar and discover our lowest available fares within your selected dates. Find even more deals with Southwest Vacations® on trip add-ons like hotels, rental cars, and more.
Book your next flight from Nashville to Chicago (Midway) today!
Nashville, TN to Chicago (Midway), IL
departing on 11/7
one-way starting at*$89
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 30 travel days available.
|Departing from||Nashville International Airport (BNA)|
|Arriving at||Chicago Midway International Airport (MDW)|
|Average flight time||1 hour 35 minutes|
|6‡||Nonstop flights per day Monday through Friday|
|5‡||Nonstop flights on Saturday|
|7‡||Nonstop flights on Sunday|
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2023 and 10/31/2023. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 10/1/2023 and 10/31/2023.
All aboard the Orange Line—next stop, an urban adventure! When you arrive at Midway, you’ll be a 30-minute ‘L’ train ride from downtown Chicago (or as locals call it, the Loop). Shop the world famous Magnificent Mile, explore Millennium Park, visit the museum campus—there’s plenty to do downtown in the City by the Lake. Take in the breathtaking views of the iconic skyline, and consider going out on a limb to see it in even better detail. The Willis Tower (or Sears Tower, to diehard Chicagoans) features a series of enclosed ledges onto which brave souls can step, more than a thousand feet above the city streets below. Thrill seekers and lovers of great photo ops for social media, step right up!
Chicagoans are passionate about food, from street fare to Michelin-starred plates. There’s something for every palate in the City of the Big Shoulders, but there’s a good chance that visitors will have their hearts set on Chicago-style pizza. Contrary to what late-night talk show hosts and viral videos would have you believe, though, deep dish isn’t the only game in town; it isn’t even what natives would call truly Chicago style. For that, find yourself a thin-crust pie, cut tavern style. Hungry for more? Try a Chicago-style hotdog, “dragged through the garden”: mustard, relish, sport peppers, pickle, onions, tomatoes, and celery salt. Don’t even think about asking for ketchup—many hotdog joints have been known to kick folks out for daring to do so!
Scoring a great deal on a flight to Chicago (Midway) means you can focus on planning—and enjoying—the rest of your trip. What will you explore on your visit?
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Chicago Midway International Airport is a quick 30-minute 'L' ride from downtown Chicago. Get going—adventure awaits.
At Southwest, we know it takes more than great deals on Chicago (Midway) airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from Nashville to Chicago (Midway) the best it can be. Learn more about the Southwest® travel experience before you book your flight from Nashville International Airport to Chicago Midway International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Chicago (Midway), know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
6Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.