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$94+ Cheap flights from Miami (MIA) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — CHI
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Find cheap flights from Miami to Chicago with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Miami to Chicago are usually found in February or January, booked 50 days in advance, depart on a Friday or Thursday and return on a Monday

Cheap flight deals from Miami to Chicago

Cheapest flights from Miami to Chicago
Explore the most affordable flight options available from Miami to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:28 pm
MIA
-
ORD
1 stop15h 25m
Frontier
Thu 8/201:59 pm
ORD
-
MIA
1 stop8h 06m
Frontier
Deal found 7/30$179
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/39:48 pm
MIA
-
ORD
1 stop26h 39m
Frontier
Mon 9/712:44 am
ORD
-
MIA
1 stop28h 05m
Frontier
Deal found 7/31$180
This Trip.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:28 pm
MIA
-
MDW
1 stop6h 19m
Frontier
Tue 9/16:05 am
MDW
-
MIA
1 stop6h 27m
Frontier
Deal found 8/1$180
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/58:59 pm
MIA
-
ORD
Nonstop3h 31m
American Airlines
Mon 9/76:00 am
ORD
-
MIA
Nonstop3h 07m
American Airlines
Deal found 8/1$181
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:15 am
MIA
-
MDW
Nonstop3h 05m
Southwest
Mon 9/75:55 am
MDW
-
MIA
1 stop4h 55m
Southwest
Deal found 7/29$181
This American Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/113:31 pm
MIA
-
ORD
Nonstop3h 36m
American Airlines
Mon 9/148:42 am
ORD
-
MIA
Nonstop3h 17m
American Airlines
Deal found 7/31$182
This Kiwi.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:23 am
MIA
-
ORD
1 stop29h 17m
Frontier
Wed 9/306:30 am
ORD
-
MIA
1 stop17h 16m
Frontier
Deal found 7/31$183
This Cheapflightsfares deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:37 pm
MIA
-
ORD
1 stop11h 08m
Frontier
Mon 10/52:46 pm
ORD
-
MIA
1 stop26h 13m
Frontier
Deal found 8/1$184
This Trip.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/155:32 am
MIA
-
ORD
1 stop7h 19m
Frontier
Tue 9/226:30 am
ORD
-
MIA
1 stop17h 16m
Frontier
Deal found 8/1$185
This Expedia deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/215:50 am
MIA
-
ORD
1 stop19h 33m
Frontier
Sat 9/2612:56 pm
ORD
-
MIA
1 stop23h 46m
Frontier
Deal found 8/1$186
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:00 pm
MIA
-
MDW
Nonstop3h 05m
Southwest
Sat 8/299:05 am
MDW
-
MIA
2 stops9h 10m
Southwest
Deal found 7/29$186
This eDestinos deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:50 am
MIA
-
ORD
1 stop10h 10m
Frontier
Mon 8/247:05 am
ORD
-
MIA
1 stop8h 16m
Frontier
Deal found 7/31$187

Find flight deals from Miami to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Miami (MIA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$179
(Kiwi.com)

One-way from

$94
(Trip.com)

Popular in

June

Cheapest in

February

Average price

$294

Good round-trip deal

$203 or less

Good one-way deal

$194 or less
Provider with most accurate pricing for Miami-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Miami-Chicago (CHI) flights.
Search Deals
From Miami to Chicago (CHI)
Search Deals
One-way flight from Miami to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Miami to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Miami to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Miami to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
Use the filters below to find and compare flights from Miami to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 9/24

