Is the City of the Big Shoulders beckoning you from the Big Easy? Southwest Airlines is ready to get you on your way. Southwest is offering flights from Louis Armstrong New Orleans International Airport to Chicago O’Hare International Airport with prices that are hard to beat. If you have a wide travel window, explore our Low Fare Calendar to find the lowest available fares inside your travel dates. Make the most of your reservation with package deals on flights, hotels, rental cars, and more from Southwest Vacations®.
See why the Second City should be number one on your list of places to visit.
New Orleans, LA to Chicago (O'Hare), IL
departing on 3/26
one-way starting at*$124
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 19 travel days available.
|Louis Armstrong New Orleans International Airport (MSY)
|Chicago O'Hare International Airport (ORD)
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 3/1/2024 and 3/31/2024. Note: route may not operate every day of the week.
The awe-inspiring Chicago skyline seems to rise straight up from Lake Michigan. Looming above all other skyscrapers is the Willis Tower, the Western hemisphere’s tallest building. There, you can visit the Chicago Skydeck Ledge. Gather your courage and look straight down through a plexiglass floor 1,353 feet above ground.
If you prefer keeping your feet on the ground, head over to Grant Park where The Art Institute of Chicago awaits you. Dating back to 1876, it’s one of the oldest and largest fine art museums in the U.S. It’s home to some of the world’s most recognized and famous works, including Georges Seurat's A Sunday on La Grande Jatte, Pablo Picasso's The Old Guitarist, Edward Hopper's Nighthawks, and Grant Wood's American Gothic.
While you’re in Grant Park, make sure to stop by the Buckingham Fountain, and be sure to bring your camera. From April to October, there are regular water shows and evening color-light spectacles. During the holidays, it’s decked out with festive light displays.
When the sun goes down, Chicago is just getting started with a wide range of artistic and dining options. Live music lovers will want to check out Chicago’s legendary blues scene. Comedy fans can give their funny bones a workout at one of Chicago’s many comedy and improv clubs. Theatre buffs can catch touring companies’ Broadway shows or a number of local theatre options. Foodies can get their fill with restaurants that offer everything from haute cuisine to local favorites like piled-high hot dogs and deep-dish style pizza.
From iconic architecture to a wealth of cultural opportunities and world-class nightlife, whatever you’re in to, you’ll find it in Chicago.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
At Southwest, we know it takes more than great deals on Chicago (O'Hare) airfares and convenient scheduling options to make your trip memorable. So from booking to boarding, we offer services and features designed to make your travel from New Orleans to Chicago (O'Hare) the best it can be. Learn more about the Southwest® travel experience before you book your flight from Louis Armstrong New Orleans International Airport to Chicago O'Hare International Airport.
Flying with Southwest is simple and fun, no matter which of our dozens of exciting destinations you choose. When you search for your next flight to Chicago (O'Hare), know that you won’t be surprised at checkout. Low fares and no hidden fees. That's Transfarency®. And as always, two bags fly free®1. Want the latest news, information, and promotional offers from Southwest? Sign up to receive email from us. Book your flight today and know that you'll earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.
3Failure to cancel a reservation at least 10 minutes prior to departure may result in forfeited Travel Funds.
4Flight credits unexpired on or created on or after July 28, 2022, do not expire and will show an expiration date until our systems are updated. See full details here.
5Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
6Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.