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Cheap flights from Chicago Midway Airport to Miami from $55

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 1/15. 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

Enter your travel dates to find the best prices.
Frontier Logo
8:19 pm - 12:28 am
MDW
-
MIA
3h 09mnonstop
Frontier Logo
5:30 am - 11:45 am
MIA
-
MDW
7h 15m1 stop
$104Frontier
Thu, Jan 15 - Fri, Jan 23
Frontier Logo
6:30 am - 10:47 am
MDW
-
MIA
3h 17mnonstop
Frontier Logo
1:15 pm - 3:33 pm
MIA
-
MDW
3h 18mnonstop
$107Frontier
Sun, Feb 22 - Mon, Mar 9
Frontier Logo
2:24 pm - 6:34 pm
MDW
-
MIA
3h 10mnonstop
Frontier Logo
5:07 pm - 10:17 pm
MIA
-
MDW
6h 10m1 stop
$108Frontier
Sat, Jan 3 - Wed, Jan 7
Frontier Logo
3:01 pm - 7:11 pm
MDW
-
MIA
3h 10mnonstop
Frontier Logo
11:43 am - 2:06 pm
MIA
-
MDW
3h 23mnonstop
$109Frontier
Wed, Jan 7 - Mon, Jan 12
Frontier Logo
8:15 am - 9:09 pm
MDW
-
MIA
11h 54m1 stop
Frontier Logo
11:43 am - 2:06 pm
MIA
-
MDW
3h 23mnonstop
$112Frontier
Mon, Jan 5 - Fri, Jan 9
Frontier Logo
5:01 pm - 12:47 am
MDW
-
MIA
6h 46m1 stop
Frontier Logo
5:30 am - 11:45 am
MIA
-
MDW
7h 15m1 stop
$113Frontier
Thu, Jan 29 - Sun, Feb 1
Frontier Logo
3:01 pm - 7:11 pm
MDW
-
MIA
3h 10mnonstop
Frontier Logo
11:43 am - 2:06 pm
MIA
-
MDW
3h 23mnonstop
$114Frontier
Fri, Jan 9 - Mon, Jan 12
Frontier Logo
3:01 pm - 7:11 pm
MDW
-
MIA
3h 10mnonstop
Frontier Logo
11:43 am - 2:06 pm
MIA
-
MDW
3h 23mnonstop
$116Frontier
Fri, Jan 9 - Mon, Jan 12
Multiple Airlines Logo
4:31 pm - 11:56 am
MDW
-
MIA
18h 25m2 stops
Multiple Airlines Logo
4:29 pm - 6:54 pm
MIA
-
MDW
3h 25mnonstop
$117Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Frontier Logo
8:04 pm - 12:13 am
MDW
-
MIA
3h 09mnonstop
Frontier Logo
6:40 am - 1:53 pm
MIA
-
MDW
8h 13m1 stop
$118Frontier
Fri, Jan 16 - Fri, Feb 20

Frontier flights from Chicago Midway Airport to Miami

Our best Frontier deals on Chicago Midway Airport to Miami flight tickets
Frontier
Jan 6
MDW6:52 amChicago Midway
10h 19m
1 stop
MIA6:11 pmMiami
Jan 9
MIA4:04 pmMiami
7h 17m
1 stop
MDW10:21 pmChicago Midway
$104
Find similar
Frontier
Jan 3
MDW2:24 pmChicago Midway
3h 10m
MIA6:34 pmMiami
Jan 9
MIA4:04 pmMiami
7h 17m
1 stop
MDW10:21 pmChicago Midway
$107
Find similar
Frontier
Jan 3
MDW2:24 pmChicago Midway
3h 10m
MIA6:34 pmMiami
Jan 7
MIA5:07 pmMiami
6h 10m
1 stop
MDW10:17 pmChicago Midway
$108
Find similar

