$120+ Cheap flights from Midway (MDW) to New Orleans (MSY)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Oct 26 — Nov 21
Round-trip
1 adult, Economy
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Find cheap flights from Midway to New Orleans with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Chicago Midway to New Orleans Louis Armstrong are usually found in January or February, booked 57 days in advance, depart on a Monday or Wednesday and return on a Tuesday
Cheap flight deals from Midway to New Orleans
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to New OrleansExplore the most affordable flight options available from Midway to New Orleans. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
Explore the most affordable flight options available from Midway to New Orleans. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 26, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:28 am -
1 stop9h 52m
Tue 11/246:55 pm -
1 stop24h 52m
Deal found 9/22![Frontier logo]()
$256
This Trip.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:43 pm -
1 stop19h 21m
Mon 12/79:26 am -
1 stop5h 29m
Deal found 9/21![Frontier logo]()
$258
This Trip.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/39:43 pm -
1 stop19h 21m
Sun 12/69:26 am -
1 stop5h 29m
Deal found 9/23![Frontier logo]()
$259
This Cheapflightsfares deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:22 am -
1 stop11h 00m
Tue 10/275:08 pm -
1 stop6h 39m
Deal found 9/22![Frontier logo]()
$260
This Mytrip deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:16 am -
1 stop9h 57m
Tue 11/175:08 pm -
2 stops18h 14m
Deal found 9/26![Frontier logo]()
$261
This CheapOair deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:16 am -
1 stop9h 57m
Sat 10/315:08 pm -
1 stop25h 39m
Deal found 9/24![Frontier logo]()
$262
This Expedia deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 57m
Sat 10/246:18 pm -
1 stop5h 25m
Deal found 9/24![Frontier logo]()
$265
This Mytrip deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:16 am -
1 stop9h 57m
Fri 11/135:08 pm -
2 stops18h 17m
Deal found 9/24![Frontier logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
1 stop9h 49m
Wed 10/215:05 pm -
1 stop6h 38m
Deal found 9/24![Frontier logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
1 stop9h 49m
Fri 10/165:05 pm -
1 stop6h 38m
Deal found 9/25![Frontier logo]()
$268
This Cheapflightsfares deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:25 am -
1 stop9h 57m
Wed 10/145:05 pm -
1 stop6h 38m
Deal found 9/23![Frontier logo]()
$269
This CheapOair deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/232:28 pm -
1 stop18h 10m
Fri 11/279:33 am -
1 stop21h 29m
Deal found 9/22![Frontier logo]()
$270
Best flights from Midway to New OrleansDiscover carefully curated flight deals from Midway to New Orleans that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
Discover carefully curated flight deals from Midway to New Orleans that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 26, 2026.
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:35 pm -
Nonstop2h 20m
Sat 10/315:05 am -
Nonstop2h 20m
Deal found 9/21![Southwest logo]()
$291
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:55 pm -
1 stop5h 35m
Tue 12/86:10 am -
Nonstop2h 25m
Deal found 9/25![Southwest logo]()
$315
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/33:10 pm -
1 stop4h 30m
Fri 12/46:10 am -
Nonstop2h 25m
Deal found 9/22![Southwest logo]()
$331
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:20 am -
2 stops6h 45m
Tue 11/310:55 am -
2 stops6h 15m
Deal found 9/21![Southwest logo]()
$336
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/143:35 pm -
Nonstop2h 15m
Sat 10/175:00 am -
Nonstop2h 20m
Deal found 9/25![Southwest logo]()
$350
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1811:00 am -
1 stop5h 20m
Sun 2/216:25 am -
Nonstop2h 20m
Deal found 9/25![Southwest logo]()
$354
This Southwest deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2810:10 am -
2 stops5h 55m
Sun 11/16:00 am -
1 stop4h 20m
Deal found 9/22![Southwest logo]()
$355
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/196:00 am -
1 stop5h 15m
Sat 3/2710:00 am -
2 stops7h 40m
Deal found 9/25![Southwest logo]()
$368
This Southwest deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:15 pm -
Nonstop2h 20m
Mon 10/196:45 am -
Nonstop2h 20m
Deal found 9/21![Southwest logo]()
$378
This Southwest deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:25 pm -
Nonstop2h 20m
Mon 11/306:05 pm -
Nonstop2h 15m
Deal found 9/25![Southwest logo]()
$390
Last-minute flights from Midway to New OrleansDiscover last-minute flight deals from Midway to New Orleans. Data last updated September 26, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to New Orleans. Data last updated September 26, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 57m
Tue 10/275:08 pm -
1 stop6h 39m
Deal found 9/25![Frontier logo]()
$261
This Expedia deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/66:25 am -
1 stop9h 57m
Sat 10/246:18 pm -
1 stop5h 25m
Deal found 9/24![Frontier logo]()
$265
This Cheapflightsfares deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:25 am -
1 stop9h 57m
Wed 10/145:05 pm -
1 stop6h 38m
Deal found 9/23![Frontier logo]()
$269
This Frontier deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:21 am -
1 stop11h 01m
Tue 10/135:05 pm -
1 stop6h 38m
Deal found 9/22![Frontier logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
1 stop9h 49m
Wed 10/215:05 pm -
1 stop6h 38m
Deal found 9/24![Frontier logo]()
$267
This Cheapflightsfares deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:21 am -
1 stop9h 49m
Fri 10/165:05 pm -
1 stop6h 38m
Deal found 9/25![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/196:15 am -
1 stop9h 55m
Mon 10/265:25 pm -
1 stop17h 57m
Deal found 9/21![Frontier logo]()
$259
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:30 pm -
2 stops24h 40m
Thu 10/226:18 pm -
1 stop5h 25m
Deal found 9/24![Frontier logo]()
$270
This Cheapflightsfares deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:22 am -
1 stop11h 00m
Tue 10/275:08 pm -
1 stop6h 39m
Deal found 9/22![Frontier logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:42 pm -
2 stops19h 38m
Thu 10/296:22 pm -
1 stop5h 25m
Deal found 9/26![Frontier logo]()
$274
This CheapOair deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/286:16 am -
1 stop9h 57m
Sat 10/315:08 pm -
1 stop25h 39m
Deal found 9/24![Frontier logo]()
$262
One-way flights from Midway to New OrleansSearch for one-way flight options from Midway to New Orleans. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
Search for one-way flight options from Midway to New Orleans. Find affordable one-way fares based on user searches. Data last updated September 26, 2026.
