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Cheap flights from Miami to Chicago from $82

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 8/17. 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
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:26 pm - 10:11 pm
MIA
-
MDW
5h 45m
1 stop
Frontier Logo
12:04 pm - 11:03 pm
MDW
-
MIA
9h 59m
1 stop
$205Frontier
Wed, Jun 10 - Wed, Jun 24
Southwest Logo
4:00 pm - 6:10 pm
MIA
-
MDW
3h 10mnonstop
Southwest Logo
11:45 am - 3:45 pm
MDW
-
MIA
3h 00mnonstop
$219Southwest
Wed, Jul 1 - Tue, Jul 7
Delta Logo
10:40 am - 3:40 pm
MIA
-
MDW
6h 00m
1 stop
Delta Logo
9:17 am - 6:04 pm
MDW
-
MIA
7h 47m
1 stop
$221Delta
Tue, Jun 30 - Wed, Jul 1
Southwest Logo
11:45 am - 3:55 pm
MIA
-
MDW
5h 10m
1 stop
Southwest Logo
11:45 am - 3:45 pm
MDW
-
MIA
3h 00mnonstop
$225Southwest
Wed, Jul 1 - Tue, Jul 7
Southwest Logo
4:20 pm - 11:10 pm
MIA
-
MDW
7h 50m
1 stop
Southwest Logo
11:50 am - 9:20 pm
MDW
-
MIA
8h 30m
2 stops
$226Southwest
Tue, Jun 30 - Wed, Jul 1
Southwest Logo
4:20 pm - 9:10 pm
MIA
-
MDW
5h 50m
1 stop
Southwest Logo
11:45 am - 3:45 pm
MDW
-
MIA
3h 00mnonstop
$229Southwest
Tue, Jun 23 - Tue, Jun 30
Frontier Logo
5:28 pm - 10:03 pm
MIA
-
MDW
5h 35m
1 stop
Frontier Logo
6:05 am - 4:33 pm
MDW
-
MIA
9h 28m
1 stop
$230Frontier
Wed, Jul 8 - Wed, Jul 15
Southwest Logo
11:25 am - 5:05 pm
MIA
-
MDW
6h 40m
2 stops
Southwest Logo
11:50 am - 9:20 pm
MDW
-
MIA
8h 30m
2 stops
$231Southwest
Tue, Jun 30 - Wed, Jul 1
Delta Logo
6:00 am - 9:59 am
MIA
-
MDW
4h 59m
1 stop
Delta Logo
10:54 am - 4:57 pm
MDW
-
MIA
5h 03m
1 stop
$233Delta
Thu, Aug 6 - Tue, Aug 11
Southwest Logo
11:45 am - 3:55 pm
MIA
-
MDW
5h 10m
1 stop
Southwest Logo
3:10 pm - 9:50 pm
MDW
-
MIA
5h 40m
1 stop
$234Southwest
Wed, Jul 1 - Tue, Jul 7

Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Jun 10
MIA5:26 pmMiami
5h 45m
1 stop
MDW10:11 pmChicago Midway
Jun 24
MDW12:04 pmChicago Midway
9h 59m
1 stop
MIA11:03 pmMiami
$205
Frontier
Jul 8
MIA5:28 pmMiami
5h 35m
1 stop
MDW10:03 pmChicago Midway
Jul 15
MDW6:05 amChicago Midway
9h 28m
1 stop
MIA4:33 pmMiami
$230
Frontier
Aug 4
MIA5:28 pmMiami
5h 40m
1 stop
MDW10:08 pmChicago Midway
Nov 4
MDW7:25 amChicago Midway
9h 47m
1 stop
MIA6:12 pmMiami
$236

Delta flights from Miami to Chicago Midway Airport

Our best Delta deals on Miami to Chicago Midway Airport flight tickets
Delta
Jun 30
MIA10:40 amMiami
6h 00m
1 stop
MDW3:40 pmChicago Midway
Jul 1
MDW9:17 amChicago Midway
7h 47m
1 stop
MIA6:04 pmMiami
$221
Delta
Aug 6
MIA6:00 amMiami
4h 59m
1 stop
MDW9:59 amChicago Midway
Aug 11
MDW10:54 amChicago Midway
5h 03m
1 stop
MIA4:57 pmMiami
$233
Delta
Jun 17
MIA1:38 pmMiami
5h 53m
1 stop
MDW6:31 pmChicago Midway
Jun 30
MDW4:25 pmChicago Midway
4h 52m
1 stop
MIA10:17 pmMiami
$239

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 May 25, 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

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 6/10

5:26 pm-10:11 pm

1 stop5h 45m

Chicago Midway

Wed 6/24

12:04 pm-11:03 pm

1 stop9h 59m

$205
Quickest round-trip

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 7/1

4:00 pm-6:10 pm

Nonstop3h 10m

Chicago Midway

Tue 7/7

11:45 am-3:45 pm

Nonstop3h 00m

$219

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 6/30

10:40 am-3:40 pm

1 stop6h 00m

Chicago Midway

Wed 7/1

9:17 am-6:04 pm

1 stop7h 47m

$221

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 7/1

11:45 am-3:55 pm

1 stop5h 10m

Chicago Midway

Tue 7/7

11:45 am-3:45 pm

Nonstop3h 00m

$225

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 6/30

4:20 pm-11:10 pm

1 stop7h 50m

Chicago Midway

Wed 7/1

11:50 am-9:20 pm

2 stops8h 30m

$226

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 6/23

4:20 pm-9:10 pm

1 stop5h 50m

Chicago Midway

Tue 6/30

11:45 am-3:45 pm

Nonstop3h 00m

$229

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 7/8

5:28 pm-10:03 pm

1 stop5h 35m

Chicago Midway

Wed 7/15

6:05 am-4:33 pm

1 stop9h 28m

$230

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 6/30

11:25 am-5:05 pm

2 stops6h 40m

Chicago Midway

Wed 7/1

11:50 am-9:20 pm

2 stops8h 30m

$231

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 8/6

6:00 am-9:59 am

1 stop4h 59m

Chicago Midway

Tue 8/11

10:54 am-4:57 pm

1 stop5h 03m

$233

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 7/1

11:45 am-3:55 pm

1 stop5h 10m

Chicago Midway

Tue 7/7

3:10 pm-9:50 pm

1 stop5h 40m

$234

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 typical price of a round-trip flight between Miami and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $128. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Miami during the month January 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, Friday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Friday departure recently was $177. 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 $383.

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 $261. 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 are 2 cabin classes 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 May 2026, prices for Miami to Chicago Midway Airport flights are approximately 119% 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

$221

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 $221. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $316.
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
2,936 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
7.9
4,266 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 8 flights on this route every week with an average price of $318. Southwest is rated 7.9/10 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Monticello
Chesterton
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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