Cheap Flights from New Orleans Louis Armstrong to Chicago Midway

Compare New Orleans Louis Armstrong to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

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Flight deals from New Orleans Louis Armstrong to Chicago Midway

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

Chicago.Rs17,443 per passenger.Departing Sat, 21 Feb.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Sat, 21 Feb, arriving in Chicago Midway.Price includes taxes and charges.From Rs17,443, select.

Chicago.Rs21,848 per passenger.Departing Tue, 3 Mar.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Tue, 3 Mar, arriving in Chicago Midway.Price includes taxes and charges.From Rs21,848, select.

Chicago.Rs22,201 per passenger.Departing Tue, 19 May.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Tue, 19 May, arriving in Chicago Midway.Price includes taxes and charges.From Rs22,201, select.

Chicago.Rs22,201 per passenger.Departing Wed, 8 Apr.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Wed, 8 Apr, arriving in Chicago Midway.Price includes taxes and charges.From Rs22,201, select.

Chicago.Rs27,518 per passenger.Departing Wed, 25 Feb.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Wed, 25 Feb, arriving in Chicago Midway.Price includes taxes and charges.From Rs27,518, select.

Chicago.Rs40,851 per passenger.Departing Sat, 22 Aug.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Sat, 22 Aug, arriving in Chicago Midway.Price includes taxes and charges.From Rs40,851, select.

Chicago.Rs47,340 per passenger.Departing Sat, 4 Jul.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Sat, 4 Jul, arriving in Chicago Midway.Price includes taxes and charges.From Rs47,340, select.

Chicago.Rs47,373 per passenger.Departing Tue, 8 Sep.One-way flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Tue, 8 Sep, arriving in Chicago Midway.Price includes taxes and charges.From Rs47,373, select.

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

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

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Direct flights from New Orleans Louis Armstrong to Chicago Midway

New Orleans Louis Armstrong to Chicago Midway: Alternative routes

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

New Orleans to Chicago: Flight information

The things to know before you go.

Cheapest flight found	Rs17,443
Cheapest month to fly	February
Average flight time	2 hrs, 19 mins
Most popular airline	Southwest Airlines
Average flights per week	19

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

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

The best price we found for a return flight from New Orleans Louis Armstrong to Chicago Midway is Rs35,031. 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 New Orleans Louis Armstrong to Chicago Midway?

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

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

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

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

As of February 2026, there are 19 flights per week flying from New Orleans Louis Armstrong to Chicago Midway.

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

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

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

After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from New Orleans Louis Armstrong Airport to Chicago Midway Airport on Saturday, 21 February 2026.

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

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

How can I find the best flight deal to Chicago Midway?

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 Chicago Midway 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 Chicago?

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

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

Currently, Frontier Airlines and Southwest Airlines offer the cheapest flight tickets to Chicago Midway.

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

Around 2 hours 15 minutes is how long you can expect to be travelling on a direct flight from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport.
New Orleans and Chicago are in the same timezone, UTC-5.
You can choose from 14 weekly Louis Armstrong New Orleans International Airport to Chicago Midway International Airport flights. The 05:00 departure with Southwest Airlines is the earliest you can take. Southwest Airlines operates the last service of the day at 21:40.
Your MSY to MDW flight won't wait if you're late, so show up at the airport on time. Arrive up to one hour in advance for domestic flights and two hours ahead when you're travelling internationally.
During popular months like October, it's best to get to the airport earlier. Arrive two hours before domestic departures and four hours ahead for international flights when you fly during peak periods in general.
Southwest Airlines offers direct flights from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport. Book with this popular carrier, then get ready to check out the sights in Chicago — and maybe even more of United States if you have time.
Southwest Airlines is the airline most travellers choose to fly with on this route.
Southwest Airlines tops the rankings as the most punctual carrier for MSY to MDW flights, with 87.32% of services landing on schedule.
Consider adding a stopover when booking your ticket from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport. Just deselect 'Direct flights only' to break up your trip, or perhaps see a new city along the way. Here's where you can stop between MSY and MDW:
- Nashville International Airport
- Hartsfield-Jackson Atlanta International Airport
- Dallas Love Field Airport

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

The lowest price we've seen for a one-way Louis Armstrong New Orleans International Airport to Chicago Midway International Airport flight is Rs17,436. A round-trip ticket is currently Rs35,031. Depending on the availability when you book, these fares may change.
Score cheap tickets from MSY to MDW by booking seven months ahead. According to our research, that's the sweet spot for finding the biggest deals.
The cheapest month for flights from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport is June. Use the 'Whole month' tool to see the lowest prices if you have a flexible travel schedule.
Getting your hands on cheap flights from MSY to MDW is a breeze with Price Alerts. Simply create one of these automatic alerts and we'll get in touch as soon as a new discounted fare appears.
Select your ideal arrival and departure times, number of stops and airlines with the filters. Or sort your results by 'Cheapest' to find the best deals on flights from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport.

Handy information about Louis Armstrong New Orleans International Airport (MSY)

You'll find MSY at 900 Airline Highway.
Louis Armstrong New Orleans International Airport has an excellent on-time performance, so you're unlikely to face delays. Departures from MSY arrive at their destination as scheduled 81.19% of the time.
Louis Armstrong New Orleans International Airport is around 24 kilometres from central New Orleans. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 20 minutes or so to arrive, depending on the traffic.
The trip when using public transport takes roughly 50 minutes.
Have an early flight from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport? Avoid rushing to the airport (and catch some extra z's) by choosing one of these hotels close to MSY:

Arriving at Chicago Midway International Airport (MDW)

The last thing you need is a long journey to your hotel if you're landing late on a Louis Armstrong New Orleans International Airport to Chicago Midway International Airport flight. Check in to one of these accommodation options near MDW instead:
Pick up a Chicago Midway International Airport rental car and discover Chicago and beyond with your own set of wheels. Dollar, Hertz and Budget are well-known companies to choose from here.
Reserving your ride from Chicago Midway International Airport around four weeks ahead increases your chances of getting a good deal.

Getting from Chicago Midway International Airport (MDW) to central Chicago

MDW is located at 5700 South Cicero.
Chicago Midway International Airport is roughly 19 kilometres from central Chicago. Driving there takes about 20 minutes.
When travelling by public transport, expect a journey time of about 45 minutes.

When to fly to Chicago Midway International Airport (MDW)

July is the most popular month for flights from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport. To skip the crowds, head to Chicago in May.
Book your flight from Louis Armstrong New Orleans International Airport to Chicago Midway International Airport for July if you want to visit Chicago during its warmest month. Expect temperatures of between 15ºC and 29ºC.
If you like travelling in cooler conditions, look for a cheap ticket from MSY to MDW in January. Temperatures average between -12ºC and 3ºC then.

Explore more of United States

Chicago is always a good idea, but there are so many other corners of United States you'll want to see. Around 451 kilometres south-east of Chicago, a trip to Columbus will keep you busy. Don't miss top attractions like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.
Around 257 kilometres south-east of Chicago, Indianapolis is another favourite stop in United States. Start your sightseeing at The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.