HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Miami

$71+ 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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 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 September 15, 2025.

Round-trip from

$108
(Kiwi.com)

One-way from

$71
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$379

Good round-trip deal

$256 or less

Good one-way deal

$160 or less
From Chicago Midway to Miami
Search Deals
One-way flight from Chicago Midway to Miami
Search Deals
Highest demand for flights based on searches. 15% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to Miami.
Search Deals
Price to beat on a one-way flight from Chicago Midway to Miami.
Search Deals

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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/1012:28 pmMDW - MIA
Nonstop3h 01mFrontier
Mon 10/139:26 pmMIA - MDW
Nonstop3h 20mFrontier
Deal found 9/13$108
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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.
Fri 10/1710:33 amMDW - MIA
Nonstop3h 00mFrontier
Mon 10/207:20 amMIA - MDW
Nonstop3h 13mFrontier
Deal found 9/13$112
This CheapOair deal was found by Cheapflights users on 9/14. 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
Fri 10/177:20 amMIA - MDW
Nonstop3h 13mFrontier
Deal found 9/14$121
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Mon 10/134:24 pmMDW - MIA
Nonstop3h 02mFrontier
Mon 10/208:50 amMIA - MDW
1 stop13h 10mFrontier
Deal found 9/13$122
This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/82:05 pmMDW - MIA
Nonstop3h 00mFrontier
Sun 11/96:00 amMIA - MDW
1 stop30h 30mFrontier
Deal found 9/14$135
This CheapOair deal was found by Cheapflights users on 9/13. 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.
Fri 11/71:37 pmMDW - MIA
1 stop9h 57mFrontier
Sat 11/152:20 pmMIA - MDW
1 stop21h 06mFrontier
Deal found 9/13$143
This CheapOair deal was found by Cheapflights users on 9/14. 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 10/2310:30 amMDW - MIA
1 stop27h 08mFrontier
Sun 10/266:00 amMIA - MDW
1 stop19h 36mFrontier
Deal found 9/14$144
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Fri 10/1012:28 pmMDW - MIA
Nonstop3h 01mFrontier
Tue 10/147:55 pmMIA - MDW
1 stop18h 43mFrontier
Deal found 9/13$145

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 September 15, 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

Tue 11/11

9:00 am-1:05 pm

Nonstop3h 05m

Miami

Fri 11/14

6:20 am-8:35 am

Nonstop3h 15m

$157

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 10/20

8:10 am-12:10 pm

Nonstop3h 00m

Miami

Fri 11/7

6:20 am-8:35 am

Nonstop3h 15m

$157

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 12/6

1:00 pm-9:40 pm

1 stop7h 40m

Miami

Sun 12/14

6:20 am-8:35 am

Nonstop3h 15m

$213

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 10/20

8:10 am-12:10 pm

Nonstop3h 00m

Miami

Thu 10/23

11:50 am-1:55 pm

Nonstop3h 05m

$232

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 12/11

6:20 am-12:25 pm

1 stop5h 05m

Miami

Sun 12/14

6:20 am-8:35 am

Nonstop3h 15m

$233

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 9/30

12:43 pm-6:33 pm

1 stop4h 50m

Miami

Wed 10/8

6:00 am-9:40 am

1 stop4h 40m

$237

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 10/29

1:08 pm-9:27 pm

1 stop7h 19m

Miami

Wed 11/5

10:40 am-4:15 pm

1 stop6h 35m

$263

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 12/6

8:40 am-6:55 pm

2 stops9h 15m

Miami

Tue 12/9

1:05 pm-3:20 pm

Nonstop3h 15m

$271

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 9/20

11:40 am-8:35 pm

1 stop7h 55m

Miami

Sat 9/27

4:05 pm-6:15 pm

Nonstop3h 10m

$277

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 9/24

8:35 am-4:40 pm

1 stop7h 05m

Miami

Sat 9/27

4:05 pm-6:15 pm

Nonstop3h 10m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 20 results
1
2

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 September 12, 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 September 15, 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 33% 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 September 7, 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 September 15, 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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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.
United Airlines
7.4
Good
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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.
Spirit Airlines
6.3
Okay
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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
5.8
Fair
3,172 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

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 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. Southwest provides one of the quickest options available for as low as $157. 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 ($78), Spirit Airlines ($84), and United Airlines ($127) offers the cheapest pricing from Chicago Midway Airport to Miami. These flights start at 74% 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 $228, our data shows the cheapest flight currently is $48. When looking at the most popular route, (Chicago Midway - Miami), you can expect to pay $97 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
Coral Gables
Sunny Isles Beach
Marathon
Doral
Boynton Beach
Miami Springs
Hialeah
Palm Beach
Plantation
Pembroke Pines
Dania Beach
Riviera Beach
Sunrise
Miami Lakes
Miami Gardens
Palm Beach Gardens
Wilton Manors
Hallandale Beach

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Miami

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Myers flights
Midway to Orlando flights
Midway to Fort Lauderdale flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to Sarasota flights
O'Hare Intl to West Palm Beach flights
Midway to Tampa flights
O'Hare Intl to Key West flights
Midway to Fort Myers flights
O'Hare Intl to Pensacola flights
Midway to Jacksonville flights
O'Hare Intl to Panama City flights
Midway to West Palm Beach flights
Midway to Sarasota flights
Midway to Key West flights
Midway to Pensacola flights
Midway to Panama City flights
O'Hare Intl to Gainesville flights
Rockford to Orlando Sanford Intl flights
O'Hare Intl to Daytona Beach flights
O'Hare Intl to Valparaiso flights
O'Hare Intl to Tallahassee flights
O'Hare Intl to Melbourne flights
Rockford to St Petersburg flights
Midway to Gainesville flights
Midway to Daytona Beach flights
Midway to Orlando Sanford Intl flights
Midway to Melbourne flights
Midway to Tallahassee flights
Midway to Valparaiso flights
Rockford to Punta Gorda flights
Midway to Punta Gorda flights
O'Hare Intl to Punta Gorda flights
O'Hare Intl to St Petersburg flights
O'Hare Intl to Orlando Sanford Intl flights
O'Hare Intl to Valdosta flights
Midway to Valdosta flights
O'Hare Intl to Destin flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$222FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$84Average$180FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$127Average$277FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$189Average$426FlexibilityNo cancel feeOn-time63%
DeltaCheapest$231Average$357FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.