$116+ Cheap flights from New Orleans (MSY) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — MDW
Oct 5 — Oct 121
Round-trip
1 adult, Economy
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Find cheap flights from New Orleans to Midway 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.Cheap flight deals from New Orleans to Midway
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Best
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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 September 5, 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 September 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:05 pm -
1 stop6h 38m
Mon 10/196:15 am -
1 stop9h 55m
Deal found 9/3![Frontier logo]()
$221
This Expedia deal was found by Cheapflights users on 9/1. 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 9/245:17 pm -
1 stop6h 27m
Mon 9/286:25 am -
1 stop9h 57m
Deal found 9/1![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 9/1. 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 9/115:17 pm -
1 stop6h 27m
Tue 9/156:25 am -
1 stop9h 57m
Deal found 9/1![Frontier logo]()
$227
This Priceline deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:08 pm -
1 stop6h 39m
Sat 11/147:25 am -
1 stop8h 48m
Deal found 9/2![Frontier logo]()
$228
This Super.com deal was found by Cheapflights users on 9/3. 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 10/205:05 pm -
1 stop6h 38m
Mon 10/266:15 am -
1 stop9h 55m
Deal found 9/3![Frontier logo]()
$229
This Frontier deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/35:08 pm -
1 stop6h 39m
Wed 11/116:16 am -
1 stop9h 57m
Deal found 9/2![Frontier logo]()
$232
This CheapOair deal was found by Cheapflights users on 8/31. 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 9/255:17 pm -
1 stop6h 27m
Sat 9/266:25 am -
1 stop9h 57m
Deal found 8/31![Frontier logo]()
$234
This Priceline deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:22 pm -
1 stop5h 25m
Mon 11/96:16 am -
1 stop9h 57m
Deal found 9/2![Frontier logo]()
$236
This Expedia deal was found by Cheapflights users on 9/2. 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 10/246:18 pm -
1 stop5h 25m
Sun 10/256:24 am -
1 stop10h 58m
Deal found 9/2![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 9/3. 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 10/25:17 pm -
1 stop6h 27m
Tue 10/66:25 am -
1 stop9h 57m
Deal found 9/3![Frontier logo]()
$238
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 September 5, 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 September 5, 2026.
This Southwest deal was found by Cheapflights users on 8/31. 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 1/207:50 am -
1 stop4h 50m
Sun 1/248:00 pm -
Nonstop2h 25m
Deal found 8/31![Southwest logo]()
$296
This Delta deal was found by Cheapflights users on 8/31. 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 12/107:40 am -
1 stop4h 25m
Wed 12/1611:28 am -
1 stop4h 29m
Deal found 8/31![Delta logo]()
$306
This Southwest deal was found by Cheapflights users on 9/4. 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 10/86:45 am -
Nonstop2h 20m
Mon 10/1210:15 pm -
Nonstop2h 20m
Deal found 9/4![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 9/1. 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 10/2210:35 am -
Nonstop2h 15m
Sun 10/257:10 am -
Nonstop2h 15m
Deal found 9/1![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:05 am -
2 stops7h 15m
Sun 10/49:30 pm -
Nonstop2h 20m
Deal found 8/31![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 9/1. 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 12/46:10 am -
Nonstop2h 25m
Mon 12/710:15 am -
Nonstop2h 20m
Deal found 9/1![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 9/2. 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 10/155:50 pm -
Nonstop2h 20m
Thu 10/226:05 pm -
1 stop5h 50m
Deal found 9/2![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 9/1. 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 9/245:00 am -
Nonstop2h 15m
Mon 9/285:50 pm -
1 stop4h 55m
Deal found 9/1![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 9/4. 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 3/37:00 am -
2 stops5h 40m
Sun 3/73:35 pm -
Nonstop2h 20m
Deal found 9/4![Southwest logo]()
$316
This Southwest deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:00 am -
Nonstop2h 20m
Mon 10/510:15 pm -
Nonstop2h 20m
Deal found 9/4![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 8/31. 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 9/307:20 am -
Nonstop2h 15m
Sat 10/37:10 pm -
Nonstop2h 15m
Deal found 8/31![Southwest logo]()
$348
Last-minute flights from New Orleans to MidwayDiscover last-minute flight deals from New Orleans to Midway. Data last updated September 5, 2026 and is based on user searches.
