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Cheap flights from Miami to Chicago 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 Miami to Chicago departing on 3/25. 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

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Find the cheapest flights from Miami to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
1:05 pm - 7:31 pm
MIA
-
MDW
7h 26m
1 stop
Frontier Logo
2:15 pm - 12:49 am
MDW
-
MIA
9h 34m
1 stop
$122Frontier
Tue, Apr 21 - Tue, Apr 28
Frontier Logo
3:25 pm - 5:48 pm
MIA
-
MDW
3h 23mnonstop
Frontier Logo
9:42 pm - 1:50 am
MDW
-
MIA
3h 08mnonstop
$125Frontier
Wed, Mar 25 - Mon, Mar 30
Frontier Logo
1:05 pm - 7:31 pm
MIA
-
MDW
7h 26m
1 stop
Frontier Logo
6:00 am - 2:10 pm
MDW
-
MIA
7h 10m
1 stop
$126Frontier
Tue, Apr 21 - Sat, Apr 25
Multiple Airlines Logo
3:12 pm - 10:19 pm
MIA
-
MDW
8h 07m
1 stop
Multiple Airlines Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
$128Multiple Airlines
Wed, Apr 8 - Sat, Apr 11
Frontier Logo
11:13 am - 1:41 pm
MIA
-
MDW
3h 28mnonstop
Frontier Logo
6:00 am - 10:13 am
MDW
-
MIA
3h 13mnonstop
$129Frontier
Fri, Mar 20 - Mon, Mar 23
Frontier Logo
9:10 am - 8:07 pm
MIA
-
MDW
11h 57m
1 stop
Frontier Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
$130Frontier
Thu, Apr 9 - Mon, Apr 13
Multiple Airlines Logo
3:12 pm - 8:54 pm
MIA
-
MDW
6h 42m
1 stop
Multiple Airlines Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
$133Multiple Airlines
Tue, Mar 31 - Sat, Apr 4
Multiple Airlines Logo
1:05 pm - 7:31 pm
MIA
-
MDW
7h 26m
1 stop
Multiple Airlines Logo
2:15 pm - 10:31 pm
MDW
-
MIA
7h 16m
1 stop
$136Multiple Airlines
Tue, Apr 28 - Wed, Apr 29
Multiple Airlines Logo
3:12 pm - 10:14 pm
MIA
-
MDW
8h 02m
1 stop
Multiple Airlines Logo
7:34 pm - 10:12 am
MDW
-
MIA
13h 38m
1 stop
$137Multiple Airlines
Tue, Apr 14 - Sat, Apr 18
Frontier Logo
7:04 pm - 10:19 pm
MIA
-
MDW
28h 15m
1 stop
Frontier Logo
2:20 pm - 12:49 am
MDW
-
MIA
9h 29m
1 stop
$138Frontier
Mon, May 18 - Wed, May 20

Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Mar 12
MIA11:13 amMiami
3h 28m
MDW1:41 pmChicago Midway
Mar 30
MDW9:42 pmChicago Midway
3h 08m
MIA1:50 amMiami
$83
Frontier
Apr 21
MIA1:05 pmMiami
7h 26m
1 stop
MDW7:31 pmChicago Midway
Apr 28
MDW2:15 pmChicago Midway
9h 34m
1 stop
MIA12:49 amMiami
$122
Frontier
Mar 25
MIA3:25 pmMiami
3h 23m
MDW5:48 pmChicago Midway
Mar 30
MDW9:42 pmChicago Midway
3h 08m
MIA1:50 amMiami
$125

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 March 10, 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

Tue 4/21

1:05 pm-7:31 pm

1 stop7h 26m

Chicago Midway

Tue 4/28

2:15 pm-12:49 am

1 stop9h 34m

$122
Quickest round-trip

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 3/25

3:25 pm-5:48 pm

Nonstop3h 23m

Chicago Midway

Mon 3/30

9:42 pm-1:50 am

Nonstop3h 08m

$125

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 4/21

1:05 pm-7:31 pm

1 stop7h 26m

Chicago Midway

Sat 4/25

6:00 am-2:10 pm

1 stop7h 10m

$126

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 4/8

3:12 pm-10:19 pm

1 stop8h 07m

Chicago Midway

Sat 4/11

6:30 am-10:40 am

Nonstop3h 10m

$128

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 3/20

11:13 am-1:41 pm

Nonstop3h 28m

Chicago Midway

Mon 3/23

6:00 am-10:13 am

Nonstop3h 13m

$129

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 4/9

9:10 am-8:07 pm

1 stop11h 57m

Chicago Midway

Mon 4/13

6:30 am-10:40 am

Nonstop3h 10m

$130

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 3/31

3:12 pm-8:54 pm

1 stop6h 42m

Chicago Midway

Sat 4/4

6:30 am-10:40 am

Nonstop3h 10m

$133

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 4/28

1:05 pm-7:31 pm

1 stop7h 26m

Chicago Midway

Wed 4/29

2:15 pm-10:31 pm

1 stop7h 16m

$136

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 4/14

3:12 pm-10:14 pm

1 stop8h 02m

Chicago Midway

Sat 4/18

7:34 pm-10:12 am

1 stop13h 38m

$137

MiamiChicago

MIA - MDW

MIAMDW

Miami

Mon 5/18

7:04 pm-10:19 pm

1 stop28h 15m

Chicago Midway

Wed 5/20

2:20 pm-12:49 am

1 stop9h 29m

$138

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 January 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 January, 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, Wednesday is the cheapest day to fly to Chicago Midway Airport from Miami. The lowest ticket price found for a Wednesday departure recently was $198. 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 $138 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $250. 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 are 2 cabin classes 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 March 2026, prices for Miami to Chicago Midway Airport flights are approximately 100% 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

$166

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 $166. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $177.
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

  • 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
5.7
3,033 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,317 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 13 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
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
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

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