$81+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Jun 24 — Jul 11
Round-trip
1 adult, Economy
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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 March, booked 23 days in advance, depart on a Sunday or Thursday and return on a Friday
Cheap flight deals from Midway to Miami
Cheapest
Best
Last-minute
One-way
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 May 25, 2026.
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 May 25, 2026.
This Southwest deal was found by Cheapflights users on 5/21. 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 9/169:25 am
MDW
- MIA
Nonstop3h 00m
Southwest
Wed 9/234:00 pm
MIA
- MDW
Nonstop3h 05m
Southwest
Deal found 5/21![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 5/25. 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.
Tue 7/711:45 am
MDW
- MIA
Nonstop3h 00m
Southwest
Tue 7/144:00 pm
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 5/25![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 5/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/76:00 am
MDW
- MIA
1 stop6h 02m
Delta
Tue 7/146:00 am
MIA
- MDW
1 stop5h 05m
Delta
Deal found 5/22![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 5/22. 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 9/107:25 am
MDW
- MIA
1 stop6h 55m
Southwest
Wed 9/164:00 pm
MIA
- MDW
Nonstop3h 05m
Southwest
Deal found 5/22![Southwest logo]()
$223
This Frontier deal was found by Cheapflights users on 5/24. 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.
Tue 7/76:05 am
MDW
- MIA
1 stop6h 48m
Frontier
Wed 7/1511:19 am
MIA
- MDW
1 stop11h 44m
Frontier
Deal found 5/24![Frontier logo]()
$230
This Frontier deal was found by Cheapflights users on 5/24. 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.
Wed 7/16:00 am
MDW
- MIA
1 stop6h 49m
Frontier
Wed 7/155:28 pm
MIA
- MDW
1 stop5h 35m
Frontier
Deal found 5/24![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 5/20. 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 7/810:00 am
MDW
- MIA
1 stop5h 25m
Southwest
Tue 7/1411:45 am
MIA
- MDW
1 stop5h 10m
Southwest
Deal found 5/20![Southwest logo]()
$234
This Orbitz deal was found by Cheapflights users on 5/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/612:11 pm
MDW
- MIA
1 stop9h 54m
Frontier
Tue 8/115:28 pm
MIA
- MDW
1 stop5h 35m
Frontier
Deal found 5/21![Frontier logo]()
$236
Best flights from Midway to MiamiDiscover carefully curated flight deals from Midway to Miami that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
Discover carefully curated flight deals from Midway to Miami that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 25, 2026.
This Southwest deal was found by Cheapflights users on 5/20. 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.
Tue 8/42:40 pm
MDW
- MIA
1 stop4h 30m
Southwest
Wed 12/169:30 am
MIA
- MDW
2 stops8h 40m
Southwest
Deal found 5/20![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 5/22. 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.
Tue 7/711:45 am
MDW
- MIA
Nonstop3h 00m
Southwest
Sat 7/118:45 pm
MIA
- MDW
1 stop11h 25m
Southwest
Deal found 5/22![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 5/23. 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.
Fri 6/198:00 am
MDW
- MIA
Nonstop3h 00m
Southwest
Tue 6/234:20 pm
MIA
- MDW
1 stop5h 50m
Southwest
Deal found 5/23![Southwest logo]()
$364
This Southwest deal was found by Cheapflights users on 5/20. 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 8/137:25 am
MDW
- MIA
1 stop6h 55m
Southwest
Sun 8/166:45 am
MIA
- MDW
2 stops8h 20m
Southwest
Deal found 5/20![Southwest logo]()
$366
This Southwest deal was found by Cheapflights users on 5/20. 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.
Fri 7/38:00 am
MDW
- MIA
Nonstop3h 00m
Southwest
Sat 7/118:45 pm
MIA
- MDW
1 stop11h 25m
Southwest
Deal found 5/20![Southwest logo]()
$376
This Southwest deal was found by Cheapflights users on 5/24. 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 6/37:55 am
MDW
- MIA
Nonstop3h 00m
Southwest
Wed 6/1011:45 am
MIA
- MDW
1 stop5h 10m
Southwest
Deal found 5/24![Southwest logo]()
$381
This Southwest deal was found by Cheapflights users on 5/20. 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.
