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Cheap flights from Miami to Chicago from $86

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Miami to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Southwest Logo
7:10 pm - 11:05 pmMIA  Miami-MDW Chicago Midway
4h 55m1 stop Lambert-St Louis
Southwest Logo
8:05 am - 12:20 pmMDW  Chicago Midway-MIA Miami
3h 15mnonstop
$181Southwest
Thu, Oct 1 - Mon, Oct 5
Southwest Logo
12:40 pm - 2:55 pmMIA  Miami-MDW Chicago Midway
3h 15mnonstop
Southwest Logo
1:25 pm - 5:25 pmMDW  Chicago Midway-MIA Miami
3h 00mnonstop
$181Southwest
Fri, Dec 4 - Mon, Dec 7
Southwest Logo
6:40 am - 8:45 amMIA  Miami-MDW Chicago Midway
3h 05mnonstop
Southwest Logo
8:05 am - 12:20 pmMDW  Chicago Midway-MIA Miami
3h 15mnonstop
$181Southwest
Fri, Oct 23 - Mon, Oct 26
Southwest Logo
6:45 am - 1:20 pmMIA  Miami-MDW Chicago Midway
7h 35m1 stop Baltimore/Washington
Southwest Logo
12:55 pm - 4:55 pmMDW  Chicago Midway-MIA Miami
3h 00mnonstop
$181Southwest
Sat, Oct 31 - Mon, Nov 9
Frontier Logo
4:30 pm - 11:44 pmMIA  Miami-MDW Chicago Midway
8h 14m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
12:54 pm - 10:17 pmMDW  Chicago Midway-MIA Miami
8h 23m1 stop Dallas/Fort Worth
$183Frontier
Thu, Sep 17 - Mon, Sep 21
Frontier Logo
4:30 pm - 11:43 pmMIA  Miami-MDW Chicago Midway
8h 13m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:15 am - 2:18 pmMDW  Chicago Midway-MIA Miami
7h 03m1 stop Atlanta Hartsfield-Jackson
$185Frontier
Thu, Oct 8 - Wed, Oct 14
Frontier Logo
4:30 pm - 11:47 pmMIA  Miami-MDW Chicago Midway
8h 17m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:25 am - 5:04 pmMDW  Chicago Midway-MIA Miami
8h 39m1 stop Atlanta Hartsfield-Jackson
$185Frontier
Thu, Nov 12 - Sat, Nov 14
Delta Logo
6:25 pm - 10:33 pmMIA  Miami-MDW Chicago Midway
5h 08m1 stop Atlanta Hartsfield-Jackson
Delta Logo
1:00 pm - 8:59 pmMDW  Chicago Midway-MIA Miami
6h 59m1 stop Atlanta Hartsfield-Jackson
$216Delta
Wed, Nov 4 - Tue, Nov 10
Delta Logo
8:00 am - 12:47 pmMIA  Miami-MDW Chicago Midway
5h 47m1 stop Detroit Metropolitan Wayne County
Delta Logo
5:09 pm - 12:59 amMDW  Chicago Midway-MIA Miami
6h 50m1 stop Atlanta Hartsfield-Jackson
$216Delta
Wed, Nov 4 - Mon, Nov 9
Delta Logo
12:05 pm - 4:14 pmMIA  Miami-MDW Chicago Midway
5h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
9:29 am - 5:46 pmMDW  Chicago Midway-MIA Miami
7h 17m1 stop Detroit Metropolitan Wayne County
$217Delta
Tue, Oct 6 - Wed, Oct 7

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Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Sep 17
MIA4:30 pmMiami
8h 14m
1 stop
MDW11:44 pmChicago Midway
Sep 21
MDW12:54 pmChicago Midway
8h 23m
1 stop
MIA10:17 pmMiami
$183
Frontier
Oct 8
MIA4:30 pmMiami
8h 13m
1 stop
MDW11:43 pmChicago Midway
Oct 14
MDW6:15 amChicago Midway
7h 03m
1 stop
MIA2:18 pmMiami
$185
Frontier
Sep 5
MIA3:07 pmMiami
8h 40m
1 stop
MDW10:47 pmChicago Midway
Sep 14
MDW6:25 amChicago Midway
9h 04m
1 stop
MIA4:29 pmMiami
$191

