Cheap flights from New Orleans to Chicago from $172 MSY → MDW, ORD
Louis Armstrong New Orleans International Airport (MSY) → Chicago Midway International Airport (MDW), O'Hare International Airport (ORD)
The cheapest one-way found recently is $172 with American Airlines, 7 Apr 2027, found 2 days ago.
- Cheapest one-way found recently
- $172, American Airlines, found 2 days ago
- Cheapest month to fly
- November 2026, one-way fares from $141 found in the last 7 days
- Airlines with nonstop flights
- American Airlines
- Shortest nonstop flight found
- 2 h 40 min
One-way
The cheapest one-way fare on each of 4 departure dates is usually $164 to $184.
Cheapest one-way found recently
$172
7 Apr 2027 · American Airlines
Louis Armstrong New Orleans International Airport (MSY) → O'Hare International Airport (ORD)
Leaves 7:15 a.m. · 2 h 40 min trip
nonstop
found 2 days ago
Cheapest nonstop one-way
$172
7 Apr 2027 · American Airlines
Louis Armstrong New Orleans International Airport (MSY) → O'Hare International Airport (ORD)
Leaves 7:15 a.m. · 2 h 40 min trip
nonstop
found 2 days ago
Found recently, and the cheapest we hold
$172 7 Apr 2027found 2 days agoOpen this trip
$141 18 Novfound 5 days agoOpen this trip
What have prices looked like?
Over 48 days, 24 Sept to 11 Nov, the cheapest one-way we saw each day was $86 to $173.
Those were the prices on those days, not today's.
Is this a good one-way price?
Compared with the cheapest one-way fare on each of 4 departure dates from 18 Nov to 7 Apr 2027, found by travelers' searches in the last 7 days (economy, the price the seller showed on Aviasales). The usual range is the middle half of those prices.
Could nearby dates be cheaper?
No. We hold one-way fares on 1 other departure date within 3 days of 7 Apr 2027, and it is not cheaper.
Every date we hold
4 fares on 4 departure dates
See the chart as a table
| Dates | From | Airline | Airports | Stops | Found | |
|---|---|---|---|---|---|---|
| 18 Nov | $141 | Frontier Airlines | Louis Armstrong New Orleans International Airport (MSY) → Chicago Midway International Airport (MDW) | 1 stop | found 5 days ago | Open this trip |
| 4 Mar 2027 | $174 | Frontier Airlines | Louis Armstrong New Orleans International Airport (MSY) → O'Hare International Airport (ORD) | 1 stop | found 6 days ago | Open this trip |
| 4 Apr 2027 | $215 | Southwest Airlines | Louis Armstrong New Orleans International Airport (MSY) → Chicago Midway International Airport (MDW) | 1 stop | found 2 days ago | Open this trip |
| 7 Apr 2027 | $172 | American Airlines | Louis Armstrong New Orleans International Airport (MSY) → O'Hare International Airport (ORD) | nonstop | found 2 days ago | Open this trip |
Which month looks cheapest?
November 2026 is the cheapest month — from $141.
Airlines on the cheapest dates: Frontier Airlines, Southwest Airlines, American Airlines.
Premium cabin fares from New Orleans to Chicago
We hold no premium economy, business or first-class fares for this route: we collect them for the busiest routes, and this one is not among them yet.
Today's prices for 7 Apr 2027 in another cabin: Premium economy · Business · First
How far ahead were prices cheapest for New Orleans to Chicago?
One-way
Fares 30 to 59 days before departure were typically 34% lower than 0 to 6 days before departure.
From the cheapest one-way each day between 24 Sept and 11 Nov (48 days), grouped by how many days ahead the flight left; one adult in economy.
Each range covers different departure dates, so this compares typical fares, not the same trip priced twice.
Prices reflect recent searches — current fares may differ.
See these ranges as a table
| Booked ahead by | Typical fare | Cheapest day | Above the cheapest | Days of prices |
|---|---|---|---|---|
| 0–6 days | $146 | $136 | +52% | 15 |
| 7–13 days | $139 | $126 | +44% | 22 |
| 14–29 days | $126 | $86 | +31% | 15 |
| 30–59 days | $96 | $91 | Cheapest seen | 15 |
| 90–179 days | $143 | $114 | +49% | 16 |
| 180+ days | $162 | $158 | +68% | 16 |
Live price for these dates
The cheapest one-way found recently is for 7 Apr 2027. A live search on this page shows what those dates cost now, for one adult in economy.
Questions about this trip
How much is a one-way flight from New Orleans to Chicago?
The cheapest one-way found recently is $172 with American Airlines, 7 Apr 2027, found 2 days ago. The cheapest one-way we hold, of any age, is $141 with Frontier Airlines, 18 Nov, found 5 days ago. The cheapest one-way fare on each of 4 departure dates is usually $164 to $184.
What is the cheapest month to fly from New Orleans to Chicago?
November 2026 is the cheapest month for a one-way, from $141, 18 Nov, found 5 days ago.
How far ahead should I book a flight from New Orleans to Chicago?
In 48 days of prices between 24 Sept and 11 Nov, one-way fares 30 to 59 days before departure were typically 34% lower than 0 to 6 days before departure.
Is there a direct flight from New Orleans to Chicago?
Yes, the cheapest nonstop one-way found recently is $172 with American Airlines, 7 Apr 2027, found 2 days ago.
How long is the flight from New Orleans to Chicago?
The cheapest nonstop one-way found recently, with American Airlines on 7 Apr 2027, takes 2 h 40 min from Louis Armstrong New Orleans International Airport (MSY) to O'Hare International Airport (ORD).
Which airlines have the cheapest flights from New Orleans to Chicago?
Between 18 Nov and 7 Apr 2027, Frontier Airlines has the cheapest one-way on 2 of the 4 departure dates we hold, Southwest Airlines on 1 and American Airlines on 1.
Prices are what travelers' searches on Aviasales found in the last 7 days, in US dollars: the price the seller showed on Aviasales; bags may cost extra. Fares change, so check today's price before you book. How our prices work