$125+ Cheap flights from New Orleans (MSY) to Midway (MDW)
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 7/14. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — MDW
Aug 10 — Aug 171
Round-trip
1 adult, Economy
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Find cheap flights from New Orleans to Midway with Cheapflights
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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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Cheapest flights from New Orleans to MidwayExplore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2026.
Explore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/226:05 pm
MSY
- MDW
2 stops27h 53m
Frontier
Wed 9/307:25 am
MDW
- MSY
1 stop8h 44m
Frontier
Deal found 7/9![Frontier logo]()
$256
This Southwest deal was found by Cheapflights users on 7/8. 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 8/166:15 am
MSY
- MDW
Nonstop2h 15m
Southwest
Fri 8/215:55 am
MDW
- MSY
1 stop5h 00m
Southwest
Deal found 7/8![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/412:36 pm
MSY
- MDW
2 stops9h 27m
Frontier
Wed 8/54:45 pm
MDW
- MSY
1 stop20h 44m
Frontier
Deal found 7/11![Frontier logo]()
$258
This Southwest deal was found by Cheapflights users on 7/8. 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 10/16:45 am
MSY
- MDW
Nonstop2h 20m
Southwest
Sun 10/410:40 am
MDW
- MSY
Nonstop2h 15m
Southwest
Deal found 7/8![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 7/9. 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 8/87:15 am
MSY
- MDW
Nonstop2h 15m
Southwest
Sun 8/96:10 am
MDW
- MSY
1 stop5h 30m
Southwest
Deal found 7/9![Southwest logo]()
$260
This Frontier deal was found by Cheapflights users on 7/9. 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 7/302:14 pm
MSY
- MDW
1 stop6h 18m
Frontier
Sat 8/16:05 am
MDW
- MSY
1 stop10h 19m
Frontier
Deal found 7/9![Frontier logo]()
$261
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/298:15 am
MSY
- MDW
2 stops14h 32m
Multiple Airlines
Tue 9/111:50 am
MDW
- MSY
1 stop6h 12m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$262
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/258:05 am
MSY
- MDW
2 stops13h 53m
Multiple Airlines
Sun 9/277:25 am
MDW
- MSY
1 stop8h 44m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/258:05 am
MSY
- MDW
2 stops13h 53m
Multiple Airlines
Thu 10/17:25 am
MDW
- MSY
1 stop8h 44m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$264
This Southwest deal was found by Cheapflights users on 7/6. 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 8/57:20 am
MSY
- MDW
Nonstop2h 15m
Southwest
Wed 8/128:20 pm
MDW
- MSY
Nonstop2h 10m
Southwest
Deal found 7/6![Southwest logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 9/309:10 am
MSY
- MDW
2 stops12h 48m
Multiple Airlines
Wed 10/77:25 am
MDW
- MSY
1 stop8h 44m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 8/218:05 am
MSY
- MDW
2 stops14h 42m
Multiple Airlines
Sun 8/236:05 am
MDW
- MSY
1 stop11h 57m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$267
Best flights from New Orleans to MidwayDiscover carefully curated flight deals from New Orleans to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
Discover carefully curated flight deals from New Orleans to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 11, 2026.
This Southwest deal was found by Cheapflights users on 7/6. 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 8/207:50 am
MSY
- MDW
Nonstop2h 15m
Southwest
Thu 8/277:40 pm
MDW
- MSY
Nonstop2h 10m
Southwest
Deal found 7/6![Southwest logo]()
$271
This Delta deal was found by Cheapflights users on 7/7. 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.
Wed 8/127:26 am
MSY
- MDW
1 stop4h 25m
Delta
Thu 8/205:10 pm
MDW
- MSY
1 stop5h 08m
Delta
Deal found 7/7![Delta logo]()
$276
This Southwest deal was found by Cheapflights users on 7/8. 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 9/86:10 am
MSY
- MDW
1 stop5h 25m
Southwest
Tue 9/812:45 pm
MDW
- MSY
2 stops7h 00m
Southwest
Deal found 7/8![Southwest logo]()
$281
This Southwest deal was found by Cheapflights users on 7/6. 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 8/285:00 am
MSY
- MDW
Nonstop2h 15m
Southwest
Mon 8/3110:05 am
MDW
- MSY
2 stops6h 50m
Southwest
Deal found 7/6![Southwest logo]()
$286
This Southwest deal was found by Cheapflights users on 7/6. 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 8/54:25 pm
MSY
- MDW
1 stop5h 55m
Southwest
Wed 8/1210:10 am
MDW
- MSY
2 stops5h 45m
Southwest
Deal found 7/6![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 7/9. 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 8/66:25 pm
MSY
- MDW
1 stop3h 55m
Southwest
Mon 8/103:10 pm
MDW
- MSY
2 stops6h 30m
Southwest
Deal found 7/9![Southwest logo]()
$332
This Southwest deal was found by Cheapflights users on 7/8. 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 7/225:00 am
MSY
- MDW
Nonstop2h 20m
Southwest
Sat 7/258:35 pm
MDW
- MSY
Nonstop2h 20m
Southwest
Deal found 7/8![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 7/6. 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 7/255:45 am
MSY
- MDW
Nonstop2h 20m
Southwest
Tue 7/282:50 pm
MDW
- MSY
Nonstop2h 15m
Southwest
Deal found 7/6![Southwest logo]()
$353
This Southwest deal was found by Cheapflights users on 7/10. 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.
