Cheap Flights from New Orleans Louis Armstrong to Chicago

Compare New Orleans Louis Armstrong to Chicago flight deals

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

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Flight deals from New Orleans Louis Armstrong to Chicago

Looking for a cheap last-minute deal or the best return flight from New Orleans Louis Armstrong Airport to Chicago? If you want to travel next month, return fares start from $392. Find the lowest prices on one-way and return tickets right here.

Chicago.$363 per passenger.Departing Wed, 9 Sep, returning Mon, 14 Sep.Return flight with Delta.Outbound indirect flight with Delta, departs from New Orleans Louis Armstrong on Wed, 9 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with Delta, departs from Chicago Midway on Mon, 14 Sep, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $363, select.

Chicago.$376 per passenger.Departing Mon, 17 Aug, returning Thu, 20 Aug.Return flight with Southwest Airlines.Outbound indirect flight with Southwest Airlines, departs from New Orleans Louis Armstrong on Mon, 17 Aug, arriving in Chicago Midway.Inbound indirect flight with Southwest Airlines, departs from Chicago Midway on Thu, 20 Aug, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $376, select.

Chicago.$392 per passenger.Departing Tue, 21 Jul, returning Tue, 28 Jul.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Tue, 21 Jul, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue, 28 Jul, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $392, select.

Chicago.$399 per passenger.Departing Fri, 18 Sep, returning Tue, 22 Sep.Return flight with Southwest Airlines.Outbound direct flight with Southwest Airlines departs from New Orleans Louis Armstrong on Fri, 18 Sep, arriving in Chicago Midway.Inbound direct flight with Southwest Airlines departs from Chicago Midway on Tue, 22 Sep, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $399, select.

Chicago.$403 per passenger.Departing Wed, 29 Jul, returning Mon, 3 Aug.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Wed, 29 Jul, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 3 Aug, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $403, select.

Chicago.$410 per passenger.Departing Sat, 1 Aug, returning Sat, 8 Aug.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Sat, 1 Aug, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 8 Aug, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $410, select.

Chicago.$411 per passenger.Departing Sat, 11 Jul, returning Sat, 11 Jul.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Sat, 11 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sat, 11 Jul, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $411, select.

Chicago.$413 per passenger.Departing Thu, 1 Oct, returning Mon, 5 Oct.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Thu, 1 Oct, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Mon, 5 Oct, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $413, select.

Chicago.$413 per passenger.Departing Mon, 31 Aug, returning Thu, 3 Sep.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Mon, 31 Aug, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 3 Sep, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $413, select.

Chicago.$421 per passenger.Departing Wed, 11 Nov, returning Tue, 17 Nov.Return flight with United.Outbound indirect flight with United, departs from New Orleans Louis Armstrong on Wed, 11 Nov, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Tue, 17 Nov, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $421, select.

Chicago.$435 per passenger.Departing Fri, 28 Aug, returning Tue, 1 Sep.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Fri, 28 Aug, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 1 Sep, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $435, select.

Chicago.$435 per passenger.Departing Tue, 28 Jul, returning Mon, 3 Aug.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Tue, 28 Jul, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Mon, 3 Aug, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $435, select.

Chicago.$436 per passenger.Departing Fri, 2 Oct, returning Tue, 6 Oct.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Fri, 2 Oct, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Tue, 6 Oct, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $436, select.

Chicago.$437 per passenger.Departing Wed, 30 Dec, returning Sun, 3 Jan.Return flight with United.Outbound direct flight with United departs from New Orleans Louis Armstrong on Wed, 30 Dec, arriving in Chicago O'Hare International.Inbound direct flight with United departs from Chicago O'Hare International on Sun, 3 Jan, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $437, select.

Chicago.$443 per passenger.Departing Sat, 26 Sep, returning Sat, 10 Oct.Return flight with Delta.Outbound indirect flight with Delta, departs from New Orleans Louis Armstrong on Sat, 26 Sep, arriving in Chicago Midway.Inbound indirect flight with Delta, departs from Chicago Midway on Sat, 10 Oct, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $443, select.

Chicago.$444 per passenger.Departing Thu, 18 Jun, returning Tue, 23 Jun.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from New Orleans Louis Armstrong on Thu, 18 Jun, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Tue, 23 Jun, arriving in New Orleans Louis Armstrong.Price includes taxes and charges.From $444, select.

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

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 flights are currently cheapest in September.

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Direct flights from New Orleans Louis Armstrong to Chicago

Alternative New Orleans Louis Armstrong to Chicago routes

Looking for the cheapest, fastest or easiest route from New Orleans Louis Armstrong to Chicago? You could fly into the following airports instead.

New Orleans to Chicago: Flight information

The things to know before you go.

Cheapest flight found	$363
Cheapest month to fly	September
Average flight time	2 hrs, 32 mins
Most popular airline	American Airlines
Average flights per week	354

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

How many airports are there in Chicago?

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.

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

The best price we found for a return flight from New Orleans Louis Armstrong to Chicago is $363. 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?

2 hours and 32 minutes is the average flight time from New Orleans Louis Armstrong to Chicago.

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

American Airlines, Alaska Airlines and Southwest Airlines fly direct from New Orleans Louis Armstrong to Chicago.

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

As of June 2026, there are 352 flights per week flying from New Orleans Louis Armstrong to Chicago.

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

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

Which is the cheapest airport to fly into in Chicago?

If you're flying from New Orleans Louis Armstrong Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from $363.

Which upcoming date is cheapest to fly from New Orleans Louis Armstrong Airport to Chicago 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 on Wednesday, 9 September 2026.

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

Yes – the average flight time is 2 hours and 32 minutes.

