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$57+ 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 10/10. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MDW
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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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 September 19, 2025.

Round-trip from

$109
(Kiwi.com)

One-way from

$57
(Trip.com)

Popular in

June

Cheapest in

January

Average price

$284

Good round-trip deal

$128 or less

Good one-way deal

$194 or less
From Miami to Chicago Midway
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One-way flight from Miami to Chicago Midway
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Highest demand for flights based on searches. 18% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Miami to Chicago Midway.
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Price to beat on a one-way flight from Miami to Chicago Midway.
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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 September 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/207:20 amMIA - MDW
Nonstop3h 13mFrontier
Sat 11/12:05 pmMDW - MIA
Nonstop3h 00mFrontier
Deal found 9/18$109
This eDestinos deal was found by Cheapflights users on 9/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/249:00 amMIA - MDW
Nonstop3h 17mFrontier
Mon 10/2712:17 pmMDW - MIA
Nonstop3h 01mFrontier
Deal found 9/17$110
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:05 pmMIA - MDW
Nonstop3h 17mMultiple Airlines
Tue 11/116:26 pmMDW - MIA
1 stop13h 44mMultiple Airlines
Deal found 9/18$120
This eDestinos deal was found by Cheapflights users on 9/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/177:20 amMIA - MDW
Nonstop3h 13mFrontier
Mon 10/2010:33 amMDW - MIA
Nonstop3h 00mFrontier
Deal found 9/17$121
This Gotogate deal was found by Cheapflights users on 9/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/166:00 amMIA - MDW
1 stop19h 36mFrontier
Mon 10/2010:33 amMDW - MIA
Nonstop3h 00mFrontier
Deal found 9/17$123
This Kissandfly.com deal was found by Cheapflights users on 9/18. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1110:00 amMIA - MDW
1 stop13h 47mFrontier
Mon 10/134:24 pmMDW - MIA
Nonstop3h 02mFrontier
Deal found 9/18$124
This Frontier deal was found by Cheapflights users on 9/18. 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.
Thu 10/166:57 pmMIA - MDW
1 stop5h 49mFrontier
Sat 11/12:05 pmMDW - MIA
Nonstop3h 00mFrontier
Deal found 9/18$125
This Priceline deal was found by Cheapflights users on 9/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/279:00 amMIA - MDW
Nonstop3h 17mFrontier
Mon 10/275:20 pmMDW - MIA
1 stop6h 30mFrontier
Deal found 9/17$126

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 September 19, 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

Mon 10/6

6:00 am-3:53 pm

1 stop10h 53m

Chicago Midway

Wed 10/8

8:05 am-6:45 pm

1 stop9h 40m

$144

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/10

8:00 am-3:12 pm

1 stop8h 12m

Chicago Midway

Tue 10/14

8:05 am-2:32 pm

1 stop5h 27m

$152

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 11/8

7:05 pm-9:22 pm

Nonstop3h 17m

Chicago Midway

Mon 11/10

6:30 am-2:30 pm

1 stop7h 00m

$153

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 10/29

12:20 pm-6:25 pm

1 stop7h 05m

Chicago Midway

Mon 11/3

9:35 am-4:30 pm

1 stop5h 55m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 11/1

6:00 am-9:45 am

1 stop4h 45m

Chicago Midway

Sat 11/1

4:23 pm-12:29 am

1 stop7h 06m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 10/28

8:30 am-12:28 pm

1 stop4h 58m

Chicago Midway

Sat 11/1

4:23 pm-12:29 am

1 stop7h 06m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 10/15

6:15 pm-10:14 pm

1 stop4h 59m

Chicago Midway

Mon 11/3

9:35 am-4:30 pm

1 stop5h 55m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 10/29

4:35 pm-10:14 pm

1 stop6h 39m

Chicago Midway

Sat 11/1

4:23 pm-12:29 am

1 stop7h 06m

$217

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 10/30

5:15 pm-11:55 pm

2 stops7h 40m

Chicago Midway

Mon 11/3

6:20 am-12:25 pm

1 stop5h 05m

$222

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 10/22

6:55 am-12:05 pm

2 stops6h 10m

Chicago Midway

Tue 10/28

12:35 pm-9:55 pm

2 stops8h 20m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 23 results
1
2
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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
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
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

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 September 19, 2025.

It’s optimal to fly from Miami to Chicago Midway Airport at noon. By choosing this option you can save up to 25% 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 September 14, 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.

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 September 19, 2025.
Get a feel of what it's like to fly with Southwest and Frontier from Miami to Chicago Midway Airport by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
5.8
Fair
3,171 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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.

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

    Airlines like Frontier and Delta fly from Miami to Chicago Midway Airport in about 7h 05m. The time it takes to get you to your destination can typically vary by up to 3h 48m. There are 1183 mi between Miami and Chicago Midway Airport. This flight may include one or multiple stops.

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

    Currently priced at $88, 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. Check Cheapflights for deals on Southwest for as low as $189. You may be able to fly from Miami to Chicago Midway Airport for 64% less than the average price by searching for these airlines.

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

    While on average a flight from Miami to Chicago Midway Airport is generally $220, our data shows the cheapest flight currently is $57. When looking at the most popular route, (Miami - Chicago Midway), you can expect to pay $100 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Miami to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$188FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$189Average$337FlexibilityNo cancel feeOn-time63%

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