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Cheap flights from Chicago Midway Airport to Miami from $69

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 9/21. 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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0 bags

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Find the cheapest flights from Chicago Midway Airport to Miami

Cheap round-trip flights

Frontier Logo
12:28 pm - 4:29 pmMDW-MIA
3h 01mnonstop
Frontier Logo
6:00 am - 9:31 amMIA-MDW
28h 31m1 stop
$131Frontier
Find Deal
vie., oct. 10 - dom., oct. 12
Frontier Logo
2:05 pm - 6:05 pmMDW-MIA
3h 00mnonstop
Frontier Logo
1:58 pm - 6:39 pmMIA-MDW
5h 41m1 stop
$135Frontier
Find Deal
sáb., nov. 1 - sáb., nov. 8
Frontier Logo
12:18 pm - 4:19 pmMDW-MIA
3h 01mnonstop
Frontier Logo
9:00 am - 11:17 amMIA-MDW
3h 17mnonstop
$136Frontier
Find Deal
vie., oct. 24 - lun., oct. 27
Southwest Logo
9:00 am - 1:05 pmMDW-MIA
3h 05mnonstop
Southwest Logo
6:20 am - 8:35 amMIA-MDW
3h 15mnonstop
$137Southwest
Find Deal
lun., nov. 3 - vie., nov. 7
Frontier Logo
1:37 pm - 12:34 amMDW-MIA
9h 57m1 stop
Frontier Logo
7:05 pm - 9:22 pmMIA-MDW
3h 17mnonstop
$138Frontier
Find Deal
lun., nov. 3 - sáb., nov. 8
Frontier Logo
6:20 am - 5:25 pmMDW-MIA
10h 05m1 stop
Frontier Logo
7:05 pm - 9:22 pmMIA-MDW
3h 17mnonstop
$139Frontier
Find Deal
sáb., nov. 1 - sáb., nov. 8
Frontier Logo
5:40 am - 5:48 pmMDW-MIA
11h 08m1 stop
Frontier Logo
7:05 pm - 9:22 pmMIA-MDW
3h 17mnonstop
$140Frontier
Find Deal
dom., nov. 9 - sáb., nov. 15
Frontier Logo
12:13 pm - 8:47 pmMDW-MIA
7h 34m1 stop
Frontier Logo
7:05 pm - 9:22 pmMIA-MDW
3h 17mnonstop
$141Frontier
Find Deal
vie., oct. 24 - sáb., nov. 1
Frontier Logo
6:15 am - 4:30 pmMDW-MIA
9h 15m1 stop
Frontier Logo
6:59 pm - 11:20 pmMIA-MDW
5h 21m1 stop
$143Frontier
Find Deal
sáb., sep. 6 - lun., sep. 8
Southwest Logo
8:05 am - 12:10 pmMDW-MIA
3h 05mnonstop
Southwest Logo
7:30 am - 9:35 amMIA-MDW
3h 05mnonstop
$147Southwest
Find Deal
dom., sep. 14 - dom., sep. 21

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets
Frontier
Oct 10
MDW12:28 pmChicago Midway
3h 01m
MIA4:29 pmMiami
Oct 12
MIA6:00 amMiami
28h 31m
1 stop
MDW9:31 amChicago Midway
$131
Find similar
Frontier
Nov 1
MDW2:05 pmChicago Midway
3h 00m
MIA6:05 pmMiami
Nov 8
MIA1:58 pmMiami
5h 41m
1 stop
MDW6:39 pmChicago Midway
$135
Find similar
Frontier
Oct 24
MDW12:18 pmChicago Midway
3h 01m
MIA4:19 pmMiami
Oct 27
MIA9:00 amMiami
3h 17m
MDW11:17 amChicago Midway
$136
Find similar

Southwest flights from Chicago Midway Airport to Miami

Our best Southwest deals on Chicago Midway Airport to Miami flight tickets
Southwest
Nov 3
MDW9:00 amChicago Midway
3h 05m
MIA1:05 pmMiami
Nov 7
MIA6:20 amMiami
3h 15m
MDW8:35 amChicago Midway
$137
Find similar
Southwest
Sep 14
MDW8:05 amChicago Midway
3h 05m
MIA12:10 pmMiami
Sep 21
MIA7:30 amMiami
3h 05m
MDW9:35 amChicago Midway
$147
Find similar
Southwest
Sep 6
MDW3:55 pmChicago Midway
4h 45m
1 stop
MIA9:40 pmMiami
Sep 8
MIA12:35 pmMiami
3h 10m
MDW2:45 pmChicago Midway
$167
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport to Miami that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated agosto 19, 2025.
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

vie. 10/10

12:28 pm-4:29 pm

Nonstop3h 01m

Miami

dom. 10/12

6:00 am-9:31 am

1 stop28h 31m

$131

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

sáb. 11/1

2:05 pm-6:05 pm

Nonstop3h 00m

Miami

sáb. 11/8

1:58 pm-6:39 pm

1 stop5h 41m

$135

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

vie. 10/24

12:18 pm-4:19 pm

Nonstop3h 01m

Miami

lun. 10/27

9:00 am-11:17 am

Nonstop3h 17m

$136

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

lun. 11/3

9:00 am-1:05 pm

Nonstop3h 05m

Miami

vie. 11/7

6:20 am-8:35 am

Nonstop3h 15m

$137

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

lun. 11/3

1:37 pm-12:34 am

1 stop9h 57m

Miami

sáb. 11/8

7:05 pm-9:22 pm

Nonstop3h 17m

$138

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

sáb. 11/1

6:20 am-5:25 pm

1 stop10h 05m

Miami

sáb. 11/8

7:05 pm-9:22 pm

Nonstop3h 17m

$139

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

dom. 11/9

5:40 am-5:48 pm

1 stop11h 08m

Miami

sáb. 11/15

7:05 pm-9:22 pm

Nonstop3h 17m

$140

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

vie. 10/24

12:13 pm-8:47 pm

1 stop7h 34m

Miami

sáb. 11/1

7:05 pm-9:22 pm

Nonstop3h 17m

$141

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

sáb. 9/6

6:15 am-4:30 pm

1 stop9h 15m

Miami

lun. 9/8

6:59 pm-11:20 pm

1 stop5h 21m

$143

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

dom. 9/14

8:05 am-12:10 pm

Nonstop3h 05m

Miami

dom. 9/21

7:30 am-9:35 am

Nonstop3h 05m

$147

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 October 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 October, then departing from Chicago Midway Airport during the month February is also very affordable. Most momondo users find prices during this month for around $174.

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 $394. Be sure to avoid booking your departure on a Wednesday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Wednesday is $423.

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 $227. 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 $435. 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 $291 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 $173 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 August 2025, prices for Chicago Midway Airport to Miami flights are approximately 159% 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

$69

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 $69. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $131.
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?

  • 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
5.8
3,211 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $85Free CancellationRating
6.3
8,037 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $127Free CancellationRating
7.4
8,922 reviews
Search United Airlines flights
SouthwestPriceFrom $192Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $231Free CancellationRating
7.9
7,981 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 $422, with the best Southwest deals starting from $192 round-trip. 4,246 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
Hollywood
Islamorada
Marco Island
Palm Beach
Marathon
Delray Beach
Pompano Beach
Jupiter
Sunny Isles Beach
Dania Beach
Lake Worth
Deerfield Beach
Boynton Beach
Bonita Springs
Stuart
Miramar
Doral
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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