Sat 5/307:45 am
MDW
- MIA
1 stop6h 00m
Southwest
Tue 6/212:10 pm
MIA
- MDW
2 stops9h 00m
Southwest
Deal found 5/20![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 5/21. 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 7/302:40 pm
MDW
- MIA
2 stops6h 25m
Southwest
Mon 8/35:25 am
MIA
- MDW
1 stop5h 35m
Southwest
Deal found 5/21![Southwest logo]()
$408
This Southwest deal was found by Cheapflights users on 5/21. 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.
Sat 7/116:30 am
MDW
- MIA
2 stops8h 55m
Southwest
Mon 7/136:20 am
MIA
- MDW
2 stops8h 25m
Southwest
Deal found 5/21![Southwest logo]()
$409
This Southwest deal was found by Cheapflights users on 5/22. 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.
Fri 7/102:40 pm
MDW
- MIA
2 stops6h 30m
Southwest
Mon 7/136:20 am
MIA
- MDW
1 stop5h 15m
Southwest
Deal found 5/22![Southwest logo]()
$418
Last-minute flights from Midway to MiamiDiscover last-minute flight deals from Midway to Miami. Data last updated May 25, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Miami. Data last updated May 25, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 5/24. 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.
Sat 6/1311:59 am
MDW
- MIA
1 stop10h 35m
Frontier
Tue 6/165:26 pm
MIA
- MDW
1 stop5h 45m
Frontier
Deal found 5/24![Frontier logo]()
$243
This Southwest deal was found by Cheapflights users on 5/20. 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.
Tue 6/168:10 am
MDW
- MIA
1 stop5h 15m
Southwest
Wed 6/174:00 pm
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 5/20![Southwest logo]()
$225
This Frontier deal was found by Cheapflights users on 5/23. 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.
Wed 6/176:00 am
MDW
- MIA
1 stop9h 31m
Frontier
Wed 6/2411:19 am
MIA
- MDW
1 stop11h 52m
Frontier
Deal found 5/23![Frontier logo]()
$230
This Frontier deal was found by Cheapflights users on 5/23. 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.
Thu 6/186:00 am
MDW
- MIA
1 stop9h 31m
Frontier
Tue 6/2311:19 am
MIA
- MDW
1 stop11h 52m
Frontier
Deal found 5/23![Frontier logo]()
$249
This Delta deal was found by Cheapflights users on 5/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/2311:05 am
MDW
- MIA
1 stop7h 16m
Delta
Wed 6/244:00 pm
MIA
- MDW
1 stop7h 17m
Delta
Deal found 5/20![Delta logo]()
$239
This Priceline deal was found by Cheapflights users on 5/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:00 am
MDW
- MIA
1 stop6h 49m
Frontier
Thu 6/255:26 pm
MIA
- MDW
1 stop5h 45m
Frontier
Deal found 5/24![Frontier logo]()
$247
This Southwest deal was found by Cheapflights users on 5/24. 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 6/2411:45 am
MDW
- MIA
Nonstop3h 00m
Southwest
Wed 7/14:00 pm
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 5/24![Southwest logo]()
$219
This Southwest deal was found by Cheapflights users on 5/21. 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 6/243:00 pm
MDW
- MIA
2 stops6h 10m
Southwest
Tue 6/3011:45 am
MIA
- MDW
1 stop5h 10m
Southwest
Deal found 5/21![Southwest logo]()
$240
This Trip.com deal was found by Cheapflights users on 5/24. 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.
Wed 6/246:00 am
MDW
- MIA
1 stop6h 49m
Frontier
Tue 6/305:26 pm
MIA
- MDW
1 stop5h 45m
Frontier
Deal found 5/24![Frontier logo]()
$241
One-way flights from Midway to MiamiSearch for one-way flight options from Midway to Miami. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
Search for one-way flight options from Midway to Miami. Find affordable one-way fares based on user searches. Data last updated May 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 6/2412:04 pm
MDW
- MIA
1 stop9h 59m
Frontier
Deal found 5/20![Frontier logo]()
$81
This Kissandfly.com deal was found by Cheapflights users on 5/25. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:00 am
MDW
- MIA
1 stop6h 49m
Frontier
Deal found 5/25![Frontier logo]()
$93
This Southwest deal was found by Cheapflights users on 5/22. 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.
