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Cheap flights from Miami to Chicago from $60

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Miami to Chicago departing on 12/24. 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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Cheap round-trip flights

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Frontier Logo
5:20 am - 11:31 am
MIA
-
MDW
7h 11m1 stop
Frontier Logo
8:19 pm - 12:28 am
MDW
-
MIA
3h 09mnonstop
$90Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
6:40 am - 1:53 pm
MIA
-
MDW
8h 13m1 stop
Frontier Logo
6:15 am - 10:28 am
MDW
-
MIA
3h 13mnonstop
$94Frontier
Fri, Feb 20 - Sun, Feb 22
Frontier Logo
5:30 am - 11:45 am
MIA
-
MDW
7h 15m1 stop
Frontier Logo
5:01 pm - 12:47 am
MDW
-
MIA
6h 46m1 stop
$98Frontier
Fri, Jan 23 - Fri, Jan 30
Frontier Logo
5:20 am - 11:31 am
MIA
-
MDW
7h 11m1 stop
Frontier Logo
11:05 am - 1:18 am
MDW
-
MIA
13h 13m1 stop
$99Frontier
Thu, Jan 8 - Thu, Jan 15
Frontier Logo
12:10 pm - 2:37 pm
MIA
-
MDW
3h 27mnonstop
Frontier Logo
2:24 pm - 6:34 pm
MDW
-
MIA
3h 10mnonstop
$105Frontier
Wed, Dec 24 - Sat, Jan 3
Frontier Logo
11:43 am - 2:06 pm
MIA
-
MDW
3h 23mnonstop
Frontier Logo
8:04 pm - 12:13 am
MDW
-
MIA
3h 09mnonstop
$106Frontier
Fri, Jan 9 - Fri, Jan 16
Frontier Logo
4:44 pm - 7:09 pm
MIA
-
MDW
3h 25mnonstop
Frontier Logo
7:20 pm - 11:25 pm
MDW
-
MIA
3h 05mnonstop
$110Frontier
Thu, Jan 15 - Mon, Jan 19
Frontier Logo
5:30 am - 11:45 am
MIA
-
MDW
7h 15m1 stop
Frontier Logo
5:01 pm - 12:47 am
MDW
-
MIA
6h 46m1 stop
$113Frontier
Thu, Jan 22 - Sun, Jan 25
Frontier Logo
5:30 am - 11:45 am
MIA
-
MDW
7h 15m1 stop
Frontier Logo
5:01 pm - 12:47 am
MDW
-
MIA
6h 46m1 stop
$114Frontier
Mon, Jan 26 - Fri, Jan 30
Frontier Logo
6:59 am - 9:19 am
MIA
-
MDW
3h 20mnonstop
Frontier Logo
8:19 pm - 12:28 am
MDW
-
MIA
3h 09mnonstop
$116Frontier
Sat, Dec 27 - Thu, Jan 15

Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Jan 16
MIA4:29 pmMiami
3h 25m
MDW6:54 pmChicago Midway
Jan 19
MDW6:10 amChicago Midway
7h 05m
1 stop
MIA2:15 pmMiami
$89
Find similar
Frontier
Jan 16
MIA4:29 pmMiami
3h 25m
MDW6:54 pmChicago Midway
Jan 19
MDW6:10 amChicago Midway
7h 05m
1 stop
MIA2:15 pmMiami
$90
Find similar
Frontier
Feb 20
MIA6:40 amMiami
8h 13m
1 stop
MDW1:53 pmChicago Midway
Feb 22
MDW6:15 amChicago Midway
3h 13m
MIA10:28 amMiami
$94
Find similar

Southwest flights from Miami to Chicago Midway Airport

Our best Southwest deals on Miami to Chicago Midway Airport flight tickets
Southwest
Jan 10
MIA6:30 amMiami
3h 10m
MDW8:40 amChicago Midway
Jan 12
MDW5:30 pmChicago Midway
3h 00m
MIA9:30 pmMiami
$168
Find similar
Southwest
Jan 17
MIA6:30 amMiami
3h 10m
MDW8:40 amChicago Midway
Jan 20
MDW5:30 pmChicago Midway
3h 00m
MIA9:30 pmMiami
$179
Find similar
Southwest
Dec 20
MIA9:40 amMiami
3h 10m
MDW11:50 amChicago Midway
Jan 1
MDW9:00 amChicago Midway
3h 05m
MIA1:05 pmMiami
$278
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Miami to Chicago Midway Airport 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 Miami to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 1/8

