Lowest Prices
Uncover the best deals on New Orleans to Chicago flights by comparing fares from hundreds of airlines and agencies.
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
$224
Southwest Airlines
• nonstop
• 3h 35m
Aug 29 – Aug 30
The cheapest round trip flight from New Orleans to Chicago (MSY-MDW-MSY) is currently $224
Cheapest One way Flight
$104
Southwest Airlines
• 1 stop
• 10h 25m
Aug 30
The cheapest one way flight from New Orleans to Chicago (MSY-MDW) is currently $104
Cheapest Direct Flight
$221
Southwest Airlines
• nonstop
• 3h 40m
Aug 29
The cheapest nonstop flight from New Orleans to Chicago (MSY-MDW) is currently $221
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.
Aug 29 - Aug 30, Economy
New Orleans → Chicago
3h 35m
7:15 AM - 9:30 AM • nonstop
New Orleans → Chicago
7h 15m
8:55 AM - 1:30 PM • 1 stop
Southwest Airlines
Aug 29 - Aug 30, Economy
New Orleans → Chicago
13h 50m
7:35 AM - 4:05 PM • 1 stop
New Orleans → Chicago
3h 35m
10:40 AM - 12:55 PM • nonstop
Southwest Airlines
Aug 29 - Aug 30, Economy
New Orleans → Chicago
10h 40m
7:25 AM - 2:05 PM • 1 stop
New Orleans → Chicago
3h 35m
5:20 PM - 7:35 PM • nonstop
Southwest Airlines
Aug 29 - Aug 30, Economy
New Orleans → Chicago
5h 55m
10:15 AM - 2:10 PM • 1 stop
New Orleans → Chicago
7h 15m
8:55 AM - 1:30 PM • 1 stop
Southwest Airlines
Aug 29 - Aug 30, Economy
New Orleans → Chicago
8h 55m
7:45 AM - 1:20 PM • 2 stops
New Orleans → Chicago
3h 30m
7:15 AM - 9:25 AM • nonstop
Southwest 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.
Aug 29 - Aug 30, Economy
New Orleans → Chicago
3h 40m
11:00 AM - 1:20 PM • nonstop
New Orleans → Chicago
3h 30m
7:15 AM - 9:25 AM • 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 5:25 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 167
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 7:00 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 |
More Flight Options for New Orleans (MSY) and Chicago (MDW)
Flights from New Orleans (MSY)
to Las Vegas (LAS)
Flights from New Orleans (MSY)
to Orlando (MCO)
Flights from New Orleans (MSY)
to Phoenix (PHX)
Flights from New Orleans (MSY)
to San Diego (SAN)
Flights from New Orleans (MSY)
to Miami (MIA)
Flights from New Orleans (MSY)
to Dallas (DFW)
Flights from New Orleans (MSY)
to Dallas (DFW)
Flights from New Orleans (MSY)
to Des Moines (DSM)
Flights from New Orleans (MSY)
to Tampa (TPA)
Flights from New Orleans (MSY)
to Punta Cana (PUJ)
Flights from New Orleans (MSY)
to Austin (AUS)
Flights from New Orleans (MSY)
to Chicago (ORD)
Flights from New Orleans (MSY)
to Boston (BOS)
Flights from New Orleans (MSY)
to San Antonio (SAT)
Flights from New Orleans (MSY)
to Fort Lauderdale (FLL)
Flights from New Orleans (MSY)
to Houston (IAH)
Flights from New Orleans (MSY)
to Los Angeles (LAX)
Flights from New Orleans (MSY)
to Orlando (ORL)
Flights from New Orleans (MSY)
to Charlotte (CLT)
Flights from New Orleans (MSY)
to Houston (HOU)
Flights from Atlanta (ATL)
to Chicago (ORD)
Flights from Dallas (DFW)
to Chicago (ORD)
Flights from Dallas (DFW)
to Chicago (ORD)
Flights from Philadelphia (PHL)
to Chicago (ORD)
Flights from Tucson (TUS)
to Chicago (ORD)
Flights from Omaha (OMA)
to Chicago (ORD)
Flights from Minneapolis (MSP)
to Chicago (ORD)
Flights from Minneapolis (MSP)
to Chicago (ORD)
Flights from Indianapolis (IND)
to Chicago (ORD)
Flights from Austin (AUS)
to Chicago (ORD)
Flights from Dallas (DAL)
to Chicago (MDW)
Flights from Orlando (MCO)
to Chicago (ORD)
Flights from Baltimore (BWI)
to Chicago (MDW)
Flights from Ontario (ONT)
to Chicago (ORD)
Flights from Ontario (ONT)
to Chicago (ORD)
Flights from Phoenix (PHX)
to Chicago (ORD)
Flights from Tampa (TPA)
to Chicago (ORD)
Flights from Los Angeles (LAX)
to Chicago (ORD)
Flights from San Francisco (SFO)
to Chicago (ORD)
Flights from San Diego (SAN)
to Chicago (ORD)
Cheap flights to North America (NA)
Cheap flights to United States (US)
Cheap flights to Louisiana (US-LA)
Cheap flights to Illinois (US-IL)
Cheap flights from North America (NA)
Cheap flights from United States (US)
Cheap flights from Louisiana (US-LA)
Cheap flights from Illinois (US-IL)
Flights to Chicago (MDW)
Flights to New Orleans (MSY)
Flights to Chicago (ORD)
Flights from Chicago (MDW)
Flights from Chicago (MDW)
to New Orleans (MSY)
Flights from New Orleans (MSY)
Flights from Chicago (ORD)
Flights from Chicago (ORD)
to New Orleans (MSY)
Why Fareleaders for MSY to MDW Plane Tickets
New Deals Everyday
Get the best prices on MSY to MDW flights—we update our fares daily so you never miss a saving.
No Service Fees
Compare hundreds of New Orleans to Chicago flights and secure the best deals—we never add any service fees.