
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $101 (Trip.com) |
One-way from | $49 (Frontier) |
Popular in | June |
Cheapest in | October |
Average price | $273 |
Good round-trip deal | $178 or less |
Good one-way deal | $127 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 5/9
3:45 pm-7:40 pm
Nonstop2h 55m
Miami
Sat 5/16
7:00 am-9:15 am
Nonstop3h 15m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 4/25
12:05 pm-10:05 pm
2 stops9h 00m
Miami
Sat 5/2
6:15 am-12:15 pm
2 stops7h 00m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 5/7
1:25 pm-10:00 pm
2 stops7h 35m
Miami
Mon 5/11
6:05 am-8:20 am
Nonstop3h 15m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/27
6:23 am-12:56 pm
1 stop5h 33m
Miami
Wed 6/3
6:33 am-1:19 pm
1 stop7h 46m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 5/10
8:00 am-3:30 pm
1 stop6h 30m
Miami
Sat 5/16
7:00 am-9:15 am
Nonstop3h 15m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sat 4/18
3:45 pm-7:40 pm
Nonstop2h 55m
Miami
Mon 4/20
5:45 pm-12:05 am
1 stop7h 20m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Fri 4/17
6:50 pm-10:50 pm
Nonstop3h 00m
Miami
Tue 4/21
6:40 am-8:50 am
Nonstop3h 10m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Sun 5/3
8:15 am-4:05 pm
1 stop6h 50m
Miami
Sun 5/10
6:45 am-8:55 am
Nonstop3h 10m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 5/6
7:55 am-11:55 am
Nonstop3h 00m
Miami
Wed 5/13
6:40 am-8:50 am
Nonstop3h 10m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Thu 4/30
8:10 am-12:10 pm
Nonstop3h 00m
Miami
Mon 5/4
6:05 am-8:20 am
Nonstop3h 15m
| 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 Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
The best time to book flights from Chicago Midway Airport to Miami is 26 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.
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 June is currently the most expensive (average of $175). 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.
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 51% versus a flight in the afternoon.
About 20% of weekly flights between Chicago and Miami have experienced delays in the past year, with the average delay time being 146 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
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.
Over the last year, Southwest have had the lowest number of delays on this route, with just 15% of flights being delayed.
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
Crew
Entertainment
Food
Comfort
Boarding
Overall
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$227 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$95 | Average$190 | 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$199 | Average$398 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$395 | FlexibilityNo cancel fee | On-time71% |