MDW - MSY

$116 Find Cheap Flights from Chicago Midway Airport to New Orleans - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$237
Typical prices: $297-$482
Frontier
Sat 11/3Tue 11/6
MDW - MSY • 1 stop
Cheapest non-stop
$249
Typical prices: $303-$486
Southwest
Mon 1/22Thu 1/25
MDW - MSY • Non-stop
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 17m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 80% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 9 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 25% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $268 (round-trip)
Shortest trip • 4h 32m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to New Orleans!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to New Orleans

Wed, Oct 7 - Sat, Oct 10
Frontier Logo
6:25 am - 4:22 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:18 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
5h 25m1 stop Atlanta Hartsfield-Jackson
$234Frontier
Tue, Nov 3 - Fri, Nov 6
Frontier Logo
6:16 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:08 pm - 11:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 39m1 stop Atlanta Hartsfield-Jackson
$237Frontier
Tue, Sep 29 - Tue, Oct 20
Frontier Logo
6:25 am - 4:22 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
$237Frontier
Tue, Oct 20 - Wed, Oct 21
Multiple Airlines Logo
6:21 am - 4:10 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 49m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
16h 43m2 stops Tampa Atlanta Hartsfield-Jackson
$237Multiple Airlines
Mon, Oct 12 - Sat, Oct 17
Frontier Logo
6:15 am - 4:10 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 55m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:18 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
5h 25m1 stop Atlanta Hartsfield-Jackson
$237Frontier
Fri, Oct 23 - Tue, Oct 27
Southwest Logo
6:05 pm - 11:55 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
5h 50m1 stop Houston Hobby
Southwest Logo
5:55 pm - 10:20 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
4h 25m1 stop Dallas Love Field
$240Southwest
Wed, Oct 28 - Sat, Oct 31
Multiple Airlines Logo
6:16 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 5:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
10h 47m2 stops Tampa Atlanta Hartsfield-Jackson
$242Multiple Airlines
Mon, Nov 9 - Fri, Nov 13
Southwest Logo
7:55 am - 10:15 amMDW  Chicago Midway-MSY New Orleans Louis Armstrong
2h 20mnonstop
Southwest Logo
3:00 pm - 5:20 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
2h 20mnonstop
$249Southwest
Fri, Jan 22 - Mon, Jan 25
Southwest Logo
8:00 pm - 10:25 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
2h 25mnonstop
Southwest Logo
5:05 am - 7:20 amMSY  New Orleans Louis Armstrong-MDW Chicago Midway
2h 15mnonstop
$249Southwest
Sat, Oct 24 - Wed, Oct 28
Multiple Airlines Logo
6:21 am - 5:22 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
11h 01m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
7:00 am - 11:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
16h 47m2 stops Tampa Atlanta Hartsfield-Jackson
$262Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to New Orleans flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago Midway Airport to New Orleans with more confidence.

How much is a round-trip flight from Chicago Midway Airport to New Orleans?

Round-trip flights from Chicago Midway Airport to New Orleans start at $237. Prices are below average for this route right now, with typical round-trip fares ranging from $297 to $482. The lowest price found in the past 5 days was $237 on Frontier.

What's the cheapest day of the week to fly from Chicago Midway Airport to New Orleans?

Tuesday is the cheapest day of the week to fly from Chicago Midway Airport to New Orleans, it is 13% cheaper than the average day. Thursday is the most expensive day with flight prices 10% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago Midway Airport to New Orleans?

  • January is the cheapest month to fly from Chicago Midway Airport to New Orleans at $290 round-trip.
  • April ($458) and June ($430) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 57% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago Midway Airport to New Orleans the cheapest?

Flights from Chicago Midway Airport to New Orleans are cheapest 9 weeks before departure. Booking in this window typically costs about 39% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Midway to New Orleans

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Daniel Scheffler

Daniel Scheffler

Expert on MSY

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Key details for Chicago Midway Airport to New Orleans flights

Low season

August

Cheapest flight

$116
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Chicago Midway Airport to New Orleans

When to book flights from Midway to New Orleans

Are your dates flexible? Find out the best times to travel from Midway to New Orleans based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago Midway Airport to New Orleans flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airlines offer extra legroom and free seat selection on Chicago Midway Airport to New Orleans flights?

    Among airlines operating Chicago Midway Airport to New Orleans flights:

    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago Midway Airport to New Orleans?

    Only Southwest operates flights between Chicago Midway Airport and New Orleans.

  • Which airports can I use when flying from Chicago Midway Airport to New Orleans?

    Flights from Chicago Midway Airport to New Orleans usually depart from Chicago Midway (MDW) and arrive at New Orleans Louis Armstrong (MSY).

  • Which airlines include bags at no extra cost on Chicago Midway Airport to New Orleans flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago Midway Airport to New Orleans?

