New Orleans to Chicago (MSY–MDW) — Airlines, Schedules & Connections

MSY Airport Page →
827 mi airlines charter/private 23/wk
On-time Some delays Frequent delays
Flight Schedule 23 flights Verified 31m ago
Also flown by charter / private operators.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop
WN347
WN Southwest
7M8
5:00 AM
CDT
7:20 AM
CDT
2h 20m
65%
M T W T F S S
Prices
WN1775
WN Southwest
737
5:30 AM
CDT
7:50 AM
CDT
2h 20m
65%
M T W T F S S
Prices
WN498
WN Southwest
B38M
5:40 AM
CDT
8:00 AM
CDT
2h 20m
65%
M T W T F S S
Prices
WN3273
WN Southwest
738
5:45 AM
CDT
8:05 AM
CDT
2h 20m
65%
M T W T F S S
Prices
WN492
WN Southwest
7M8
6:45 AM
CDT
9:00 AM
CDT
2h 15m
65%
M T W T F S S
Prices
WN2667
WN Southwest
7S7
8:45 AM
CDT
11:05 AM
CDT
2h 20m
65%
M T W T F S S
Prices
WN4664
WN Southwest
738
11:45 AM
CDT
2:00 PM
CDT
2h 15m
65%
M T W T F S S
Prices
WN1035
WN Southwest
73H
12:05 PM
CDT
2:20 PM
CDT
2h 15m
65%
M T W T F S S
Prices
WN2844
WN Southwest
73H
2:05 PM
CDT
4:20 PM
CDT
2h 15m
65%
M T W T F S S
Prices
WN2908
WN Southwest
B38M
3:55 PM
CDT
6:15 PM
CDT
2h 20m
65%
M T W T F S S
Prices
WN3015
WN Southwest
B38M
4:45 PM
CDT
7:05 PM
CDT
2h 20m
65%
M T W T F S S
Prices
WN2875
WN Southwest
737
6:23 PM
CDT
8:40 PM
CDT
2h 17m
65%
M T W T F S S
Prices
WN2970
WN Southwest
7M8
10:15 PM
CDT
12:35 AM+1
CDT
2h 20m
65%
M T W T F S S
Prices
WN1197
WN Southwest
737
7:15 AM
CDT
9:30 AM
CDT
2h 15m
44%
M T W T F S S
Prices
WN1169
WN Southwest
73H
7:45 AM
CDT
10:00 AM
CDT
2h 15m
44%
M T W T F S S
Prices
WN2834
WN Southwest
B38M
8:50 AM
CDT
11:05 AM
CDT
2h 15m
44%
M T W T F S S
Prices
WN2558
WN Southwest
7M8
9:00 AM
CDT
11:15 AM
CDT
2h 15m
44%
M T W T F S S
Prices
WN1431
WN Southwest
73H
11:58 AM
CDT
2:12 PM
CDT
2h 14m
44%
M T W T F S S
Prices
WN3743
WN Southwest
7S7
2:25 PM
CDT
4:40 PM
CDT
2h 15m
44%
M T W T F S S
Prices
WN4171
WN Southwest
7S7
2:50 PM
CDT
5:05 PM
CDT
2h 15m
44%
M T W T F S S
Prices
WN1334
WN Southwest
73H
3:30 PM
CDT
5:45 PM
CDT
2h 15m
44%
M T W T F S S
Prices
WN2640
WN Southwest
7S7
8:35 PM
CDT
10:50 PM
CDT
2h 15m
44%
M T W T F S S
Prices
WN2836
WN Southwest
73H
9:40 PM
CDT
11:55 PM
CDT
2h 15m
44%
M T W T F S S
Prices

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
STL St Louis 3h 48m WN WN St Louis (STL) to Chicago flights
BNA Nashville 4h WN WN Nashville (BNA) to Chicago flights
MCI Kansas City 4h 10m WN WN Kansas City (MCI) to Chicago flights
ATL Atlanta 4h 18m AFAMDL AFAMDL Atlanta (ATL) to Chicago flights
HOU Houston 4h 25m WN WN Houston (HOU) to Chicago flights
DAL Dallas 4h 30m WN JTLWN Dallas (DAL) to Chicago flights
DTW Detroit 4h 35m AFDLVS AFDLKE Detroit (DTW) to Chicago flights
IAH Houston 4h 47m ACCMEK UA Houston (IAH) to Chicago flights
SAT San Antonio 4h 55m WN WN San Antonio (SAT) to Chicago flights
AUS Austin 5h 5m DLWN EJALXJWN Austin (AUS) to Chicago flights
1-STOP More options, longer trips
2-STOP Loading... Reach the hardest destinations
New Orleans to Chicago
1 carrier, 23 flights/week nonstop.
1 Airlines 827 mi 2h 20m nonstop

MSY–MDW is served by 1 airline with nonstop service. Southwest Airlines leads the route. The flight covers 827 miles in approximately 2h 20m. Beyond nonstop, 1-stop connecting options are also available.

