Cheap Flights from Chicago Midway to New Orleans Louis Armstrong

Compare Chicago Midway to New Orleans Louis Armstrong flight deals

Find the cheapest month or even day of the year to fly to New Orleans Louis Armstrong

Book the best New Orleans Louis Armstrong fare with no extra fees

Flight deals from Chicago Midway to New Orleans Louis Armstrong

Looking for a cheap last-minute deal or the best return flight from Chicago Midway to New Orleans Louis Armstrong? Find the lowest prices on one-way and return tickets right here.

New Orleans.$260 per passenger.Departing Sat, 18 Apr, returning Tue, 21 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Sat, 18 Apr, arriving in New Orleans Louis Armstrong.Inbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Tue, 21 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $260, select.

New Orleans.$260 per passenger.Departing Wed, 6 May, returning Sat, 9 May.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 6 May, arriving in New Orleans Louis Armstrong.Inbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Sat, 9 May, arriving in Chicago Midway.Price includes taxes and charges.From $260, select.

New Orleans.$265 per passenger.Departing Sat, 28 Feb, returning Sun, 1 Mar.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 28 Feb, arriving in New Orleans Louis Armstrong.Inbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Sun, 1 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $265, select.

New Orleans.$280 per passenger.Departing Wed, 11 Mar, returning Wed, 18 Mar.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Wed, 11 Mar, arriving in New Orleans Louis Armstrong.Inbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Wed, 18 Mar, arriving in Chicago Midway.Price includes taxes and charges.From $280, select.

New Orleans.$300 per passenger.Departing Fri, 24 Apr, returning Fri, 1 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 24 Apr, arriving in New Orleans Louis Armstrong.Inbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Fri, 1 May, arriving in Chicago Midway.Price includes taxes and charges.From $300, select.

New Orleans.$325 per passenger.Departing Sat, 15 Aug, returning Sat, 22 Aug.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Sat, 15 Aug, arriving in New Orleans Louis Armstrong.Inbound indirect flight with Delta, departs from New Orleans Louis Armstrong on Sat, 22 Aug, arriving in Chicago Midway.Price includes taxes and charges.From $325, select.

New Orleans.$328 per passenger.Departing Tue, 31 Mar, returning Fri, 3 Apr.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 31 Mar, arriving in New Orleans Louis Armstrong.Inbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Fri, 3 Apr, arriving in Chicago Midway.Price includes taxes and charges.From $328, select.

New Orleans.$335 per passenger.Departing Sat, 21 Feb, returning Fri, 27 Feb.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Sat, 21 Feb, arriving in New Orleans Louis Armstrong.Inbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Fri, 27 Feb, arriving in Chicago Midway.Price includes taxes and charges.From $335, select.

Find the cheapest month to fly from Chicago Midway to New Orleans Louis Armstrong

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago Midway to New Orleans Louis Armstrong flights are currently cheapest in April.

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Direct flights from Chicago Midway to New Orleans Louis Armstrong

Chicago Midway to New Orleans Louis Armstrong: Alternative routes

Compare routes from Chicago Midway to New Orleans below. You may find an airport to fly into that's cheaper, faster, or easier than New Orleans Louis Armstrong.

New Orleans Louis Armstrong

18km from central New Orleans

ClosestCheapest

from $260

Search flights

Chicago to New Orleans: Flight information

The things to know before you go.

Cheapest flight found	$260
Cheapest month to fly	April
Average flight time	2 hrs, 19 mins
Most popular airline	Southwest Airlines
Average flights per week	17

Check out these New Orleans Louis Armstrong hotels

Ready to plan your stay? Other travellers rate these New Orleans Louis Armstrong hotels for cleanliness, service and location.

Holiday Inn Express & Suites NEW Orleans Airport South by IHG

3.26 km from New Orleans Louis Armstrong

$173

Per night

Comfort Inn & Suites New Orleans Airport North

1.73 km from New Orleans Louis Armstrong

$162

Per night

Hilton New Orleans Airport

1.24 km from New Orleans Louis Armstrong

$214

Per night

Holiday Inn Express & Suites NEW Orleans Airport South by IHG

3.26 km from New Orleans Louis Armstrong

$173

Per night

Comfort Inn & Suites New Orleans Airport North

1.73 km from New Orleans Louis Armstrong

$162

Per night

Hilton New Orleans Airport

1.24 km from New Orleans Louis Armstrong

$214

Per night

Explore top-rated hotels

Finding cheap flights from Chicago Midway to New Orleans Louis Armstrong: Frequently asked questions

How much are return flights from Chicago Midway to New Orleans Louis Armstrong?

The best price we found for a return flight from Chicago Midway to New Orleans Louis Armstrong is $260. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago Midway to New Orleans Louis Armstrong?

2 hours and 19 minutes is the average flight time from Chicago Midway to New Orleans Louis Armstrong.

Which airlines fly direct from Chicago Midway to New Orleans Louis Armstrong?

Southwest Airlines flies direct from Chicago Midway to New Orleans Louis Armstrong.

How many flights are there a week from Chicago Midway to New Orleans Louis Armstrong?

As of February 2026, there are 17 flights per week flying from Chicago Midway to New Orleans Louis Armstrong.

When is the cheapest time to fly from Chicago Midway to New Orleans Louis Armstrong?

The cheapest month to fly from Chicago Midway to New Orleans Louis Armstrong is usually April.

Which upcoming date is cheapest to fly from Chicago Midway Airport to New Orleans Louis Armstrong Airport on?

