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$43+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Feb 8 — Feb 151
Sun 2/8
Sun 2/15
1 adult, Economy
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Find cheap flights from Midway to Miami with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago Midway to Miami are usually found in February or October, booked 32 days in advance, depart on a Wednesday or Tuesday 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 January 9, 2026.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$88
(Expedia)

One-way from

$43
(CheapOair)

Popular in

June

Cheapest in

February

Average price

$304

Good round-trip deal

$147 or less

Good one-way deal

$50 or less
Provider with most accurate pricing for Chicago Midway-Miami flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Miami flights.
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From Chicago Midway to Miami
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One-way flight from Chicago Midway to Miami
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 9, 2026.

This Expedia deal was found by Cheapflights users on 1/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/96:00 amMDW - MIA
Nonstop3h 13mFrontier
Fri 3/1311:13 amMIA - MDW
Nonstop3h 28mFrontier
Deal found 1/8$88
This CheapOair deal was found by Cheapflights users on 1/6. 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.
Sun 3/86:00 amMDW - MIA
Nonstop3h 13mFrontier
Fri 3/1311:13 amMIA - MDW
Nonstop3h 28mFrontier
Deal found 1/6$89
This Kiwi.com deal was found by Cheapflights users on 1/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:15 amMDW - MIA
Nonstop3h 13mFrontier
Wed 2/2512:10 pmMIA - MDW
1 stop7h 57mFrontier
Deal found 1/8$92
This Frontier deal was found by Cheapflights users on 1/7. 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.
Sun 1/188:19 pmMDW - MIA
Nonstop3h 09mFrontier
Tue 2/1012:20 pmMIA - MDW
1 stop7h 47mFrontier
Deal found 1/7$93
This Super.com deal was found by Cheapflights users on 1/8. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/166:00 amMDW - MIA
Nonstop3h 13mFrontier
Thu 3/1911:13 amMIA - MDW
Nonstop3h 28mFrontier
Deal found 1/8$96
This Expedia deal was found by Cheapflights users on 1/8. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:00 amMDW - MIA
Nonstop3h 13mFrontier
Fri 3/1311:13 amMIA - MDW
Nonstop3h 28mFrontier
Deal found 1/8$97
This Frontier deal was found by Cheapflights users on 1/8. 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 1/123:01 pmMDW - MIA
Nonstop3h 10mFrontier
Thu 1/154:44 pmMIA - MDW
Nonstop3h 25mFrontier
Deal found 1/8$98
This Kiwi.com deal was found by Cheapflights users on 1/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/99:45 amMDW - MIA
1 stop8h 41mFrontier
Thu 2/1211:28 amMIA - MDW
Nonstop3h 28mFrontier
Deal found 1/7$100
This Priceline deal was found by Cheapflights users on 1/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/188:19 pmMDW - MIA
Nonstop3h 09mFrontier
Mon 2/25:30 amMIA - MDW
1 stop7h 15mFrontier
Deal found 1/7$101
This CheapOair deal was found by Cheapflights users on 1/7. 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.
Mon 1/197:20 pmMDW - MIA
Nonstop3h 05mFrontier
Thu 1/225:30 amMIA - MDW
1 stop7h 15mFrontier
Deal found 1/7$102

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 January 9, 2026.
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

Mon 3/16

7:30 pm-11:30 pm

Nonstop3h 00m

Miami

Wed 3/18

6:30 am-8:45 am

Nonstop3h 15m

$145

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 3/16

7:30 pm-11:30 pm

Nonstop3h 00m

Miami

Tue 3/24

6:55 am-2:35 pm

2 stops8h 40m

$161

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 4/27

2:10 pm-11:00 pm

2 stops7h 50m

Miami

Mon 5/4

6:05 am-8:20 am

Nonstop3h 15m

$161

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 4/22

5:40 am-3:50 pm

1 stop9h 10m

Miami

Mon 4/27

7:15 pm-11:30 pm

1 stop5h 15m

$165

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 5/6

10:15 am-4:50 pm

1 stop5h 35m

Miami

Sat 5/9

7:00 am-9:15 am

Nonstop3h 15m

$207

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 2/10

2:20 pm-10:00 pm

2 stops6h 40m

Miami

Wed 2/18

6:55 am-1:10 pm

2 stops7h 15m

$214

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/26

5:30 pm-9:30 pm

Nonstop3h 00m

Miami

Sat 1/31

6:30 am-8:40 am

Nonstop3h 10m

$216

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 2/1

8:00 am-5:20 pm

1 stop8h 20m

Miami

Tue 2/3

2:35 pm-4:50 pm

Nonstop3h 15m

$227

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 2/8

5:30 pm-9:30 pm

Nonstop3h 00m

Miami

Fri 2/13

12:25 pm-8:40 pm

1 stop9h 15m

$229

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 2/9

9:40 am-1:45 pm

Nonstop3h 05m

Miami

Fri 2/13

12:25 pm-8:40 pm

1 stop9h 15m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

Showing 1-10 of 21 results
1
2
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Compare providers for flights from Midway to Miami

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Miami in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
OvagoPrice Accuracy2 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Miami flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago Midway Airport-Miami flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Miami flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Miami flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Miami flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 January 2, 2026.

The best time to book flights from Chicago Midway Airport to Miami is 14 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Miami (average of $45). Flying from Chicago Midway Airport to Miami in May is currently the most expensive (average of $165). 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 January 9, 2026.

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 at noon, which can drop the price by up to 34% versus a flight in the afternoon.

The best insider tips for Chicago Midway Airport to Miami flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
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

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 January 9, 2026.
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
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
7.9
Good
8,031 reviews
Southwest
8.0
Very good
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
9,141 reviews
Southwest
8.0
Very good
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
8,288 reviews
Southwest
8.0
Very good
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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
5.7
Fair
3,060 reviews
Southwest
8.0
Very good
4,250 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

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 is 1 flight from Chicago Midway to Miami per day from 6 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. Southwest provides one of the quickest options available for as low as $145. Chicago Midway Airport and Miami are separated by a distance of 1183 mi. Generally, flights for this route are nonstop.

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

    According to our current data, Frontier ($58), Spirit Airlines ($95), and United Airlines ($119) offers the cheapest pricing from Chicago Midway Airport to Miami. These flights start at 80% lower than the current average price 3 months from now.

  • What are the most reliable airlines from Chicago Midway Airport to Miami?

    Consider Southwest (72%), Frontier (59%) or Volaris (50%) when booking your flight. These represent the most reliable airlines when flying from Chicago Midway Airport to Miami.

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

    While on average a flight from Chicago Midway Airport to Miami is generally $205, our data shows the cheapest flight currently is $29. When looking at the most popular route, (Chicago Midway - Miami), you can expect to pay $88 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Miami (average of $45). Flying from Chicago Midway Airport to Miami in May is currently the most expensive (average of $165). 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
Sunny Isles Beach
Aventura
Hollywood
Coral Gables
Marathon
Doral
Plantation
Sunrise
Miami Springs
Riviera Beach
Palm Beach
Boynton Beach
Hialeah
Deerfield Beach
Miami Lakes
Miami Gardens
Dania Beach
Tamarac
Miramar
Hallandale 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 January 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$186FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$105Average$146FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$127Average$395FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$188Average$395FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$203Average$357FlexibilityNo cancel feeOn-time71%
DeltaCheapest$231Average$357FlexibilityNo cancel feeOn-timeN/A

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