Southwest flights from Chicago Midway Airport to Miami

Our best Southwest deals on Chicago Midway Airport to Miami flight tickets
Southwest
Jan 7
MDW5:30 pmChicago Midway
3h 00m
MIA9:30 pmMiami
Jan 10
MIA6:30 amMiami
3h 10m
MDW8:40 amChicago Midway
$157
Find similar
Southwest
Dec 16
MDW9:00 amChicago Midway
3h 05m
MIA1:05 pmMiami
Jan 8
MIA2:35 pmMiami
3h 15m
MDW4:50 pmChicago Midway
$266
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 December 11, 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

Thu 1/15

8:19 pm-12:28 am

Nonstop3h 09m

Miami

Fri 1/23

5:30 am-11:45 am

1 stop7h 15m

$104

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sun 2/22

6:30 am-10:47 am

Nonstop3h 17m

Miami

Mon 3/9

1:15 pm-3:33 pm

Nonstop3h 18m

$107

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Sat 1/3

2:24 pm-6:34 pm

Nonstop3h 10m

Miami

Wed 1/7

5:07 pm-10:17 pm

1 stop6h 10m

$108

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Wed 1/7

3:01 pm-7:11 pm

Nonstop3h 10m

Miami

Mon 1/12

11:43 am-2:06 pm

Nonstop3h 23m

$109

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/5

8:15 am-9:09 pm

1 stop11h 54m

Miami

Fri 1/9

11:43 am-2:06 pm

Nonstop3h 23m

$112

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Thu 1/29

5:01 pm-12:47 am

1 stop6h 46m

Miami

Sun 2/1

5:30 am-11:45 am

1 stop7h 15m

$113

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 1/9

3:01 pm-7:11 pm

Nonstop3h 10m

Miami

Mon 1/12

11:43 am-2:06 pm

Nonstop3h 23m

$114

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 1/9

3:01 pm-7:11 pm

Nonstop3h 10m

Miami

Mon 1/12

11:43 am-2:06 pm

Nonstop3h 23m

$116

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Mon 1/12

4:31 pm-11:56 am

2 stops18h 25m

Miami

Fri 1/16

4:29 pm-6:54 pm

Nonstop3h 25m

$117

ChicagoMiami

MDW - MIA

MDWMIA

Chicago Midway

Fri 1/16

8:04 pm-12:13 am

Nonstop3h 09m

Miami

Fri 2/20

6:40 am-1:53 pm

1 stop8h 13m

$118

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 $147. 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 $173.

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 Monday when prices can be found for as low as $377. Be sure to avoid booking your departure on a Tuesday as prices are generally higher than usual. According to our data, the average ticket price to Miami on Tuesday is $428.

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 $276. 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 $422. 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 $304 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 $191 on momondo.

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

There is only 1 cabin class 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 December 2025, prices for Chicago Midway Airport to Miami flights are approximately 123% 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

$79

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 $79. The best round-trip flight deal from Chicago Midway Airport to Miami found on momondo in the last 72 hours is $123.
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 in Miami. From Chicago Midway Airport there are direct flights to 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 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 $61Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $95Free CancellationRating
6.3
8,175 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $127Free CancellationRating
7.4
9,095 reviews
Search United Airlines flights
SouthwestPriceFrom $181Free CancellationRating
7.9
4,252 reviews
Search Southwest flights
American AirlinesPriceFrom $203Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
DeltaPriceFrom $231Free CancellationRating
7.9
8,009 reviews
Search Delta flights

  • Southwest Flights From Chicago Midway Airport to Miami

    Across 4 Southwest flights from Chicago Midway Airport to Miami this week, the average price was $398, with the best Southwest deals starting from $181 round-trip. 4,252 users have rated Southwest on momondo, with an average score of 7.9/10.

  • Frontier Flights From Chicago Midway Airport to Miami

    Across 3,084 Frontier reviews on momondo, the average score is 5.8/10. Frontier flies from Chicago Midway Airport to Miami about 1 time each week, with ticket deals ranging from $61 to $214. 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
Key Largo
Hollywood
Islamorada
Marco Island
Marathon
Palm Beach
Delray Beach
Pompano Beach
Jupiter
Sunny Isles Beach
Dania Beach
Lake Worth
Bonita Springs
Deerfield Beach
Boynton Beach
Doral
Miramar
Lauderdale-by-the-Sea
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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