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Cheap flights from Miami to Chicago from $109

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 8/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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
4:50 pm - 10:20 pm
MIA
-
MDW
6h 30m
2 stops
Southwest Logo
8:00 am - 12:10 pm
MDW
-
MIA
3h 10mnonstop
$186Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
7:45 am - 4:05 pm
MIA
-
MDW
9h 20m
1 stop
Southwest Logo
9:25 am - 1:25 pm
MDW
-
MIA
3h 00mnonstop
$187Southwest
Sat, Aug 22 - Tue, Aug 25
Southwest Logo
4:50 pm - 10:40 pm
MIA
-
MDW
6h 50m
1 stop
Southwest Logo
5:55 am - 11:50 am
MDW
-
MIA
4h 55m
1 stop
$191Southwest
Thu, Sep 3 - Mon, Sep 7
Southwest Logo
6:30 am - 10:40 am
MIA
-
MDW
5h 10m
1 stop
Southwest Logo
8:15 am - 4:25 pm
MDW
-
MIA
7h 10m
2 stops
$192Southwest
Sat, Aug 29 - Mon, Aug 31
Southwest Logo
6:20 am - 12:20 pm
MIA
-
MDW
7h 00m
2 stops
Southwest Logo
7:55 am - 4:10 pm
MDW
-
MIA
7h 15m
1 stop
$196Southwest
Thu, Aug 27 - Mon, Aug 31
Southwest Logo
7:00 am - 12:30 pm
MIA
-
MDW
6h 30m
2 stops
Southwest Logo
1:20 pm - 10:05 pm
MDW
-
MIA
7h 45m
2 stops
$201Southwest
Sat, Aug 29 - Mon, Aug 31
Southwest Logo
7:45 am - 4:05 pm
MIA
-
MDW
9h 20m
1 stop
Southwest Logo
12:50 pm - 8:00 pm
MDW
-
MIA
6h 10m
2 stops
$202Southwest
Sat, Aug 15 - Tue, Aug 18
Southwest Logo
6:45 am - 3:30 pm
MIA
-
MDW
9h 45m
2 stops
Southwest Logo
3:10 pm - 10:05 pm
MDW
-
MIA
5h 55m
2 stops
$206Southwest
Wed, Sep 9 - Fri, Sep 11
Southwest Logo
4:50 pm - 10:45 pm
MIA
-
MDW
6h 55m
1 stop
Southwest Logo
10:50 am - 9:20 pm
MDW
-
MIA
9h 30m
2 stops
$207Southwest
Thu, Sep 3 - Sun, Sep 6
Southwest Logo
11:50 am - 7:05 pm
MIA
-
MDW
8h 15m
2 stops
Southwest Logo
3:10 pm - 10:10 pm
MDW
-
MIA
6h 00m
2 stops
$211Southwest
Tue, Sep 8 - Thu, Sep 10

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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
Aug 17
MIA6:50 amMiami
11h 32m
1 stop
MDW5:22 pmChicago Midway
Aug 20
MDW11:50 amChicago Midway
10h 15m
1 stop
MIA11:05 pmMiami
$242
Frontier
Sep 10
MIA6:45 amMiami
5h 13m
1 stop
MDW10:58 amChicago Midway
Sep 14
MDW12:03 pmChicago Midway
8h 01m
1 stop
MIA9:04 pmMiami
$243
Frontier
Aug 27
MIA5:28 pmMiami
6h 19m
1 stop
MDW10:47 pmChicago Midway
Aug 31
MDW11:50 amChicago Midway
10h 15m
1 stop
MIA11:05 pmMiami
$244

Delta flights from Miami to Chicago Midway Airport

Our best Delta deals on Miami to Chicago Midway Airport flight tickets
Delta
Oct 1
MIA1:12 pmMiami
6h 21m
1 stop
MDW6:33 pmChicago Midway
Oct 5
MDW5:10 pmChicago Midway
6h 45m
1 stop
MIA12:55 amMiami
$217
Delta
Oct 1
MIA1:12 pmMiami
6h 21m
1 stop
MDW6:33 pmChicago Midway
Oct 3
MDW4:30 pmChicago Midway
7h 25m
1 stop
MIA12:55 amMiami
$227

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 July 26, 2026.
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
Quickest round-trip

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 8/27

4:50 pm-10:20 pm

2 stops6h 30m

Chicago Midway

Mon 8/31

8:00 am-12:10 pm

Nonstop3h 10m

$186

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 8/22

7:45 am-4:05 pm

1 stop9h 20m

Chicago Midway

Tue 8/25

9:25 am-1:25 pm

Nonstop3h 00m

$187

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 9/3

4:50 pm-10:40 pm

1 stop6h 50m

Chicago Midway

Mon 9/7

5:55 am-11:50 am

1 stop4h 55m

$191

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 8/29

6:30 am-10:40 am

1 stop5h 10m

Chicago Midway

Mon 8/31

8:15 am-4:25 pm

2 stops7h 10m

$192

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 8/27

6:20 am-12:20 pm

2 stops7h 00m

Chicago Midway

Mon 8/31

7:55 am-4:10 pm

1 stop7h 15m

$196

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 8/29

7:00 am-12:30 pm

2 stops6h 30m

Chicago Midway

Mon 8/31

1:20 pm-10:05 pm

2 stops7h 45m

$201

MiamiChicago

MIA - MDW

MIAMDW

Miami

Sat 8/15

7:45 am-4:05 pm

1 stop9h 20m

Chicago Midway

Tue 8/18

12:50 pm-8:00 pm

2 stops6h 10m

$202

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 9/9

6:45 am-3:30 pm

2 stops9h 45m

Chicago Midway

Fri 9/11

3:10 pm-10:05 pm

2 stops5h 55m

$206

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 9/3

4:50 pm-10:45 pm

1 stop6h 55m

Chicago Midway

Sun 9/6

10:50 am-9:20 pm

2 stops9h 30m

$207

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 9/8

11:50 am-7:05 pm

2 stops8h 15m

Chicago Midway

Thu 9/10

3:10 pm-10:10 pm

2 stops6h 00m

$211

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 $211 to $339.
The lowest price recently found on this route was $186.

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 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 $179. 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 $427.

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 $307. 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 July 2026, prices for Miami to Chicago Midway Airport flights are approximately 221% 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

$194

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 $194. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $203.
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
2,760 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,231 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 6 flights on this route every week with an average price of $306. 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
Crown Point
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

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