$94+ Cheap flights from Miami (MIA) to Midway (MDW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MDW
Sep 1 — Sep 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Miami to Midway 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.Cheap flight deals from Miami to Midway
Cheapest
Best
Last-minute
One-way
Cheapest flights from Miami to MidwayExplore the most affordable flight options available from Miami to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
Explore the most affordable flight options available from Miami to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 2, 2026.
This Trip.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Tue 9/16:05 am
MDW
- MIA
1 stop6h 27m
Frontier
Deal found 8/1![Frontier logo]()
$180
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:15 am
MIA
- MDW
Nonstop3h 05m
Southwest
Mon 9/75:55 am
MDW
- MIA
1 stop4h 55m
Southwest
Deal found 7/29![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:00 pm
MIA
- MDW
Nonstop3h 05m
Southwest
Sat 8/299:05 am
MDW
- MIA
2 stops9h 10m
Southwest
Deal found 7/29![Southwest logo]()
$186
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/37:15 am
MIA
- MDW
Nonstop3h 05m
Southwest
Sat 9/59:50 am
MDW
- MIA
1 stop9h 10m
Southwest
Deal found 7/30![Southwest logo]()
$187
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:30 am
MIA
- MDW
1 stop5h 10m
Southwest
Sat 8/2911:45 am
MDW
- MIA
2 stops7h 30m
Southwest
Deal found 7/30![Southwest logo]()
$192
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Sat 9/121:06 pm
MDW
- MIA
1 stop7h 54m
Frontier
Deal found 7/31![Frontier logo]()
$193
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:20 am
MIA
- MDW
2 stops7h 00m
Southwest
Mon 8/317:55 am
MDW
- MIA
1 stop7h 15m
Southwest
Deal found 7/30![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:05 pm
MIA
- MDW
2 stops8h 05m
Southwest
Sat 8/299:05 am
MDW
- MIA
2 stops9h 10m
Southwest
Deal found 7/29![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:05 pm
MIA
- MDW
1 stop9h 00m
Southwest
Mon 9/288:50 am
MDW
- MIA
2 stops11h 00m
Southwest
Deal found 7/31![Southwest logo]()
$202
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Tue 9/111:50 am
MDW
- MIA
1 stop10h 15m
Frontier
Deal found 7/31![Frontier logo]()
$204
Best flights from Miami to MidwayDiscover carefully curated flight deals from Miami to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
Discover carefully curated flight deals from Miami to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 2, 2026.
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:15 am
MIA
- MDW
Nonstop3h 05m
Southwest
Wed 9/302:05 pm
MDW
- MIA
1 stop6h 50m
Southwest
Deal found 7/29![Southwest logo]()
$181
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:12 pm
MIA
- MDW
1 stop6h 21m
Delta
Mon 10/55:10 pm
MDW
- MIA
1 stop6h 45m
Delta
Deal found 7/29![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:25 pm
MIA
- MDW
1 stop5h 00m
Southwest
Mon 9/217:25 am
MDW
- MIA
1 stop6h 55m
Southwest
Deal found 7/29![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/224:00 pm
MIA
- MDW
Nonstop3h 05m
Southwest
Thu 9/248:50 am
MDW
- MIA
2 stops11h 00m
Southwest
Deal found 7/29![Southwest logo]()
$192
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/210:35 am
MIA
- MDW
1 stop6h 09m
Delta
Sun 9/66:05 am
MDW
- MIA
1 stop7h 49m
Delta
Deal found 7/29![Delta logo]()
$217
This Southwest deal was found by Cheapflights users on 7/28. 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.
Mon 8/247:00 am
MIA
- MDW
2 stops6h 25m
Southwest
Wed 8/269:00 am
MDW
- MIA
1 stop5h 30m
Southwest
Deal found 7/28![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:20 am
MIA
- MDW
2 stops7h 00m
Southwest
Mon 8/317:55 am
MDW
- MIA
1 stop7h 15m
Southwest
Deal found 7/30![Southwest logo]()
$196
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/247:15 am
MIA
- MDW
Nonstop3h 05m
Southwest
Mon 9/285:30 am
MDW
- MIA
1 stop8h 50m
Southwest
Deal found 8/1![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/199:15 am
MIA
- MDW
2 stops7h 35m
Southwest
Wed 8/268:15 am
MDW
- MIA
2 stops6h 15m
Southwest
Deal found 7/28![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/114:00 pm
MIA
- MDW
1 stop7h 55m
Southwest
Mon 9/145:30 am
MDW
- MIA
1 stop8h 50m
Southwest
Deal found 7/31![Southwest logo]()
$201
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:30 am
MIA
- MDW
2 stops7h 00m
Southwest
Wed 9/28:15 am
MDW
- MIA
2 stops6h 15m
Southwest
Deal found 7/31![Southwest logo]()
$221
Last-minute flights from Miami to MidwayDiscover last-minute flight deals from Miami to Midway. Data last updated August 2, 2026 and is based on user searches.
