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Cheap flights from Chicago Midway Airport to Miami from $39

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 1/19. 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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Find the cheapest flights from Chicago Midway Airport to Miami

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago Midway Airport to Miami that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago Midway Airport to Miami.

Cheap last minute flights

Planning a quick getaway from Chicago Midway Airport to Miami? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Miami, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago Midway Airport to Miami

Find recent round-trip train or bus tickets from Chicago Midway Airport to Miami.

All round-trip flight deals to Miami

The cheapest plane tickets to Miami found on KAYAK recently.
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$74Frontier
Find Deal
Sun, Feb 9 - Thu, Feb 13
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
11:50 am - 2:19 pmMIA-MDW
3h 29mnonstop
$76Frontier
Find Deal
Mon, Feb 3 - Fri, Feb 7
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
11:50 am - 2:19 pmMIA-MDW
3h 29mnonstop
$77Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$78Frontier
Find Deal
Thu, Feb 6 - Thu, Feb 13
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$79Frontier
Find Deal
Mon, Feb 3 - Wed, Feb 12
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$158Southwest
Find Deal
Tue, Jan 21 - Tue, Jan 28
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$198Southwest
Find Deal
Mon, Jan 13 - Wed, Jan 15
4:27 pm - 12:05 pmMDW-MIA
18h 38m2 stops
7:50 am - 6:23 pmMIA-MDW
11h 33m1 stop
Sun, Feb 9 - Wed, Feb 12
10:57 am - 5:00 pmMDW-MIA
5h 03m1 stop
8:00 am - 1:08 pmMIA-MDW
6h 08m1 stop
$216Delta
Find Deal
Tue, Jan 14 - Fri, Jan 17
10:57 am - 5:00 pmMDW-MIA
5h 03m1 stop
8:00 am - 1:08 pmMIA-MDW
6h 08m1 stop
$236Delta
Find Deal
Tue, Jan 7 - Fri, Jan 17
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
$39Frontier
Find Deal
Sun, Jan 19
7:30 am - 11:43 amMDW-MIA
3h 13mnonstop
$40Frontier
Find Deal
Thu, Jan 9
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
$45Frontier
Find Deal
Thu, Feb 13
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
$46Frontier
Find Deal
Mon, Jan 20
5:10 pm - 9:10 pmMDW-MIA
3h 00mnonstop
$79Southwest
Find Deal
Sat, Jan 25
5:24 pm - 12:47 pmMDW-MIA
18h 23m2 stops
Tue, Jan 7
2:20 pm - 8:18 pmMDW-MIA
28h 58m2 stops
Mon, Jan 6
2:08 pm - 9:42 pmMDW-MIA
6h 34m1 stop
$108Delta
Find Deal
Wed, Feb 19
5:10 pm - 9:10 pmMDW-MIA
3h 00mnonstop
$119Southwest
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Sat, Feb 8
2:08 pm - 9:42 pmMDW-MIA
6h 34m1 stop
$126Delta
Find Deal
Tue, Jan 7
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
12:38 pm - 3:08 pmMIA-MDW
3h 30mnonstop
$276Frontier
Find Deal
Sat, Dec 28 - Thu, Jan 9
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
1:35 pm - 6:37 pmMIA-MDW
6h 02m1 stop
$296Frontier
Find Deal
Sat, Dec 28 - Thu, Jan 9
2:35 pm - 12:14 amMDW-MIA
8h 39m1 stop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$312Frontier
Find Deal
Fri, Dec 27 - Wed, Jan 1
2:35 pm - 12:14 amMDW-MIA
8h 39m1 stop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$315Frontier
Find Deal
Fri, Dec 27 - Wed, Jan 1
2:35 pm - 12:14 amMDW-MIA
8h 39m1 stop
12:43 pm - 3:13 pmMIA-MDW
3h 30mnonstop
$319Frontier
Find Deal
Fri, Dec 27 - Tue, Dec 31
2:35 pm - 12:14 amMDW-MIA
8h 39m1 stop
12:38 pm - 3:08 pmMIA-MDW
3h 30mnonstop
$324Frontier
Find Deal
Fri, Dec 27 - Thu, Jan 9
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$325Frontier
Find Deal
Sat, Dec 28 - Wed, Jan 1
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
6:00 am - 8:21 amMIA-MDW
3h 21mnonstop
$331Frontier
Find Deal
Sat, Dec 28 - Wed, Jan 1
7:35 am - 11:48 amMDW-MIA
3h 13mnonstop
12:43 pm - 3:13 pmMIA-MDW
3h 30mnonstop
$333Frontier
Find Deal
Sat, Dec 28 - Tue, Dec 31
7:20 am - 7:45 pmMDW-MIA
11h 25m2 stops
2:40 pm - 9:25 pmMIA-MDW
7h 45m1 stop
$621Southwest
Find Deal
Wed, Dec 25 - Tue, Jan 7
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$74Frontier
Find Deal
Sun, Feb 9 - Thu, Feb 13
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
11:50 am - 2:19 pmMIA-MDW
3h 29mnonstop
$76Frontier
Find Deal
Mon, Feb 3 - Fri, Feb 7
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
11:50 am - 2:19 pmMIA-MDW
3h 29mnonstop
$77Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$78Frontier
Find Deal
Thu, Feb 6 - Thu, Feb 13
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$79Frontier
Find Deal
Mon, Feb 3 - Wed, Feb 12
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$80Frontier
Find Deal
Mon, Feb 3 - Wed, Feb 12
7:30 am - 11:43 amMDW-MIA
3h 13mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$87Frontier
Find Deal
Thu, Jan 9 - Thu, Jan 16
7:45 am - 11:58 amMDW-MIA
3h 13mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$96Frontier
Find Deal
Sun, Jan 12 - Thu, Jan 16
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$158Southwest
Find Deal
Tue, Jan 21 - Tue, Jan 28
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$198Southwest
Find Deal
Mon, Jan 13 - Wed, Jan 15

