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

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

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

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

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

4 flights are operational weekly from Miami to Chicago Midway Airport as of November 2025. The most popular departure day for this route is Mon, with 25% of flights per week taking off on this day.

What airlines fly to Chicago Midway Airport?

Southwest, Frontier and Delta are the top three most popular airlines that fly to Chicago Midway Airport from Miami according to our data. Southwest is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

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

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 19% of their flights experiencing any sort of delay.

How often are flights from Miami to Chicago delayed?

Historically, on average around 22% of flights between Miami and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 142 minutes.

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

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

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

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

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

There are 2 operators available for flights from Miami Airport to Chicago Midway Airport as of November 2025.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Miami Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The necessary travel and health documents for your Chicago Midway 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.

$57 Cheap Flights from Miami to Chicago Midway Airport in 2025/26

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5:07 pm - 10:17 pmMIA-MDW

6h 10m1 stop

2:47 pm - 7:15 pmMDW-MIA

3h 28mnonstop

$84Frontier

Find Deal

Wed, Jan 7 - Fri, Jan 9

5:30 am - 1:21 pmMIA-MDW

8h 51m1 stop

3:52 pm - 8:02 pmMDW-MIA

3h 10mnonstop

$91Frontier

Find Deal

Wed, Dec 31 - Wed, Jan 7

7:26 pm - 9:53 pmMIA-MDW

3h 27mnonstop

2:59 pm - 7:09 pmMDW-MIA

3h 10mnonstop

$95Frontier

Find Deal

Thu, Dec 4 - Sun, Dec 7

7:26 pm - 9:53 pmMIA-MDW

3h 27mnonstop

2:59 pm - 7:09 pmMDW-MIA

3h 10mnonstop

$96Frontier

Find Deal

Thu, Dec 4 - Sat, Dec 6

12:10 pm - 2:37 pmMIA-MDW

3h 27mnonstop

6:10 am - 2:34 pmMDW-MIA

7h 24m1 stop

$97Frontier

Find Deal

Wed, Dec 31 - Wed, Jan 7

7:26 pm - 9:53 pmMIA-MDW

3h 27mnonstop

12:18 pm - 5:19 amMDW-MIA

16h 01m1 stop

$98Frontier

Find Deal

Thu, Dec 4 - Mon, Dec 8

6:05 am - 1:59 pmMIA-MDW

8h 54m1 stop

2:59 pm - 7:09 pmMDW-MIA

3h 10mnonstop

$100Multiple Airlines

Find Deal

Sat, Dec 6 - Sun, Dec 7

8:00 am - 10:17 pmMIA-MDW

15h 17m1 stop

2:47 pm - 7:15 pmMDW-MIA

3h 28mnonstop

$101Multiple Airlines

Find Deal

Tue, Jan 6 - Fri, Jan 9

6:25 am - 11:08 amMIA-MDW

29h 43m1 stop

2:59 pm - 7:09 pmMDW-MIA

3h 10mnonstop

$102Frontier

Find Deal

Thu, Dec 4 - Sun, Dec 7

7:26 pm - 9:53 pmMIA-MDW

3h 27mnonstop

8:05 am - 10:59 pmMDW-MIA

13h 54m1 stop

$107Frontier

Find Deal

Thu, Dec 4 - Sun, Dec 7

Frontier flights from Miami to Chicago Midway Airport

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

Frontier

Jan 7

MIA5:07 pmMiami

6h 10m

1 stop

MDW10:17 pmChicago Midway

Jan 9

MDW2:47 pmChicago Midway

3h 28m

MIA7:15 pmMiami

$84

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Frontier

Dec 31

MIA5:30 amMiami

8h 51m

1 stop

MDW1:21 pmChicago Midway

Jan 7

MDW3:52 pmChicago Midway

3h 10m

MIA8:02 pmMiami

$91

Find similar

Frontier

Dec 4

MIA7:26 pmMiami

3h 27m

MDW9:53 pmChicago Midway

Dec 7

MDW2:59 pmChicago Midway

3h 10m

MIA7:09 pmMiami

$95

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Southwest flights from Miami to Chicago Midway Airport