Sat 7/185:45 am
MSY
- MDW
Nonstop2h 20m
Southwest
Wed 7/2212:05 pm
MDW
- MSY
1 stop4h 30m
Southwest
Deal found 7/10![Southwest logo]()
$363
Last-minute flights from New Orleans to MidwayDiscover last-minute flight deals from New Orleans to Midway. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from New Orleans to Midway. Data last updated July 11, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/9. 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 7/302:14 pm
MSY
- MDW
1 stop6h 18m
Frontier
Sat 8/16:05 am
MDW
- MSY
1 stop10h 19m
Frontier
Deal found 7/9![Frontier logo]()
$261
This Expedia deal was found by Cheapflights users on 7/8. 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 7/302:14 pm
MSY
- MDW
1 stop6h 18m
Frontier
Mon 8/36:05 am
MDW
- MSY
1 stop10h 19m
Frontier
Deal found 7/8![Frontier logo]()
$268
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/15:09 pm
MSY
- MDW
1 stop17h 58m
Frontier
Tue 8/46:05 am
MDW
- MSY
1 stop10h 07m
Frontier
Deal found 7/8![Frontier logo]()
$264
This Kiwi.com deal was found by Cheapflights users on 7/11. 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 8/412:36 pm
MSY
- MDW
2 stops9h 27m
Frontier
Wed 8/54:45 pm
MDW
- MSY
1 stop20h 44m
Frontier
Deal found 7/11![Frontier logo]()
$258
This Southwest deal was found by Cheapflights users on 7/6. 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 8/57:20 am
MSY
- MDW
Nonstop2h 15m
Southwest
Wed 8/128:20 pm
MDW
- MSY
Nonstop2h 10m
Southwest
Deal found 7/6![Southwest logo]()
$265
This Southwest deal was found by Cheapflights users on 7/9. 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 8/67:50 am
MSY
- MDW
Nonstop2h 15m
Southwest
Sun 8/96:10 am
MDW
- MSY
1 stop5h 30m
Southwest
Deal found 7/9![Southwest logo]()
$259
This Southwest deal was found by Cheapflights users on 7/9. 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 8/87:15 am
MSY
- MDW
Nonstop2h 15m
Southwest
Sun 8/96:10 am
MDW
- MSY
1 stop5h 30m
Southwest
Deal found 7/9![Southwest logo]()
$260
This Southwest deal was found by Cheapflights users on 7/6. 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 8/127:20 am
MSY
- MDW
Nonstop2h 15m
Southwest
Sat 8/229:55 am
MDW
- MSY
2 stops6h 10m
Southwest
Deal found 7/6![Southwest logo]()
$256
This Southwest deal was found by Cheapflights users on 7/8. 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 8/166:15 am
MSY
- MDW
Nonstop2h 15m
Southwest
Fri 8/215:55 am
MDW
- MSY
1 stop5h 00m
Southwest
Deal found 7/8![Southwest logo]()
$257
This Kiwi.com deal was found by Cheapflights users on 7/10. 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.
Fri 8/218:05 am
MSY
- MDW
2 stops14h 42m
Multiple Airlines
Sun 8/236:05 am
MDW
- MSY
1 stop11h 57m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/298:15 am
MSY
- MDW
2 stops14h 32m
Multiple Airlines
Tue 9/111:50 am
MDW
- MSY
1 stop6h 12m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$262
One-way flights from New Orleans to MidwaySearch for one-way flight options from New Orleans to Midway. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
Search for one-way flight options from New Orleans to Midway. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This Super.com deal was found by Cheapflights users on 7/10. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:07 pm
MSY
- MDW
1 stop4h 56m
Frontier
Deal found 7/10![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/77:11 pm
MSY
- MDW
1 stop27h 36m
Frontier
Deal found 7/9![Frontier logo]()
$126
This Delta deal was found by Cheapflights users on 7/8. 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.
