How often are flights from Chicago to Miami delayed?

Historically, on average around 18% of flights between Chicago and Miami have experienced a delay on any given week. The average delay length over the past 12 months has been 140 minutes.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

What is the most punctual flight time for Chicago to Miami flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

Which airline has the best punctuality record on Chicago to Miami flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 16% of their flights experiencing any sort of delay.

What airlines fly to Miami?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Miami from Chicago Midway Airport according to our data. Southwest is the first choice among our users, with 51% of people opting to fly with this airline when traveling to Miami. Keep in mind that there are 5 different airlines that fly to Miami on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago Midway to Miami?

Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Miami

How many flights depart from Chicago Midway Airport to Miami on average per week?

As of October 2025, there are 4 flights per week flying from Chicago Midway Airport to Miami. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.

When did momondo last update prices for flights from Chicago Midway Airport to Miami Airport?

Prices for flights from Chicago Midway Airport to Miami Airport are updated daily.

How many operators does momondo search for flights from Chicago Midway Airport to Miami Airport?

As of October 2025, there are 5 operators available to choose from for flights from Chicago Midway Airport to Miami Airport.

How old do you have to be to fly from Chicago Midway Airport to Miami Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Miami Airport.

What documentation or ID do you need to fly to Miami Airport?

The necessary travel and health documents for your Miami Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$37 Cheap Flights from Chicago Midway Airport to Miami in 2025/26

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago Midway Airport to Miami

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:05 pm - 6:05 pmMDW-MIA

3h 00mnonstop

7:05 pm - 9:22 pmMIA-MDW

3h 17mnonstop

$102Frontier

Find Deal

Sat, Nov 8 - Sat, Nov 15

7:47 pm - 12:46 amMDW-MIA

27h 59m1 stop

12:10 pm - 2:37 pmMIA-MDW

3h 27mnonstop

$104Frontier

Find Deal

Thu, Dec 4 - Wed, Dec 24

2:06 pm - 11:00 amMDW-MIA

19h 54m1 stop

7:05 pm - 9:22 pmMIA-MDW

3h 17mnonstop

$105Multiple Airlines

Find Deal

Wed, Nov 12 - Sat, Nov 15

2:05 pm - 6:05 pmMDW-MIA

3h 00mnonstop

10:30 am - 5:15 pmMIA-MDW

7h 45m1 stop

$107Frontier

Find Deal

Sat, Nov 8 - Mon, Nov 10

6:30 am - 10:47 amMDW-MIA

3h 17mnonstop

1:12 pm - 3:30 pmMIA-MDW

3h 18mnonstop

$108Frontier

Find Deal

Sun, Dec 14 - Tue, Dec 16

2:16 pm - 6:26 pmMDW-MIA

3h 10mnonstop

7:26 pm - 9:53 pmMIA-MDW

3h 27mnonstop

$109Frontier

Find Deal

Thu, Dec 4 - Thu, Dec 11

2:16 pm - 6:26 pmMDW-MIA

3h 10mnonstop

9:03 pm - 1:01 pmMIA-MDW

16h 58m1 stop

$111Frontier

Find Deal

Thu, Dec 4 - Mon, Dec 8

5:40 am - 5:48 pmMDW-MIA

11h 08m1 stop

7:05 pm - 9:22 pmMIA-MDW

3h 17mnonstop

$112Frontier

Find Deal

Sun, Nov 9 - Sat, Nov 15

2:16 pm - 6:26 pmMDW-MIA

3h 10mnonstop

5:30 am - 5:38 pmMIA-MDW

13h 08m1 stop

$114Frontier

Find Deal

Thu, Dec 4 - Thu, Dec 25

5:30 pm - 9:30 pmMDW-MIA

3h 00mnonstop

2:35 pm - 4:50 pmMIA-MDW

3h 15mnonstop

$157Southwest

Find Deal

Tue, Jan 6 - Tue, Jan 13

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets

Frontier

Nov 8

MDW2:05 pmChicago Midway

3h 00m

MIA6:05 pmMiami

Nov 15

MIA7:05 pmMiami

3h 17m

MDW9:22 pmChicago Midway

$102

Find similar

Frontier

Dec 4

MDW7:47 pmChicago Midway

27h 59m

1 stop

MIA12:46 amMiami

Dec 24

MIA12:10 pmMiami

3h 27m

MDW2:37 pmChicago Midway

$104

Find similar

Frontier

Nov 8

MDW2:05 pmChicago Midway

3h 00m

MIA6:05 pmMiami

Nov 10

MIA10:30 amMiami

7h 45m

1 stop

MDW5:15 pmChicago Midway

$107

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Miami that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 11/8

