$106+ Cheap flights from Miami (MIA) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
MIA — MDW
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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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
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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
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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 October 30, 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 October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/83:41 pm -
1 stop20h 52m
Thu 1/75:21 pm -
1 stop28h 38m
Deal found 10/26![Frontier logo]()
$204
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:20 am -
1 stop13h 27m
Mon 11/166:42 pm -
1 stop14h 47m
Deal found 10/25![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:10 am -
1 stop5h 23m
Fri 12/45:02 pm -
1 stop18h 40m
Deal found 10/25![Frontier logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:45 pm -
1 stop22h 48m
Sat 12/512:28 pm -
1 stop6h 32m
Deal found 10/25![Frontier logo]()
$210
This Lucky2Go deal was found by Cheapflights users on 10/26. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:10 am -
1 stop13h 37m
Mon 11/96:42 pm -
1 stop25h 17m
Deal found 10/26![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/115:50 am -
2 stops18h 57m
Sat 11/146:42 pm -
1 stop14h 47m
Deal found 10/26![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/37:10 am -
1 stop9h 57m
Fri 12/45:02 pm -
1 stop18h 40m
Deal found 10/26![Frontier logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:05 am -
1 stop5h 28m
Wed 12/910:40 am -
1 stop22h 19m
Deal found 10/26![Frontier logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
1 stop7h 02m
Tue 11/1712:27 pm -
2 stops31h 32m
Deal found 10/25![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:59 pm -
1 stop10h 13m
Tue 12/112:33 pm -
1 stop27h 55m
Deal found 10/28![Frontier logo]()
$223
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 October 30, 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 October 30, 2026.
This Southwest deal was found by Cheapflights users on 10/29. 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 11/246:35 am -
Nonstop3h 10m
Mon 12/74:25 pm -
1 stop4h 50m
Deal found 10/29![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/176:00 am -
1 stop5h 28m
Mon 12/215:05 pm -
1 stop6h 53m
Deal found 10/25![Delta logo]()
$428
This Southwest deal was found by Cheapflights users on 10/28. 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.
Sat 11/216:25 pm -
Nonstop3h 15m
Mon 11/2312:55 pm -
Nonstop3h 00m
Deal found 10/28![Southwest logo]()
$318
This Southwest deal was found by Cheapflights users on 10/28. 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.
Fri 11/276:50 am -
Nonstop3h 10m
Tue 12/13:50 pm -
1 stop5h 10m
Deal found 10/28![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 10/29. 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.
Fri 12/412:35 pm -
Nonstop3h 15m
Sun 12/612:55 pm -
Nonstop3h 00m
Deal found 10/29![Southwest logo]()
$347
This Delta deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2311:40 am -
1 stop7h 04m
Mon 12/289:29 am -
1 stop7h 37m
Deal found 10/25![Delta logo]()
$455
This Southwest deal was found by Cheapflights users on 10/26. 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 12/242:35 pm -
1 stop7h 55m
Thu 12/311:25 pm -
Nonstop3h 00m
Deal found 10/26![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:35 am -
Nonstop3h 10m
Sun 11/298:30 pm -
Nonstop3h 00m
Deal found 10/25![Southwest logo]()
$419
Last-minute flights from Miami to MidwayDiscover last-minute flight deals from Miami to Midway. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Miami to Midway. Data last updated October 30, 2026 and is based on user searches.
This Lucky2Go deal was found by Cheapflights users on 10/26. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:10 am -
1 stop13h 37m
Mon 11/96:42 pm -
1 stop25h 17m
Deal found 10/26![Frontier logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/115:50 am -
2 stops18h 57m
Sat 11/146:42 pm -
1 stop14h 47m
Deal found 10/26![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/135:20 am -
1 stop13h 27m
Mon 11/166:42 pm -
1 stop14h 47m
Deal found 10/25![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
1 stop7h 02m
Tue 11/1712:27 pm -
2 stops31h 32m
Deal found 10/25![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/175:10 am -
1 stop13h 37m
Thu 11/196:42 pm -
2 stops27h 25m
Deal found 10/27![Frontier logo]()
$232
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:18 pm -
1 stop8h 29m
Thu 11/269:09 am -
1 stop5h 21m
Deal found 10/28![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 10/29. 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.
