
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $205 (Frontier) |
One-way from | $104 (CheapOair) |
Popular in | December |
Cheapest in | January |
Average price | $295 |
Good round-trip deal | $277 or less |
Good one-way deal | $179 or less |
Fly from
Fly to
Route
Depart
Return
New OrleansChicago
MSY - RFD
MSYRFD
New Orleans Louis Armstrong
Wed 5/20
5:29 pm-8:31 am
2 stops15h 02m
Chicago Greater Rockford
Sun 5/24
11:27 am-10:19 pm
1 stop10h 52m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sun 5/24
3:36 pm-9:09 pm
1 stop5h 33m
Chicago Midway
Fri 5/29
5:08 pm-10:45 pm
1 stop5h 37m
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Wed 5/20
7:00 am-9:40 am
Nonstop2h 40m
Chicago O'Hare Intl
Sun 5/24
10:25 am-12:55 pm
Nonstop2h 30m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 5/20
10:55 am-4:45 pm
1 stop5h 50m
Chicago Midway
Sun 5/24
9:00 am-11:20 am
Nonstop2h 20m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 5/27
1:20 pm-3:40 pm
Nonstop2h 20m
Chicago Midway
Mon 6/1
11:55 am-5:25 pm
1 stop5h 30m
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 7/1
11:55 am-2:10 pm
Nonstop2h 15m
Chicago Midway
Sun 7/5
9:55 pm-12:10 am
Nonstop2h 15m
New OrleansChicago
MSY - RFD
MSYRFD
New Orleans Louis Armstrong
Thu 5/28
5:53 pm-7:45 am
1 stop13h 52m
Chicago Greater Rockford
Sun 5/31
11:27 am-4:21 pm
2 stops28h 54m
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Fri 5/15
7:00 am-9:40 am
Nonstop2h 40m
Chicago O'Hare Intl
Mon 5/18
8:11 pm-10:47 pm
Nonstop2h 36m
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Fri 5/15
7:00 am-9:40 am
Nonstop2h 40m
Chicago O'Hare Intl
Tue 5/19
8:11 pm-10:47 pm
Nonstop2h 36m
New OrleansChicago
MSY - RFD
MSYRFD
New Orleans Louis Armstrong
Sat 6/6
5:21 pm-10:37 am
2 stops17h 16m
Chicago Greater Rockford
Sun 6/14
11:27 am-10:19 pm
1 stop10h 52m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy1 star | 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 Accuracy- | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars |
The price you pay for your flight from New Orleans to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 35 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, February is the cheapest month in which you can book a flight from New Orleans to Chicago (average of $18). Flying from New Orleans to Chicago in July is currently the most expensive (average of $107). 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 New Orleans to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 26% versus a flight in the evening.
Travelers seeking maximum savings on their New Orleans to Chicago flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from MSY to CHI are scheduled on a Thursday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (20 on average).
Orlando (MCO) – chosen by Cheapflights users on 75% of 1-stop itineraries from New Orleans to Chicago on Cheapflights.
Austin (AUS) is the most affordable 1-stop option, with an average round-trip price of $168.
Flights via Orlando (MCO) have the shortest average one-way travel time for 1-stop routes: 5h 30m.
Flights via Orlando (MCO) offer the fastest connection on this route, with an average layover time of 1h 00m.
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
Crew
Food
Boarding
Comfort
Overall
Entertainment
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$18 | Average$192 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$78 | Average$170 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$133 | Average$277 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$163 | Average$295 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$173 | Average$292 | FlexibilityNo cancel fee | On-time63% |