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$69+ 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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to Miami are usually found in October or February, booked 89 days in advance, depart on a Monday or Wednesday 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 August 20, 2025.

Round-trip from

$125
(CheapOair)

One-way from

$69
(Southwest)

Popular in

June

Cheapest in

October

Average price

$307

Good round-trip deal

$160 or less

Good one-way deal

$108 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. 19% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 20, 2025.

This CheapOair deal was found by Cheapflights users on 8/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/98:25 amMDW - MIA
1 stop10h 29mFrontier
Mon 10/139:26 pmMIA - MDW
Nonstop3h 20mFrontier
Deal found 8/20$125
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:18 pmMDW - MIA
Nonstop3h 01mFrontier
Sat 11/17:05 pmMIA - MDW
Nonstop3h 17mFrontier
Deal found 8/19$126
This FlightHub deal was found by Cheapflights users on 8/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:26 pmMDW - MIA
1 stop12h 08mFrontier
Mon 10/279:00 amMIA - MDW
Nonstop3h 17mFrontier
Deal found 8/20$129
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 11/12:05 pmMDW - MIA
Nonstop3h 00mFrontier
Sat 11/81:58 pmMIA - MDW
1 stop5h 41mFrontier
Deal found 8/17$135
This Frontier deal was found by Cheapflights users on 8/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2010:33 amMDW - MIA
Nonstop3h 00mFrontier
Fri 10/249:00 amMIA - MDW
Nonstop3h 17mFrontier
Deal found 8/19$136
This Southwest deal was found by Cheapflights users on 8/17. 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.
Mon 11/39:00 amMDW - MIA
Nonstop3h 05mSouthwest
Fri 11/76:20 amMIA - MDW
Nonstop3h 15mSouthwest
Deal found 8/17$137
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2010:33 amMDW - MIA
Nonstop3h 00mFrontier
Mon 10/279:00 amMIA - MDW
Nonstop3h 17mFrontier
Deal found 8/18$140
This Cheapflightsfares deal was found by Cheapflights users on 8/19. 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.
Wed 10/88:05 amMDW - MIA
1 stop5h 28mFrontier
Mon 10/139:26 pmMIA - MDW
Nonstop3h 20mFrontier
Deal found 8/19$141
This Mytrip deal was found by Cheapflights users on 8/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/136:15 amMDW - MIA
1 stop9h 15mFrontier
Mon 9/155:30 amMIA - MDW
1 stop11h 30mFrontier
Deal found 8/19$142

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 August 20, 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

Fri 10/24

5:20 pm-12:50 am

1 stop6h 30m

Miami

Sat 11/1

7:05 pm-9:22 pm

Nonstop3h 17m

$127

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 11/1

2:05 pm-6:05 pm

Nonstop3h 00m

Miami

Sat 11/8

1:58 pm-6:39 pm

1 stop5h 41m

$135

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 10/20

10:33 am-2:33 pm

Nonstop3h 00m

Miami

Fri 10/24

9:00 am-11:17 am

Nonstop3h 17m

$136

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 11/3

9:00 am-1:05 pm

Nonstop3h 05m

Miami

Thu 11/6

6:20 am-8:35 am

Nonstop3h 15m

$137

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 9/22

2:10 pm-6:10 pm

Nonstop3h 00m

Miami

Fri 9/26

12:35 pm-2:45 pm

Nonstop3h 10m

$137

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 11/3

9:00 am-1:05 pm

Nonstop3h 05m

Miami

Fri 11/7

6:20 am-8:35 am

Nonstop3h 15m

$137

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 9/15

5:15 pm-12:12 am

1 stop5h 57m

Miami

Sat 9/20

5:35 pm-11:17 pm

1 stop6h 42m

$143

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 9/18

4:56 pm-12:12 am

1 stop6h 16m

Miami

Sun 9/21

9:16 pm-7:11 am

1 stop10h 55m

$145

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 9/8

5:15 pm-12:12 am

1 stop5h 57m

Miami

Sun 9/14

9:16 pm-7:11 am

1 stop10h 55m

$146

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 10/8

8:05 am-2:33 pm

1 stop5h 28m

Miami

Mon 10/13

9:25 am-5:27 pm

1 stop9h 02m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 17 results
1
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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 August 8, 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 August 20, 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 44% versus a flight at noon.

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 August 17, 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 August 20, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines 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
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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
7,982 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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.
United Airlines
7.4
Good
8,928 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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.
Spirit Airlines
6.3
Okay
8,039 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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
5.8
Fair
3,207 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

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 5 different airlines.

  • How long is the flight from Chicago Midway Airport to Miami?

    A quick flight from Chicago Midway Airport to Miami can take about 3h 05m. Frontier provides one of the quickest options available for as low as $137. Chicago Midway Airport and Miami are separated by a distance of 1183 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Frontier ($77), Spirit Airlines ($85), and United Airlines ($127) offers the cheapest pricing from Chicago Midway Airport to Miami. These flights start at 73% lower than the current average price 3 months from now.

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

    While on average a flight from Chicago Midway Airport to Miami is generally $223, our data shows the cheapest flight currently is $68. When looking at the most popular route, (Chicago Midway - Miami), you can expect to pay $106 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 Miami?

Book flights to Miami if you plan to visit one of these locations
Hollywood
Aventura
Sunny Isles Beach
Coral Gables
Marathon
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Plantation
Sunrise
Pembroke Pines
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Miami Gardens
Wilton Manors
Miramar

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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 5 airlines flying from Midway to Miami

Discover the top 5 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 August 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$77Average$218FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$85Average$187FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$127Average$277FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$192Average$422FlexibilityNo cancel feeOn-time63%
DeltaCheapest$231Average$377FlexibilityNo cancel feeOn-timeN/A

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