Average TSA security wait times at MSY are around 15 minutes, making it efficient for early morning flights to MDW.
$80+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — MDW
Jan 11 — Jan 181
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
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 December 12, 2025.
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 December 12, 2025.
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:05 pmMSY - MDW
1 stop5h 07mFrontier
Thu 1/16:12 amMDW - MSY
1 stop10h 15mFrontier
Deal found 12/11![Frontier logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Thu 1/16:12 amMDW - MSY
1 stop14h 45mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$221
This Expedia deal was found by Cheapflights users on 12/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/205:40 pmMSY - MDW
1 stop27h 24mFrontier
Sun 1/42:16 pmMDW - MSY
1 stop22h 58mFrontier
Deal found 12/11![Frontier logo]()
$222
This Frontier deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/218:14 amMSY - MDW
1 stop12h 50mFrontier
Thu 12/256:12 amMDW - MSY
1 stop10h 15mFrontier
Deal found 12/10![Frontier logo]()
$238
This Priceline deal was found by Cheapflights users on 12/11. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:22 pmMSY - MDW
1 stop4h 50mFrontier
Tue 1/66:52 amMDW - MSY
1 stop9h 18mFrontier
Deal found 12/11![Frontier logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Fri 1/26:12 amMDW - MSY
1 stop14h 50mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Thu 12/256:12 amMDW - MSY
1 stop14h 45mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Thu 1/16:12 amMDW - MSY
1 stop10h 15mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$255
This Frontier deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/285:22 pmMSY - MDW
1 stop4h 50mFrontier
Thu 1/16:12 amMDW - MSY
1 stop10h 15mFrontier
Deal found 12/10![Frontier logo]()
$258
This Kiwi.com deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Wed 12/316:12 amMDW - MSY
2 stops26h 35mMultiple Airlines
Deal found 12/10![Multiple Airlines logo]()
$261
This Frontier deal was found by Cheapflights users on 12/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:05 pmMSY - MDW
1 stop5h 07mFrontier
Thu 12/256:12 amMDW - MSY
1 stop10h 15mFrontier
Deal found 12/10![Frontier logo]()
$264
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 December 12, 2025.
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $139 (Booking.com) |
One-way from | $80 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $387 |
Good round-trip deal | $349 or less |
Good one-way deal | $203 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 December 12, 2025.
Use the filters below to find and compare flights from New Orleans to Chicago Midway Airport that are best for you.
Fly from
New Orleans
Fly to
Midway
Route
Depart
Return
Price
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 1/10
6:40 am-9:00 am
Nonstop2h 20m
Chicago Midway
Mon 1/12
8:25 am-10:55 am
Nonstop2h 30m
$177
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Fri 1/9
6:45 am-9:05 am
Nonstop2h 20m
Chicago Midway
Sat 1/10
8:15 am-10:40 am
Nonstop2h 25m
$177
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 1/31
11:25 am-6:45 pm
2 stops7h 20m
Chicago Midway
Sun 2/1
8:40 pm-11:05 pm
Nonstop2h 25m
$212
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 1/22
6:45 am-9:05 am
Nonstop2h 20m
Chicago Midway
Fri 1/23
10:15 am-4:30 pm
2 stops6h 15m
$212
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Fri 1/9
11:51 am-5:37 pm
1 stop5h 46m
Chicago Midway
Mon 1/12
11:21 am-5:52 pm
1 stop6h 31m
$217
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 1/8
4:35 pm-10:15 pm
1 stop5h 40m
Chicago Midway
Sun 1/11
7:40 am-10:10 am
Nonstop2h 30m
$227
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 1/1
5:22 pm-10:12 pm
1 stop4h 50m
Chicago Midway
Sun 1/4
2:16 pm-1:14 pm
1 stop22h 58m
$248
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 12/31
2:30 pm-8:40 pm
1 stop6h 10m
$89
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 1/17
6:20 am-1:30 pm
1 stop7h 10m
$89
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Sat 1/24
5:55 pm-10:22 pm
1 stop4h 27m
$99
Showing 1-10 of 15 results
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 December.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Orleans-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.
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, February is the cheapest month in which you can book a flight from New Orleans to Chicago Midway Airport (average of $104). Flying from New Orleans to Chicago Midway Airport in January is currently the most expensive (average of $264). 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 December 12, 2025.
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 morning tend to be the most expensive. A flight in the evening could potentially save you up to 33% 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
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 December 12, 2025.
See what other customers who have flown with Southwest and Spirit Airlines 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.
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Food
7.0
Comfort
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for New Orleans to Midway
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from New Orleans to Midway
Discover the top 2 airlines 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 December 12, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$100 | Average$121 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$172 | Average$277 | FlexibilityNo cancel fee | On-time63% |