Louisiana

$149+ Cheap flights from Midway (MDW) to Louisiana

MDW — MSY
Dec 9 — Dec 161
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Cheap flight deals from Midway to Louisiana

Cheapest flights from Midway to Louisiana

Thu 12/176:43 am -
1 stop25h 12m
Mon 12/216:03 pm -
2 stops29h 58m
Deal found 11/4$297
Sat 11/147:15 am -
1 stop8h 58m
Thu 11/199:07 pm -
1 stop22h 40m
Deal found 11/5$298
Thu 12/33:36 pm -
1 stop17h 15m
Sat 12/56:05 pm -
1 stop25h 37m
Deal found 11/4$299
Wed 11/116:08 am -
1 stop9h 39m
Sat 11/145:08 pm -
1 stop6h 39m
Deal found 11/6$300
Thu 12/105:02 pm -
2 stops17h 31m
Sun 12/136:05 pm -
1 stop23h 11m
Deal found 11/6$302
Sat 12/512:28 pm -
1 stop20h 10m
Sat 12/126:05 pm -
1 stop25h 37m
Deal found 11/5$303
Fri 12/410:41 am -
2 stops21h 57m
Fri 12/119:26 am -
1 stop6h 40m
Deal found 11/7$305
Tue 12/228:35 pm -
1 stop12h 03m
Sun 12/278:18 pm -
1 stop23h 12m
Deal found 11/6$307
Sat 12/54:08 pm -
1 stop4h 45m
Mon 12/76:00 am -
1 stop4h 28m
Deal found 11/4$346
Fri 12/45:12 pm -
1 stop4h 56m
Mon 12/76:00 am -
1 stop4h 28m
Deal found 11/6$349
Sat 11/2111:27 am -
1 stop5h 19m
Mon 11/235:26 pm -
1 stop5h 28m
Deal found 11/4$368
Thu 12/1010:24 am -
2 stops11h 44m
Sun 12/136:00 am -
1 stop6h 04m
Deal found 11/6$379

Find flight deals from Midway to Louisiana

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$297
(Kiwi.com)

One-way from

$149
(Super.com)

Popular in

October

Cheapest in

January

Average price

$392

Good round-trip deal

$351 or less

Good one-way deal

$160 or less
Provider with most accurate pricing for Chicago (CHI)-New Orleans Louis Armstrong flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-New Orleans Louis Armstrong flights.
From Chicago Midway to Louisiana
One-way flight from Chicago Midway to Louisiana
Highest demand for flights based on searches. 10% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago Midway to Louisiana.
Price to beat on a one-way flight from Chicago Midway to Louisiana.

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Chicago Midway Airport to Louisiana that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Wed 12/2

8:40 pm-11:00 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$161

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Mon 12/28

10:25 pm-12:45 am

Nonstop2h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$176

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Fri 3/19

9:30 am-4:25 pm

1 stop6h 55m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$186

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Sun 3/14

6:05 am-11:25 am

1 stop5h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$186

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Wed 4/21

10:10 am-4:05 pm

2 stops5h 55m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$200

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Sat 3/6

8:47 pm-9:02 am

1 stop12h 15m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$211

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Sat 11/21

9:35 pm-11:55 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$217

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Wed 11/18

8:40 pm-11:00 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$217

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Wed 11/25

10:25 pm-12:45 am

Nonstop2h 20m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$217

ChicagoNew Orleans

MDW Chicago Midway - MSY New Orleans Louis Armstrong

MDWMSY

Chicago Midway

Wed 11/25

9:30 am-4:17 pm

1 stop6h 47m

New Orleans Louis Armstrong

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 53 resultsSorted by cheapest first
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Best time to book a flight from Midway to Louisiana

Have a flexible travel schedule? Discover the best time to fly to Louisiana from Midway with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Louisiana

What is the cheapest month to book a flight from Chicago Midway Airport to Louisiana?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisiana (average of $283). Flying from Chicago Midway Airport to Louisiana in November is currently the most expensive (average of $467). 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 LA?

It’s typically best to fly out from Chicago Midway Airport to Louisiana in the evening. Doing so could potentially save you 9% on the flight price compared to flying in the afternoon, which is usually more expensive.

How much does it cost to fly round-trip from Chicago Midway Airport to Louisiana?

Airfare is below average for this route at the moment.
Chicago Midway Airport to Louisiana flights typically cost between $423 and $565 in December.
The cheapest round-trip price found within the last 5 days was $297 on Multiple Airlines (Dec 17-Dec 21).

How far ahead should I book a flight from Chicago Midway Airport to Louisiana?

The best time to book flights from Chicago Midway Airport to Louisiana is 50 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest day to fly from Chicago Midway Airport to Louisiana?

Travelers seeking maximum savings on their Chicago Midway Airport to Louisiana flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Louisiana

Read reviews from past customers who have flown Southwest,Delta, andFrontier from Chicago Midway Airport to Louisiana. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Crew

8.6

Comfort

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • How long is the flight from Chicago Midway Airport to Louisiana?

    Southwest and Delta can get you from Chicago Midway Airport to Louisiana in just under 4h 30m. Your travel time can differ by up to 15m. There are 827 mi between Chicago Midway Airport and Louisiana. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Louisiana one-way?

    $98 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on Southwest and Frontier, with prices starting from $99 and $151, respectively.

  • What are the most popular routes from Chicago Midway Airport to Louisiana?

  • What are the cheapest flights from Chicago Midway Airport to Louisiana?

    Looking for the cheapest flight from Chicago Midway Airport to Louisiana? While on average our users pay $375, our data indicates the cheapest price to be $98. The most popular route (Chicago Midway - New Orleans Louis Armstrong), is priced around $274.

  • Can I find deals for flights from Midway to Louisiana that include hotel bookings?

    Yes. In addition to deals on Midway to Louisiana flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Louisiana?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Louisiana.

  • Can I find deals for business class flights from Midway to Louisiana?

    Yes. Cheapflights offers flight deals from Midway to Louisiana by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Louisiana?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Louisiana (average of $283). Flying from Chicago Midway Airport to Louisiana in November is currently the most expensive (average of $467). 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.

See more FAQs

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Alternative routes for Midway to Louisiana

Top 3 airlines flying from Midway to Louisiana

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$102Average$271FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$213Average$406FlexibilityNo cancel feeOn-time63%
DeltaCheapest$305Average$394FlexibilityNo cancel feeOn-timeN/A

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