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets
Frontier
Feb 9
MDW7:25 amChicago Midway
3h 12m
MIA11:37 amMiami
Feb 13
MIA12:42 pmMiami
3h 31m
MDW3:13 pmChicago Midway
Frontier
Feb 3
MDW7:45 amChicago Midway
3h 12m
MIA11:57 amMiami
Feb 7
MIA11:50 amMiami
3h 29m
MDW2:19 pmChicago Midway
Frontier
Feb 2
MDW7:25 amChicago Midway
3h 12m
MIA11:37 amMiami
Feb 7
MIA11:50 amMiami
3h 29m
MDW2:19 pmChicago Midway

Southwest flights from Chicago Midway Airport to Miami

Our best Southwest deals on Chicago Midway Airport to Miami flight tickets
Southwest
Jan 21
MDW6:10 pmChicago Midway
3h 00m
MIA10:10 pmMiami
Jan 28
MIA4:40 pmMiami
3h 15m
MDW6:55 pmChicago Midway
Southwest
Jan 13
MDW6:10 pmChicago Midway
3h 00m
MIA10:10 pmMiami
Jan 15
MIA4:40 pmMiami
3h 15m
MDW6:55 pmChicago Midway
Southwest
Jan 22
MDW6:10 pmChicago Midway
3h 00m
MIA10:10 pmMiami
Jan 29
MIA3:50 pmMiami
4h 35m
1 stop
MDW7:25 pmChicago Midway

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 typical price of a round-trip flight between Chicago Midway Airport and Miami?

What is the cheapest month to fly to Miami?

The month of September is, on average, the cheapest month to fly to Miami from Chicago Midway Airport, with most prices found around $177. If you are unable to visit Miami during the month of September, then departing from Chicago Midway Airport during the month April 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 Tuesday when prices can be found for as low as $202. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Friday is $278.

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 $166. 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 afternoon because they tend to be around $273. 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?

Most flyers found that booking tickets 56 days in advance of their planned departure date is the best time to get cheap flights to Miami. During this timeframe, flight prices are around $200. Keep in mind that you might be able to find cheaper flights to Miami at any time. In fact, our users found flights for as low as $38 in the past 72 hours.

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.

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

You could potentially save up to 35% on your flight if you consider stops on a Chicago Midway Airport to Miami flight.

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

As of December 2024, prices for Chicago Midway Airport to Miami flights are approximately 100% 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

$39

Fastest flight time

2h 55m

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 $39. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $74.
The fastest flight from Chicago Midway Airport to Miami takes 2h 55m
Direct flights go from Chicago Midway Airport to Miami every day.
There is 1 airport near Miami: Miami (MIA)

  • 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 $55Free CancellationRating
6.1
3,468 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $66Free CancellationRating
6.3
8,107 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $178Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
9,009 reviews
Search United Airlines flights
SouthwestPriceFrom $225Free CancellationRating
8.1
4,765 reviews
Search Southwest flights
DeltaPriceFrom $287Free CancellationRating
8.0
8,580 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to Miami

    Across 6 Southwest flights from Chicago Midway Airport to Miami this week, the average price was $499, with the best Southwest deals starting from $225 round-trip. 4,765 users have rated Southwest on momondo, with an average score of 8.1/10.

  • Frontier Flights From Chicago Midway Airport to Miami

    Across 3,468 Frontier reviews on momondo, the average score is 6.1/10. Frontier flies from Chicago Midway Airport to Miami about 7 times each week, with ticket deals ranging from $55 to $173. Price data is based on momondo searches in the last 72 hours.


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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