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Cheap flights from Miami to Chicago from $38

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 10/9. 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

Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
Southwest Logo
2:10 pm - 6:10 pmMDW-MIA
3h 00mnonstop
$116Southwest
Find Deal
Thu, Sep 4 - Thu, Sep 18
Frontier Logo
6:53 pm - 9:08 pmMIA-MDW
3h 15mnonstop
Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
$117Frontier
Find Deal
Thu, Oct 9 - Mon, Oct 13
Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
Southwest Logo
2:45 pm - 6:45 pmMDW-MIA
3h 00mnonstop
$121Southwest
Find Deal
Thu, Sep 18 - Sun, Sep 21
Southwest Logo
7:10 am - 11:45 amMIA-MDW
5h 35m1 stop
Southwest Logo
2:10 pm - 6:10 pmMDW-MIA
3h 00mnonstop
$126Southwest
Find Deal
Wed, Sep 3 - Thu, Sep 18
Southwest Logo
4:05 pm - 6:15 pmMIA-MDW
3h 10mnonstop
Southwest Logo
2:10 pm - 6:10 pmMDW-MIA
3h 00mnonstop
$127Southwest
Find Deal
Sat, Aug 30 - Mon, Sep 1
Southwest Logo
6:55 am - 1:25 pmMIA-MDW
7h 30m1 stop
Southwest Logo
2:45 pm - 6:45 pmMDW-MIA
3h 00mnonstop
$131Southwest
Find Deal
Wed, Sep 17 - Sun, Sep 21
Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
Southwest Logo
8:05 am - 12:10 pmMDW-MIA
3h 05mnonstop
$132Southwest
Find Deal
Fri, Sep 26 - Sun, Sep 28
Southwest Logo
7:45 am - 3:00 pmMIA-MDW
8h 15m2 stops
Southwest Logo
2:45 pm - 6:45 pmMDW-MIA
3h 00mnonstop
$136Southwest
Find Deal
Wed, Sep 17 - Sun, Sep 21
Southwest Logo
12:35 pm - 2:45 pmMIA-MDW
3h 10mnonstop
Southwest Logo
2:10 pm - 6:10 pmMDW-MIA
3h 00mnonstop
$137Southwest
Find Deal
Thu, Aug 21 - Mon, Aug 25
Frontier Logo
6:53 pm - 9:08 pmMIA-MDW
3h 15mnonstop
Frontier Logo
10:03 pm - 2:03 amMDW-MIA
3h 00mnonstop
$144Frontier
Find Deal
Thu, Oct 23 - Sun, Oct 26

Southwest flights from Miami to Chicago Midway Airport

Our best Southwest deals on Miami to Chicago Midway Airport flight tickets
Southwest
Sep 4
MIA12:35 pmMiami
3h 10m
MDW2:45 pmChicago Midway
Sep 18
MDW2:10 pmChicago Midway
3h 00m
MIA6:10 pmMiami
Southwest
Sep 18
MIA12:35 pmMiami
3h 10m
MDW2:45 pmChicago Midway
Sep 21
MDW2:45 pmChicago Midway
3h 00m
MIA6:45 pmMiami
Southwest
Sep 3
MIA7:10 amMiami
5h 35m
1 stop
MDW11:45 amChicago Midway
Sep 18
MDW2:10 pmChicago Midway
3h 00m
MIA6:10 pmMiami

Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Oct 9
MIA6:53 pmMiami
3h 15m
MDW9:08 pmChicago Midway
Oct 13
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami
Frontier
Oct 23
MIA6:53 pmMiami
3h 15m
MDW9:08 pmChicago Midway
Oct 26
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami
Frontier
Oct 10
MIA6:42 pmMiami
5h 43m
1 stop
MDW11:25 pmChicago Midway
Oct 12
MDW10:03 pmChicago Midway
3h 00m
MIA2:03 amMiami

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 August is, on average, the cheapest month to fly to Chicago Midway Airport from Miami, with most prices found around $116. If you are unable to visit Chicago Midway Airport during the month of August, then departing from Miami during the month July is also very affordable. Most momondo users find prices during this month for around $131.

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 $166. 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 $287.

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 $134 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $199. 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

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Miami when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $204 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Miami for as low as $142 on momondo.

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

There are 1 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.

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

As of July 2025, prices for Miami to Chicago Midway Airport flights are approximately 11% cheaper 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

$38

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 $38. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $116.
The fastest flight from Miami to Chicago Midway Airport takes 3h 05m
Direct flights go from Miami to Chicago Midway Airport every day.

  • 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 $70Free CancellationRating
5.9
3,273 reviews
Search Frontier flights
SouthwestPriceFrom $177Free CancellationRating
8.0
4,258 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 5 flights on this route every week with an average price of $322. 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
Portage
Saint Joseph
Lansing
Schererville
Valparaiso
Crown Point
Munster
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.


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Sun 7/13
Sun 7/20

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