CA $150 Cheap Flights from Chicago (MDW) to Miami (MIA)

View CA $150 flight on Tue, Aug 25, 2026Opens in a new window

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

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Cheap flights from Chicago (MDW) to Miami (MIA)

Prices were available within the past 7 days and start at CA $150 for one-way flights and CA $300 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jun 16 - Tue, Jun 23
MDW
Chicago
MIA
Miami
CA $300 Roundtrip, found 1 day ago
CA $300
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from Chicago to Miami, returning Tue, Jun 23, priced at CA $300 found 1 day ago
Delta
Wed, May 27 - Tue, Jun 2
MDW
Chicago
MIA
Miami
CA $300 Roundtrip, found 3 days ago
CA $300
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 27 from Chicago to Miami, returning Tue, Jun 2, priced at CA $300 found 3 days ago
Delta
Sat, May 30 - Tue, Jun 2
MDW
Chicago
MIA
Miami
CA $315 Roundtrip, found 3 days ago
CA $315
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 30 from Chicago to Miami, returning Tue, Jun 2, priced at CA $315 found 3 days ago
Delta
Tue, Jun 16 - Tue, Jun 23
MDW
Chicago
MIA
Miami
CA $367 Roundtrip, found 1 day ago
CA $367
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from Chicago to Miami, returning Tue, Jun 23, priced at CA $367 found 1 day ago
Delta
Tue, Jun 16 - Tue, Jun 23
MDW
Chicago
MIA
Miami
CA $379 Roundtrip, found 1 day ago
CA $379
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from Chicago to Miami, returning Tue, Jun 23, priced at CA $379 found 1 day ago
Delta
Fri, May 29 - Tue, Jun 2
MDW
Chicago
MIA
Miami
CA $381 Roundtrip, found 3 days ago
CA $381
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 29 from Chicago to Miami, returning Tue, Jun 2, priced at CA $381 found 3 days ago
Delta
Tue, Jun 16 - Tue, Jun 23
MDW
Chicago
MIA
Miami
CA $386 Roundtrip, found 1 day ago
CA $386
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from Chicago to Miami, returning Tue, Jun 23, priced at CA $386 found 1 day ago
Delta
Fri, May 15 - Tue, May 19
MDW
Chicago
MIA
Miami
CA $407 Roundtrip, found 2 days ago
CA $407
Roundtrip
found 2 days ago
Select Delta flight, departing Fri, May 15 from Chicago to Miami, returning Tue, May 19, priced at CA $407 found 2 days ago
Delta
Tue, May 19 - Sun, May 24
MDW
Chicago
MIA
Miami
CA $410 Roundtrip, found 3 days ago
CA $410
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, May 19 from Chicago to Miami, returning Sun, May 24, priced at CA $410 found 3 days ago
Delta
Sat, May 9 - Wed, May 20
MDW
Chicago
MIA
Miami
CA $420 Roundtrip, found 3 days ago
CA $420
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, May 9 from Chicago to Miami, returning Wed, May 20, priced at CA $420 found 3 days ago

Alternative airports near Miami

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

Select flight to Miami Intl. MIA. Cheapest option available. Average driving time to city centre is 12 minutes. Flights from CA $407
MIA
Miami Intl.
Cheapest
Average driving time to city centre12 min
Flights from CA $407

Frequently asked questions

Which airlines fly direct from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
Enter MDW to MIA and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
How do I find cheap flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
To find a cheap flight from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
The best airline to fly with from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) will differ from traveler to traveler. If you like to fly early, WN offers early morning flights. If price is the most important factor, F9 typically offers the lowest fares. WN offers the most daily flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
There is approximately 1 nonstop flight per day from Chicago, IL (MDW-Midway Intl.) (MDW) to Miami, FL (MIA-Miami Intl.) (MIA). For even more choice, look at flights that include layovers. You'll find around 92 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), Detroit Metropolitan Wayne County (DTW), and Nashville Intl. (BNA).
What is the earliest flight from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
The earliest flight from Chicago Midway International Airport (MDW) to Miami International Airport (MIA) typically departs at approximately 5:00 AM local time. This service is operated by Southwest Airlines and is seasonal, active in June and July. An early departure like this can help you maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
You'll find the most flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) on a Friday, with around 39 flights available. This gives you plenty of options for your travel plans. Major airlines on this route include Southwest Airlines, Delta Air Lines, and Frontier Airlines. Fridays offer notably more flight options compared to other days of the week.
What are the most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
The most popular departure times for flights from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) are in the early morning, from 6am to 9am. About 37% of passengers prefer this time window. Many major carriers, including Southwest Airlines and Frontier Airlines, offer flights during this window. This timing works well because you can get an early start to your travel day and arrive in Miami with plenty of time to enjoy your destination.
How long does it take to fly from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
A nonstop flight from MDW to MIA typically takes around 3 hours, covering approximately 1,184 miles. Connecting flights on this route usually add 4 hours 20 minutes to your travel time. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
Select the "Business class" and "First class" filters when looking for MDW to MIA flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Miami from Midway Intl. (MDW)?
If you're planning to travel to Miami from Midway Intl. (MDW), you can fly directly into Miami Intl. (MIA) Some flights may connect through major hubs like Detroit Metropolitan Wayne County (DTW), Louisville Intl. (SDF), Bradley Intl. (BDL) before reaching Miami. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) flight and hotel package?
Securing a Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.)?
If you booked your Chicago, IL (MDW-Midway Intl.) to Miami, FL (MIA-Miami Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Midway Intl.
Destination airport
Miami Intl.
Airlines serving
Delta
Roundtrip price
CA $299
Distance
1894 km
Average flight time
5 hours 10 mins

Book with confidence

Chicago to Miami Flights

The easy way to book your flights from Chicago to Miami 

With Expedia, it’s simple to find and book flights to Miami from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Miami Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Miami today, tomorrow, or this week.  

 

Save dollars with cheap flights from Midway Intl., MDW to Miami Intl., MIA 

Sort your search results by price to find great deals on your flight from Chicago to Miami—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Miami from Chicago currently is just CA $300 rising to CA $420.  

Here are more money-saving tips: 

  • Fly in June when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Miami  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Miami from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Miami with Expedia today.

Chicago to Miami Flights

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