This CheapOair deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:16 am -
1 stop9h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$120
This Cheapflightsfares deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:21 am -
1 stop9h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$121
This Trip.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:16 am -
1 stop9h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$122
This Priceline deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:21 am -
1 stop9h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Frontier logo]()
$123
This Cheapflightsfares deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:25 am -
1 stop8h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 9/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/218:07 am -
1 stop24h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/21![Frontier logo]()
$126
This Frontier deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:21 am -
1 stop9h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$127
This CheapOair deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1212:28 pm -
1 stop20h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$128
This Frontier deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:36 am -
1 stop6h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/26![Frontier logo]()
$129
This CheapOair deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/191:18 pm -
1 stop18h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Frontier logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/306:42 pm -
1 stop21h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/25![Frontier logo]()
$140
Find flight deals from Midway to New Orleans
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New Orleans (MSY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $256 (Cheapflightsfares) |
One-way from | $120 (CheapOair) |
Popular in | July |
Cheapest in | January |
Average price | $366 |
Good round-trip deal | $310 or less |
Good one-way deal | $176 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to New Orleans that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 26, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to New Orleans that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Wed 3/3
10:05 am-12:30 pm
Nonstop2h 25m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Tue 11/24
10:25 pm-12:45 am
Nonstop2h 20m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Sat 11/28
5:00 am-7:25 am
Nonstop2h 25m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Sat 11/7
6:15 pm-8:45 pm
Nonstop2h 30m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$146
Quickest round-trip
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Thu 12/31
8:40 pm-10:55 pm
Nonstop2h 15m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$149
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Fri 10/30
10:15 pm-12:35 am
Nonstop2h 20m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Wed 11/18
8:25 am-3:20 pm
2 stops6h 55m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Sun 11/8
9:20 pm-11:50 pm
Nonstop2h 30m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Mon 11/2
3:15 pm-5:30 pm
Nonstop2h 15m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
ChicagoNew Orleans
MDW Chicago Midway - MSY New Orleans Louis Armstrong
MDWMSY
Chicago Midway
Fri 10/16
5:00 pm-10:20 pm
1 stop5h 20m
New Orleans Louis Armstrong
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$170
Showing 1-10 of 22 resultsSorted by cheapest first
Compare providers for flights from Midway to New Orleans
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to New Orleans in September.
| 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 |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-New Orleans flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New Orleans flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New Orleans flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-New Orleans flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New Orleans flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Midway to New Orleans
Have a flexible travel schedule? Discover the best time to fly to New Orleans from Midway with our price prediction graph.
MDW-MSY
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to New Orleans
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to New Orleans?
Booking 56 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to New Orleans. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
What is the cheapest month to book a flight from Chicago Midway Airport to New Orleans?
Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $283). Flying from Chicago Midway Airport to New Orleans in July is currently the most expensive (average of $450). 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.
What is the cheapest time of day to fly from MDW to MSY?
Find hourly flight availability from Midway to New Orleans. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 26, 2026.
It’s optimal to fly from Chicago Midway Airport to New Orleans in the evening. By choosing this option you can save up to 12% on the cost of your flight, compared to a flight at noon.
What is the cheapest day to fly from Chicago Midway Airport to New Orleans?
Use this chart to determine the cheapest time to fly round-trip from Midway to New Orleans. Price data was last updated on September 19, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New Orleans flight should consider departing on Tuesday afternoons 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.
How often are flights from Chicago to New Orleans delayed?
About 20% of weekly flights between Chicago and New Orleans have experienced delays in the past year, with the average delay time being 117 minutes.
What is the most punctual flight time for Chicago to New Orleans flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to New Orleans flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.
The best insider tips for Chicago Midway Airport to New Orleans flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to New Orleans trip
Our travel experts
Reviews of airlines servicing New Orleans
Get insights into the airlines that provide service to New Orleans. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New Orleans. Reviews last updated September 26, 2026.
Get a feel of what it's like to fly with Southwest and Frontier from Chicago Midway Airport to New Orleans by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Boarding
8.1
Entertainment
7.5
Food
7.0
Crew
8.6
Comfort
8.0
Overall
8.0
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Midway to New Orleans. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near New Orleans?
Book flights to New Orleans if you plan to visit one of these locationsMetairie
Kenner
Hammond
Gonzales
Houma
Gretna
Slidell
Thibodaux
Covington
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Other flights to New Orleans
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Top 2 airlines flying from Midway to New Orleans
Discover the top 2 airlines that operate flights from Midway to New Orleans. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$399 | FlexibilityNo cancel fee | On-time63% |