$70+ Cheap flights from Midway (MDW) to New Orleans (MSY)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Apr 14 — Apr 211
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
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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 August or September, booked 63 days in advance, depart on a Saturday or Tuesday and return on a Thursday
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 March 15, 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 March 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/56:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Fri 5/85:21 pm
MSY
- MDW
1 stop17h 43m
Frontier
Deal found 3/14![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/206:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Thu 4/236:32 pm
MSY
- MDW
1 stop24h 59m
Frontier
Deal found 3/10![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 3/13. 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 5/56:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Sat 5/95:21 pm
MSY
- MDW
1 stop17h 51m
Frontier
Deal found 3/13![Frontier logo]()
$177
This Frontier deal was found by Cheapflights users on 3/10. 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.
Sun 4/199:04 am
MDW
- MSY
1 stop6h 38m
Frontier
Thu 4/232:23 pm
MSY
- MDW
1 stop7h 59m
Frontier
Deal found 3/10![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 3/10. 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.
Fri 5/16:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Thu 5/79:49 pm
MSY
- MDW
1 stop10h 15m
Frontier
Deal found 3/10![Frontier logo]()
$201
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/152:15 pm
MDW
- MSY
2 stops9h 15m
Multiple Airlines
Thu 4/232:23 pm
MSY
- MDW
1 stop7h 59m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/84:52 pm
MDW
- MSY
1 stop20h 08m
Multiple Airlines
Tue 5/125:21 pm
MSY
- MDW
1 stop28h 41m
Multiple Airlines
Deal found 3/14![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/206:00 am
MDW
- MSY
1 stop11h 32m
Multiple Airlines
Thu 4/235:45 am
MSY
- MDW
2 stops13h 46m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 5/46:00 am
MDW
- MSY
1 stop11h 42m
Multiple Airlines
Wed 5/68:05 am
MSY
- MDW
2 stops13h 57m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$209
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 March 15, 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 March 15, 2026.
This Southwest deal was found by Cheapflights users on 3/14. 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 5/89:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Tue 5/128:00 am
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/14![Southwest logo]()
$237
This Delta deal was found by Cheapflights users on 3/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:10 pm
MDW
- MSY
1 stop6h 44m
Delta
Sat 5/92:20 pm
MSY
- MDW
1 stop6h 49m
Delta
Deal found 3/15![Delta logo]()
$358
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 4/207:50 am
MDW
- MSY
Nonstop2h 20m
Southwest
Thu 4/236:05 pm
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/10![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 3/10. 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 5/89:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Sun 5/108:05 pm
MSY
- MDW
1 stop4h 15m
Southwest
Deal found 3/10![Southwest logo]()
$247
This Southwest deal was found by Cheapflights users on 3/13. 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 4/253:30 pm
MDW
- MSY
2 stops6h 50m
Southwest
Fri 5/15:10 am
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/13![Southwest logo]()
$252
This Southwest deal was found by Cheapflights users on 3/11. 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 4/16:05 am
MDW
- MSY
1 stop4h 50m
Southwest
Wed 4/16:20 pm
MSY
- MDW
1 stop5h 45m
Southwest
Deal found 3/11![Southwest logo]()
$292
This Southwest deal was found by Cheapflights users on 3/10. 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.
Sun 4/264:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Tue 4/285:35 am
MSY
- MDW
2 stops6h 25m
Southwest
Deal found 3/10![Southwest logo]()
$303
This Southwest deal was found by Cheapflights users on 3/10. 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 4/249:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Mon 4/277:20 pm
MSY
- MDW
1 stop4h 35m
Southwest
Deal found 3/10![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 3/10. 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 4/164:50 pm
MDW
- MSY
1 stop6h 15m
Southwest
Sat 4/183:00 pm
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/10![Southwest logo]()
$359
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 6/303:10 pm
MDW
- MSY
1 stop3h 40m
Southwest
Sat 7/412:05 pm
MSY
- MDW
Nonstop2h 15m
Southwest
Deal found 3/12![Southwest logo]()
$365
This Southwest deal was found by Cheapflights users on 3/10. 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 4/179:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Mon 4/205:25 pm
MSY
- MDW
1 stop4h 30m
Southwest
Deal found 3/10![Southwest logo]()
$368
Last-minute flights from Midway to New OrleansDiscover last-minute flight deals from Midway to New Orleans. Data last updated March 15, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to New Orleans. Data last updated March 15, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 3/13. 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.
Thu 4/25:01 am
MDW
- MSY
1 stop26h 45m
Frontier
Thu 4/911:35 am
MSY
- MDW
1 stop10h 46m
Frontier
Deal found 3/13![Frontier logo]()
$225
This Expedia deal was found by Cheapflights users on 3/11. 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.
Sat 4/46:00 am
MDW
- MSY
1 stop11h 08m
Frontier
Tue 4/711:35 am
MSY
- MDW
1 stop10h 44m
Frontier
Deal found 3/11![Frontier logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/152:15 pm
MDW
- MSY
2 stops9h 15m
Multiple Airlines
Thu 4/232:23 pm
MSY
- MDW
1 stop7h 59m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/186:00 am
MDW
- MSY
2 stops8h 17m
Multiple Airlines
Thu 4/232:23 pm
MSY
- MDW
1 stop7h 59m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$224
This Frontier deal was found by Cheapflights users on 3/10. 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.