7:15 am-9:20 am

Nonstop3h 05m

Chicago Midway

Wed 9/30

2:05 pm-9:55 pm

1 stop6h 50m

$181

MiamiChicago

MIA - MDW

MIAMDW

Miami

Thu 9/17

6:25 pm-10:25 pm

1 stop5h 00m

Chicago Midway

Mon 9/21

7:25 am-3:20 pm

1 stop6h 55m

$191

MiamiChicago

MIA - MDW

MIAMDW

Miami

Tue 9/22

4:00 pm-6:05 pm

Nonstop3h 05m

Chicago Midway

Thu 9/24

8:50 am-8:50 pm

2 stops11h 00m

$192

MiamiChicago

MIA - MDW

MIAMDW

Miami

Fri 9/11

4:00 pm-10:55 pm

1 stop7h 55m

Chicago Midway

Mon 9/14

5:30 am-3:20 pm

1 stop8h 50m

$196

MiamiChicago

MIA - MDW

MIAMDW

Miami

Mon 8/24

7:00 am-12:25 pm

2 stops6h 25m

Chicago Midway

Wed 8/26

9:00 am-3:30 pm

1 stop5h 30m

$196

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 8/20

5:01 pm-11:26 pm

1 stop7h 25m

Chicago O'Hare Intl

Sat 8/22

7:30 am-3:55 pm

1 stop7h 25m

$211

MiamiChicago

MIA - MDW

MIAMDW

Miami

Wed 9/30

6:45 am-12:15 pm

1 stop6h 30m

Chicago Midway

Wed 9/30

2:05 pm-9:55 pm

1 stop6h 50m

$211

MiamiChicago

MIA - ORD

MIAORD

Miami

Sat 9/26

7:21 am-2:29 pm

1 stop8h 08m

Chicago O'Hare Intl

Mon 9/28

6:25 pm-12:55 am

1 stop5h 30m

$217

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 12/31

6:00 am-11:06 am

1 stop6h 06m

Chicago O'Hare Intl

Thu 1/7

5:30 am-11:37 am

1 stop5h 07m

$217

MiamiChicago

MIA - ORD

MIAORD

Miami

Thu 11/5

8:00 am-12:59 pm

1 stop5h 59m

Chicago O'Hare Intl

Sat 11/7

6:14 pm-12:53 am

1 stop5h 39m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 44 resultsSorted by cheapest first
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Compare providers for flights from Miami to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Miami to Chicago in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star
Super.comPrice Accuracy-Trust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Miami-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Miami-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Miami-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Miami-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Miami-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Miami to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Miami with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Miami to Chicago

What is the cheapest month to book a flight from Miami to Chicago?

Currently, February is the cheapest month in which you can book a flight from Miami to Chicago (average of $155). Flying from Miami to Chicago in June is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MIA to CHI?

Find hourly flight availability from Miami to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.

It’s typically best to fly out from Miami to Chicago in the evening. Doing so could potentially save you 36% on the flight price compared to flying in the afternoon, which is usually more expensive.

Weekly flight availability from Miami to Chicago

Explore weekly flight availability from Miami to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated August 1, 2026.

The most flights from MIA to CHI are scheduled on a Friday (55 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (16 on average).

How much does it cost to fly round-trip from Miami to Chicago?

Airfare is below average for this route at the moment.
Miami to Chicago flights typically cost between $226 and $359 in August.
The cheapest round-trip price found within the last 5 days was $179 on Frontier (Aug 18-Aug 20).

How often are flights from Miami to Chicago delayed?

About 18% of weekly flights between Miami and Chicago have experienced delays in the past year, with the average delay time being 149 minutes.

What is the most punctual flight time for Miami to Chicago flights?

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the early afternoon tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Miami to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 14% of flights being delayed.

How far ahead should I book a flight from Miami to Chicago?

The best time to book flights from Miami to Chicago is 71 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Miami to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Miami to Chicago. Price data was last updated on July 25, 2026.

Travelers seeking maximum savings on their Miami to Chicago flight should consider departing on Sunday at noon when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

The best insider tips for Miami to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Miami to Chicago trip
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and MIA

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated August 1, 2026.
Get a feel of what it's like to fly with Southwest,United Airlines, andAmerican Airlines from Miami to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,230 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,230 reviews
Southwest
8.0
Very good
4,230 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
10,063 reviews
Southwest
8.0
Very good
4,230 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,849 reviews
Southwest
8.0
Very good
4,230 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,744 reviews
Southwest
8.0
Very good
4,230 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Miami to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Miami to Chicago?

    If you book a flight to Chicago from Miami, you will be flying from Miami, which is the city’s only airport. Miami (MIA) is located 6.1 mi from the center of Miami. There are 38 flights from Miami to Chicago per day from 4 different airlines.

  • How long is the flight from Miami to Chicago?

    There are many flights that can get you from Miami to Chicago in 3h 05m. Fly via Southwest, United Airlines, or Delta to get the fastest option. The distance between Miami and Chicago is about 1183 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Miami to Chicago round-trip?

    Our cheapest airline available from Miami to Chicago is Frontier. Our recent data shows that you can find tickets from as low as $56 on this airline. Additional options worth looking into are American Airlines and United Airlines, starting at $158 and $167 round-trip. Users have found that Frontier is 77% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Miami to Chicago one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $44. JetBlue flights start at $84 while deals on American Airlines start at $91 one-way.

  • What are the most reliable airlines from Miami to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Miami to Chicago on time: Frontier (100%), Volaris (100%), Cathay Pacific (95%).

  • What are the cheapest flights from Miami to Chicago?

    The cheapest flight price from Miami to Chicago is $107. On average you can expect to pay $1,628. The most popular route, (Miami - Chicago O'Hare Intl), can usually be booked for $152.

  • Can I find deals for flights from Miami to Chicago that include hotel bookings?

    Yes. In addition to deals on Miami to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Miami to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Miami to Chicago.

  • Can I find deals for business class flights from Miami to Chicago?

    Yes. Cheapflights offers flight deals from Miami to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Miami to Chicago?

    Currently, February is the cheapest month in which you can book a flight from Miami to Chicago (average of $155). Flying from Miami to Chicago in June is currently the most expensive (average of $386). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter

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Top 4 airlines flying from Miami to Chicago

Discover the top 4 airlines that operate flights from Miami to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$56Average$178FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$330FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$167Average$407FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$177Average$306FlexibilityNo cancel feeOn-time63%

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