Discover last-minute flight deals from Miami to Midway. Data last updated August 2, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Mon 8/2411:50 am
MDW
- MIA
1 stop10h 15m
Frontier
Deal found 7/30![Frontier logo]()
$197
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 am
MIA
- MDW
2 stops6h 30m
Southwest
Mon 8/248:00 am
MDW
- MIA
Nonstop3h 10m
Southwest
Deal found 7/31![Southwest logo]()
$206
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:45 am
MIA
- MDW
1 stop9h 20m
Southwest
Tue 8/259:25 am
MDW
- MIA
Nonstop3h 00m
Southwest
Deal found 7/31![Southwest logo]()
$207
This Southwest deal was found by Cheapflights users on 7/28. 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.
Mon 8/244:00 pm
MIA
- MDW
1 stop8h 45m
Southwest
Thu 8/277:55 am
MDW
- MIA
1 stop7h 15m
Southwest
Deal found 7/28![Southwest logo]()
$191
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:00 pm
MIA
- MDW
Nonstop3h 05m
Southwest
Sat 8/299:05 am
MDW
- MIA
2 stops9h 10m
Southwest
Deal found 7/29![Southwest logo]()
$186
This Trip.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Tue 9/16:05 am
MDW
- MIA
1 stop6h 27m
Frontier
Deal found 8/1![Frontier logo]()
$180
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:15 am
MIA
- MDW
Nonstop3h 05m
Southwest
Mon 8/313:20 pm
MDW
- MIA
1 stop4h 25m
Southwest
Deal found 7/30![Southwest logo]()
$181
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:05 pm
MIA
- MDW
2 stops8h 05m
Southwest
Sat 8/299:05 am
MDW
- MIA
2 stops9h 10m
Southwest
Deal found 7/29![Southwest logo]()
$201
This Frontier deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Tue 9/111:50 am
MDW
- MIA
1 stop10h 15m
Frontier
Deal found 7/31![Frontier logo]()
$204
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:30 am
MIA
- MDW
1 stop5h 10m
Southwest
Sat 8/2911:45 am
MDW
- MIA
2 stops7h 30m
Southwest
Deal found 7/30![Southwest logo]()
$192
This Southwest deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:30 am
MIA
- MDW
1 stop5h 10m
Southwest
Sat 9/59:20 am
MDW
- MIA
2 stops9h 00m
Southwest
Deal found 7/31![Southwest logo]()
$202
One-way flights from Miami to MidwaySearch for one-way flight options from Miami to Midway. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
Search for one-way flight options from Miami to Midway. Find affordable one-way fares based on user searches. Data last updated August 2, 2026.
This Trip.com deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/104:30 pm
MIA
- MDW
1 stop8h 14m
Frontier
Deal found 7/31![Frontier logo]()
$94
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/302:20 pm
MIA
- MDW
1 stop5h 55m
Southwest
Deal found 7/30![Southwest logo]()
$96
This Frontier deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/223:07 pm
MIA
- MDW
1 stop8h 40m
Frontier
Deal found 7/29![Frontier logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Deal found 8/1![Frontier logo]()
$98
This Southwest deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:20 am
MIA
- MDW
2 stops7h 00m
Southwest
Deal found 7/29![Southwest logo]()
$101
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:00 am
MIA
- MDW
1 stop5h 03m
Delta
Deal found 7/29![Delta logo]()
$109
This Kiwi.com deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:10 am
MIA
- MDW
2 stops34h 21m
Frontier
Deal found 7/30![Frontier logo]()
$115
This Super.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/185:34 pm
MIA
- MDW
1 stop7h 10m
Frontier
Deal found 8/1![Frontier logo]()
$116
This Frontier deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/285:28 pm
MIA
- MDW
1 stop6h 19m
Frontier
Deal found 8/1![Frontier logo]()
$118
This Super.com deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:00 am
MIA
- MDW
1 stop7h 07m
Frontier
Deal found 8/1![Frontier logo]()
$119
Find flight deals from Miami to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Miami (MIA) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $180 (Trip.com) |
One-way from | $94 (Trip.com) |
Popular in | March |
Cheapest in | October |
Average price | $250 |
Good round-trip deal | $330 or less |
Good one-way deal | $192 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Miami to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2026.
