Use the Orange Line train for a quick, 30-minute ride from downtown Chicago to MDW, avoiding traffic and saving money.
$57+ Cheap flights from Midway (MDW) to Miami (MIA)
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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Dec 13 — Dec 201
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Midway to Miami 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to Miami are usually found in October or February, booked 41 days in advance, depart on a Tuesday or Monday and return on a Friday
Find flight deals from Midway to Miami
Cheapest flights from Midway to MiamiExplore the most affordable flight options available from Midway to Miami. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.
Explore the most affordable flight options available from Midway to Miami. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 13, 2025.
This CheapOair deal was found by Cheapflights users on 11/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/142:59 pmMDW - MIA
Nonstop3h 10mFrontier
Sat 12/205:30 amMIA - MDW
1 stop8h 51mFrontier
Deal found 11/11![Frontier logo]()
$114
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/132:59 pmMDW - MIA
Nonstop3h 10mFrontier
Sun 12/146:00 amMIA - MDW
1 stop30h 08mFrontier
Deal found 11/12![Frontier logo]()
$115
This Kiwi.com deal was found by Cheapflights users on 11/13. 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.
Sat 12/132:59 pmMDW - MIA
Nonstop3h 10mFrontier
Tue 12/165:58 pmMIA - MDW
1 stop15h 48mFrontier
Deal found 11/13![Frontier logo]()
$116
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/132:59 pmMDW - MIA
Nonstop3h 10mFrontier
Wed 12/175:58 pmMIA - MDW
1 stop24h 40mFrontier
Deal found 11/12![Frontier logo]()
$118
This CheapOair deal was found by Cheapflights users on 11/13. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:57 pmMDW - MIA
Nonstop3h 06mFrontier
Sat 12/68:09 pmMIA - MDW
Nonstop3h 21mFrontier
Deal found 11/13![Frontier logo]()
$123
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/128:42 pmMDW - MIA
1 stop10h 51mFrontier
Mon 12/155:30 amMIA - MDW
1 stop5h 22mFrontier
Deal found 11/12![Frontier logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Mon 12/158:42 pmMDW - MIA
1 stop15h 00mFrontier
Mon 12/225:30 amMIA - MDW
1 stop8h 51mFrontier
Deal found 11/12![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Wed 12/246:12 amMDW - MIA
1 stop5h 54mMultiple Airlines
Sat 12/276:59 amMIA - MDW
Nonstop3h 20mMultiple Airlines
Deal found 11/11![Multiple Airlines logo]()
$126
This Frontier deal was found by Cheapflights users on 11/11. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/15:30 amMDW - MIA
1 stop11h 46mFrontier
Mon 12/85:30 amMIA - MDW
1 stop5h 22mFrontier
Deal found 11/11![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 11/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:00 amMDW - MIA
1 stop8h 39mFrontier
Sun 12/146:00 amMIA - MDW
1 stop30h 08mFrontier
Deal found 11/12![Frontier logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 11/11. 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.
Sat 12/62:59 pmMDW - MIA
Nonstop3h 10mMultiple Airlines
Sun 12/76:05 amMIA - MDW
1 stop17h 07mMultiple Airlines
Deal found 11/11![Multiple Airlines logo]()
$129
Cheap flight deals from Midway to Miami
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Miami (MIA). 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 November 13, 2025.
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $113 (CheapOair) |
One-way from | $57 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $374 |
Good round-trip deal | $185 or less |
Good one-way deal | $61 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Miami 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 November 13, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Miami that are best for you.