Tue 8/189:25 am
MDW
- MIA
Nonstop3h 00m
Southwest
Deal found 5/22![Southwest logo]()
$101
This Southwest deal was found by Cheapflights users on 5/20. 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 6/2411:45 am
MDW
- MIA
Nonstop3h 00m
Southwest
Deal found 5/20![Southwest logo]()
$110
This Delta deal was found by Cheapflights users on 5/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/2411:05 am
MDW
- MIA
1 stop7h 51m
Delta
Deal found 5/22![Delta logo]()
$111
This Super.com deal was found by Cheapflights users on 5/24. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MDW
- MIA
1 stop6h 49m
Frontier
Deal found 5/24![Frontier logo]()
$114
This Frontier deal was found by Cheapflights users on 5/24. 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.
Wed 8/126:05 am
MDW
- MIA
1 stop6h 48m
Frontier
Deal found 5/24![Frontier logo]()
$116
This Delta deal was found by Cheapflights users on 5/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/184:22 pm
MDW
- MIA
1 stop7h 33m
Delta
Deal found 5/22![Delta logo]()
$123
Find 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 May 25, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $201 (Southwest) |
One-way from | $81 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $327 |
Good round-trip deal | $343 or less |
Good one-way deal | $191 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 May 25, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Miami that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 8/4
2:40 pm-8:10 pm
1 stop4h 30m
Miami
Wed 12/16
9:30 am-5:10 pm
2 stops8h 40m
$293
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 7/7
11:45 am-3:45 pm
Nonstop3h 00m
Miami
Sat 7/11
8:45 pm-7:10 am
1 stop11h 25m
$333
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 6/19
8:00 am-12:00 pm
Nonstop3h 00m
Miami
Tue 6/23
4:20 pm-9:10 pm
1 stop5h 50m
$364
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 8/13
7:25 am-3:20 pm
1 stop6h 55m
Miami
Sun 8/16
6:45 am-2:05 pm
2 stops8h 20m
$366
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 7/3
8:00 am-12:00 pm
Nonstop3h 00m
Miami
Sat 7/11
8:45 pm-7:10 am
1 stop11h 25m
$376
Quickest round-trip
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 6/3
7:55 am-11:55 am
Nonstop3h 00m
Miami
Wed 6/10
11:45 am-3:55 pm
1 stop5h 10m
$381
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 5/30
7:45 am-2:45 pm
1 stop6h 00m
Miami
Tue 6/2
12:10 pm-8:10 pm
2 stops9h 00m
$400
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 7/30
2:40 pm-10:05 pm
2 stops6h 25m
Miami
Mon 8/3
5:25 am-10:00 am
1 stop5h 35m
$408
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 7/11
6:30 am-4:25 pm
2 stops8h 55m
Miami
Mon 7/13
6:20 am-1:45 pm
2 stops8h 25m
$409
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 7/10
2:40 pm-10:10 pm
2 stops6h 30m
Miami
Mon 7/13
6:20 am-10:35 am
1 stop5h 15m
$418
Showing 1-10 of 19 resultsSorted by cheapest first
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Miami flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Miami flight deals on Cheapflights vs. FlightHub >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 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 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.
MDW-MIA
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?
The best time to book flights from Chicago Midway Airport to Miami is 22 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 $147). Flying from Chicago Midway Airport to Miami in June is currently the most expensive (average of $395). 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 May 25, 2026.
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 at noon, which can drop the price by up to 50% versus a flight in the afternoon.
How often are flights from Chicago to Miami delayed?
About 22% of weekly flights between Chicago and Miami have experienced delays in the past year, with the average delay time being 144 minutes.
What is the most punctual flight time for Chicago to Miami flights?
Historically, flights departing in the morning 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 Monday 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 17% of flights being delayed.
The best insider tips for Chicago Midway Airport to Miami 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 Chicago Midway Airport to Miami trip
Our travel experts
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 May 25, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andAmerican 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.
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Spirit Airlines
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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
Hollywood
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Marathon
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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 May 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$221 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$282 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$134 | Average$387 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$203 | Average$395 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$227 | Average$402 | FlexibilityNo cancel fee | On-time63% |