Title: CA $151 Cheap Flights from New Orleans (MSY) to Chicago (MDW) - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $151 Cheap Flights from New Orleans (MSY) to Chicago (MDW) [View CA $151 flight on Wed, Nov 5, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:MSY,to:MDW,departure:05/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:150.90&airProductToken=AQpwCjYIxJgBEgQxMjE3GMzEASDgXCicpvwCMPqm_AI4RUAAWAFqCU1BSU5CQVNJQ3IIVkFXTkEwQkcKNgjEmAESBDEwNzYY4Fwg7LABKOyn_AIw3qj8AjhFQAFYAWoJTUFJTkJBU0lDcghWQVdOQTBCRxIKCAEQARgBKgJETBgBIgQIARABKAIoAygEMAE) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago Midway Airport (MDW) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:msy,to:mdw,departure:23/10/2025TANYT&leg2=from:mdw,to:msy,departure:30/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:msy,to:mdw,departure:23/10/2025TANYT&leg2=from:mdw,to:msy,departure:30/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:msy,to:mdw,departure:23/10/2025TANYT&leg2=from:mdw,to:msy,departure:30/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from New Orleans (MSY) to Chicago (MDW) Prices were available within the past 7 days and start at CA $151 for one-way flights and CA $373 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 15 - Wed, Oct 29 MSY New Orleans MDW Chicago CA $373 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:15/10/2025TANYT&leg2=from:MDW,to:MSY,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:372.10&airProductToken=AQpGCiEIxJgBEgQxNTA2GMzEASDgXCiSt_oCMOu3-gI4RUAAWAEKIQjEmAESBDIwNjAY4Fwg7LABKKO4-gIwlbn6AjhFQAFYAQpGCiEIxJgBEgQxMDYzGOywASDgXCiM1PsCMP7U-wI4RUAAWAEKIQjEmAESBDEyMTcY4FwgzMQBKOPV-wIwv9b7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 15 - Tue, Oct 28 MSY New Orleans MDW Chicago CA $395 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:15/10/2025TANYT&leg2=from:MDW,to:MSY,departure:28/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:394.70&airProductToken=AQpGCiEIxJgBEgQxNTA2GMzEASDgXCiSt_oCMOu3-gI4RUAAWAEKIQjEmAESBDIwNjAY4Fwg7LABKKO4-gIwlbn6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCjUxvsCMMjH-wI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKJLI-wIw8cj7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 17 - Wed, Oct 29 MSY New Orleans MDW Chicago CA $400 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:17/10/2025TANYT&leg2=from:MDW,to:MSY,departure:29/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:400.00&airProductToken=AQpGCiEIxJgBEgQxMDQ3GMzEASDgXCi80PoCMKLR-gI4RUAAWAEKIQjEmAESBDEwNzYY4Fwg7LABKNDR-gIwwtL6AjhFQAFYAQpGCiEIxJgBEgQxMDYzGOywASDgXCiM1PsCMP7U-wI4RUAAWAEKIQjEmAESBDEyMTcY4FwgzMQBKOPV-wIwv9b7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 15 - Mon, Oct 27 MSY New Orleans MDW Chicago CA $416 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:15/10/2025TANYT&leg2=from:MDW,to:MSY,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:415.10&airProductToken=AQpGCiEIxJgBEgQxNTA2GMzEASDgXCiSt_oCMOu3-gI4RUAAWAEKIQjEmAESBDIwNjAY4Fwg7LABKKO4-gIwlbn6AjhFQAFYAQpGCiEIxJgBEgQzNzc4GOywASDMfCj8vPsCMOK9-wI4RUAAWAEKIQjEmAESBDI2OTUYzHwgzMQBKM6--wIw5r_7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 17 - Tue, Oct 28 MSY New Orleans MDW Chicago CA $423 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:17/10/2025TANYT&leg2=from:MDW,to:MSY,departure:28/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:422.60&airProductToken=AQpGCiEIxJgBEgQxMDQ3GMzEASDgXCi80PoCMKLR-gI4RUAAWAEKIQjEmAESBDEwNzYY4Fwg7LABKNDR-gIwwtL6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCjUxvsCMMjH-wI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKJLI-wIw8cj7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 15 - Tue, Oct 21 MSY New Orleans MDW Chicago CA $442 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:15/10/2025TANYT&leg2=from:MDW,to:MSY,departure:21/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:442.00&airProductToken=AQpGCiEIxJgBEgQxNTA2GMzEASDgXCiSt_oCMOu3-gI4RUAAWAEKIQjEmAESBDIwNjAY4Fwg7LABKKO4-gIwlbn6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCj09_oCMOj4-gI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKLL5-gIwkfr6AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 17 - Mon, Oct 27 MSY New Orleans MDW Chicago CA $443 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:17/10/2025TANYT&leg2=from:MDW,to:MSY,departure:27/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:443.00&airProductToken=AQpGCiEIxJgBEgQxMDQ3GMzEASDgXCi80PoCMKLR-gI4RUAAWAEKIQjEmAESBDEwNzYY4Fwg7LABKNDR-gIwwtL6AjhFQAFYAQpGCiEIxJgBEgQzNzc4GOywASDMfCj8vPsCMOK9-wI4RUAAWAEKIQjEmAESBDI2OTUYzHwgzMQBKM6--wIw5r_7AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Wed, Oct 15 - Mon, Nov 3 MSY New Orleans MDW Chicago CA $457 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:15/10/2025TANYT&leg2=from:MDW,to:MSY,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:457.00&airProductToken=AQpGCiEIxJgBEgQxNTA2GMzEASDgXCiSt_oCMOu3-gI4RUAAWAEKIQjEmAESBDIwNjAY4Fwg7LABKKO4-gIwlbn6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCjQivwCMMSL_AI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKI6M_AIw7Yz8AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 