Thu 11/194:18 pm -
1 stop8h 29m
Mon 11/239:09 am -
1 stop5h 21m
Deal found 10/29![Frontier logo]()
$237
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:59 pm -
1 stop10h 15m
Wed 11/259:07 am -
1 stop5h 23m
Deal found 10/28![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/2110:59 pm -
1 stop10h 15m
Fri 11/271:29 pm -
1 stop8h 57m
Deal found 10/28![Frontier logo]()
$229
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:59 pm -
1 stop10h 15m
Tue 11/241:16 pm -
1 stop9h 10m
Deal found 10/28![Frontier logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:59 pm -
1 stop10h 13m
Tue 12/112:33 pm -
1 stop27h 55m
Deal found 10/28![Frontier logo]()
$223
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 October 30, 2026.
Search for one-way flight options from Miami to Midway. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1911:34 am -
2 stops13h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$106
This Kiwi.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/75:28 pm -
1 stop23h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$109
This Super.com deal was found by Cheapflights users on 10/27. 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 1/118:14 am -
1 stop9h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Frontier logo]()
$117
This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1411:45 am -
1 stop7h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$118
This Trip.com deal was found by Cheapflights users on 10/26. 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 1/167:05 am -
1 stop17h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$119
This Trip.com deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/189:37 pm -
1 stop27h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$121
This Super.com deal was found by Cheapflights users on 10/28. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:59 pm -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$122
This Orbitz deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2610:59 pm -
1 stop10h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Frontier logo]()
$123
This Frontier deal was found by Cheapflights users on 10/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/194:18 pm -
1 stop8h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Frontier logo]()
$124
This Mytrip deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/79:08 pm -
1 stop15h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Frontier logo]()
$126
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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $204 (Kiwi.com) |
One-way from | $106 (Kiwi.com) |
Popular in | September |
Cheapest in | January |
Average price | $367 |
Good round-trip deal | $467 or less |
Good one-way deal | $262 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 7,457,451 searches. Data last updated October 30, 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
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Tue 12/15
3:41 pm-9:45 am
2 stops19h 04m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$124
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Tue 11/24
6:25 pm-8:45 pm
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Wed 12/9
12:35 pm-2:50 pm
Nonstop3h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$138
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Mon 12/14
9:22 am-11:33 am
2 stops27h 11m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$147
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Tue 12/15
11:35 am-7:45 pm
2 stops9h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$153
Quickest round-trip
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Mon 12/28
6:35 am-8:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Wed 12/23
6:25 pm-8:45 pm
Nonstop3h 20m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Wed 12/16
12:35 pm-2:50 pm
Nonstop3h 15m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Tue 12/22
6:35 am-8:45 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$169
MiamiChicago
MIA Miami - MDW Chicago Midway
MIAMDW
Miami
Sun 12/13
6:45 am-8:55 am
Nonstop3h 10m
Chicago Midway
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$189
Showing 1-10 of 19 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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*3 stars |
- 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, January is the cheapest month in which you can book a flight from Miami to Chicago Midway Airport (average of $128). Flying from Miami to Chicago Midway Airport in September is currently the most expensive (average of $506). 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 October 30, 2026.
It’s optimal to fly from Miami to Chicago Midway Airport in the evening. By choosing this option you can save up to 56% 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 October 24, 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. Monday 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 29% of weekly flights between Miami and Chicago have experienced delays in the past year, with the average delay time being 139 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 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 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, Frontier have had the lowest number of delays on this route, with just 20% 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 October 30, 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.
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.4
Overall
7.9
Crew
8.6
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Food
7.0
Comfort
8.0
Entertainment
7.4
Overall
7.9
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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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 7,457,451 searches. Data last updated October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$177 | Average$306 | FlexibilityNo cancel fee | On-time63% |