2:05 pm-6:05 pm

Nonstop3h 00m

Miami

Sat 11/15

7:05 pm-9:22 pm

Nonstop3h 17m

$102

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 12/4

7:47 pm-12:46 am

1 stop27h 59m

Miami

Wed 12/24

12:10 pm-2:37 pm

Nonstop3h 27m

$104

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 11/12

2:06 pm-11:00 am

1 stop19h 54m

Miami

Sat 11/15

7:05 pm-9:22 pm

Nonstop3h 17m

$105

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 11/8

2:05 pm-6:05 pm

Nonstop3h 00m

Miami

Mon 11/10

10:30 am-5:15 pm

1 stop7h 45m

$107

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 12/14

6:30 am-10:47 am

Nonstop3h 17m

Miami

Tue 12/16

1:12 pm-3:30 pm

Nonstop3h 18m

$108

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 12/4

2:16 pm-6:26 pm

Nonstop3h 10m

Miami

Thu 12/11

7:26 pm-9:53 pm

Nonstop3h 27m

$109

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 12/4

2:16 pm-6:26 pm

Nonstop3h 10m

Miami

Mon 12/8

9:03 pm-1:01 pm

1 stop16h 58m

$111

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 11/9

5:40 am-5:48 pm

1 stop11h 08m

Miami

Sat 11/15

7:05 pm-9:22 pm

Nonstop3h 17m

$112

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 12/4

2:16 pm-6:26 pm

Nonstop3h 10m

Miami

Thu 12/25

5:30 am-5:38 pm

1 stop13h 08m

$114

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Tue 1/6

5:30 pm-9:30 pm

Nonstop3h 00m

Miami

Tue 1/13

2:35 pm-4:50 pm

Nonstop3h 15m

$157

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago Midway Airport to Miami

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Miami?

The month of February is, on average, the cheapest month to fly to Miami from Chicago Midway Airport, with most prices found around $173. If you are unable to visit Miami during the month of February, then departing from Chicago Midway Airport during the month October is also very affordable. Most momondo users find prices during this month for around $189.

What is the cheapest day to depart on your flight to Miami?

The cheapest day to depart from Chicago Midway Airport to Miami is on a Thursday when prices can be found for as low as $388. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Tuesday is $420.

What is the cheapest time of day to depart on your flight to Miami?

In the evening is the cheapest time of day to fly from Chicago Midway Airport to Miami when you can find flight prices for as low as $250. Flying to Miami in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $425. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Chicago Midway to Miami flight route?

Fly from Chicago Midway to Miami for the best Chicago Midway - Miami flight prices

How far in advance should I book a flight to Miami?

You are more likely to see cheaper flights to Miami from Chicago Midway Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Miami for around $307 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Miami from Chicago Midway Airport for as low as $176 on momondo.

What cabin class options are available on Chicago Midway to Miami flights?

There is only 1 cabin class available to choose from on Chicago Midway to Miami flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago Midway Airport to Miami flight prices changed over time?

As of October 2025, prices for Chicago Midway Airport to Miami flights are approximately 80% more expensive when compared to flights at the same time last year.

When to book flights from Chicago Midway Airport to Miami

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Miami according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago Midway Airport to Miami (MDW to MIA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Miami

Best Price Found	$78
Fastest flight time	3h 00m
Direct flights	Every day
Airports in Miami	1 airport

The best one-way flight to Miami from Chicago Midway Airport in the past 72 hours is $78. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $210.

The fastest flight from Chicago Midway Airport to Miami takes 3h 00m

Direct flights go from Chicago Midway Airport to Miami every day.

There is 1 airport near Miami: Miami (MIA)

Search flight deals

How far is Chicago Midway to Miami by plane?
There are 1186.4 mi between Chicago Midway and Miami. A reasonable flight in good conditions will take 3h 00m.
When did momondo last update prices for flights from Chicago Midway Airport to Miami Airport?
Prices for flights from Chicago Midway Airport to Miami Airport are updated daily.
How many operators does momondo search for flights from Chicago Midway Airport to Miami Airport?
As of October 2025, there are 5 operators available to choose from for flights from Chicago Midway Airport to Miami Airport.
How old do you have to be to fly from Chicago Midway Airport to Miami Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Miami Airport.
What documentation or ID do you need to fly to Miami Airport?
The necessary travel and health documents for your Miami Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago Midway Airport to Miami?
Based on momondo bookings for flights between Chicago Midway Airport and Miami, the leading plane model is Boeing 737-800, making up 17.18% of the total bookings. Other popular models include Boeing 737 MAX 8 with 15.03%, Airbus A320neo with 13.96%, and Airbus A321neo with 10.12%.
What is the most popular airline from Chicago Midway Airport to Miami?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago Midway Airport to Miami is Frontier (57% of total bookings). The next most popular airlines are Southwest (34%), Spirit Airlines (4%), and Delta (3%).

