￥25,300 Cheap Flights from New Orleans (MSY) to Chicago (MDW)

View ￥25,300 flight on Sat, Feb 14, 2026Opens in a new window

Popular airlines from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago Midway Airport (MDW)

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Cheap Flights from New Orleans to Chicago (MSY-MDW)

Prices were available within the past 7 days and start at ￥25,300 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Find the cheapest month to fly from New Orleans (MSY) to Chicago (MDW)

January is typically the cheapest month to fly

From ￥19,905 - ￥114,861 per traveler.

Frequently asked questions

How much is a flight from Louis Armstrong New Orleans Intl. Airport (MSY) to Midway Airport?
Start packing your suitcase, because round-trip journeys from Louis Armstrong New Orleans Intl. Airport to MDW start from . That's based on airfares listed within the last 7 days on Expedia for flights departing within the next year. Prices can rise quickly, so book today to score the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MSY to Midway Airport?
We understand that things come up unexpectedly, so we've made it as simple as possible for you to cancel your trip online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from MSY to MDW that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Louis Armstrong New Orleans Intl. Airport to Midway Airport flights, you'll see a "no change fees" filter for you to select.
How many hours is the flight from MSY to Chicago Airport?
It only takes roughly 4 hours and 18 minutes to journey from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago Airport — just enough time for a quick snooze. You'll be landing in Chicago by the time you open your eyes.
How far is the flight from MSY to Chicago Airport?
It's just 1,350 kilometers between Kenner and Chicago. Chances are you'll spend more time traveling to and from the airport than you will actually flying!
Which airlines fly direct from MSY to Midway Airport?
There are no direct flights, so you'll have to make at least one stop between Louis Armstrong New Orleans Intl. Airport (MSY) and Chicago Airport. Make the most of the layover time to stretch your legs and freshen up.
Are MSY to Midway Intl. Airport (MDW) flight tickets cheaper when they're purchased at the last minute?
Flight prices change all the time, so not always. While last-minute deals between Louis Armstrong New Orleans Intl. Airport (MSY) and Chicago Airport are possible, it's also a good idea to monitor prices well before you fly. In fact, some airlines announce their prices up to 12 months ahead of the departure date. Expedia is constantly updating the best airfare bargains around, so keep checking back and be ready to secure your seat when fare prices drop.

Travel information

Origin airport
Louis Armstrong New Orleans Intl.
Destination airport
Midway Intl.
Distance
1323 km
Average flight time
2 hours 20 mins

Book with confidence

New Orleans to Chicago Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from New Orleans to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Chicago.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with MSY to MDW flights that won’t make your bank account wince. Ready to temporarily leave behind New Orleans for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to MDW with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

New Orleans to Chicago Flights
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