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Cheap flights from Miami to Chicago from $69

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 11/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

Frontier Logo
8:50 am - 5:13 pmMIA-MDW
9h 23m1 stop
Frontier Logo
12:17 pm - 4:18 pmMDW-MIA
3h 01mnonstop
$114Frontier
Find Deal
Thu, Oct 23 - Mon, Oct 27
Frontier Logo
6:57 pm - 11:46 pmMIA-MDW
5h 49m1 stop
Frontier Logo
10:33 am - 2:33 pmMDW-MIA
3h 00mnonstop
$117Frontier
Find Deal
Fri, Oct 17 - Mon, Oct 20
Frontier Logo
8:00 am - 3:12 pmMIA-MDW
8h 12m1 stop
Frontier Logo
12:17 pm - 4:18 pmMDW-MIA
3h 01mnonstop
$118Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
7:20 am - 9:33 amMIA-MDW
3h 13mnonstop
Frontier Logo
10:30 am - 2:38 pmMDW-MIA
27h 08m1 stop
$128Frontier
Find Deal
Fri, Oct 17 - Sun, Oct 19
Frontier Logo
9:00 am - 11:17 amMIA-MDW
3h 17mnonstop
Frontier Logo
2:06 pm - 10:11 amMDW-MIA
19h 05m1 stop
$129Frontier
Find Deal
Mon, Oct 27 - Wed, Oct 29
Frontier Logo
9:00 am - 11:17 amMIA-MDW
3h 17mnonstop
Frontier Logo
12:17 pm - 4:18 pmMDW-MIA
3h 01mnonstop
$130Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
9:00 am - 11:17 amMIA-MDW
3h 17mnonstop
Frontier Logo
12:17 pm - 4:18 pmMDW-MIA
3h 01mnonstop
$131Frontier
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
6:00 am - 12:36 amMIA-MDW
19h 36m1 stop
Frontier Logo
4:24 pm - 8:26 pmMDW-MIA
3h 02mnonstop
$135Frontier
Find Deal
Thu, Oct 9 - Mon, Oct 13
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
Fri, Sep 26 - Mon, Sep 29
Southwest Logo
6:15 pm - 12:05 amMIA-MDW
6h 50m1 stop
Southwest Logo
2:10 pm - 6:10 pmMDW-MIA
3h 00mnonstop
$147Southwest
Find Deal
Fri, Sep 26 - Mon, Sep 29

Southwest flights from Miami to Chicago Midway Airport

Our best Southwest deals on Miami to Chicago Midway Airport flight tickets
Southwest
Sep 26
MIA12:35 pmMiami
3h 10m
MDW2:45 pmChicago Midway
Sep 29
MDW2:10 pmChicago Midway
3h 00m
MIA6:10 pmMiami
$137
Find similar
Southwest
Sep 26
MIA6:15 pmMiami
6h 50m
1 stop
MDW12:05 amChicago Midway
Sep 29
MDW2:10 pmChicago Midway
3h 00m
MIA6:10 pmMiami
$147
Find similar
Southwest
Sep 24
MIA7:10 amMiami
7h 15m
2 stops
MDW1:25 pmChicago Midway
Sep 25
MDW2:10 pmChicago Midway
3h 00m
MIA6:10 pmMiami
$152
Find similar

Frontier flights from Miami to Chicago Midway Airport

Our best Frontier deals on Miami to Chicago Midway Airport flight tickets
Frontier
Oct 23
MIA8:50 amMiami
9h 23m
1 stop
MDW5:13 pmChicago Midway
Oct 27
MDW12:17 pmChicago Midway
3h 01m
MIA4:18 pmMiami
$114
Find similar
Frontier
Oct 17
MIA6:57 pmMiami
5h 49m
1 stop
MDW11:46 pmChicago Midway
Oct 20
MDW10:33 amChicago Midway
3h 00m
MIA2:33 pmMiami
$117
Find similar
Frontier
Oct 24
MIA8:00 amMiami
8h 12m
1 stop
MDW3:12 pmChicago Midway
Oct 27
MDW12:17 pmChicago Midway
3h 01m
MIA4:18 pmMiami
$118
Find similar

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 August 21, 2025.
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

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 10/23

8:50 am-5:13 pm

1 stop9h 23m

Chicago Midway

Mon 10/27

12:17 pm-4:18 pm

Nonstop3h 01m

$114

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/17

6:57 pm-11:46 pm

1 stop5h 49m

Chicago Midway

Mon 10/20

10:33 am-2:33 pm

Nonstop3h 00m

$117

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/24

8:00 am-3:12 pm

1 stop8h 12m

Chicago Midway

Mon 10/27

12:17 pm-4:18 pm

Nonstop3h 01m

$118

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/17

7:20 am-9:33 am

Nonstop3h 13m

Chicago Midway

Sun 10/19

10:30 am-2:38 pm

1 stop27h 08m

$128

MiamiChicago

MIA - MDW

MIAMDW

Miami

Mon 10/27

9:00 am-11:17 am

Nonstop3h 17m

Chicago Midway

Wed 10/29

2:06 pm-10:11 am

1 stop19h 05m

$129

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/24

9:00 am-11:17 am

Nonstop3h 17m

Chicago Midway

Mon 10/27

12:17 pm-4:18 pm

Nonstop3h 01m

$130

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 10/24

9:00 am-11:17 am

Nonstop3h 17m

Chicago Midway

Mon 10/27

12:17 pm-4:18 pm

Nonstop3h 01m

$131

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 10/9

6:00 am-12:36 am

1 stop19h 36m

Chicago Midway

Mon 10/13

4:24 pm-8:26 pm

Nonstop3h 02m

$135

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 9/26

12:35 pm-2:45 pm

Nonstop3h 10m

Chicago Midway

Mon 9/29

2:10 pm-6:10 pm

Nonstop3h 00m

$137

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 9/26

6:15 pm-12:05 am

1 stop6h 50m

Chicago Midway

Mon 9/29

2:10 pm-6:10 pm

Nonstop3h 00m

$147

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 $158. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Miami during the month October is also very affordable. Most momondo users find prices during this month for around $173.

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 $178. 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 $289.

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

Flying to Chicago Midway Airport from Miami at noon is the least expensive time of day to depart. momondo users have found prices as low as $158 when looking at flights departing at noon. Try not to purchase tickets in the morning because they tend to be around $212. 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 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.

Can stopping save me money on Miami to Chicago Midway Airport flights?

You could potentially save up to 14% on your flight if you consider stops on a Miami to Chicago Midway Airport flight.

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

As of August 2025, prices for Miami to Chicago Midway Airport flights are approximately 46% 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

$148

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 $148. The best round-trip flight deal from Miami to Chicago Midway Airport found on momondo in the last 72 hours is $246.
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 10m.

  • 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 $90Free CancellationRating
5.8
3,207 reviews
Search Frontier flights
SouthwestPriceFrom $189Free CancellationRating
8.0
4,245 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 $189. Generally, Southwest has 3 flights on this route every week with an average price of $338. 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
Lansing
Portage
Schererville
Valparaiso
Crown Point
Munster
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

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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