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Flights from Chicago (MDW) to Miami (MIA)
Get ready to wing away from the Windy City to sunny Miami. Find low fares on flights from Chicago Midway International Airport to Miami International Airport and start planning for fun in the sun. If you have flexible travel dates, remember to explore the Low Fare Calendar to see the lowest available fares inside your travel window. Make the most of your reservation with package deals on flights, hotels, rental cars, and more from Southwest Vacations®.
See what makes Miami the Magic City—book your next flight with Southwest today.
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Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our Coronavirus Travel Information page for information about potential restrictions on air travel.
Flight details
Average flight time: 3 hours 10 minutes
Departing from: Chicago Midway International Airport (MDW)
†Based on DOT published scheduled average flights Monday-Friday between 1/29/2021 and 3/31/2021, as of 2/4/2021.
Explore Miami.
Miami is on the scene when you deplane at Miami International Airport. Don’t get us wrong—Chi-town’s got it going on, but Magic City has an energy you can’t get anywhere else. A trip to Miami is about more than fun in the sun—hop on a bus or train, call a rideshare, or rent a car and start exploring. Whether you’re planning a group trip to say, “thank you for being a friend,” a romantic getaway for two, or a whole-family outing, there’s something for every visitor in this eclectic oceanside city.
Dive right into learning about Miami and greater Florida with a visit to HistoryMiami, the largest history museum in the state. Here, you’ll find a permanent exhibit that traces 12,000 years of the area’s history, making it a jam-packed way to spend an afternoon of your visit. After you’ve had your fill of historical context, take a bite of something else that makes Miami unique: Floribbean cuisine. An organic fusion of Caribbean, Hispanic, and Asian cuisines brought to the region by large immigrant communities, Floribbean cuisine relies on fresh seafood and assertive spices. Hungry for something else? Seek out a Cuban sandwich, which some believe originated in town rather than elsewhere in South Florida.
While you may feel familiar with the city, thanks to its frequent portrayal in TV shows, movies, and songs, it’s no surprise that Miami is among the top stateside destinations for tourists. The eclectic tropical vibes just can’t transcend song or screen. Whether you yearn to see the moon over Miami while enjoying electric nightlife or prefer to worship the sun from a beach blanket, there’s plenty to do when you visit. See what you’ll conjure up during your trip to Magic City.
Travel tips
Infancy policy
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.
Pet policy
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.
Unaccompanied minor
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.
Bags fly free®1
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
The Southwest® travel experience
It’s easy to say goodbye to the City of the Big Shoulders and hello to the Sunshine State when you book with Southwest. We work to make every step of your flight, from booking to boarding, as simple as possible so you can focus on enjoying your final destination. Learn more about what you can expect from the Southwest® Experience before you book your next flight from Chicago Midway International Airport to Miami International Airport.
Book your next flight to Miami with confidence—no hidden fees, reliably low fares, and bags fly free. That’s Transfarency.® Want to stay in the know about our latest flight and vacation package deals? Enroll in our Click 'N Save® emails. For more information on tours, activities, and more hidden gems, Check out getaways with Southwest® and earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
Questions we hear the most
The average flight time from Chicago (Midway) to Miami is 3 hours 10 minutes.
There are 12 flights daily from Chicago (Midway) to Miami on Southwest Airlines.
Southwest flies nonstop from Chicago (Midway) to Miami once daily.
To find the cheapest day and time to fly Chicago (Midway) to Miami with Southwest, check out our Low Fare Calendar.