    Only Economy Class is available on flights from Chicago Midway Airport to New Orleans.

  • How much can I save by taking a layover when flying from Chicago Midway Airport to New Orleans?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $268 round-trip via Denver Intl (DEN), compared to $392 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago Midway Airport to New Orleans?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to New Orleans?

    The Airbus A320-100/200 family is used most often on this route, operated mainly by Spirit Airlines and United Airlines. Other aircraft seen on the route include Boeing 737 MAX 8 variants.

  • Which airports do connecting flights from Chicago Midway Airport to New Orleans pass through?

    One-stop flights from Chicago Midway Airport to New Orleans most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 63% of one-stop connections
    • Houston Hobby (HOU) - 21% of one-stop connections
    • Lambert-St Louis (STL) - 8% of one-stop connections
    • Denver Intl (DEN) - 4% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago Midway Airport to New Orleans?

    Yes. Being flexible with your travel dates can save you up to 21% on the Chicago Midway Airport to New Orleans route. Tuesday is the cheapest departure day at $341 round-trip on average, while Thursday is the most expensive at $428, a difference of $87. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago Midway Airport to New Orleans?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago Midway Airport to New Orleans route, 20% of flights were delayed in the past 3 months, with delays averaging 1 hour 56 minutes.

  • How are flight departures from Chicago Midway Airport to New Orleans spread across the day?

    Morning is the busiest departure period on Chicago Midway Airport to New Orleans flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

  • What popular places can I visit in New Orleans?

    Some of the most popular sights in New Orleans are Bourbon Street, New Orleans Morial Convention Center and Caesars Superdome. These are among the most viewed places in New Orleans on KAYAK.

  • What are the earliest and latest flights from Chicago Midway Airport to New Orleans?

    These are the earliest and latest flight times available from Chicago Midway Airport to New Orleans:

    • Earliest: departs at 5:25 am and lands at 7:42 am
    • Latest: departs at 10:25 pm and lands at 12:42 am.

    The flight takes about 2h 17m.

  • How expensive are last-minute Chicago Midway Airport to New Orleans flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 35% above the route average of $389. Book 9 weeks before departure for the lowest fares.

  • How long is a flight from Chicago Midway Airport to New Orleans?

    A nonstop flight from Chicago Midway Airport to New Orleans takes 2h 17m, covering 827 miles.

  • Do I need a passport to fly from Chicago Midway Airport to New Orleans?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • How are flight prices from Chicago Midway Airport to New Orleans looking right now?

    One-way fares from Chicago Midway Airport to New Orleans are currently lower than usual. Average one-way flight prices are about $129, which is 36% below the typical average for this route.

  • How does Southwest’s on-time performance compare to other airlines on Chicago Midway Airport to New Orleans flights?

    Southwest is the only airline operating Chicago Midway Airport to New Orleans flights. 80% of its flights are on time.

  • How do delay rates compare for morning and evening flights from Chicago Midway Airport to New Orleans?

    Morning flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago Midway Airport to New Orleans?

    Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 32m, compared with 4h 49m via Houston Hobby (HOU) and 6h 02m via Denver Intl (DEN).

  • What car rental options are available at New Orleans Louis Armstrong Airport (MSY)?

    New Orleans Louis Armstrong Airport (MSY) hosts 5 major car rental companies, with daily rates starting from around $25 for economy cars. Top options include:
    • Dollar
    • Priceless
    • Hertz
    • Thrifty
    • Budget

  • How much should I expect to pay for a Chicago Midway Airport to New Orleans flight?

    Round-trip flights from Chicago Midway Airport to New Orleans range from $297 to $482, with an average of $389 over the past 12 months. Anything below $297 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago Midway Airport to New Orleans flights?

    JetBlue is the only airline on the Chicago Midway Airport to New Orleans route offering in-flight Wi-Fi. Pricing depends on fare class.

Your guide to booking Chicago Midway Airport to New Orleans flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Thursday. On this route, Tuesday flights average $341 - about $87 less than Thursday (20% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 9 weeks before you fly. On this route, that window historically saves about 39% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to New Orleans trip for January. Fares historically average $290 round-trip in that month - typically $168 less than the most expensive month, which is April (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Denver Intl Airport (DEN) can be cheaper than flying direct. The cheapest layover option averages $268 round-trip on this route - about $124 less than direct flights (based on the last 12 months).

Prefer to fly direct from Chicago Midway Airport to New Orleans?

 
Find which airlines fly direct from Chicago Midway Airport to New Orleans Louis Armstrong Airport, which days they fly and book direct flights.

Direct departures

Chicago Midway to New Orleans Louis Armstrong

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

New Orleans Louis Armstrong to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

More options for your flight from Midway to New Orleans

Complete your trip to New Orleans with a hotel stay or car rental