Southwest flights from Miami to Chicago Midway Airport

Our best Southwest deals on Miami to Chicago Midway Airport flight tickets
Southwest
Oct 1
MIA7:10 pmMiami
4h 55m
1 stop
MDW11:05 pmChicago Midway
Oct 5
MDW8:05 amChicago Midway
3h 15m
MIA12:20 pmMiami
$181
Southwest
Oct 1
MIA6:10 pmMiami
6h 45m
2 stops
MDW11:55 pmChicago Midway
Oct 5
MDW8:05 amChicago Midway
3h 15m
MIA12:20 pmMiami
$186
Southwest
Sep 12
MIA7:45 amMiami
9h 25m
1 stop
MDW4:10 pmChicago Midway
Sep 14
MDW8:00 amChicago Midway
3h 10m
MIA12:10 pmMiami
$187

momondo Fare Finder

 
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

Cheapest round-trip

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Thu 10/1

7:10 pm-11:05 pm

1 stop4h 55m

Chicago Midway

Mon 10/5

8:05 am-12:20 pm

Nonstop3h 15m

$181
Quickest round-trip

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Fri 12/4

12:40 pm-2:55 pm

Nonstop3h 15m

Chicago Midway

Mon 12/7

1:25 pm-5:25 pm

Nonstop3h 00m

$181

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Fri 10/23

6:40 am-8:45 am

Nonstop3h 05m

Chicago Midway

Mon 10/26

8:05 am-12:20 pm

Nonstop3h 15m

$181

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Sat 10/31

6:45 am-1:20 pm

1 stop7h 35m

Chicago Midway

Mon 11/9

12:55 pm-4:55 pm

Nonstop3h 00m

$181

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Thu 9/17

4:30 pm-11:44 pm

1 stop8h 14m

Chicago Midway

Mon 9/21

12:54 pm-10:17 pm

1 stop8h 23m

$183

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Thu 10/8

4:30 pm-11:43 pm

1 stop8h 13m

Chicago Midway

Wed 10/14

6:15 am-2:18 pm

1 stop7h 03m

$185

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Thu 11/12

4:30 pm-11:47 pm

1 stop8h 17m

Chicago Midway

Sat 11/14

7:25 am-5:04 pm

1 stop8h 39m

$185

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Wed 11/4

6:25 pm-10:33 pm

1 stop5h 08m

Chicago Midway

Tue 11/10

1:00 pm-8:59 pm

1 stop6h 59m

$216

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Wed 11/4

8:00 am-12:47 pm

1 stop5h 47m

Chicago Midway

Mon 11/9

5:09 pm-12:59 am

1 stop6h 50m

$216

MiamiChicago

MIA Miami - MDW Chicago Midway

MIAMDW

Miami

Tue 10/6

12:05 pm-4:14 pm

1 stop5h 09m

Chicago Midway

Wed 10/7

9:29 am-5:46 pm

1 stop7h 17m

$217

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
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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 typical price of a round-trip flight between Miami and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $246 to $283.
The lowest price recently found on this route was $181.

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 $88. If you are unable to visit Chicago Midway Airport during the month of October, then departing from Miami during the month December is also very affordable. Most momondo users find prices during this month for around $128.

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

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Thursday departure recently was $175. 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, Sunday 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 $440.

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 $135 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $309. 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 Airport flights?

There is only 1 cabin class available to choose from on Miami to Chicago Midway Airport 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 August 2026, prices for Miami to Chicago Midway Airport flights are approximately 177% 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 05m

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 $181.
The fastest flight from Miami to Chicago Midway Airport takes 3h 05m
Direct flights go from Miami to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Miami to Chicago Midway Airport

  • 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 05m.

  • 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 $58Free CancellationRating
5.6
2,649 reviews
Search Frontier flights
SouthwestPriceFrom $167Free CancellationRating
8.0
4,208 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 $167. Generally, Southwest has 6 flights on this route every week with an average price of $301. Southwest is rated 8.0/10 by our users.

Traveling to a place near Chicago?

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

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