
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $103 (Trip.com) |
One-way from | $56 (Super.com) |
Popular in | March |
Cheapest in | August |
Average price | $293 |
Good round-trip deal | $123 or less |
Good one-way deal | $97 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Tue 4/14
11:40 am-3:35 pm
Nonstop2h 55m
Fort Lauderdale
Wed 4/15
6:50 am-9:00 am
Nonstop3h 10m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sat 4/25
7:50 am-1:45 pm
1 stop4h 55m
Orlando
Sat 4/25
6:30 pm-10:35 pm
1 stop5h 05m
ChicagoFort Lauderdale
MDW - FLL
MDWFLL
Chicago Midway
Wed 4/29
7:40 am-11:35 am
Nonstop2h 55m
Fort Lauderdale
Fri 5/1
6:55 am-9:05 am
Nonstop3h 10m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 4/19
6:35 pm-10:15 pm
Nonstop2h 40m
Orlando
Wed 4/29
5:50 pm-7:45 pm
Nonstop2h 55m
ChicagoOrlando
MDW - MCO
MDWMCO
Chicago Midway
Sun 5/3
8:50 pm-12:25 am
Nonstop2h 35m
Orlando
Wed 5/13
7:15 am-9:10 am
Nonstop2h 55m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Mon 5/11
7:50 am-1:10 pm
1 stop4h 20m
Miami
Sat 5/16
7:00 am-9:15 am
Nonstop3h 15m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Wed 4/15
11:10 am-3:55 pm
1 stop3h 45m
Tampa
Fri 4/24
7:00 am-8:50 am
Nonstop2h 50m
ChicagoMiami
MDW - MIA
MDWMIA
Chicago Midway
Wed 3/25
6:48 pm-10:56 pm
Nonstop3h 08m
Miami
Sat 3/28
11:13 am-1:41 pm
Nonstop3h 28m
ChicagoFort Myers
MDW - RSW
MDWRSW
Chicago Midway
Mon 5/11
6:55 pm-10:40 pm
Nonstop2h 45m
Fort Myers SW Florida Intl
Thu 5/14
8:25 pm-10:20 pm
Nonstop2h 55m
ChicagoTampa
MDW - TPA
MDWTPA
Chicago Midway
Sun 4/26
4:50 pm-12:20 am
1 stop6h 30m
Tampa
Wed 4/29
4:15 pm-7:40 pm
1 stop4h 25m
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to Florida (average of $49). Flying from Chicago Midway Airport to Florida in June is currently the most expensive (average of $166). 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.
Unlike in the morning, when flights are generally more expensive, you can save up to 4% on flights from Chicago Midway Airport to Florida by exploring options for tickets at noon.
Travelers seeking maximum savings on their Chicago Midway Airport to Florida flight should consider departing on Wednesday 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.
The most flights from MDW to USFL are scheduled on a Saturday (6 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
Boarding
Food
Overall
Comfort
Entertainment
Crew
Reviews
Scott,Feb 2026
HOU - FLL
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$178 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$84 | Average$197 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$363 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$119 | Average$395 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$167 | Average$372 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$203 | Average$391 | FlexibilityNo cancel fee | On-time71% |