$48+ 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 4/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MIA
Apr 11 — Apr 181
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 36 days in advance, depart on a Tuesday or Sunday and return on a Wednesday
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 March 12, 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 March 12, 2026.
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop18h 09m
Frontier
Deal found 3/8![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/10![Frontier logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$111
This CheapTickets deal was found by Cheapflights users on 3/7. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Tue 4/281:05 pm
MIA
- MDW
1 stop10h 09m
Frontier
Deal found 3/7![Frontier logo]()
$112
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Wed 4/153:54 pm
MIA
- MDW
1 stop7h 20m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Sat 4/184:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Tue 4/75:05 am
MIA
- MDW
1 stop16h 02m
Frontier
Deal found 3/8![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/212:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Wed 4/291:10 pm
MIA
- MDW
1 stop7h 21m
Frontier
Deal found 3/10![Frontier logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Fri 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Wed 4/151:10 pm
MIA
- MDW
1 stop10h 04m
Frontier
Deal found 3/11![Frontier logo]()
$127
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 March 12, 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 March 12, 2026.
This Southwest deal was found by Cheapflights users on 3/9. 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 5/92:15 pm
MDW
- MIA
2 stops6h 50m
Southwest
Sat 5/168:25 am
MIA
- MDW
1 stop10h 50m
Southwest
Deal found 3/9![Southwest logo]()
$178
This Southwest deal was found by Cheapflights users on 3/7. 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 4/47:00 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Thu 4/96:05 am
MIA
- MDW
Nonstop3h 15m
Southwest
Deal found 3/7![Southwest logo]()
$218
This Southwest deal was found by Cheapflights users on 3/8. 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 5/23:45 pm
MDW
- MIA
Nonstop2h 55m
Southwest
Sun 5/36:45 am
MIA
- MDW
Nonstop3h 10m
Southwest
Deal found 3/8![Southwest logo]()
$232
This Southwest deal was found by Cheapflights users on 3/9. 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 4/246:50 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Fri 5/13:10 pm
MIA
- MDW
1 stop6h 20m
Southwest
Deal found 3/9![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 3/10. 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 4/126:45 pm
MDW
- MIA
Nonstop3h 00m
Southwest
Sat 4/186:35 am
MIA
- MDW
2 stops9h 05m
Southwest
Deal found 3/10![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 3/8. 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 4/1011:40 am
MDW
- MIA
1 stop4h 50m
Southwest
Sat 4/186:15 am
MIA
- MDW
2 stops7h 55m
Southwest
Deal found 3/8![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 3/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:50 pm
MDW
- MIA
1 stop4h 35m
Southwest
Thu 4/166:05 am
MIA
- MDW
Nonstop3h 15m
Southwest
Deal found 3/11![Southwest logo]()
$287
This Southwest deal was found by Cheapflights users on 3/8. 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 3/247:40 am
MDW
- MIA
Nonstop3h 00m
Southwest
Tue 3/316:40 pm
MIA
- MDW
1 stop5h 10m
Southwest
Deal found 3/8![Southwest logo]()
$288
This Southwest deal was found by Cheapflights users on 3/8. 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 5/292:10 pm
MDW
- MIA
2 stops7h 50m
Southwest
Sat 6/68:45 pm
MIA
- MDW
1 stop11h 25m
Southwest
Deal found 3/8![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 3/7. 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 5/3010:00 am
MDW
- MIA
1 stop4h 25m
Southwest
Tue 6/27:20 am
MIA
- MDW
2 stops7h 45m
Southwest
Deal found 3/7![Southwest logo]()
$312
This Southwest deal was found by Cheapflights users on 3/7. 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 5/37:45 am
MDW
- MIA
1 stop6h 10m
Southwest
Sat 5/97:00 am
MIA
- MDW
Nonstop3h 15m
Southwest
Deal found 3/7![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 3/9. 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 4/47:55 am
MDW
- MIA
1 stop5h 55m
Southwest
Sat 4/116:35 am
MIA
- MDW
2 stops9h 05m
Southwest
Deal found 3/9![Southwest logo]()
$316
Last-minute flights from Midway to MiamiDiscover last-minute flight deals from Midway to Miami. Data last updated March 12, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Miami. Data last updated March 12, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$103
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Tue 4/75:05 am
MIA
- MDW
1 stop16h 02m
Frontier
Deal found 3/8![Frontier logo]()
$123
This Kiwi.com deal was found by Cheapflights users on 3/7. 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 4/66:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Wed 4/83:12 pm
MIA
- MDW
1 stop8h 07m
Multiple Airlines
Deal found 3/7![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop18h 09m
Frontier
Deal found 3/8![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$111
This Trip.com deal was found by Cheapflights users on 3/11. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Wed 4/153:54 pm
MIA
- MDW
1 stop7h 20m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 3/11. 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.
