HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Midway

$71+ Cheap flights from Miami (MIA) to Midway (MDW)

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 8/8. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MDW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Miami to Midway 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 Miami to Chicago Midway are usually found in August or July, booked 65 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Miami to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Miami (MIA) to Midway (MDW). 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 June 12, 2025.

Round-trip from

$160
(Cheapflightsfares)

One-way from

$71
(Kiwi.com)

Popular in

May

Cheapest in

August

Average price

$180

Good round-trip deal

$177 or less

Good one-way deal

$128 or less
From Miami to Chicago Midway
Search Deals
One-way flight from Miami to Chicago Midway
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals
Price to beat on a round-trip flight from Miami to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Miami to Chicago Midway.
Search Deals

Find flight deals from Miami to Midway

Cheapest flights from Miami to Midway
Explore the most affordable flight options available from Miami to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 6/10. 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.
Thu 10/96:53 pmMIA - MDW
Nonstop3h 15mFrontier
Mon 10/1310:03 pmMDW - MIA
Nonstop3h 00mFrontier
Deal found 6/10$160
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sat 7/125:45 amMIA - MDW
Nonstop3h 05mSouthwest
Sun 7/138:45 pmMDW - MIA
Nonstop3h 05mSouthwest
Deal found 6/10$177
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/128:11 amMIA - MDW
1 stop5h 18mDelta
Tue 7/156:00 amMDW - MIA
1 stop6h 07mDelta
Deal found 6/10$217

Cheapflights Fare Finder

Customize your flight search to find flights from Miami to Midway 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 June 12, 2025.
Use the filters below to find and compare flights from Miami to Chicago Midway Airport that are best for you.

Fly from

Miami

Fly to

Midway

Route

Depart

Return

Price

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 10/9

6:53 pm-9:08 pm

Nonstop3h 15m

Chicago Midway

Mon 10/13

10:03 pm-2:03 am

Nonstop3h 00m

$160

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 7/12

5:45 am-7:50 am

Nonstop3h 05m

Chicago Midway

Sun 7/13

8:45 pm-12:50 am

Nonstop3h 05m

$177

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 7/12

8:11 am-12:29 pm

1 stop5h 18m

Chicago Midway

Tue 7/15

6:00 am-1:07 pm

1 stop6h 07m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 8/8

6:42 pm-11:17 pm

1 stop5h 35m

$71

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 8/14

12:35 pm-2:45 pm

Nonstop3h 10m

$79

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 7/12

5:30 am-9:45 am

1 stop5h 15m

$109

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 10/23

7:58 pm-4:34 pm

3 stops21h 36m

$206

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

The best insider tips for Miami to Chicago Midway Airport 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 Miami to Chicago Midway Airport trip
Airlines
Frontier

Frontier's UpFront Plus offers a guaranteed empty middle seat for extra comfort.


Consider early check-in to secure your place onboard due to frequent overbooking.

Read more about Frontierby Marisa Garcia
Southwest

Enjoy free snacks and non-alcoholic drinks, plus a free drink on special occasions.


Two free checked bags included, even oversized like skis or golf clubs.

Read more about Southwestby Marisa Garcia
Airports
MIA

For a quick check-in at MIA, avoid crowded areas by finding faster security lanes through the check-in area.

Read more about MIAby Ramsey Qubein
MDW

Use the Orange Line train for a quick, affordable trip from MDW to downtown Chicago in under 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
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 Miami to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Miami 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 Miami to Chicago Midway Airport

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

Use this chart to determine the optimal time to book a round-trip flight from Miami to Midway. Price data was last updated on June 9, 2025.

The price you pay for your flight from Miami to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, April is the cheapest month in which you can book a flight from Miami to Chicago Midway Airport (average of $160). Flying from Miami to Chicago Midway Airport in November is currently the most expensive (average of $249). 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 MIA to MDW?

Find hourly flight availability from Miami to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

It’s optimal to fly from Miami to Chicago Midway Airport in the evening. By choosing this option you can save up to 32% on the cost of your flight, compared to a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Miami to Midway. Price data was last updated on June 8, 2025.

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

Rainfall in Midway by month

Plan your trip to Midway by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

Temperature in Midway by month

Plan your trip to Midway by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated June 12, 2025.
To help decide which airline to fly from Miami to Chicago, see what other customers have to say about Southwest, Delta and Frontier. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Food

7.1

Boarding

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Related info for your journey

Find useful and relevant information for your journey from Miami to Midway. 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 from for flights from Miami to Chicago Midway?

    For a flight from Miami to Chicago Midway, you will be flying from Miami. Miami (MIA) is just 6.1 mi from the center of the city. Miami is the only Miami airport and it handles 0 outbound flights to Chicago Midway per day. 2 airlines have flights to Chicago Midway from Miami on a regular basis.

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

    Currently priced at $160, Frontier will fly you from Miami to Chicago Midway Airport and back. In addition to Frontier, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Southwest and Delta - these airlines can fly you to your destination from $177 and $217, respectively. You may be able to fly from Miami to Chicago Midway Airport for 18% less than the average price by searching for these airlines.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $71. Southwest flights start at $79 while deals on Delta start at $109 one-way.

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

    While on average a flight from Miami to Chicago Midway Airport is generally $221, our data shows the cheapest flight currently is $88. When looking at the most popular route, (Miami - Chicago Midway), you can expect to pay $177 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Miami to Midway 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 Miami to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Miami to Chicago Midway Airport (average of $160). Flying from Miami to Chicago Midway Airport in November is currently the most expensive (average of $249). 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
Merrillville
Lansing
Benton Harbor
Porter
Hammond
Valparaiso
Chesterton

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 Miami to Midway

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

Top 2 airlines flying from Miami to Midway

Discover the top 2 airlines that operate flights from Miami to Midway. 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$152FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$197Average$320FlexibilityNo cancel feeOn-time63%

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.
Site
©2025 Cheapflights