$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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Apr 27 — May 41
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 August or September, booked 63 days in advance, depart on a Saturday or Monday and return on a Thursday
Cheap flight deals from Midway to New Orleans
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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 28, 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 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/136:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Tue 5/195:21 pm
MSY
- MDW
1 stop17h 48m
Frontier
Deal found 3/24![Frontier logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/56:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Fri 5/85:21 pm
MSY
- MDW
1 stop17h 43m
Frontier
Deal found 3/24![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Sat 5/306:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Mon 6/15:21 pm
MSY
- MDW
1 stop17h 51m
Frontier
Deal found 3/26![Frontier logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Tue 5/126:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Fri 5/155:21 pm
MSY
- MDW
1 stop17h 43m
Frontier
Deal found 3/25![Frontier logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 4/276:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Frontier
Deal found 3/24![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 5/76:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Sat 5/95:21 pm
MSY
- MDW
1 stop17h 51m
Frontier
Deal found 3/26![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 5/66:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Sat 5/95:21 pm
MSY
- MDW
1 stop17h 51m
Frontier
Deal found 3/24![Frontier logo]()
$169
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Fri 5/84:52 pm
MDW
- MSY
1 stop23h 41m
Frontier
Tue 5/125:21 pm
MSY
- MDW
1 stop17h 48m
Frontier
Deal found 3/26![Frontier logo]()
$170
This CheapOair deal was found by Cheapflights users on 3/27. 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 5/126:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Thu 5/144:25 pm
MSY
- MDW
1 stop23h 32m
Frontier
Deal found 3/27![Frontier logo]()
$171
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Thu 5/76:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Mon 5/115:21 pm
MSY
- MDW
1 stop17h 51m
Frontier
Deal found 3/27![Frontier logo]()
$173
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 28, 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 28, 2026.
This Delta deal was found by Cheapflights users on 3/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/239:22 am
MDW
- MSY
1 stop6h 42m
Delta
Tue 5/2611:19 am
MSY
- MDW
1 stop7h 14m
Delta
Deal found 3/26![Delta logo]()
$250
This Southwest deal was found by Cheapflights users on 3/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1512:45 pm
MDW
- MSY
1 stop5h 05m
Southwest
Sat 4/1812:30 pm
MSY
- MDW
1 stop5h 00m
Southwest
Deal found 3/23![Southwest logo]()
$269
This Delta deal was found by Cheapflights users on 3/27. 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.
Mon 5/45:21 pm
MDW
- MSY
1 stop4h 45m
Delta
Fri 5/87:35 am
MSY
- MDW
1 stop4h 21m
Delta
Deal found 3/27![Delta logo]()
$255
This Southwest deal was found by Cheapflights users on 3/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:50 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Tue 4/217:40 am
MSY
- MDW
1 stop3h 55m
Southwest
Deal found 3/24![Southwest logo]()
$337
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:10 pm
MDW
- MSY
1 stop6h 44m
Delta
Tue 5/1212:27 pm
MSY
- MDW
1 stop5h 29m
Delta
Deal found 3/23![Delta logo]()
$323
This Southwest deal was found by Cheapflights users on 3/23. 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 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 5/105:50 am
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/23![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 3/27. 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 6/119:40 pm
MDW
- MSY
Nonstop2h 15m
Southwest
Mon 6/155:40 am
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/27![Southwest logo]()
$359
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/195:11 pm
MDW
- MSY
1 stop5h 35m
Delta
Mon 6/229:13 am
MSY
- MDW
1 stop7h 03m
Delta
Deal found 3/23![Delta logo]()
$399
This Southwest deal was found by Cheapflights users on 3/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/198:50 am
MDW
- MSY
Nonstop2h 15m
Southwest
Mon 6/225:40 am
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 3/24![Southwest logo]()
$369
This Southwest deal was found by Cheapflights users on 3/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/264:20 pm
MDW
- MSY
1 stop5h 55m
Southwest
Thu 7/25:15 pm
MSY
- MDW
Nonstop2h 15m
Southwest
Deal found 3/23![Southwest logo]()
$379
This Southwest deal was found by Cheapflights users on 3/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:45 pm
MDW
- MSY
1 stop5h 05m
Southwest
Mon 4/136:55 pm
MSY
- MDW
1 stop3h 50m
Southwest
Deal found 3/26![Southwest logo]()
$395
Last-minute flights from Midway to New OrleansDiscover last-minute flight deals from Midway to New Orleans. Data last updated March 28, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to New Orleans. Data last updated March 28, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:01 am
MDW
- MSY
1 stop26h 45m
Frontier
Fri 4/1011:35 am
MSY
- MDW
1 stop10h 44m
Frontier
Deal found 3/26![Frontier logo]()
$180
This Expedia deal was found by Cheapflights users on 3/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:01 am
MDW
- MSY
1 stop26h 45m
Frontier
Mon 4/1311:32 am
MSY
- MDW
1 stop10h 47m
Frontier
Deal found 3/25![Frontier logo]()
$201
This CheapOair deal was found by Cheapflights users on 3/25. 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 CheapOair 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
Sun 4/198:13 pm
MSY
- MDW
1 stop11h 51m
Frontier
Deal found 3/25![Frontier logo]()
$212
This Frontier deal was found by Cheapflights users on 3/27. 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 4/196:00 am
MDW
- MSY
1 stop10h 56m
Frontier
Sun 4/268:13 pm
MSY
- MDW
1 stop11h 51m
Frontier
Deal found 3/27![Frontier logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Mon 4/206:00 am
MDW
- MSY
1 stop11h 32m
Multiple Airlines
Thu 4/235:15 am
MSY
- MDW
2 stops14h 16m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$197
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 4/234:15 pm
MDW
- MSY
1 stop18h 41m
Multiple Airlines
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$177
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Thu 4/236:00 am
MDW
- MSY
2 stops10h 32m
Frontier
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Frontier
Deal found 3/26![Frontier logo]()
$182
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Thu 4/236:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Mon 4/279:04 pm
MSY
- MDW
2 stops25h 10m
Frontier
Deal found 3/27![Frontier logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 4/276:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Thu 4/304:45 pm
MSY
- MDW
1 stop5h 34m
Frontier
Deal found 3/24![Frontier logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 4/276:00 am
MDW
- MSY
1 stop11h 32m
Multiple Airlines
Thu 4/305:45 am
MSY
- MDW
2 stops13h 46m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 3/24. 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 4/282:15 pm
MDW
- MSY
2 stops19h 00m
Multiple Airlines
Fri 5/16:32 pm
MSY
- MDW
1 stop24h 05m
Multiple Airlines
Deal found 3/24![Multiple Airlines logo]()
$185
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 28, 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 28, 2026.
