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Cheap flights from Chicago Midway Airport to Miami from $37

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 2/26. 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 from Chicago Midway Airport to Miami

The cheapest plane tickets from Chicago Midway Airport to Miami found on KAYAK recently.
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$76Frontier
Find Deal
Mon, Feb 24 - Wed, Feb 26
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$77Frontier
Find Deal
Wed, Feb 26 - Wed, Mar 5
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$78Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$79Frontier
Find Deal
Mon, Mar 3 - Wed, Mar 5
4:19 pm - 8:30 pmMDW-MIA
3h 11mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$81Frontier
Find Deal
Sun, Feb 23 - Wed, Feb 26
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
7:25 am - 9:48 amMIA-MDW
3h 23mnonstop
$82Frontier
Find Deal
Mon, Feb 24 - Sat, Mar 1
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$83Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$84Frontier
Find Deal
Tue, Mar 4 - Wed, Mar 5
2:08 pm - 9:42 pmMDW-MIA
6h 34m1 stop
11:33 am - 6:11 pmMIA-MDW
7h 38m1 stop
$217Delta
Find Deal
Tue, Feb 18 - Thu, Feb 20
5:10 pm - 9:05 pmMDW-MIA
2h 55mnonstop
7:00 am - 9:10 amMIA-MDW
3h 10mnonstop
$228Southwest
Find Deal
Wed, Apr 23 - Tue, Apr 29
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
$37Frontier
Find Deal
Wed, Feb 26
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
$38Frontier
Find Deal
Wed, Feb 12
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
$39Frontier
Find Deal
Wed, Feb 19
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
$40Frontier
Find Deal
Wed, Feb 26
8:35 am - 12:40 pmMDW-MIA
3h 05mnonstop
$90Southwest
Find Deal
Wed, Mar 12
5:10 pm - 9:05 pmMDW-MIA
2h 55mnonstop
$99Southwest
Find Deal
Tue, Apr 22
2:55 pm - 9:21 pmMDW-MIA
5h 26m1 stop
$109Delta
Find Deal
Tue, Mar 25
9:33 am - 5:00 pmMDW-MIA
6h 27m1 stop
$127Delta
Find Deal
Mon, Feb 10
6:26 pm - 11:56 pmMDW-MIA
28h 30m3 stops
Sun, Mar 9
6:26 pm - 11:56 pmMDW-MIA
28h 30m3 stops
Sun, Mar 9
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$184Frontier
Find Deal
Sun, Jan 26 - Thu, Feb 6
7:45 am - 11:57 amMDW-MIA
3h 12mnonstop
7:25 am - 9:48 amMIA-MDW
3h 23mnonstop
$194Frontier
Find Deal
Mon, Jan 27 - Sat, Mar 1
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
10:30 am - 6:26 pmMIA-MDW
8h 56m1 stop
$195Frontier
Find Deal
Sun, Jan 26 - Thu, Feb 6
4:08 pm - 12:12 amMDW-MIA
7h 04m1 stop
7:25 am - 9:48 amMIA-MDW
3h 23mnonstop
$199Frontier
Find Deal
Mon, Jan 27 - Sat, Mar 1
6:28 pm - 10:22 amMDW-MIA
14h 54m2 stops
4:47 pm - 10:20 pmMIA-MDW
6h 33m1 stop
$475Delta
Find Deal
Tue, Jan 28 - Wed, Feb 5
5:07 pm - 10:22 amMDW-MIA
16h 15m2 stops
8:10 am - 11:59 amMIA-MDW
4h 49m1 stop
$510Delta
Find Deal
Tue, Jan 28 - Tue, Feb 4
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$592Southwest
Find Deal
Fri, Jan 24 - Wed, Jan 29
6:10 pm - 10:10 pmMDW-MIA
3h 00mnonstop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$597Southwest
Find Deal
Tue, Jan 28 - Fri, Jan 31
7:15 am - 3:05 pmMDW-MIA
6h 50m1 stop
4:40 pm - 6:55 pmMIA-MDW
3h 15mnonstop
$602Southwest
Find Deal
Tue, Jan 28 - Tue, Feb 4
5:07 pm - 4:33 pmMDW-MIA
22h 26m2 stops
5:40 pm - 11:59 amMIA-MDW
19h 19m2 stops
$616Delta
Find Deal
Tue, Jan 28 - Sat, Feb 1
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$76Frontier
Find Deal
Mon, Feb 24 - Wed, Feb 26
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$77Frontier
Find Deal
Wed, Feb 26 - Wed, Mar 5
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$78Frontier
Find Deal
Wed, Feb 19 - Wed, Feb 26
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$79Frontier
Find Deal
Mon, Mar 3 - Wed, Mar 5
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
3:52 pm - 6:20 pmMIA-MDW
3h 28mnonstop
$81Frontier
Find Deal
Wed, Feb 12 - Fri, Feb 14
7:25 pm - 11:33 pmMDW-MIA
3h 08mnonstop
7:25 am - 9:48 amMIA-MDW
3h 23mnonstop
$82Frontier
Find Deal
Mon, Feb 24 - Sat, Mar 1
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$83Frontier
Find Deal
Wed, Feb 19 - Tue, Feb 25
7:25 am - 11:37 amMDW-MIA
3h 12mnonstop
12:42 pm - 3:13 pmMIA-MDW
3h 31mnonstop
$84Frontier
Find Deal
Tue, Mar 4 - Wed, Mar 5
5:35 pm - 9:35 pmMDW-MIA
3h 00mnonstop
8:20 am - 10:35 amMIA-MDW
3h 15mnonstop
$179Southwest
Find Deal
Tue, Mar 18 - Wed, Mar 26
9:05 am - 1:10 pmMDW-MIA
3h 05mnonstop
7:40 am - 9:55 amMIA-MDW
3h 15mnonstop
$222Southwest
Find Deal
Mon, Mar 3 - Fri, Mar 7