Use the filters below to find and compare flights from Miami to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MiamiChicago
MIA - MDW
MIAMDW
Miami
Thu 9/24
7:15 am-9:20 am
Nonstop3h 05m
Chicago Midway
Wed 9/30
2:05 pm-9:55 pm
1 stop6h 50m
$181
MiamiChicago
MIA - MDW
MIAMDW
Miami
Thu 9/17
6:25 pm-10:25 pm
1 stop5h 00m
Chicago Midway
Mon 9/21
7:25 am-3:20 pm
1 stop6h 55m
$191
MiamiChicago
MIA - MDW
MIAMDW
Miami
Tue 9/22
4:00 pm-6:05 pm
Nonstop3h 05m
Chicago Midway
Thu 9/24
8:50 am-8:50 pm
2 stops11h 00m
$192
MiamiChicago
MIA - MDW
MIAMDW
Miami
Mon 8/24
7:00 am-12:25 pm
2 stops6h 25m
Chicago Midway
Wed 8/26
9:00 am-3:30 pm
1 stop5h 30m
$196
MiamiChicago
MIA - MDW
MIAMDW
Miami
Thu 8/27
6:20 am-12:20 pm
2 stops7h 00m
Chicago Midway
Mon 8/31
7:55 am-4:10 pm
1 stop7h 15m
$196
MiamiChicago
MIA - MDW
MIAMDW
Miami
Thu 9/24
7:15 am-9:20 am
Nonstop3h 05m
Chicago Midway
Mon 9/28
5:30 am-3:20 pm
1 stop8h 50m
$201
MiamiChicago
MIA - MDW
MIAMDW
Miami
Wed 8/19
9:15 am-3:50 pm
2 stops7h 35m
Chicago Midway
Wed 8/26
8:15 am-3:30 pm
2 stops6h 15m
$201
MiamiChicago
MIA - MDW
MIAMDW
Miami
Fri 9/11
4:00 pm-10:55 pm
1 stop7h 55m
Chicago Midway
Mon 9/14
5:30 am-3:20 pm
1 stop8h 50m
$201
MiamiChicago
MIA - MDW
MIAMDW
Miami
Thu 10/1
1:12 pm-6:33 pm
1 stop6h 21m
Chicago Midway
Mon 10/5
5:10 pm-12:55 am
1 stop6h 45m
$217
MiamiChicago
MIA - MDW
MIAMDW
Miami
Wed 9/2
10:35 am-3:44 pm
1 stop6h 09m
Chicago Midway
Sun 9/6
6:05 am-2:54 pm
1 stop7h 49m
$217
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Miami to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Miami to Midway in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Miami-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Miami-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Miami-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Miami-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Miami-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Miami to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Miami with our price prediction graph.
MIA-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Miami to Chicago Midway Airport
Prices
Delays
What is the cheapest month to book a flight from Miami to Chicago Midway Airport?
Currently, October is the cheapest month in which you can book a flight from Miami to Chicago Midway Airport (average of $89). Flying from Miami to Chicago Midway Airport in March is currently the most expensive (average of $459). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from MIA to MDW?
Find hourly flight availability from Miami to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 2, 2026.
It’s optimal to fly from Miami to Chicago Midway Airport in the evening. By choosing this option you can save up to 55% on the cost of your flight, compared to a flight in the afternoon.
What is the cheapest day to fly from Miami to Chicago Midway Airport?
Use this chart to determine the cheapest time to fly round-trip from Miami to Midway. Price data was last updated on July 25, 2026.
Travelers seeking maximum savings on their Miami to Chicago Midway Airport flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Miami to Chicago delayed?
About 27% of weekly flights between Miami and Chicago have experienced delays in the past year, with the average delay time being 134 minutes.
What is the most punctual flight time for Miami to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Miami to Chicago flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 22% of flights being delayed.
The best insider tips for Miami to Chicago Midway Airport flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Miami to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated August 2, 2026.
Get a feel of what it's like to fly with Southwest and Frontier from Miami to Chicago Midway Airport by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Comfort
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from Miami to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Midway flight routes
Other flight options
Other flights from Miami
Popular flights
Alternative routes for Miami to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Midway by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Miami to Midway by cabin class
Find flights from Miami to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Midway
Explore flights to Midway departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 2, 2026.
Miami and Midway flights
Browse other Miami and Midway flight options. Last updated on August 2, 2026.
Other flights from Miami
Browse through other flights departing from Miami. Flights are based on user searches made on Cheapflights and were last updated on August 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Miami to Midway
Discover the top 2 airlines that operate flights from Miami to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated August 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$156 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$301 | FlexibilityNo cancel fee | On-time63% |