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$68+ Cheap flights from Midway (MDW) to Miami (MIA)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Miami are usually found in February or October, booked 89 days in advance, depart on a Wednesday or Monday and return on a Friday

Cheap flight deals from Midway to Miami

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Miami (MIA). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 11, 2025.

Round-trip from

$131
(Southwest)

One-way from

$68
(Southwest)

Popular in

June

Cheapest in

February

Average price

$194

Good round-trip deal

$197 or less

Good one-way deal

$138 or less
From Chicago Midway to Miami
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One-way flight from Chicago Midway to Miami
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Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Miami.
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Price to beat on a one-way flight from Chicago Midway to Miami.
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Find flight deals from Midway to Miami

Cheapest flights from Midway to Miami
Explore the most affordable flight options available from Midway to Miami. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/172:45 pmMDW - MIA
Nonstop3h 00mSouthwest
Sun 8/247:30 amMIA - MDW
Nonstop3h 05mSouthwest
Deal found 7/9$131
This Cheapflightsfares deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/83:59 pmMDW - MIA
Nonstop3h 02mFrontier
Sat 11/1512:47 pmMIA - MDW
Nonstop3h 17mFrontier
Deal found 7/9$144

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Miami that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Miami that are best for you.

Fly from

Midway

Fly to

Miami

Route

Depart

Return

Price

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 8/17

2:45 pm-6:45 pm

Nonstop3h 00m

Miami

Sun 8/24

7:30 am-9:35 am

Nonstop3h 05m

$131

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 8/20

8:00 am-2:53 pm

1 stop5h 53m

Miami

Thu 8/28

7:50 am-5:05 pm

1 stop10h 15m

$159

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 10/7

8:40 am-2:30 pm

1 stop4h 50m

$68

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 7/30

2:48 pm-10:34 pm

1 stop6h 46m

$81

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 8/9

10:31 am-6:18 pm

1 stop6h 47m

$109

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 7/24

6:20 am-3:56 pm

1 stop8h 36m

$116

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

The best insider tips for Chicago Midway Airport to Miami flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Miami trip
Airports
MDW

Use the Orange Line train for a quick, 30-minute ride from downtown Chicago to MDW, avoiding traffic and saving money.

Read more about MDWby Ramsey Qubein
MIA

Take the MIA Mover to the Miami Intermodal Center for rental cars and public transport to downtown or Brickell.

Read more about MIAby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW and MIA

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Best time to book a flight from Midway to Miami

Have a flexible travel schedule? Discover the best time to fly to Miami from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Miami

How far ahead should I book a flight from Chicago Midway Airport to Miami?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Miami. Price data was last updated on June 27, 2025.

The best time to book flights from Chicago Midway Airport to Miami is 89 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Chicago Midway Airport to Miami?

Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Miami (average of $232). Flying from Chicago Midway Airport to Miami in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to MIA?

Find hourly flight availability from Midway to Miami. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

When flying from Chicago Midway Airport to Miami, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 32% versus a flight in the afternoon.

What is the cheapest day to fly from Chicago Midway Airport to Miami?

Use this chart to determine the cheapest time to fly round-trip from Midway to Miami. Price data was last updated on July 6, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Miami flight should consider departing on Wednesday evenings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Miami

Get insights into the airlines that provide service to Miami. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Miami. Reviews last updated July 11, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and Frontier from Chicago Midway Airport to Miami to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,951 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.9
Fair
3,271 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Midway to Miami. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Miami from Chicago Midway?

    If you book a flight to Miami from Chicago Midway, you will be flying to Miami, which is the city’s only airport. Miami (MIA) is located 6.1 mi from the center of Miami. There are 0 flights from Chicago Midway to Miami per day from 6 different airlines.

  • What are the cheapest airlines flying from Chicago Midway Airport to Miami round-trip?

    According to our current data, Southwest ($131), and Frontier ($159) offers the cheapest pricing from Chicago Midway Airport to Miami. These flights start at 50% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Miami one-way?

    For one-way options, check prices for Southwest. According to our data, you can fly for as low as $68. Users have also found prices from $81 and $145 on Frontier and Delta, respectively.

  • What are the cheapest flights from Chicago Midway Airport to Miami?

    While on average a flight from Chicago Midway Airport to Miami is generally $195, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Chicago Midway - Miami), you can expect to pay $101 for that flight.

  • Can I find deals for flights from Midway to Miami that include hotel bookings?

    Yes. In addition to deals on Midway to Miami flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Miami?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Miami.

  • Can I find deals for business class flights from Midway to Miami?

    Yes. Cheapflights offers flight deals from Midway to Miami by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Miami?

    Currently, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Miami (average of $232). Flying from Chicago Midway Airport to Miami in March is currently the most expensive (average of $289). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Hollywood
Aventura
Coral Gables
Sunny Isles Beach
Marathon
Boynton Beach
Miami Springs
Doral
Hialeah
Riviera Beach
Pembroke Pines
Plantation
Sunrise
Palm Beach
Dania Beach
Miami Gardens
Wilton Manors
Oakland Park
Miramar
Deerfield Beach

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to Miami

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Midway to Miami

Discover the top 6 airlines that operate flights from Midway to Miami. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$210FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$180FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$129Average$333FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$425FlexibilityNo cancel feeOn-time63%
DeltaCheapest$231Average$377FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$423FlexibilityNo cancel feeOn-time71%

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