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Good to Know: Cheapest and Fastest MSY - MDW Flights
Useful information for finding best airline tickets from Louis Armstrong New Orleans International to Chicago Midway International on your next trip.
Cheapest Round Trip Flight
$306
Southwest Airlines
• nonstop
• 3h 35m
Nov 18 – Nov 21
The cheapest round trip flight from New Orleans to Chicago (MSY-MDW-MSY) is currently $306
Cheapest One way Flight
$38
Southwest Airlines
• 1 stop
• 13h 35m
Sep 14
The cheapest one way flight from New Orleans to Chicago (MSY-MDW) is currently $38
Cheapest Direct Flight
$296
Southwest Airlines
• nonstop
• 3h 45m
Nov 18
The cheapest nonstop flight from New Orleans to Chicago (MSY-MDW) is currently $296
Fastest Flight
3h 35m
The fastest nonstop flight from New Orleans to Chicago (MSY-MDW) takes 3h 35m
Top Airlines Flying from New Orleans to Chicago
Latest Flight Deals from New Orleans (MSY) to Chicago (MDW)
Compare and book low fare round-trip air tickets from New Orleans to Chicago. Ideal for travelers with confirmed return itineraries.
Nov 18 - Nov 21, Economy
New Orleans → Chicago
3h 35m
2:20 PM - 4:35 PM • nonstop
New Orleans → Chicago
8h 35m
12:50 PM - 6:05 PM • 1 stop
Southwest Airlines
Nov 18 - Nov 21, Economy
New Orleans → Chicago
8h 45m
9:30 AM - 2:55 PM • 1 stop
New Orleans → Chicago
3h 35m
3:20 PM - 5:35 PM • nonstop
Southwest Airlines
Nov 19 - Nov 23, Economy
New Orleans → Chicago
3h 45m
6:10 AM - 8:35 AM • nonstop
New Orleans → Chicago
7h 10m
7:20 AM - 11:50 AM • 1 stop
Southwest Airlines
Nov 18 - Nov 21, Economy
New Orleans → Chicago
7h 12m
6:22 PM - 10:54 PM • 1 stop
New Orleans → Chicago
10h 2m
6:00 AM - 12:02 PM • 1 stop
Delta Airlines
Nov 18 - Nov 21, Economy
New Orleans → Chicago
7h 34m
5:30 AM - 10:24 AM • 1 stop
New Orleans → Chicago
7h 4m
5:13 PM - 9:37 PM • 1 stop
Delta Airlines
Explore competitive one-way airfare options for MSY - MDW flights. Best suited for flexible or open-ended travel plans.
Flying to Chicago soon? We've surfaced some of the most affordable last-minute flights from New Orleans to Chicago, ideal for urgent plans or spontaneous trips.
Looking for the fastest way to Chicago? These direct flight options from MSY to MDW offer both convenience and value—no layovers, just straight to your destination.
Nov 18 - Nov 21, Economy
New Orleans → Chicago
3h 45m
6:10 AM - 8:35 AM • nonstop
New Orleans → Chicago
3h 45m
5:00 AM - 7:25 AM • nonstop
Southwest Airlines
Nov 18 - Nov 21, Economy
New Orleans → Chicago
3h 35m
2:20 PM - 4:35 PM • nonstop
New Orleans → Chicago
3h 35m
3:20 PM - 5:35 PM • nonstop
Southwest Airlines
Nov 17 - Nov 21, Economy
New Orleans → Chicago
3h 35m
2:20 PM - 4:35 PM • nonstop
New Orleans → Chicago
3h 35m
3:20 PM - 5:35 PM • nonstop
Southwest Airlines
Nov 19 - Nov 23, Economy
New Orleans → Chicago
3h 35m
2:20 PM - 4:35 PM • nonstop
New Orleans → Chicago
3h 40m
7:55 AM - 10:15 AM • nonstop
Southwest Airlines
Nov 19 - Nov 23, Economy
New Orleans → Chicago
3h 45m
6:10 AM - 8:35 AM • nonstop
New Orleans → Chicago
3h 35m
3:15 PM - 5:30 PM • nonstop
Southwest Airlines
FAQs on New Orleans to Chicago Flights
What are the airports in New Orleans?
MSY
What’s the most popular airline flying from MSY to MDW?
The most popular airline flying from New Orleans to Chicago are
Can I fly from MSY to MDW non-stop?
Yes, you can fly MSY to MDW non-stop on
Which airlines fly nonstop between New Orleans and Chicago?
The non-stop flights between New Orleans and Chicago are .
What’s the earliest departure time from MSY to MDW Airport?
The earliest flight leaves MSY at 5:15 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my New Orleans to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from MSY to MDW?
Read the fare rules of the New Orleans to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from New Orleans and Chicago?
operate flights between New Orleans and Chicago
How long does a flight from New Orleans to Chicago take?
It takes approximately 2 hour to fly non-stop from MSY to MDW, which is 825.01 miles by air.
Which airlines provide the cheapest flights from New Orleans (MSY) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from MSY were found on WN : USD 38
Do I need a passport to fly between MSY and MDW?
No
What’s the latest departure time from MSY to MDW ?
The last flight leaves MSY at 8:03 pm
New Orleans (MSY) to Chicago (MDW): Airport Information
| Origin Airport | Louis Armstrong New Orleans International , New Orleans, US |
| Destination Airport | Chicago Midway International , Chicago, US |
| Distance | 825 miles |
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