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Cheap flights from Chicago Midway Airport to Miami from $42

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 10/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago Midway Airport to Miami

Cheap round-trip flights

Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
Frontier Logo
12:47 pm - 3:04 pmMIA-MDW
3h 17mnonstop
$111Frontier
Find Deal
dom., oct. 26 - sáb., nov. 1
Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
Frontier Logo
6:53 pm - 9:08 pmMIA-MDW
3h 15mnonstop
$114Frontier
Find Deal
dom., oct. 12 - dom., oct. 19
Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
Frontier Logo
6:53 pm - 9:08 pmMIA-MDW
3h 15mnonstop
$116Frontier
Find Deal
jue., oct. 16 - lun., oct. 20
Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
Frontier Logo
6:53 pm - 9:08 pmMIA-MDW
3h 15mnonstop
$117Frontier
Find Deal
jue., oct. 23 - lun., oct. 27
Southwest Logo
8:05 am - 12:10 pmMDW-MIA
3h 05mnonstop
Southwest Logo
4:05 pm - 6:15 pmMIA-MDW
3h 10mnonstop
$121Southwest
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dom., ago. 24 - sáb., ago. 30
Southwest Logo
5:30 am - 4:00 pmMDW-MIA
9h 30m1 stop
Southwest Logo
6:20 am - 8:35 amMIA-MDW
3h 15mnonstop
$125Southwest
Find Deal
mar., nov. 11 - jue., nov. 13
Southwest Logo
6:25 am - 2:05 pmMDW-MIA
6h 40m1 stop
Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
$126Southwest
Find Deal
mar., sep. 2 - lun., sep. 8
Southwest Logo
2:45 pm - 6:45 pmMDW-MIA
3h 00mnonstop
Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
$127Southwest
Find Deal
dom., sep. 14 - vie., sep. 19
Southwest Logo
11:25 am - 9:50 pmMDW-MIA
9h 25m2 stops
Southwest Logo
6:20 am - 8:35 amMIA-MDW
3h 15mnonstop
$130Southwest
Find Deal
mar., nov. 11 - jue., nov. 13
Southwest Logo
2:45 pm - 6:45 pmMDW-MIA
3h 00mnonstop
Southwest Logo
7:30 am - 9:35 amMIA-MDW
3h 05mnonstop
$131Southwest
Find Deal
dom., ago. 17 - dom., ago. 24

Southwest flights from Chicago Midway Airport to Miami

Our best Southwest deals on Chicago Midway Airport to Miami flight tickets
Southwest
Aug 24
MDW8:05 amChicago Midway
3h 05m
MIA12:10 pmMiami
Aug 30
MIA4:05 pmMiami
3h 10m
MDW6:15 pmChicago Midway
$121
Find similar
Southwest
Nov 11
MDW5:30 amChicago Midway
9h 30m
1 stop
MIA4:00 pmMiami
Nov 13
MIA6:20 amMiami
3h 15m
MDW8:35 amChicago Midway
$125
Find similar
Southwest
Sep 2
MDW6:25 amChicago Midway
6h 40m
1 stop
MIA2:05 pmMiami
Sep 8
MIA12:35 pmMiami
3h 10m
MDW2:45 pmChicago Midway
$126
Find similar

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets
Frontier
Oct 26
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami
Nov 1
MIA12:47 pmMiami
3h 17m
MDW3:04 pmChicago Midway
$111
Find similar
Frontier
Oct 12
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami
Oct 19
MIA6:53 pmMiami
3h 15m
MDW9:08 pmChicago Midway
$114
Find similar
Frontier
Oct 16
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami
Oct 20
MIA6:53 pmMiami
3h 15m
MDW9:08 pmChicago Midway
$116
Find similar

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?

The month of February is, on average, the cheapest month to fly to Miami from Chicago Midway Airport, with most prices found around $175. 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 $178.

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 $389. Be sure to avoid booking your departure on a Saturday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Saturday is $416.

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 $219. 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 $438. 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 $263 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 $164 on momondo.

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

There are 1 cabin classes 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 July 2025, prices for Chicago Midway Airport to Miami flights are approximately 20% cheaper 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

$42

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 $42. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $111.
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)
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  • 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $77Free CancellationRating
5.9
3,271 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $85Free CancellationRating
6.3
8,055 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $129Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
SouthwestPriceFrom $192Free CancellationRating
8.0
4,249 reviews
Search Southwest flights
DeltaPriceFrom $231Free CancellationRating
8.0
7,951 reviews
Search Delta flights
American AirlinesPriceFrom $270Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • Southwest Flights From Chicago Midway Airport to Miami

    Across 5 Southwest flights from Chicago Midway Airport to Miami this week, the average price was $425, with the best Southwest deals starting from $192 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Miami?

Book flights to Miami if you plan to visit one of these locations
Miami Beach
Key Largo
Islamorada
Hollywood
Marco Island
Palm Beach
Marathon
Delray Beach
Pompano Beach
Jupiter
Sunny Isles Beach
Dania Beach
Boynton Beach
Lake Worth
Deerfield Beach
Bonita Springs
Doral
Stuart
Miramar
Miami Gardens

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.

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