5:20 am-11:31 am

1 stop7h 11m

Chicago Midway

Thu 1/15

8:19 pm-12:28 am

Nonstop3h 09m

$90

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 2/20

6:40 am-1:53 pm

1 stop8h 13m

Chicago Midway

Sun 2/22

6:15 am-10:28 am

Nonstop3h 13m

$94

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 1/23

5:30 am-11:45 am

1 stop7h 15m

Chicago Midway

Fri 1/30

5:01 pm-12:47 am

1 stop6h 46m

$98

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 1/8

5:20 am-11:31 am

1 stop7h 11m

Chicago Midway

Thu 1/15

11:05 am-1:18 am

1 stop13h 13m

$99

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 12/24

12:10 pm-2:37 pm

Nonstop3h 27m

Chicago Midway

Sat 1/3

2:24 pm-6:34 pm

Nonstop3h 10m

$105

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 1/9

11:43 am-2:06 pm

Nonstop3h 23m

Chicago Midway

Fri 1/16

8:04 pm-12:13 am

Nonstop3h 09m

$106

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 1/15

4:44 pm-7:09 pm

Nonstop3h 25m

Chicago Midway

Mon 1/19

7:20 pm-11:25 pm

Nonstop3h 05m

$110

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 1/22

5:30 am-11:45 am

1 stop7h 15m

Chicago Midway

Sun 1/25

5:01 pm-12:47 am

1 stop6h 46m

$113

MiamiChicago

MIA - MDW

MIAMDW

Miami

Mon 1/26

5:30 am-11:45 am

1 stop7h 15m

Chicago Midway

Fri 1/30

5:01 pm-12:47 am

1 stop6h 46m

$114

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 12/27

6:59 am-9:19 am

Nonstop3h 20m

Chicago Midway

Thu 1/15

8:19 pm-12:28 am

Nonstop3h 09m

$116

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 Chicago from

How to get the cheapest flight ticket from Miami to Chicago Midway Airport

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 Chicago Midway Airport?

The month of October is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $89. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Miami during the month January is also very affordable. Most momondo users find prices during this month for around $133.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Friday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Friday departure recently was $178. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Miami because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $315.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Miami in the evening is the least expensive time of day to depart. momondo users have found prices as low as $109 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $231. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Miami to Chicago Midway flight route?

Fly from Miami to Chicago Midway for the best Miami - Chicago Midway flight prices

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

There is only 1 cabin class available to choose from on Miami to Chicago Midway 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 Miami to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Miami to Chicago Midway Airport.

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

As of December 2025, prices for Miami to Chicago Midway Airport flights are approximately 66% more expensive when compared to flights at the same time last year.

When to book flights from Miami to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Miami to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Miami to Chicago Midway Airport (MIA to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Miami to Chicago Midway Airport

Best Price Found

$86

Fastest flight time

3h 10m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Miami in the past 72 hours is $86. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $111.
The fastest flight from Miami to Chicago Midway Airport takes 3h 10m
Direct flights go from Miami to Chicago Midway Airport every day.
Search flight deals

  • How far is Miami to Chicago Midway by plane?

    There are 1186.4 mi between Miami and Chicago Midway. A reasonable flight in good conditions will take 3h 10m.

  • When did momondo last update prices for flights from Miami Airport to Chicago Midway Airport?

    Prices for flights from Miami Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Miami Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Miami Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Miami Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The necessary travel and health documents for your Chicago Midway 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 Miami to Chicago Midway Airport?

  • What is the most popular airline from Miami to Chicago Midway Airport?

Best airlines flying from Miami to Chicago Midway Airport

Compare and see reviews for airlines that fly from Miami to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $78Free CancellationRating
5.8
3,084 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
7.9
4,252 reviews
Search Southwest flights

  • Southwest Flights From Miami to Chicago Midway Airport

    The lowest priced Southwest flight from Miami to Chicago Midway Airport from the last 72 hours was $177. Generally, Southwest has 4 flights on this route every week with an average price of $313. Southwest is rated 7.9/10 by our users.

  • Frontier Flights From Miami to Chicago Midway Airport

    $78 is the best Frontier flight deal from Miami to Chicago Midway Airport found on momondo over the last 72 hours. The average Frontier ticket price found was closer to $158, however, with flight time and availability significantly affecting the price. Frontier (5.8/10 from 3,084 user reviews) flies into Chicago Midway Airport from Miami 1 time in an average week so prices can vary.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Miami to Chicago?

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 Chicago from Miami.

Can I find flights from Miami to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Miami with this policy.

How can momondo help me find flights from Miami to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Miami. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Miami to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Miami and alert you when they change.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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