Fri 4/106:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Wed 4/151:10 pm
MIA
- MDW
1 stop10h 04m
Frontier
Deal found 3/11![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Tue 4/143:12 pm
MIA
- MDW
1 stop8h 02m
Multiple Airlines
Deal found 3/8![Multiple Airlines logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/116:30 am
MDW
- MIA
Nonstop3h 10m
Multiple Airlines
Sat 4/184:59 pm
MIA
- MDW
1 stop6h 15m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$122
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/136:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Sat 4/185:05 am
MIA
- MDW
1 stop14h 32m
Frontier
Deal found 3/10![Frontier logo]()
$109
This Trip.com deal was found by Cheapflights users on 3/7. 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 4/212:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Tue 4/281:05 pm
MIA
- MDW
1 stop10h 09m
Frontier
Deal found 3/7![Frontier logo]()
$117
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/212:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Wed 4/291:10 pm
MIA
- MDW
1 stop7h 21m
Frontier
Deal found 3/10![Frontier logo]()
$126
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 March 12, 2026.
Search for one-way flight options from Midway to Miami. Find affordable one-way fares based on user searches. Data last updated March 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/7. 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 4/46:30 am
MDW
- MIA
Nonstop3h 10m
Frontier
Deal found 3/7![Frontier logo]()
$48
This Mytrip deal was found by Cheapflights users on 3/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:48 pm
MDW
- MIA
Nonstop3h 08m
Frontier
Deal found 3/10![Frontier logo]()
$50
This Trip.com deal was found by Cheapflights users on 3/9. 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 4/212:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Deal found 3/9![Frontier logo]()
$59
This Trip.com deal was found by Cheapflights users on 3/9. 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 4/292:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Deal found 3/9![Frontier logo]()
$60
This Kiwi.com deal was found by Cheapflights users on 3/9. 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 5/202:20 pm
MDW
- MIA
1 stop9h 29m
Frontier
Deal found 3/9![Frontier logo]()
$65
This Kiwi.com deal was found by Cheapflights users on 3/8. 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 4/116:40 am
MDW
- MIA
1 stop6h 28m
Frontier
Deal found 3/8![Frontier logo]()
$66
This Kiwi.com deal was found by Cheapflights users on 3/7. 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 5/74:09 pm
MDW
- MIA
1 stop8h 21m
Frontier
Deal found 3/7![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 3/10. 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 4/222:15 pm
MDW
- MIA
1 stop9h 34m
Frontier
Deal found 3/10![Frontier logo]()
$72
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 March 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Trip.com) |
One-way from | $48 (Kiwi.com) |
Popular in | June |
Cheapest in | October |
Average price | $252 |
Good round-trip deal | $147 or less |
Good one-way deal | $63 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 March 12, 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
Sat 5/9
2:15 pm-10:05 pm
2 stops6h 50m
Miami
Sat 5/16
8:25 am-6:15 pm
1 stop10h 50m
$178
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 4/4
7:00 pm-11:00 pm
Nonstop3h 00m
Miami
Thu 4/9
6:05 am-8:20 am
Nonstop3h 15m
$218
Quickest round-trip
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 5/2
3:45 pm-7:40 pm
Nonstop2h 55m
Miami
Sun 5/3
6:45 am-8:55 am
Nonstop3h 10m
$232
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 4/24
6:50 pm-10:50 pm
Nonstop3h 00m
Miami
Fri 5/1
3:10 pm-8:30 pm
1 stop6h 20m
$247
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 4/12
6:45 pm-10:45 pm
Nonstop3h 00m
Miami
Sat 4/18
6:35 am-2:40 pm
2 stops9h 05m
$272
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 4/10
11:40 am-5:30 pm
1 stop4h 50m
Miami
Sat 4/18
6:15 am-1:10 pm
2 stops7h 55m
$277
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 4/9
3:50 pm-9:25 pm
1 stop4h 35m
Miami
Thu 4/16
6:05 am-8:20 am
Nonstop3h 15m
$287
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Tue 3/24
7:40 am-11:40 am
Nonstop3h 00m
Miami
Tue 3/31
6:40 pm-10:50 pm
1 stop5h 10m
$288
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 5/29
2:10 pm-11:00 pm
2 stops7h 50m
Miami
Sat 6/6
8:45 pm-7:10 am
1 stop11h 25m
$296
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 5/30
10:00 am-3:25 pm
1 stop4h 25m
Miami
Tue 6/2
7:20 am-2:05 pm
2 stops7h 45m
$312
Showing 1-10 of 23 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 March.
| 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 March 6, 2026.
The best time to book flights from Chicago Midway Airport to Miami is 36 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 $49). Flying from Chicago Midway Airport to Miami in May is currently the most expensive (average of $172). 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 March 12, 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 47% versus a flight in the afternoon.
How often are flights from Chicago to Miami delayed?
About 20% 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 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 15% 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 March 12, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
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 locationsHollywood
Sunny Isles Beach
Coral Gables
Dania Beach
Plantation
Doral
Miramar
Miami Springs
Sunrise
Palm Beach
Marathon
Miami Lakes
Deerfield Beach
Oakland Park
Tamarac
Hialeah
Aventura
Boynton Beach
Bonita Springs
Homestead
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Midway to Miami
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Complete your trip
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Search flights from Midway to Miami by cabin class
Find flights from Midway to Miami, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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 March 12, 2026.
Midway and Miami flights
Browse other Midway and Miami flight options. Last updated on March 12, 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 March 12, 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 March 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$208 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$180 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$119 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$134 | Average$357 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$189 | Average$396 | FlexibilityNo cancel fee | On-time63% |