Sun 4/199:04 am
MDW
- MSY
1 stop6h 38m
Frontier
Thu 4/232:23 pm
MSY
- MDW
1 stop7h 59m
Frontier
Deal found 3/10![Frontier logo]()
$180
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/206:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Thu 4/236:32 pm
MSY
- MDW
1 stop24h 59m
Frontier
Deal found 3/10![Frontier logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/206:00 am
MDW
- MSY
1 stop11h 32m
Multiple Airlines
Thu 4/235:45 am
MSY
- MDW
2 stops13h 46m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$208
This Frontier deal was found by Cheapflights users on 3/10. 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.
Sun 4/266:00 am
MDW
- MSY
1 stop11h 17m
Frontier
Sun 5/38:13 pm
MSY
- MDW
1 stop11h 33m
Frontier
Deal found 3/10![Frontier logo]()
$235
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/286:10 am
MDW
- MSY
2 stops16h 13m
Multiple Airlines
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$218
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 4/292:15 pm
MDW
- MSY
2 stops9h 15m
Multiple Airlines
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Multiple Airlines
Deal found 3/10![Multiple Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/292:15 pm
MDW
- MSY
2 stops9h 15m
Multiple Airlines
Fri 5/16:32 pm
MSY
- MDW
1 stop24h 05m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$227
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 March 15, 2026.
Search for one-way flight options from Midway to New Orleans. Find affordable one-way fares based on user searches. Data last updated March 15, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/1212:27 pm
MDW
- MSY
1 stop27h 54m
Frontier
Deal found 3/14![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/14. 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 5/136:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Deal found 3/14![Frontier logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 5/116:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Deal found 3/12![Frontier logo]()
$79
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/206:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Deal found 3/11![Frontier logo]()
$82
This Frontier deal was found by Cheapflights users on 3/15. 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.
Sun 4/199:04 am
MDW
- MSY
1 stop6h 38m
Frontier
Deal found 3/15![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 3/11. 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 4/135:11 pm
MDW
- MSY
1 stop17h 16m
Multiple Airlines
Deal found 3/11![Multiple Airlines logo]()
$93
This Expedia deal was found by Cheapflights users on 3/11. 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.
Sun 4/125:05 am
MDW
- MSY
1 stop26h 41m
Frontier
Deal found 3/11![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 4/146:10 am
MDW
- MSY
2 stops16h 34m
Multiple Airlines
Deal found 3/12![Multiple Airlines logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 3/14. 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.
Sun 4/129:16 am
MDW
- MSY
1 stop30h 32m
Allegiant Air
Deal found 3/14![Allegiant Air logo]()
$99
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 March 15, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $146 (Kiwi.com) |
One-way from | $70 (Kiwi.com) |
Popular in | December |
Cheapest in | August |
Average price | $389 |
Good round-trip deal | $339 or less |
Good one-way deal | $163 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 2,558,603 searches. Data last updated March 15, 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
Quickest round-trip
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/8
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Tue 5/12
8:00 am-10:20 am
Nonstop2h 20m
$237
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Mon 4/20
7:50 am-10:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Thu 4/23
6:05 pm-8:25 pm
Nonstop2h 20m
$237
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/8
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Sun 5/10
8:05 pm-12:20 am
1 stop4h 15m
$247
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Sat 4/25
3:30 pm-10:20 pm
2 stops6h 50m
New Orleans Louis Armstrong
Fri 5/1
5:10 am-7:30 am
Nonstop2h 20m
$252
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Wed 4/1
6:05 am-10:55 am
1 stop4h 50m
New Orleans Louis Armstrong
Wed 4/1
6:20 pm-12:05 am
1 stop5h 45m
$292
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Sun 4/26
4:50 pm-7:10 pm
Nonstop2h 20m
New Orleans Louis Armstrong
Tue 4/28
5:35 am-12:00 pm
2 stops6h 25m
$303
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 4/24
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Mon 4/27
7:20 pm-11:55 pm
1 stop4h 35m
$353
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 5/8
5:10 pm-11:54 pm
1 stop6h 44m
New Orleans Louis Armstrong
Sat 5/9
2:20 pm-9:09 pm
1 stop6h 49m
$358
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Thu 4/16
4:50 pm-11:05 pm
1 stop6h 15m
New Orleans Louis Armstrong
Sat 4/18
3:00 pm-5:20 pm
Nonstop2h 20m
$359
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Tue 6/30
3:10 pm-6:50 pm
1 stop3h 40m
New Orleans Louis Armstrong
Sat 7/4
12:05 pm-2:20 pm
Nonstop2h 15m
$365
Showing 1-10 of 21 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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
- 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?
Use this chart to determine the optimal time to book a round-trip flight from Midway to New Orleans. Price data was last updated on March 13, 2026.
Booking 63 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $110). Flying from Chicago Midway Airport to New Orleans in March is currently the most expensive (average of $250). 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 March 15, 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 16% 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 March 14, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to New Orleans flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday 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 17% of weekly flights between Chicago and New Orleans have experienced delays in the past year, with the average delay time being 122 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?
Saturday 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 17% 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 March 15, 2026.
Get a feel of what it's like to fly with Southwest,Delta, andFrontier 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.
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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
Gonzales
Houma
Slidell
Covington
Gretna
Thibodaux
Hammond
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Other flights to New Orleans
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Midway and New Orleans flights
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Top 3 airlines flying from Midway to New Orleans
Discover the top 3 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 2,558,603 searches. Data last updated March 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$173 | Average$308 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$383 | FlexibilityNo cancel fee | On-timeN/A |