Sun 9/65:12 am
MSY
- MDW
1 stop4h 58m
Delta
Deal found 7/8![Delta logo]()
$131
This Frontier deal was found by Cheapflights users on 7/6. 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 8/22:14 pm
MSY
- MDW
1 stop6h 18m
Frontier
Deal found 7/6![Frontier logo]()
$135
This Southwest deal was found by Cheapflights users on 7/9. 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 8/168:10 pm
MSY
- MDW
Nonstop2h 20m
Southwest
Deal found 7/9![Southwest logo]()
$136
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 9/37:11 pm
MSY
- MDW
1 stop27h 36m
Frontier
Deal found 7/8![Frontier logo]()
$138
This Frontier deal was found by Cheapflights users on 7/9. 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 10/45:02 pm
MSY
- MDW
1 stop4h 56m
Frontier
Deal found 7/9![Frontier logo]()
$141
This Super.com deal was found by Cheapflights users on 7/7. 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.
Thu 7/165:02 pm
MSY
- MDW
1 stop5h 01m
Frontier
Deal found 7/7![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 9/106:46 pm
MSY
- MDW
2 stops16h 12m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$145
This Delta deal was found by Cheapflights users on 7/6. 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.
Wed 8/57:26 am
MSY
- MDW
1 stop4h 25m
Delta
Deal found 7/6![Delta logo]()
$146
Find flight deals from New Orleans to Midway
Discover tips and strategies to find the most affordable flight options for your journey from New Orleans (MSY) to Midway (MDW). 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 July 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $256 (Kiwi.com) |
One-way from | $125 (Super.com) |
Popular in | May |
Cheapest in | December |
Average price | $408 |
Good round-trip deal | $330 or less |
Good one-way deal | $159 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from New Orleans to Midway 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 July 11, 2026.
Use the filters below to find and compare flights from New Orleans to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 8/20
7:50 am-10:05 am
Nonstop2h 15m
Chicago Midway
Thu 8/27
7:40 pm-9:50 pm
Nonstop2h 10m
$271
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 8/12
7:26 am-11:51 am
1 stop4h 25m
Chicago Midway
Thu 8/20
5:10 pm-10:18 pm
1 stop5h 08m
$276
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Tue 9/8
6:10 am-11:35 am
1 stop5h 25m
Chicago Midway
Tue 9/8
12:45 pm-7:45 pm
2 stops7h 00m
$281
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Fri 8/28
5:00 am-7:15 am
Nonstop2h 15m
Chicago Midway
Mon 8/31
10:05 am-4:55 pm
2 stops6h 50m
$286
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 8/5
4:25 pm-10:20 pm
1 stop5h 55m
Chicago Midway
Wed 8/12
10:10 am-3:55 pm
2 stops5h 45m
$296
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 8/6
6:25 pm-10:20 pm
1 stop3h 55m
Chicago Midway
Mon 8/10
3:10 pm-9:40 pm
2 stops6h 30m
$332
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 7/22
5:00 am-7:20 am
Nonstop2h 20m
Chicago Midway
Sat 7/25
8:35 pm-10:55 pm
Nonstop2h 20m
$353
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 7/25
5:45 am-8:05 am
Nonstop2h 20m
Chicago Midway
Tue 7/28
2:50 pm-5:05 pm
Nonstop2h 15m
$353
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 7/18
5:45 am-8:05 am
Nonstop2h 20m
Chicago Midway
Wed 7/22
12:05 pm-4:35 pm
1 stop4h 30m
$363
Cheapest one-way
Quickest one-way
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sun 8/9
6:15 am-8:30 am
Nonstop2h 15m
$136
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from New Orleans to Midway
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 New Orleans to Midway in July.
| 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 Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on New Orleans-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Orleans-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Orleans-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on New Orleans-Chicago Midway Airport 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 New Orleans-Chicago Midway Airport 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 New Orleans to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from New Orleans with our price prediction graph.
MSY-MDW
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 New Orleans to Chicago Midway Airport
What is the cheapest month to book a flight from New Orleans to Chicago Midway Airport?
Currently, December is the cheapest month in which you can book a flight from New Orleans to Chicago Midway Airport (average of $199). Flying from New Orleans to Chicago Midway Airport in May is currently the most expensive (average of $449). 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 MSY to MDW?
Find hourly flight availability from New Orleans to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2026.
One of the essential ways to save on airfare from New Orleans to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the afternoon could potentially save you up to 26% on airfare.
The best insider tips for New Orleans to Chicago Midway Airport 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 New Orleans to Chicago Midway Airport trip
Our travel experts
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated July 11, 2026.
See what other customers who have flown with Southwest from New Orleans to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Crew
8.6
Overall
7.9
Food
7.0
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Related info for your journey
Find useful and relevant information for your journey from New Orleans to Midway. 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 Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Hammond
Lansing
Merrillville
Valparaiso
Porter
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New Orleans and Midway flights
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Top airline flying from New Orleans to Midway
Discover the top airline that operate flights from New Orleans to Midway. 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 July 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$208 | Average$384 | FlexibilityNo cancel fee | On-time63% |