How can I get the best flight deal from New Orleans Louis Armstrong Airport to Chicago?

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 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.

What’s the weather like in Chicago?

In June, the average temperature is usually around 19°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.

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

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

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

Expect to be travelling for 2 hours 30 minutes. On average, that's the time it takes for a direct flight from Louis Armstrong New Orleans Intl Airport to Chicago.
New Orleans (the location of Louis Armstrong New Orleans Intl Airport) and Chicago follow the same timezone — UTC-6.
The busiest flight route is from Louis Armstrong New Orleans Intl Airport (MSY) to Chicago O'Hare International Airport (ORD). You can choose from 46 services between these airports each week.
For hassle-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you enough time to board your MSY to Chicago flight.
You can expect longer lines during popular months like April. Arriving up to four hours in advance for international flights and two hours for a domestic departure is a smart move.
You can book a direct Louis Armstrong New Orleans Intl Airport to Chicago ticket. Begin your trip at MSY and land at Chicago O'Hare International Airport (ORD).
A range of airlines offer direct flights from Louis Armstrong New Orleans Intl Airport to Chicago. The most well-known include:
MSY is around 19 kilometres from central New Orleans. If you're catching a taxi, ride-sharing or driving from the centre, it'll take 25 minutes or so to get there, depending on traffic. If you're using public transport, expect the travel time to be around 1 hour.
Looking for a hotel near MSY? If you're boarding an early flight from Louis Armstrong New Orleans Intl Airport to Chicago, these stays will put you moments from your departure gate:
Of all flights departing from Louis Armstrong New Orleans Intl Airport, 79% arrive as scheduled at their destination.
You'll find MSY at 900 Airline Highway.

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

$167 is the cheapest price we've found for a one-way Louis Armstrong New Orleans Intl Airport to Chicago flight. A round-trip plane ticket right now is $363. Depending on the availability and when you book, these fares could change.
To find cheap flights from MSY to Chicago, book as early as you can. Airlines typically offer lower prices when flights are first released.
If you have flexibility with your travel dates, use the 'Whole month' search tool. It'll find the lowest price across each month when looking for your Louis Armstrong New Orleans Intl Airport to Chicago ticket.
You don't need to check every day to see if fares have dropped when you set up a Price Alert. We'll update you the moment there's an even bigger deal on cheap flights from MSY to Chicago.
Tailor your trip with filters. Pick your preferred departure and arrival times, airlines and total journey duration. You can also sort the results by 'Fastest,' 'Cheapest' or 'Best' flights from Louis Armstrong New Orleans Intl Airport to Chicago.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) is around 27 kilometres from the centre of Chicago. If you're getting a taxi or a ride-share, the drive takes roughly 30 minutes.
Getting to the centre by public transport typically takes 45 minutes.
Think about booking a hotel close to ORD if you have a late flight from Louis Armstrong New Orleans Intl Airport to Chicago. Select one of these options and make your first night all about rest:
Reserving your vehicle from Chicago O'Hare International Airport about four weeks in advance of your flight from MSY to Chicago can help you lock in the best possible rate.
You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Chicago Midway International Airport (MDW) is about 16 kilometres from central Chicago. After your flight from Louis Armstrong New Orleans Intl Airport to Chicago, it'll take you around 25 minutes to reach the heart of the city in a taxi or ride-share.
If you travel by public transport, the journey will take you 30 minutes or so.
You'll find some comfortable places to rest your head close to MDW. Kick back and get cosy after your MSY to Chicago flight at one of these perfectly located options:
Get what you want, not just what's left over. Booking your ride from MDW four weeks ahead of time often means better prices and a wider choice of vehicles.
Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Chicago Rockford International Airport (RFD) is around 145 kilometres from the centre of Chicago. It'll take you about 1 hour 40 minutes to get to the city centre in a taxi or ride-share once you've stepped off your flight from Louis Armstrong New Orleans Intl Airport to Chicago.
The journey will take about 2 hours when travelling by public transport.
Enjoy a restful, unhurried start to your break by checking in to a hotel near RFD after your MSY to Chicago flight. Recharge after a day of travel or simply take a moment to find your footing in a new place at:
If you prefer a particular make or model, booking early gives you a better shot at finding what you want. Book your ride from RFD a few weeks ahead of your flight from Louis Armstrong New Orleans Intl Airport to Chicago.
Chicago Rockford International Airport's address is 2 Airport Cir.

Best time to go to Chicago

July is the most popular month for flights from Louis Armstrong New Orleans Intl Airport to Chicago. To escape the crowds, visit Chicago in January.
Lock in a Louis Armstrong New Orleans Intl Airport to Chicago plane ticket with a departure in July if you're eager to explore the city during its warmest month. Expect temperatures to range from 16ºC to 28ºC.
If you'd rather travel in cooler conditions, search for a cheap ticket from MSY to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

When it comes to searching for somewhere to rest your head, you'll find the best places to stay in Chicago right here. Check out these options once you've booked your flight from Louis Armstrong New Orleans Intl Airport to Chicago:
There are so many things to see and do in this city it can be tricky to work out where to begin. Art Institute of Chicago, Millennium Park and Willis Tower are major attractions which should feature on any good Chicago itinerary.

Explore more of the United States

Chicago has loads to offer, but there are so many other parts of the United States you'll want to see. Around 451 kilometres southeast of Chicago, a visit to Columbus will keep you busy. Start with leading attractions like Franklin Park Conservatory and Botanical Gardens, Whetstone Park / Park of Roses and Ohio Theatre.
Around 257 kilometres southeast of Chicago, Indianapolis is another essential stop in the United States. Experience the best of this destination with a visit to Lucas Oil Stadium, Eiteljorg Museum and The Children's Museum of Indianapolis.