
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $173 (CheapOair) |
One-way from | $82 (CheapOair) |
Popular in | April |
Cheapest in | October |
Average price | $363 |
Good round-trip deal | $284 or less |
Good one-way deal | $149 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/29
4:00 pm-6:15 pm
Nonstop2h 15m
New Orleans Louis Armstrong
Wed 6/3
1:20 pm-3:40 pm
Nonstop2h 20m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Sat 5/9
10:15 am-3:25 pm
1 stop5h 10m
New Orleans Louis Armstrong
Mon 5/11
5:10 am-7:30 am
Nonstop2h 20m
ChicagoNew Orleans
ORD - MSY
ORDMSY
Chicago O'Hare Intl
Fri 5/29
7:00 am-9:44 am
Nonstop2h 44m
New Orleans Louis Armstrong
Tue 6/2
2:01 pm-4:46 pm
Nonstop2h 45m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Sat 5/9
10:00 am-4:05 pm
2 stops6h 05m
New Orleans Louis Armstrong
Sat 5/16
9:45 am-4:50 pm
2 stops7h 05m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/8
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Mon 5/11
5:10 am-7:30 am
Nonstop2h 20m
ChicagoNew Orleans
ORD - MSY
ORDMSY
Chicago O'Hare Intl
Fri 5/8
6:06 pm-11:54 pm
1 stop5h 48m
New Orleans Louis Armstrong
Tue 5/12
11:58 am-7:09 pm
1 stop7h 11m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Sat 5/30
3:30 pm-10:20 pm
2 stops6h 50m
New Orleans Louis Armstrong
Thu 6/4
7:45 am-1:35 pm
2 stops5h 50m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Thu 5/28
4:00 pm-6:15 pm
Nonstop2h 15m
New Orleans Louis Armstrong
Sun 5/31
7:15 pm-11:05 pm
1 stop3h 50m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Tue 6/16
3:10 pm-6:50 pm
1 stop3h 40m
New Orleans Louis Armstrong
Thu 6/18
5:40 am-8:00 am
Nonstop2h 20m
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/1
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Sun 5/3
5:40 am-11:00 am
1 stop5h 20m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star |
Booking 89 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to New Orleans. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, June is the cheapest month in which you can book a flight from Chicago to New Orleans (average of $46). Flying from Chicago to New Orleans in January is currently the most expensive (average of $561). 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 Chicago to New Orleans is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 12% on airfare.
Travelers seeking maximum savings on their Chicago to New Orleans flight should consider departing on Saturday evenings when fares are most often at their lowest. Thursday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to MSY are scheduled on a Monday (38 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (14 on average).
Orlando (MCO) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago to New Orleans on Cheapflights.
Orlando (MCO) is the most affordable 1-stop option, with an average round-trip price of $208.
Flights via Nashville (BNA) have the shortest average one-way travel time for 1-stop routes: 4h 40m.
Flights via Nashville (BNA) offer the fastest connection on this route, with an average layover time of 1h 43m.
About 19% of weekly flights between Chicago and New Orleans have experienced delays in the past year, with the average delay time being 138 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 Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 17% of flights being delayed.
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Boarding
Overall
Crew
Comfort
Food
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$179 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$98 | Average$226 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$98 | Average$300 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$163 | Average$351 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$168 | Average$387 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$169 | Average$338 | FlexibilityNo cancel fee | On-time71% |