Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 321,000 hotels worldwide and 400 airlines worldwide.

Secure incredible value with Expedia's Price Guarantee.

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Cheap MSY to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$88.60

Cheap MSY to MDW Flights

Question : How long will the flight typically be from Louis Armstrong New Orleans International Airport (MSY) to Chicago Midway International Airport (MDW)?
Answer : On average, the flight time from MSY to MDW is two hours and 14 minutes.

Question : When flying into Chicago, is Chicago Midway International Airport your cheapest option?
Answer : O'Hare International Airport (ORD) is just 16 miles away and on average, flights are 12% cheaper for the coming two months. Save a few bucks and put it towards your next trip.

Question : Interested in traveling in the next 30 days and want to get the lowest fare?
Answer : Jan 26th has seen bookings (as of Jan 15th) as cheap as $145. That comes in 52% below the average price for this route. Saving now means you'll have more money in your hand for the trip.

Question : What is the likelihood your flight will be delayed for this route?
Answer : The New Orleans to Chicago route has a 75% on-time rate, ranking in the 52nd percentile worldwide in getting their passengers to their destinations on schedule. When a flight is delayed, it's a 23-minute delay on average.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : Delta Air Lines is late on 100% of flights from Louis Armstrong New Orleans International Airport (MSY) to Chicago Midway International Airport (MDW) at the moment. If you should choose this airline, be sure to track the flight status to stay on top of the departure time.

Question : Which airline is giving the best deals for round-trip flights from Louis Armstrong New Orleans International Airport (MSY) to Chicago Midway International Airport (MDW)?
Answer : Delta Air Lines is the leader in keeping prices down for their passengers over the next three months. Fares are being booked at just $145, which is quite a deal when compared to the more expensive bookings of $628.

Question : What is the fastest flight from MSY to MDW?
Answer : The fastest direct flight is two hours and 10 minutes via Southwest Airlines. If you catch the 7:00 AM CST departure, you'll arrive at 9:10 AM CST.

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 Chicago 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.