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago Midway Airport to New Orleans Louis Armstrong Airport on Saturday, 18 April 2026.

Can I get a direct flight from Chicago Midway Airport to New Orleans Louis Armstrong Airport?

Yes – the average flight time is 2 hours and 19 minutes.

How can I find the best flight deal to New Orleans Louis Armstrong?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to New Orleans Louis Armstrong but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to New Orleans?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to New Orleans is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago Midway Airport to New Orleans Louis Armstrong with?

Currently, Southwest Airlines offers the cheapest flight tickets to New Orleans Louis Armstrong.

Travelling from Chicago Midway International Airport (MDW) to Louis Armstrong New Orleans International Airport (MSY): what you need to know

Around 2 hours 15 minutes is how long you can expect to be in the air on a direct flight from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport.
New Orleans's timezone is UTC-5, which is the same as Chicago.
Each week, there are 27 Chicago Midway International Airport to Louis Armstrong New Orleans International Airport flights. If you prefer to take off as soon as possible, select the 07:30 Southwest Airlines flight. If you'd rather make the most of your day before you fly, the last departure is at 22:45 with Southwest Airlines.
Leave plenty of time to catch your MDW to MSY flight. It's generally best to arrive two hours before international departures and an hour ahead for domestic flights.
Travelling during a peak month such as July? Public holidays and other popular seasons can mean longer queues at security. Be extra cautious and get there up to four hours before an international flight and two hours before domestic departures.
Southwest Airlines offers direct flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport. Book with this popular carrier, then get ready to tick off the sights in New Orleans — and maybe even more of United States if time allows.
The majority of passengers choose to fly with Southwest Airlines on this route.
With an impressive 84.51% of services landing on schedule, Southwest Airlines has the best on-time performance for MDW to MSY flights.
Consider adding a stopover when booking your ticket from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport. Simply deselect 'Direct flights only' to break up your journey, or perhaps explore a new destination along the way. Check out these options between MDW and MSY:
- Lambert-St. Louis International Airport
- Nashville International Airport
- Hartsfield-Jackson Atlanta International Airport

How to find the cheapest flights from Chicago Midway International Airport (MDW) to Louis Armstrong New Orleans International Airport (MSY)

Right now, $130 is the lowest price we've found for a one-way Chicago Midway International Airport to Louis Armstrong New Orleans International Airport flight. The best price for a return plane ticket is $260. Bear in mind that fares could change due to availability when booking.
Book six months before flying. After crunching the numbers on our calendar, this is how far you should book ahead to secure cheap tickets from MDW to MSY.
Organise your trip for May. That's the cheapest month for flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport. If you're flexible with your travel dates, use the 'Whole month' tool to find the lowest airfare across every month.
You don't need to check every day to find out if fares have dropped when you create a Price Alert. We'll let you know the moment the price changes on cheap flights from MDW to MSY.
Select your ideal departure and arrival times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to get the best deals on flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport.

Handy information about Chicago Midway International Airport (MDW)

The address for MDW is 5700 South Cicero.
77.88% of flights that take off from Chicago Midway International Airport arrive at their destination on schedule.
Central Chicago to Chicago Midway International Airport is approximately 19 kilometres. Depending on traffic, it'll take you about 20 minutes to get there if you're driving, catching a cab or ride-sharing.
You can expect a journey time of roughly 45 minutes on public transport.
Catching an early flight from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport? Avoid rushing to the airport (and sneak in some extra snooze time) by choosing one of these stays near MDW:

Arriving at Louis Armstrong New Orleans International Airport (MSY)

The last thing you need is a lengthy trip to your hotel if you're getting in late on a Chicago Midway International Airport to Louis Armstrong New Orleans International Airport flight. Check in to one of these accommodation options near MSY instead:
Travel at your own pace with a Louis Armstrong New Orleans International Airport rental car. Book your wheels from Budget, Dollar or Thrifty and find adventure across New Orleans and beyond.
Lock in the best possible rate by booking your vehicle from Louis Armstrong New Orleans International Airport about four weeks ahead of your trip.

Getting from Louis Armstrong New Orleans International Airport (MSY) to central New Orleans

MSY is located at 900 Airline Highway.
Louis Armstrong New Orleans International Airport to the centre of New Orleans has a drive time of around 20 minutes. It's approximately 24 kilometres away.
It typically takes 50 minutes if you're travelling on public transport.

When to fly to Louis Armstrong New Orleans International Airport (MSY)

The quietest month for a flight from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport is May, while October is the most popular. Choose the ideal time to visit New Orleans based on whether you prefer a faster pace or a more relaxed vibe.
The warmest month in New Orleans is August, with temperatures ranging between 25ºC and 36ºC. Lock in your flights from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport in this month if you enjoy this type of weather.
January has average temperatures of between 4ºC and 18ºC. Search for cheap tickets from MDW to MSY around that time if you like travelling in cooler conditions.

Explore more of United States

You've seen New Orleans, now it's time to discover other corners of United States. Travel about 121 kilometres north-west to Baton Rouge to tick off its must-visit sights. From Louisiana State Capitol to Louisiana's Old State Capitol and Shaw Centre for the Arts, there's plenty to keep you busy.
Around 451 kilometres north-east of New Orleans, Montgomery is another favourite stop in United States. No visit is complete without checking out Civil Rights Memorial, Rosa Parks Museum and Dexter Avenue King Memorial Baptist Church.