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.
Best Airline in the U.S. and North America & Best Economy Class and Low Cost Airline in North America.
New Orleans, LA to Chicago (O'Hare), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 19 travel days available.
During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our COVID-19 Travel Information page for information about potential restrictions on air travel.
Departing from: Louis Armstrong New Orleans International Airport (MSY)
Arriving at: Chicago O'Hare International Airport (ORD)
Other popular flights from New Orleans
View our interactive mapThe 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.
Start packing! Every ticketed Customer’s first two checked bags are free. 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. Looking for tours, activities, and more hidden gems to add to your Chicago (O'Hare) adventure? Explore getaways with Southwest®. 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.
To find the lowest fares by day and time to fly New Orleans to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
You can rent a car at Chicago O'Hare International Airport—book yours with your flight.
Yes! Flights from New Orleans to Chicago (O'Hare)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
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