Airline Landscape

All carriers operating nonstop MSY–MDW service, compared side by side.
Airline Freq/wk Aircraft Duration Dep OTP Alliance Codeshares
WN Southwest Airlines 23 737, 738, 73H, 7M8, 7S7, B38M 2h15-2h20 100%
Aircraft on this route
737 Boeing 737-700 – WN
738 Boeing 737-800 – WN
73H Boeing 737-800 (Winglets) – WN
7M8 Boeing 737 MAX 8 – WN
7S7 Boeing 737 MAX 7 – WN
B38M Boeing 737 MAX 8 – WN
Alliance coverage
Unaffiliated: WN (23 flights/wk, 100%)
OTP based on airport-level delay snapshots. Duration ranges reflect seasonal/directional variation.

Weekly Schedule Pattern

Nonstop flight frequency by day of week, MSY to MDW direction.
Mon
3
flights
Tue
3
flights
Wed
3
flights
Thu
3
flights
Fri
3
flights
Sat
4
flights
Sun
4
flights
Departure time distribution
12 AM6 AM12 PM6 PM12 AM
Morning departures
Afternoon/evening departures
13
Nonstop flights
23
Outbound / wk
23
Return / wk

Connection Landscape

Beyond nonstop. 1-stop and 2-stop options for MSY to MDW.
1-STOP
One-Stop Connections
61
Hubs
~3h
Fastest
~16h
Longest
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
2,485
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.

On-Time Performance

What to expect at each end of your journey.
Outbound
MSY → MDW
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
50%
Return
MDW → MSY
100%
Generally reliable. Most flights run on time.
Departing
100%
Arriving
33%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. MSY delays → MDW delays →

Other ways to reach Chicago from New Orleans

Nearby airports with service to Chicago Midway International Airport.
Metric MSY→MDW GPT→MDW MOB→MDW
Distance from MSY 77 mi 130 mi
Nonstop airlines 1 1 1
Weekly flights 23
Flight time 2h 20m 2h 55m 2h 58m
Departure OTP 100%
Airports within 200 miles of MSY with service to Chicago Midway International Airport.

Travel Essentials

Practical planning for this route.
Time Difference
0h
Chicago is 0 hours the same as New Orleans.
MSY: CDT · MDW: CDT

When it's 6:00 PM in New Orleans, it's 6:00 PM in Chicago.
Distance & Flight Time
827 mi / 1,330 km
Nonstop flight time is approximately 2h 20m gate to gate.

MSY–MDW Quick Facts

Key statistics for the New Orleans to Chicago route.
Route details
Distance827 mi / 1,330 km
Flight time2h 20m
Time difference0 hours
Airlines (nonstop)1
Weekly flights23 out / 23 return
1-stop connectionsAvailable
Origin: MSY
IATA / ICAOMSY / KMSY
TimezoneAmerica/Chicago
Passengers/yr13.1M
Elevation4 ft / 1 m
Destination: MDW
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m

Frequently Asked Questions

Common questions about MSY to MDW flights.
Nonstop flights from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport take about 2h 20m gate to gate. The route covers 827 miles.
1 airline operates flights from MSY to MDW: Southwest Airlines.
This route has daily service. Check the schedule above for departure days and times in each direction.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include St. Louis Lambert, Nashville and Kansas City.
Yes, return flights from MDW to MSY are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include GPT, MOB and LCH. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from MSY to MDW

Louis Armstrong New Orleans International Airport (MSY) and Chicago Midway International Airport (MDW) are connected by nonstop service from Southwest Airlines. With 23 weekly departures, this is a well served route.

MSY to MDW Flight Duration and Schedule

Nonstop flight time from MSY to MDW is about 2 hours 20 minutes gate to gate. The route covers a distance of 827 miles (1,330 km). There are approximately 23 weekly flights outbound and 23 return, totaling 46 flights per week in both directions.

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via St. Louis Lambert, Nashville and Kansas City. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Gulfport (GPT), Mobile (MOB) and Lake Charles (LCH).