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

Southwest

Jan 7

MIA2:35 pmMiami

3h 15m

MDW4:50 pmChicago Midway

Jan 11

MDW9:40 amChicago Midway

3h 05m

MIA1:45 pmMiami

$157

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Southwest

Nov 24

MIA7:25 pmMiami

5h 05m

1 stop

MDW11:30 pmChicago Midway

Nov 27

MDW8:20 amChicago Midway

3h 05m

MIA12:25 pmMiami

$287

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momondo Fare Finder

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

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Fly to

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Depart

Return

Price

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 1/7

5:07 pm-10:17 pm

1 stop6h 10m

Chicago Midway

Fri 1/9

2:47 pm-7:15 pm

Nonstop3h 28m

$84

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 12/31

5:30 am-1:21 pm

1 stop8h 51m

Chicago Midway

Wed 1/7

3:52 pm-8:02 pm

Nonstop3h 10m

$91

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 12/4

7:26 pm-9:53 pm

Nonstop3h 27m

Chicago Midway

Sun 12/7

2:59 pm-7:09 pm

Nonstop3h 10m

$95

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 12/4

7:26 pm-9:53 pm

Nonstop3h 27m

Chicago Midway

Sat 12/6

2:59 pm-7:09 pm

Nonstop3h 10m

$96

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 12/31

12:10 pm-2:37 pm

Nonstop3h 27m

Chicago Midway

Wed 1/7

6:10 am-2:34 pm

1 stop7h 24m

$97

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 12/4

7:26 pm-9:53 pm

Nonstop3h 27m

Chicago Midway

Mon 12/8

12:18 pm-5:19 am

1 stop16h 01m

$98

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 12/6

6:05 am-1:59 pm

1 stop8h 54m

Chicago Midway

Sun 12/7

2:59 pm-7:09 pm

Nonstop3h 10m

$100

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 1/6

8:00 am-10:17 pm

1 stop15h 17m

Chicago Midway

Fri 1/9

2:47 pm-7:15 pm

Nonstop3h 28m

$101

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 12/4

6:25 am-11:08 am

1 stop29h 43m

Chicago Midway

Sun 12/7

2:59 pm-7:09 pm

Nonstop3h 10m

$102

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 12/4

7:26 pm-9:53 pm

Nonstop3h 27m

Chicago Midway

Sun 12/7

8:05 am-10:59 pm

1 stop13h 54m

$107

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

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 Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $89. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Miami during the month January is also very affordable. Most momondo users find prices during this month for around $155.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Friday departure recently was $175. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Miami because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $287.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Miami in the evening is the least expensive time of day to depart. momondo users have found prices as low as $149 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $234. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Miami to Chicago Midway flight route?

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

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

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

Can stopping save me money on Miami to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Miami to Chicago Midway Airport.

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

As of November 2025, prices for Miami to Chicago Midway Airport flights are approximately 252% more expensive when compared to flights at the same time last year.

When to book flights from Miami to Chicago Midway Airport

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

Estimated round-trip price

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

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

Best Price Found	$108
Fastest flight time	3h 09m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from Miami in the past 72 hours is $108. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $79.

The fastest flight from Miami to Chicago Midway Airport takes 3h 09m

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

Search flight deals

How far is Miami to Chicago Midway by plane?
There are 1186.4 mi between Miami and Chicago Midway. A reasonable flight in good conditions will take 3h 09m.
When did momondo last update prices for flights from Miami Airport to Chicago Midway Airport?
Prices for flights from Miami Airport to Chicago Midway Airport are updated daily.
How many operators does momondo search for flights from Miami Airport to Chicago Midway Airport?
There are 2 operators available for flights from Miami Airport to Chicago Midway Airport as of November 2025.
How old do you have to be to fly from Miami Airport to Chicago Midway Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Miami Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway 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 Miami to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Miami to Chicago Midway Airport is Airbus A321neo (15.46% of total bookings). The next most popular plane models are Boeing 737-800 (14.83%), Boeing 737 MAX 8 (12.93%), and Airbus A320neo (12.62%).
What is the most popular airline from Miami to Chicago Midway Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Miami to Chicago Midway Airport is Frontier (65% of total bookings). The next most popular airline is Southwest (35%).

Best airlines flying from Miami to Chicago Midway Airport

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $88	Free Cancellation	Rating 5.8 3,103 reviews		Search Frontier flights
Southwest	PriceFrom $177	Free Cancellation	Rating 8.0 4,245 reviews		Search Southwest flights

Southwest Flights From Miami to Chicago Midway Airport
The lowest priced Southwest flight from Miami to Chicago Midway Airport from the last 72 hours was $177. Generally, Southwest has 4 flights on this route every week with an average price of $332. Southwest is rated 8.0/10 by our users.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

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 Chicago from Miami.

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

Yes. momondo enables you to select and highlight flights to Chicago from Miami with this policy.

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

momondo provides multiple filters to help you find the best flight to Chicago from Miami. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Miami and alert you when they change.

An easier way to manage your Chicago Midway Airport 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.

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Cheap flights from Miami to Chicago from $66

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Miami to Chicago departing on 12/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Miami to Chicago Midway Airport

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

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

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

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 Chicago Midway Airport?

What is the cheapest day to depart on your flight to Chicago Midway Airport?

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

What is the cheapest Miami to Chicago Midway flight route?

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

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

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

Can stopping save me money on Miami to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Miami to Chicago Midway Airport.

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

As of November 2025, prices for Miami to Chicago Midway Airport flights are approximately 252% more expensive when compared to flights at the same time last year.

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

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

What airlines fly to Chicago Midway Airport?

How often are flights from Miami to Chicago delayed?

Historically, on average around 22% of flights between Miami and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 142 minutes.

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

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

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

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

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

According to our data, Southwest have had the least number of delays on this route over the last 12 months; with about 19% of their flights experiencing any sort of delay.

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

4 flights are operational weekly from Miami to Chicago Midway Airport as of November 2025. The most popular departure day for this route is Mon, with 25% of flights per week taking off on this day.

When to book flights from Miami to Chicago Midway Airport

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

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

Best Price Found

Fastest flight time

Direct flights

How far is Miami to Chicago Midway by plane?

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

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

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

What documentation or ID do you need to fly to Chicago Midway Airport?

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

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

Best airlines flying from Miami to Chicago Midway Airport

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

Southwest Flights From Miami to Chicago Midway Airport

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago Midway Airport 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 Chicago

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Popular flights according to clicks in the last 7 days on momondo