Best airlines flying from Chicago Midway Airport to Miami

Compare and see reviews for airlines that fly from Chicago Midway Airport to Miami with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $77	Free Cancellation	Rating 5.8 3,137 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $95	Free Cancellation	Rating 6.3 8,099 reviews	Search Spirit Airlines flights
United Airlines	PriceFrom $127	Free Cancellation	Rating 7.4 8,982 reviews	Search United Airlines flights
Southwest	PriceFrom $187	Free Cancellation	Rating 8.0 4,241 reviews	Search Southwest flights
Delta	PriceFrom $231	Free Cancellation	Rating 7.9 7,980 reviews	Search Delta flights

Southwest Flights From Chicago Midway Airport to Miami
Across 4 Southwest flights from Chicago Midway Airport to Miami this week, the average price was $425, with the best Southwest deals starting from $187 round-trip. 4,241 users have rated Southwest on momondo, with an average score of 8.0/10.

Miami Beach

Key Largo

Hollywood

Islamorada

Marco Island

Marathon

Palm Beach

Delray Beach

Pompano Beach

Jupiter

Sunny Isles Beach

Dania Beach

Lake Worth

Deerfield Beach

Bonita Springs

Boynton Beach

Miramar

Doral

Miami Gardens

Lauderdale-by-the-Sea

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Miami?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Miami from Chicago.

Can I find flights from Chicago to Miami with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Chicago to Miami flights to just show those with flexible booking policies.

How can momondo help me find flights from Chicago to Miami?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Miami from Chicago.

I’m not ready to book a flight from Chicago to Miami right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Miami flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Miami trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sat 11/15

Sat 11/22

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Airports servicing Florida

Popular cities in the United States

Flights to New Yorkfrom $48

Flights to Los Angelesfrom $48

Flights to Chicagofrom $49

Flights to Orlandofrom $54

Flights to Las Vegasfrom $38

Flights to San Franciscofrom $48

Flights to Washington, D.C.from $50

Flights to Bostonfrom $55

Flights to Atlantafrom $45

Flights to Dallasfrom $63

Flights to Seattlefrom $71

Flights to Denverfrom $54

Fly to other destinations from Chicago Midway Airport

Flights from Chicago Midway to Asheville Regional

Flights from Chicago Midway to Philadelphia

Flights from Chicago Midway to Atlanta Hartsfield-Jackson

Flights from Chicago Midway to Newark

Flights from Chicago Midway to Houston George Bush Intcntl

Flights from Chicago Midway to Dallas/Fort Worth

Cheap flights from Chicago Midway Airport to Miami from $58

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Miami departing on 11/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago Midway Airport to Miami

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Miami that are best for you.

See travel insights to Miami from

How to get the cheapest flight ticket from Chicago Midway Airport to Miami

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Miami?

What is the cheapest day to depart on your flight to Miami?

The cheapest day to depart from Chicago Midway Airport to Miami is on a Thursday when prices can be found for as low as $388. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Tuesday is $420.

What is the cheapest time of day to depart on your flight to Miami?

What is the cheapest Chicago Midway to Miami flight route?

Fly from Chicago Midway to Miami for the best Chicago Midway - Miami flight prices

How far in advance should I book a flight to Miami?

What cabin class options are available on Chicago Midway to Miami flights?

There is only 1 cabin class available to choose from on Chicago Midway to Miami flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

How have Chicago Midway Airport to Miami flight prices changed over time?

As of October 2025, prices for Chicago Midway Airport to Miami flights are approximately 80% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago Midway to Miami?

Frontier, Southwest, and Delta are the most popular carriers operating from Chicago Midway to Miami

What airlines fly to Miami?

How often are flights from Chicago to Miami delayed?

Historically, on average around 18% of flights between Chicago and Miami have experienced a delay on any given week. The average delay length over the past 12 months has been 140 minutes.

What is the most punctual flight time for Chicago to Miami flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights at night have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Miami flights?

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 16% of their flights experiencing any sort of delay.

How many flights depart from Chicago Midway Airport to Miami on average per week?

As of October 2025, there are 4 flights per week flying from Chicago Midway Airport to Miami. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.

When to book flights from Chicago Midway Airport to Miami

Cheap Chicago Midway Airport to Miami (MDW to MIA) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Miami

Best Price Found

Fastest flight time

Direct flights

Airports in Miami

How far is Chicago Midway to Miami by plane?

When did momondo last update prices for flights from Chicago Midway Airport to Miami Airport?

How many operators does momondo search for flights from Chicago Midway Airport to Miami Airport?

How old do you have to be to fly from Chicago Midway Airport to Miami Airport?

What documentation or ID do you need to fly to Miami Airport?

What is the most popular plane model from Chicago Midway Airport to Miami?

What is the most popular airline from Chicago Midway Airport to Miami?

Best airlines flying from Chicago Midway Airport to Miami

Compare and see reviews for airlines that fly from Chicago Midway Airport to Miami with momondo

Southwest Flights From Chicago Midway Airport to Miami

Traveling to a place near Miami?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Miami?

Can I find flights from Chicago to Miami with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Miami?

I’m not ready to book a flight from Chicago to Miami right now. Can momondo alert me if prices change?

An easier way to manage your Miami trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Florida