Average TSA security wait times at MSY are around 15 minutes, making it efficient for early morning flights to MDW.
Round-trip from | $119 (Kiwi.com) |
---|---|
One-way from | $67 (Southwest) |
Popular in | December |
Cheapest in | February |
Average price | $259 |
Good round-trip deal | $207 or less |
Good one-way deal | $148 or less |
Fly from
Fly to
Route
Depart
Return
Price
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Fri 11/14
6:20 am-8:40 am
Nonstop2h 20m
Chicago Midway
Mon 11/17
8:40 am-11:05 am
Nonstop2h 25m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 10/11
11:10 am-1:30 pm
Nonstop2h 20m
Chicago Midway
Sun 10/12
10:40 pm-12:55 am
Nonstop2h 15m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 10/4
6:30 am-8:50 am
Nonstop2h 20m
Chicago Midway
Tue 10/7
8:30 pm-10:45 pm
Nonstop2h 15m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Fri 10/24
6:05 am-8:25 am
Nonstop2h 20m
Chicago Midway
Sun 10/26
10:40 pm-12:55 am
Nonstop2h 15m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 10/4
2:20 pm-4:40 pm
Nonstop2h 20m
Chicago Midway
Mon 10/6
5:25 am-9:55 am
1 stop4h 30m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 10/23
6:05 am-8:25 am
Nonstop2h 20m
Chicago Midway
Fri 10/24
9:25 pm-11:40 pm
Nonstop2h 15m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 10/1
5:25 am-9:40 am
1 stop4h 15m
Chicago Midway
Mon 10/6
9:35 am-4:04 pm
1 stop6h 29m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sun 10/5
5:25 am-9:40 am
1 stop4h 15m
Chicago Midway
Mon 10/6
9:35 am-4:04 pm
1 stop6h 29m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 11/15
6:30 am-8:50 am
Nonstop2h 20m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 10/22
5:55 pm-8:15 pm
Nonstop2h 20m
The best time to book flights from New Orleans to Chicago Midway Airport is 83 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, April is the cheapest month in which you can book a flight from New Orleans to Chicago Midway Airport (average of $160). Flying from New Orleans to Chicago Midway Airport in November is currently the most expensive (average of $249). 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.
One of the essential ways to save on airfare from New Orleans to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 16% on airfare.
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Entertainment
Food
Overall
Comfort
Boarding
Crew
Reviews
Mike,Aug 2025
OKC - AUS
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$104 | Average$207 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$189 | Average$289 | FlexibilityNo cancel fee | On-time63% | |
Cheapest$216 | Average$287 | FlexibilityNo cancel fee | On-timeN/A |