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets
Frontier
Feb 24
MDW7:25 pmChicago Midway
3h 08m
MIA11:33 pmMiami
Feb 26
MIA12:42 pmMiami
3h 31m
MDW3:13 pmChicago Midway
Frontier
Feb 26
MDW7:25 amChicago Midway
3h 12m
MIA11:37 amMiami
Mar 5
MIA12:42 pmMiami
3h 31m
MDW3:13 pmChicago Midway
Frontier
Feb 19
MDW7:25 amChicago Midway
3h 12m
MIA11:37 amMiami
Feb 26
MIA12:42 pmMiami
3h 31m
MDW3:13 pmChicago Midway

Delta flights from Chicago Midway Airport to Miami

Our best Delta deals on Chicago Midway Airport to Miami flight tickets
Delta
Feb 18
MDW2:08 pmChicago Midway
6h 34m
1 stop
MIA9:42 pmMiami
Feb 20
MIA11:33 amMiami
7h 38m
1 stop
MDW6:11 pmChicago Midway
Delta
Feb 5
MDW5:05 pmChicago Midway
6h 46m
1 stop
MIA12:51 amMiami
Feb 15
MIA6:00 amMiami
5h 12m
1 stop
MDW10:12 amChicago Midway
Delta
Jan 31
MDW5:07 pmChicago Midway
6h 44m
1 stop
MIA12:51 amMiami
Feb 5
MIA6:10 pmMiami
5h 10m
1 stop
MDW10:20 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 cheapest month to fly to Miami?

The month of May is, on average, the cheapest month to fly to Miami from Chicago Midway Airport, with most prices found around $140. If you are unable to visit Miami during the month of May, then departing from Chicago Midway Airport during the month April is also very affordable. Most momondo users find prices during this month for around $146.

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 $376. 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 $407.

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 $170. 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 $444. 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 5 weeks ahead of your departure date. In general, you can expect to find flights to Miami for around $204 when searching 5 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 $131 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 January 2025, prices for Chicago Midway Airport to Miami flights are approximately 68% 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

$37

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 $37. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $76.
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 2h 55m.

  • 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
6.0
3,440 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $69Free CancellationRating
6.3
8,108 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $186Free CancellationRating
7.4
8,970 reviews
Search United Airlines flights
SouthwestPriceFrom $211Free CancellationRating
8.1
4,647 reviews
Search Southwest flights
American AirlinesPriceFrom $260Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $284Free CancellationRating
8.0
8,508 reviews
Search Delta flights
  • Southwest Flights From Chicago Midway Airport to Miami

    Across 7 Southwest flights from Chicago Midway Airport to Miami this week, the average price was $471, with the best Southwest deals starting from $211 round-trip. 4,647 users have rated Southwest on momondo, with an average score of 8.1/10.

  • Frontier Flights From Chicago Midway Airport to Miami

    Across 3,440 Frontier reviews on momondo, the average score is 6.0/10. Frontier flies from Chicago Midway Airport to Miami about 3 times each week, with ticket deals ranging from $55 to $181. Price data is based on momondo searches in the last 72 hours.


Traveling to a place near Miami?

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

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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