Discover last-minute flight deals from New Orleans to Midway. Data last updated September 5, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 9/1. 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 9/115:17 pm -
1 stop6h 27m
Tue 9/156:25 am -
1 stop9h 57m
Deal found 9/1![Frontier logo]()
$227
This Expedia deal was found by Cheapflights users on 9/1. 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 9/245:17 pm -
1 stop6h 27m
Mon 9/286:25 am -
1 stop9h 57m
Deal found 9/1![Frontier logo]()
$222
This CheapOair deal was found by Cheapflights users on 8/31. 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 9/255:17 pm -
1 stop6h 27m
Sat 9/266:25 am -
1 stop9h 57m
Deal found 8/31![Frontier logo]()
$234
This Frontier deal was found by Cheapflights users on 9/3. 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 10/25:17 pm -
1 stop6h 27m
Tue 10/66:25 am -
1 stop9h 57m
Deal found 9/3![Frontier logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:17 pm -
1 stop6h 27m
Sun 10/46:46 pm -
1 stop21h 36m
Deal found 9/3![Frontier logo]()
$240
This Frontier deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:18 pm -
1 stop5h 25m
Tue 10/136:21 am -
1 stop9h 49m
Deal found 9/1![Frontier logo]()
$232
This Expedia deal was found by Cheapflights users on 9/2. 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 10/156:18 pm -
1 stop5h 25m
Thu 10/226:22 am -
1 stop11h 00m
Deal found 9/2![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:05 pm -
1 stop6h 38m
Mon 10/196:15 am -
1 stop9h 55m
Deal found 9/3![Frontier logo]()
$221
This Super.com deal was found by Cheapflights users on 9/3. 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 10/205:05 pm -
1 stop6h 38m
Mon 10/266:15 am -
1 stop9h 55m
Deal found 9/3![Frontier logo]()
$229
This Expedia deal was found by Cheapflights users on 9/2. 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 10/246:18 pm -
1 stop5h 25m
Sun 10/256:24 am -
1 stop10h 58m
Deal found 9/2![Frontier logo]()
$237
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 September 5, 2026.
Search for one-way flight options from New Orleans to Midway. Find affordable one-way fares based on user searches. Data last updated September 5, 2026.
This Frontier deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/135:05 pm -
1 stop6h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$116
This Super.com deal was found by Cheapflights users on 9/3. 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 10/15:17 pm -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$117
This CheapOair deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:18 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$118
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Thu 10/86:18 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$120
This Frontier deal was found by Cheapflights users on 9/2. 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 10/296:22 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$121
This Priceline deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/25:17 pm -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Frontier logo]()
$122
This CheapOair deal was found by Cheapflights users on 9/2. 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 9/295:17 pm -
1 stop24h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$127
This Super.com deal was found by Cheapflights users on 8/31. 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.
Fri 9/185:17 pm -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$128
This Frontier deal was found by Cheapflights users on 8/31. 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 10/156:18 pm -
1 stop5h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$129
This Priceline deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:17 pm -
1 stop6h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 8/31![Frontier logo]()
$130
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 September 5, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $221 (Kiwi.com) |
One-way from | $116 (Frontier) |
Popular in | July |
Cheapest in | December |
Average price | $371 |
Good round-trip deal | $244 or less |
Good one-way deal | $181 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 7,457,451 searches. Data last updated September 5, 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 New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Wed 11/4
2:20 pm-4:35 pm
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Sat 9/12
7:15 am-9:30 am
Nonstop2h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$136
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Sun 10/18
5:00 am-7:20 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$151
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Tue 11/3
10:55 am-5:10 pm
2 stops6h 15m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$151
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Thu 1/7
9:55 am-2:55 pm
1 stop5h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Thu 11/12
10:45 am-5:45 pm
2 stops7h 00m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$161
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Mon 3/1
7:20 am-9:40 am
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$162
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Mon 1/4
6:00 pm-8:20 pm
Nonstop2h 20m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$179
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Sun 2/7
8:15 am-2:20 pm
1 stop6h 05m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$197
New OrleansChicago
MSY New Orleans Louis Armstrong - MDW Chicago Midway
MSYMDW
New Orleans Louis Armstrong
Wed 1/20
7:50 am-12:40 pm
1 stop4h 50m
Chicago Midway
Sun 1/24
8:00 pm-10:25 pm
Nonstop2h 25m
$296
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 September.
| 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 July is currently the most expensive (average of $458). 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 September 5, 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 at noon could potentially save you up to 25% 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 September 5, 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.
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Boarding
8.1
Crew
8.6
Overall
8.0
Entertainment
7.5
Comfort
8.0
Food
7.0
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
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Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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Top airline flying from New Orleans to Midway
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$199 | Average$395 | FlexibilityNo cancel fee | On-time63% |