$66+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
May 22 — May 291
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 April 22, 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 April 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:24 pm
MDW
- MIA
1 stop9h 23m
Frontier
Thu 5/286:00 am
MIA
- MDW
1 stop9h 12m
Frontier
Deal found 4/21![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:59 am
MDW
- MIA
1 stop28h 11m
Multiple Airlines
Tue 5/126:44 pm
MIA
- MDW
1 stop20h 28m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:24 pm
MDW
- MIA
1 stop23h 56m
Frontier
Thu 5/711:23 am
MIA
- MDW
1 stop11h 39m
Frontier
Deal found 4/22![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Mon 5/118:10 am
MIA
- MDW
1 stop27h 59m
Frontier
Deal found 4/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/136:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Wed 5/205:22 pm
MIA
- MDW
1 stop5h 40m
Frontier
Deal found 4/20![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Tue 5/56:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Sat 5/95:22 pm
MIA
- MDW
1 stop5h 40m
Frontier
Deal found 4/20![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Fri 5/88:10 am
MIA
- MDW
1 stop27h 54m
Frontier
Deal found 4/21![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Fri 5/812:04 pm
MDW
- MIA
1 stop9h 43m
Multiple Airlines
Fri 5/1511:06 am
MIA
- MDW
1 stop24h 58m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 5/26:00 am
MDW
- MIA
1 stop5h 56m
Multiple Airlines
Sat 5/24:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Fri 5/12:15 pm
MDW
- MIA
1 stop21h 41m
Multiple Airlines
Sat 5/96:30 am
MIA
- MDW
1 stop8h 42m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:24 pm
MDW
- MIA
1 stop9h 23m
Frontier
Tue 5/2611:23 am
MIA
- MDW
1 stop24h 46m
Frontier
Deal found 4/21![Frontier logo]()
$149
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 April 22, 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 April 22, 2026.
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 4/285:40 am
MDW
- MIA
1 stop9h 10m
Southwest
Wed 5/136:40 am
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 4/21![Southwest logo]()
$298
This Southwest deal was found by Cheapflights users on 4/22. 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.
Sun 5/107:40 am
MDW
- MIA
Nonstop3h 00m
Southwest
Thu 5/145:25 pm
MIA
- MDW
1 stop6h 20m
Southwest
Deal found 4/22![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 4/17. 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 5/76:50 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Tue 5/126:40 am
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 4/17![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 4/19. 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 5/77:50 am
MDW
- MIA
1 stop4h 20m
Southwest
Thu 5/146:05 pm
MIA
- MDW
Nonstop3h 20m
Southwest
Deal found 4/19![Southwest logo]()
$333
This Southwest deal was found by Cheapflights users on 4/21. 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.
Tue 4/287:55 am
MDW
- MIA
Nonstop3h 00m
Southwest
Sat 5/96:15 am
MIA
- MDW
1 stop5h 30m
Southwest
Deal found 4/21![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 4/18. 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 6/64:50 pm
MDW
- MIA
1 stop5h 10m
Southwest
Thu 6/112:50 pm
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 4/18![Southwest logo]()
$356
This Southwest deal was found by Cheapflights users on 4/17. 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.
Sun 5/176:45 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Fri 5/226:20 am
MIA
- MDW
2 stops6h 30m
Southwest
Deal found 4/17![Southwest logo]()
$365
This Southwest deal was found by Cheapflights users on 4/21. 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 5/76:50 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Sun 5/106:45 am
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 4/21![Southwest logo]()
$367
This Southwest deal was found by Cheapflights users on 4/17. 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 5/16:50 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Sun 5/36:45 am
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 4/17![Southwest logo]()
$367
Last-minute flights from Midway to MiamiDiscover last-minute flight deals from Midway to Miami. Data last updated April 22, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Miami. Data last updated April 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Fri 5/12:15 pm
MDW
- MIA
1 stop21h 41m
Multiple Airlines
Sat 5/96:30 am
MIA
- MDW
1 stop8h 42m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 4/18. 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 5/26:00 am
MDW
- MIA
1 stop5h 56m
Multiple Airlines
Sat 5/24:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/512:24 pm
MDW
- MIA
1 stop23h 56m
Frontier
Thu 5/711:23 am
MIA
- MDW
1 stop11h 39m
Frontier
Deal found 4/22![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Tue 5/56:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Sat 5/95:22 pm
MIA
- MDW
1 stop5h 40m
Frontier
Deal found 4/20![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Fri 5/88:10 am
MIA
- MDW
1 stop27h 54m
Frontier
Deal found 4/21![Frontier logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Mon 5/118:10 am
MIA
- MDW
1 stop27h 59m
Frontier
Deal found 4/21![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Fri 5/812:04 pm
MDW
- MIA
1 stop9h 43m
Multiple Airlines
Fri 5/1511:06 am
MIA
- MDW
1 stop24h 58m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:59 am
MDW
- MIA
1 stop28h 11m
Multiple Airlines
Tue 5/126:44 pm
MIA
- MDW
1 stop20h 28m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/136:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Wed 5/205:22 pm
MIA
- MDW
1 stop5h 40m
Frontier
Deal found 4/20![Frontier logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:24 pm
MDW
- MIA
1 stop9h 23m
Frontier
Thu 5/286:00 am
MIA
- MDW
1 stop9h 12m
Frontier
Deal found 4/21![Frontier logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1912:24 pm
MDW
- MIA
1 stop9h 23m
Frontier
Tue 5/2611:23 am
MIA
- MDW
1 stop24h 46m
Frontier
Deal found 4/21![Frontier logo]()
$149
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 April 22, 2026.