This Frontier deal was found by Cheapflights users on 3/25. 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 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 3/25![Frontier logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 3/24. 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.
Mon 4/276:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Deal found 3/24![Frontier logo]()
$71
This Trip.com deal was found by Cheapflights users on 3/24. 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 Trip.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 3/24![Frontier logo]()
$80
This CheapOair deal was found by Cheapflights users on 3/28. 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 5/84:52 pm
MDW
- MSY
1 stop23h 41m
Frontier
Deal found 3/28![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 3/27![Allegiant Air logo]()
$84
This Kiwi.com deal was found by Cheapflights users on 3/27. 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.
Thu 4/236:00 am
MDW
- MSY
1 stop11h 32m
Frontier
Deal found 3/27![Frontier logo]()
$88
This Expedia deal was found by Cheapflights users on 3/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:21 am
MDW
- MSY
1 stop8h 11m
Frontier
Deal found 3/25![Frontier logo]()
$90
This Kiwi.com deal was found by Cheapflights users on 3/25. 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.
Thu 5/2812:27 pm
MDW
- MSY
1 stop27h 54m
Frontier
Deal found 3/25![Frontier logo]()
$94
This Super.com deal was found by Cheapflights users on 3/23. 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 Super.com 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 3/23![Frontier logo]()
$95
This Frontier deal was found by Cheapflights users on 3/27. 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.
Wed 5/276:00 am
MDW
- MSY
1 stop10h 21m
Frontier
Deal found 3/27![Frontier logo]()
$96
This Kiwi.com deal was found by Cheapflights users on 3/26. 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.
Mon 4/272:15 pm
MDW
- MSY
2 stops19h 00m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$97
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 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $146 (Kiwi.com) |
One-way from | $70 (Frontier) |
Popular in | December |
Cheapest in | August |
Average price | $389 |
Good round-trip deal | $349 or less |
Good one-way deal | $158 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 28, 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 - MSY
MDWMSY
Chicago Midway
Sat 5/23
9:22 am-4:04 pm
1 stop6h 42m
New Orleans Louis Armstrong
Tue 5/26
11:19 am-6:33 pm
1 stop7h 14m
$250
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Mon 5/4
5:21 pm-10:06 pm
1 stop4h 45m
New Orleans Louis Armstrong
Fri 5/8
7:35 am-11:56 am
1 stop4h 21m
$255
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Wed 4/15
12:45 pm-5:50 pm
1 stop5h 05m
New Orleans Louis Armstrong
Sat 4/18
12:30 pm-5:30 pm
1 stop5h 00m
$269
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Thu 5/7
5:10 pm-11:54 pm
1 stop6h 44m
New Orleans Louis Armstrong
Tue 5/12
12:27 pm-5:56 pm
1 stop5h 29m
$323
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Thu 4/16
9:50 pm-12:10 am
Nonstop2h 20m
New Orleans Louis Armstrong
Tue 4/21
7:40 am-11:35 am
1 stop3h 55m
$337
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
5:50 am-8:10 am
Nonstop2h 20m
$342
Quickest round-trip
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Thu 6/11
9:40 pm-11:55 pm
Nonstop2h 15m
New Orleans Louis Armstrong
Mon 6/15
5:40 am-8:00 am
Nonstop2h 20m
$359
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 6/19
8:50 am-11:05 am
Nonstop2h 15m
New Orleans Louis Armstrong
Mon 6/22
5:40 am-8:00 am
Nonstop2h 20m
$369
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Fri 6/26
4:20 pm-10:15 pm
1 stop5h 55m
New Orleans Louis Armstrong
Thu 7/2
5:15 pm-7:30 pm
Nonstop2h 15m
$379
ChicagoNew Orleans
MDW - MSY
MDWMSY
Chicago Midway
Wed 4/8
12:45 pm-5:50 pm
1 stop5h 05m
New Orleans Louis Armstrong
Mon 4/13
6:55 pm-10:45 pm
1 stop3h 50m
$395
Showing 1-10 of 23 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 28, 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 14% on the cost of your flight, compared to a flight in the afternoon.
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 23, 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 18% 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 28, 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.
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
Covington
Gretna
Slidell
Thibodaux
Hammond
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Other flights to New Orleans
Explore flights to New Orleans departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on March 28, 2026.
Midway and New Orleans flights
Browse other Midway and New Orleans flight options. Last updated on March 28, 2026.
Other flights from Midway
Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on March 28, 2026.
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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 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$102 | Average$260 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$173 | Average$310 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$197 | Average$379 | FlexibilityNo cancel fee | On-timeN/A |