17 - Tue, Oct 21 MSY New Orleans MDW Chicago CA $470 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:17/10/2025TANYT&leg2=from:MDW,to:MSY,departure:21/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:469.90&airProductToken=AQpGCiEIxJgBEgQxMDQ3GMzEASDgXCi80PoCMKLR-gI4RUAAWAEKIQjEmAESBDEwNzYY4Fwg7LABKNDR-gIwwtL6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCj09_oCMOj4-gI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKLL5-gIwkfr6AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Oct 17 - Mon, Nov 3 MSY New Orleans MDW Chicago CA $485 Roundtrip found 13 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:MSY,to:MDW,departure:17/10/2025TANYT&leg2=from:MDW,to:MSY,departure:03/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:485.00&airProductToken=AQpGCiEIxJgBEgQxMDQ3GMzEASDgXCi80PoCMKLR-gI4RUAAWAEKIQjEmAESBDEwNzYY4Fwg7LABKNDR-gIwwtL6AjhFQAFYAQpGCiEIxJgBEgQyNDAwGOywASDgXCjQivwCMMSL_AI4RUAAWAEKIQjEmAESBDE1MDYY4FwgzMQBKI6M_AIw7Yz8AjhFQAFYARIKCAEQARgBKgJETBgBIgQIARABKAQwAQ) ## Find the cheapest month to fly from New Orleans (MSY) to Chicago (MDW) ### January is typically the cheapest month to fly From CA $178 - CA $1,042 per traveller. ## Frequently asked questions ### How much is a flight from Louis Armstrong New Orleans Intl. Airport (MSY) to MDW? > Based on airfares listed within the last 7 days on Expedia for flights departing within the next year, round-trip flights between Louis Armstrong New Orleans Intl. Airport and Midway Airport start from CA $373. Make your booking ASAP to score the best price for your exciting adventure. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from Louis Armstrong New Orleans Intl. Airport (MSY) to MDW? > The majority of flights can be cancelled online, but every airline has a different set of terms and conditions. If you do decide to cancel your flight, check out our [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago Airport that have flexible change policies? > Use our "No change fees" filter to find flexible travel options for your flight from Louis Armstrong New Orleans Intl. Airport to Chicago Airport. This allows you to lock in a fantastic price in advance and still have the freedom to make changes without any extra fees. Fare adjustments may apply if your new flight is more expensive. ### How many hours is the flight from Louis Armstrong New Orleans Intl. Airport to Midway Airport? > Get comfortable, select an in-flight TV show and 4 hours and 49 minutes will fly by before you know it. That's how long it takes to jet to Midway Intl. Airport (MDW) from Louis Armstrong New Orleans Intl. Airport. ### How far is the flight from MSY to Chicago Airport? > You can forget about a movie marathon on this flight — it's just 1,350 kilometres from Kenner to Chicago. Find your seat, order a drink and you'll be there in no time. ### Which airlines fly direct from Louis Armstrong New Orleans Intl. Airport to Midway Airport? > Southwest Airlines (WN) will fly you from Louis Armstrong New Orleans Intl. Airport to MDW comfortably and safely. Choose from 65 flights each month on this route. ### Are MSY to MDW flight tickets cheaper when they're purchased at the last minute? > Booking your trip from Louis Armstrong New Orleans Intl. Airport to Chicago Airport at the last minute could save you some serious cash. However, it might cost you a whole lot more! If you'd rather avoid the risk, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to a year in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia. ## Travel information | Origin airport | Louis Armstrong New Orleans Intl. | | --- | --- | | Destination airport | Midway Intl. | | Roundtrip price | CA $372 | | Distance | 1323 km | | Average flight time | 2 hours 46 mins | ## Book with confidence ### New Orleans to Chicago Flights **The easy way to book your flights from New Orleans to Chicago**  With Expedia, it’s simple to find and book flights to Chicago from New Orleans whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Southwest Airlines nonstop flights to Midway Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from New Orleans to Chicago today, tomorrow, or this week.   **Save dollars with cheap flights from Louis Armstrong New Orleans Intl., MSY to Midway Intl., MDW**  Sort your search results by price to find great deals on your flight from New Orleans to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from New Orleans currently is just CA $373 rising to CA $613.   Here are more money-saving tips:  - Fly in October when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Chicago   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Chicago from New Orleans**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today. \*Available to Expedia members.