Search for one-way flight options from Midway to Miami. Find affordable one-way fares based on user searches. Data last updated April 22, 2026.
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Deal found 4/21![Frontier logo]()
$66
This Trip.com deal was found by Cheapflights users on 4/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Deal found 4/20![Frontier logo]()
$67
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Deal found 4/21![Frontier logo]()
$70
This Trip.com deal was found by Cheapflights users on 4/17. 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.
Sat 5/1611:59 am
MDW
- MIA
1 stop9h 48m
Frontier
Deal found 4/17![Frontier logo]()
$73
This Trip.com deal was found by Cheapflights users on 4/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:00 am
MDW
- MIA
1 stop10h 57m
Frontier
Deal found 4/20![Frontier logo]()
$74
This Trip.com deal was found by Cheapflights users on 4/17. 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.
Mon 5/116:00 am
MDW
- MIA
1 stop15h 47m
Frontier
Deal found 4/17![Frontier logo]()
$75
This WAYA deal was found by Cheapflights users on 4/18. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
MDW
- MIA
1 stop7h 15m
Frontier
Deal found 4/18![Frontier logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 5/196:00 am
MDW
- MIA
1 stop9h 27m
Frontier
Deal found 4/17![Frontier logo]()
$77
This iWofly deal was found by Cheapflights users on 4/17. 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 iWofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:00 am
MDW
- MIA
1 stop6h 20m
Frontier
Deal found 4/17![Frontier logo]()
$79
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 April 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $132 (Kiwi.com) |
One-way from | $66 (Trip.com) |
Popular in | June |
Cheapest in | October |
Average price | $370 |
Good round-trip deal | $193 or less |
Good one-way deal | $126 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 April 22, 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 4/28
5:40 am-3:50 pm
1 stop9h 10m
Miami
Wed 5/13
6:40 am-8:50 am
Nonstop3h 10m
$298
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 5/10
7:40 am-11:40 am
Nonstop3h 00m
Miami
Thu 5/14
5:25 pm-10:45 pm
1 stop6h 20m
$323
Quickest round-trip
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 5/7
6:50 pm-10:50 pm
Nonstop3h 00m
Miami
Tue 5/12
6:40 am-8:50 am
Nonstop3h 10m
$327
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 5/7
7:50 am-1:10 pm
1 stop4h 20m
Miami
Thu 5/14
6:05 pm-8:25 pm
Nonstop3h 20m
$333
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 4/28
7:55 am-11:55 am
Nonstop3h 00m
Miami
Sat 5/9
6:15 am-10:45 am
1 stop5h 30m
$356
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 6/6
4:50 pm-11:00 pm
1 stop5h 10m
Miami
Thu 6/11
2:50 pm-5:00 pm
Nonstop3h 10m
$356
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 5/17
6:45 pm-10:45 pm
Nonstop3h 00m
Miami
Fri 5/22
6:20 am-11:50 am
2 stops6h 30m
$365
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 5/7
6:50 pm-10:50 pm
Nonstop3h 00m
Miami
Sun 5/10
6:45 am-8:55 am
Nonstop3h 10m
$367
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 5/1
6:50 pm-10:50 pm
Nonstop3h 00m
Miami
Sun 5/3
6:45 am-8:55 am
Nonstop3h 10m
$367
Cheapest one-way
Quickest one-way
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 6/2
7:55 am-11:55 am
Nonstop3h 00m
$100
Showing 1-10 of 18 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 April.
| 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 Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | 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?
Use this chart to determine the optimal time to book a round-trip flight from Midway to Miami. Price data was last updated on April 17, 2026.
The best time to book flights from Chicago Midway Airport to Miami is 23 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 $149). 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 April 22, 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 21% of weekly flights between Chicago and Miami have experienced delays in the past year, with the average delay time being 151 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 16% 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 April 22, 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.
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Entertainment
7.5
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
Dania Beach
Coral Gables
Plantation
Miami Springs
Doral
Miramar
Sunrise
Hialeah
Palm Beach
Miami Lakes
Deerfield Beach
Lake Worth
Oakland Park
Tamarac
Aventura
Bonita Springs
Marathon
North Palm Beach
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Other flights to Miami
Explore flights to Miami departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Midway and Miami flights
Browse other Midway and Miami flight options. Last updated on April 22, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on April 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 April 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$225 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$215 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$134 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$199 | Average$401 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$391 | FlexibilityNo cancel fee | On-time71% |