$56 Cheap Flights from Chicago (MDW) to Miami (MIA)

View $56 flight on Mon, Oct 20, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to Miami Intl. Airport (MIA)

Cheap Flights from Chicago to Miami (MDW-MIA)

Prices were available within the past 7 days and start at $56 for one-way flights and $108 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Mon, Oct 13 - Fri, Oct 17
MDW
Chicago
MIA
Miami
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Oct 13 from Chicago to Miami, returning Fri, Oct 17, priced at $108 just found
Frontier Airlines
Fri, Oct 24 - Mon, Oct 27
MDW
Chicago
MIA
Miami
$123 Roundtrip, just found
$123
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 24 from Chicago to Miami, returning Mon, Oct 27, priced at $123 just found
Southwest Airlines
Mon, Nov 3 - Tue, Dec 2
MDW
Chicago
MIA
Miami
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Mon, Nov 3 from Chicago to Miami, returning Tue, Dec 2, priced at $129 found 1 day ago
Southwest Airlines
Mon, Nov 10 - Sat, Nov 15
MDW
Chicago
MIA
Miami
$130 Roundtrip, found 2 days ago
$130
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Mon, Nov 10 from Chicago to Miami, returning Sat, Nov 15, priced at $130 found 2 days ago
Frontier Airlines
Tue, Dec 9 - Fri, Dec 12
MDW
Chicago
MIA
Miami
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Dec 9 from Chicago to Miami, returning Fri, Dec 12, priced at $131 found 1 day ago
Southwest Airlines
Mon, Nov 3 - Sat, Nov 8
MDW
Chicago
MIA
Miami
$135 Roundtrip, found 3 hours ago
$135
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Mon, Nov 3 from Chicago to Miami, returning Sat, Nov 8, priced at $135 found 3 hours ago
Frontier Airlines
Thu, Dec 4 - Sat, Dec 13
MDW
Chicago
MIA
Miami
$135 Roundtrip, found 3 hours ago
$135
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Thu, Dec 4 from Chicago to Miami, returning Sat, Dec 13, priced at $135 found 3 hours ago
Southwest Airlines
Tue, Dec 9 - Thu, Dec 11
MDW
Chicago
MIA
Miami
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Dec 9 from Chicago to Miami, returning Thu, Dec 11, priced at $138 found 1 day ago
Southwest Airlines
Tue, Nov 11 - Thu, Nov 13
MDW
Chicago
MIA
Miami
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Nov 11 from Chicago to Miami, returning Thu, Nov 13, priced at $139 found 1 day ago
Delta
Tue, Oct 7 - Fri, Oct 10
MDW
Chicago
MIA
Miami
$165 Roundtrip, found 1 hour ago
$165
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Oct 7 from Chicago to Miami, returning Fri, Oct 10, priced at $165 found 1 hour ago

Find the cheapest month to fly from Chicago (MDW) to Miami (MIA)

February is typically the cheapest month to fly

From $78 - $448 per traveler.

Alternative airports near Miami

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Fort Lauderdale - Hollywood Intl. FLL. Cheapest option available. Average driving time to city center is 32 minutes. Flights from $208
FLL
Fort Lauderdale - Hollywood Intl.
Cheapest
Average driving time to city center32 min
Flights from $208
0
Flights from Chicago (MDW) to Miami (MIA)
Origin airport
Midway Intl.
Destination airport
Miami Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$106
Distance
1183 mi

Chicago to Miami Flights

The cheapest times to fly from Chicago to Miami

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Miami are during the month of October. You can find some of the cheapest flights from Chicago to Miami with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Miami

Sunday is one of the best days to book for cheap flights from Chicago to Miami: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Miami

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Miami in 2025. You can also book with separate airlines for your outbound and return journeys, from $56 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Miami flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Miami airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA) cost?
Snag a cheap one-way flight from $56 or cheap return flight from $108 from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
The cheapest month to fly from MDW to MIA is October, when demand is low. Off-peak months are typically when airlines offer lower prices between these airports.
Which airlines fly direct from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
If you're departing from Midway Intl. Airport (MDW), you can get on a direct flight to Miami Intl. Airport (MIA) with Southwest Airlines.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
While prices may vary depending on your travel dates, Frontier Airlines and Southwest Airlines are popular choices for flights between Midway Intl. Airport (MDW) and Miami Intl. Airport (MIA). You can also compare carriers on Expedia and use the "Sort by" filter to find the best deal for your MDW to MIA flight.
How many flights per day from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
On average, you'll only find 1 nonstop flight taking off from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA) each day. If this doesn't work for you, think about flights with layovers. Just customize your search results on Expedia to include one stop or more to find the next best option.
What are the most popular departure times for flights from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
Flights between MDW and MIA are their busiest at 6 PM. If you're after a more relaxed experience and potentially cheaper tickets, look for a time when demand is lower.
What day of the week has the most flights from MDW to MIA?
If you depart on a Saturday, you'll get the biggest range of choices for flights from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA).
What is the earliest flight from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
Midway Intl. Airport (MDW)'s first flight to Miami Intl. Airport (MIA) departs at approximately 6:45AM UTC-6. With a total travel time of 3h 10m, you'll arrive at around 10:55AM UTC-5.
How long does it take to fly from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
Flights from MDW to MIA have an average travel time of 3 hours and 4 minutes. The total distance between these two airports is 1,200 mi.
What is the best time to fly from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
Book a flight from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Miami from Midway Intl. Airport (MDW)?
If you're catching a direct flight from Midway Intl. Airport (MDW) to Miami, you'll land at either Fort Lauderdale - Hollywood Intl. Airport (FLL) or Miami Intl. Airport (MIA).
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA) last-minute?
Last-minute bookings from MDW to MIA are generally more expensive. For the lowest prices, start looking for flights ahead of time. That being said, if you're flexible with your travel dates, you may find a cheap ticket just before your departure.
Is it cheaper to book a MDW to MIA flight and hotel package?
Compared with arranging flights and hotels separately, booking a MDW to MIA flight and hotel package with Expedia could lead to significant savings. Better yet, having it all in one place takes the hassle out of planning your trip. Just secure your flights and select from our extensive range of hotels, then tailor your trip with other add-ons like activities, tours and car rentals.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Miami Intl. Airport (MIA)?
If you booked your MDW to MIA flight in the last 24 hours, you may be able to cancel or modify it without any fees. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

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*Available to One Key members.