Fly from
Midway
Fly to
Miami
Route
Depart
Return
Price
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 12/9
10:50 am-7:50 pm
1 stop8h 00m
Miami
Wed 12/10
1:05 pm-3:20 pm
Nonstop3h 15m
$207
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 1/14
11:21 am-5:15 pm
1 stop4h 54m
Miami
Thu 1/22
1:21 pm-5:32 pm
1 stop5h 11m
$217
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 1/13
1:15 pm-9:00 pm
1 stop6h 45m
Miami
Wed 1/21
2:00 pm-9:50 pm
1 stop8h 50m
$217
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 1/9
5:31 pm-12:51 am
1 stop6h 20m
Miami
Sat 1/17
8:05 am-12:48 pm
1 stop5h 43m
$217
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 1/14
5:31 pm-12:51 am
1 stop6h 20m
Miami
Wed 1/21
6:00 am-10:01 am
1 stop5h 01m
$217
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 12/15
9:00 am-1:05 pm
Nonstop3h 05m
Miami
Thu 12/18
6:20 am-8:35 am
Nonstop3h 15m
$233
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 12/14
9:10 am-4:30 pm
1 stop6h 20m
Miami
Wed 12/17
7:10 am-1:00 pm
2 stops6h 50m
$242
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 1/8
5:30 pm-9:30 pm
Nonstop3h 00m
Miami
Sun 1/11
6:30 am-12:05 pm
1 stop6h 35m
$247
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 12/7
8:25 am-6:55 pm
1 stop9h 30m
Miami
Tue 12/9
7:10 am-1:00 pm
2 stops6h 50m
$252
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 12/12
5:13 pm-12:46 am
1 stop6h 33m
Miami
Thu 12/25
8:45 am-2:40 pm
1 stop6h 55m
$258
Showing 1-10 of 23 results
Compare providers for flights from Midway to Miami
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 Midway to Miami in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Miami flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Chicago Midway Airport-Miami flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Miami flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Miami flights, Cheapflights users trust Mytrip the most. Mytrip 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 Chicago Midway Airport-Miami 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 Midway to Miami
Have a flexible travel schedule? Discover the best time to fly to Miami from Midway 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 Chicago Midway Airport to Miami
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Miami?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Miami. Price data was last updated on November 7, 2025.
The best time to book flights from Chicago Midway Airport to Miami is 41 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 month to book a flight from Chicago Midway Airport to Miami?
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Miami (average of $45). Flying from Chicago Midway Airport to Miami in May is currently the most expensive (average of $167). 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 MDW to MIA?
Find hourly flight availability from Midway to Miami. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.
When flying from Chicago Midway Airport to Miami, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 25% versus a flight in the afternoon.
What is the cheapest day to fly from Chicago Midway Airport to Miami?
Use this chart to determine the cheapest time to fly round-trip from Midway to Miami. Price data was last updated on November 2, 2025.
Travelers seeking maximum savings on their Chicago Midway Airport to Miami flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Miami delayed?
About 19% of weekly flights between Chicago and Miami have experienced delays in the past year, with the average delay time being 140 minutes.
What is the most punctual flight time for Chicago to Miami flights?
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving at night 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 Friday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Miami flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 16% of flights being delayed.
The best insider tips for Chicago Midway Airport to Miami flights
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Miami trip
Reviews of airlines servicing Miami
Get insights into the airlines that provide service to Miami. 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 Miami. Reviews last updated November 13, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Chicago Midway Airport to Miami to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Midway to Miami. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Miami?
Book flights to Miami if you plan to visit one of these locationsSunny Isles Beach
Aventura
Hollywood
Coral Gables
Marathon
Doral
Palm Beach
Miami Springs
Plantation
Boynton Beach
Pembroke Pines
Hialeah
Riviera Beach
Sunrise
Miami Lakes
Miami Gardens
Miramar
Deerfield Beach
Dania Beach
Hallandale Beach
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Midway to Miami
See prices for flight routes from nearby airports that may be better suited for you.
Top 5 airlines flying from Midway to Miami
Discover the top 5 airlines that operate flights from Midway to Miami. 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 November 13, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$77 | Average$222 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$180 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$127 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$187 | Average$414 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$231 | Average$357 | FlexibilityNo cancel fee | On-timeN/A |