$79 Cheap Southwest Airlines flights Chicago (ORD) to Miami (MIA)

View $79 flight on Fri, Oct 10, 2025Opens in a new window

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$79 Cheap Southwest Airlines flights Chicago (ORD) to Miami (MIA)

Prices were available within the past 7 days and start at $79 for one-way flights and $143 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Thu, Aug 28 - Sat, Aug 30
ORD
Chicago
MIA
Miami
$143 Roundtrip, just found
$143
Roundtrip
just found
Select Southwest Airlines flight, departing Thu, Aug 28 from Chicago to Miami, returning Sat, Aug 30, priced at $143 just found
Southwest Airlines
Wed, Jul 30 - Sat, Aug 2
ORD
Chicago
MIA
Miami
$145 Roundtrip, just found
$145
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Jul 30 from Chicago to Miami, returning Sat, Aug 2, priced at $145 just found
Southwest Airlines
Wed, Aug 13 - Sat, Aug 23
ORD
Chicago
MIA
Miami
$150 Roundtrip, just found
$150
Roundtrip
just found
Select Southwest Airlines flight, departing Wed, Aug 13 from Chicago to Miami, returning Sat, Aug 23, priced at $150 just found
Southwest Airlines
Fri, Oct 10 - Tue, Oct 14
ORD
Chicago
MIA
Miami
$157 Roundtrip, just found
$157
Roundtrip
just found
Select Southwest Airlines flight, departing Fri, Oct 10 from Chicago to Miami, returning Tue, Oct 14, priced at $157 just found
Flights from Chicago (ORD) to Miami (MIA)
Origin airport
O'Hare Intl.
Destination airport
Miami Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Popular airline
Spirit Airlines
Distance
1199 mi
Average flight time
4 hours 11 mins

Frequently asked questions

How much is a Southwest Airlines flight from O'Hare Intl. Airport (ORD) to Miami Intl. Airport (MIA)?
Use the "Price (lowest to highest)" filter on Expedia to search for cheap Southwest Airlines round-trip flights from $143 from ORD to MIA. Affordable one-way options from $79 are also available.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to MIA with Southwest Airlines?
Browse for one-way or round-trip flights to Miami in September or October. You could find cheaper fares with Southwest Airlines during these off-peak times.
What is the cheapest time to book flights from O'Hare Intl. Airport (ORD) to Miami Intl. Airport (MIA) with Southwest Airlines?
For cheap Southwest Airlines fares from O'Hare Intl. Airport (ORD) to Miami Intl. Airport (MIA), start searching one to three months before your planned departure. Reserving domestic flights 34 to 86 days in advance could save you 25% compared to booking just 6 to 12 days ahead. The day you book can also influence how much you pay. Sunday is usually the most affordable, while Monday is often the most expensive for domestic flights. You can save 6% on average by booking your journey on a Sunday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Southwest Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Miami Intl. Airport (MIA)?
To see if there's a direct trip from ORD to MIA with Southwest Airlines or any other carriers, use our "Nonstop" filter when searching for tickets.
What is the earliest Southwest Airlines flight from ORD to MIA?
To find the earliest departure from ORD to MIA with Southwest Airlines, sort your results by "Morning" and "Early Morning." Choosing an early flight usually means you're less likely to experience cancellations.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Southwest Airlines fly into in Miami?
Southwest Airlines flights from O'Hare Intl. Airport (ORD) to Miami arrive at Miami Intl. Airport (MIA). This is the main gateway to this destination.
Can I change or cancel my Southwest Airlines flight from O'Hare Intl. Airport (ORD) to Miami Intl. Airport (MIA)?
Depending on the type of ticket you purchased, a fee generally applies if you cancel or reschedule your flight more than 24 hours after confirmation. To secure plane tickets with more flexibility, select our "Changes included" or "No cancel fee" filter when looking for flights. For more details on canceling or modifying your reservation, head to "Trips," select your flight and click on "Manage Booking."

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