Want to take a break from the glitz of the Las Vegas strip and head to the Windy City? Southwest Airlines® has flights from Las Vegas Harry Reid International Airport to Chicago Midway International Airport that will make you feel like you’ve hit the airfare jackpot. Find your flight to Chicago (Midway) with Southwest® and book with confidence. If your upcoming excursion has flexible dates, search for flights with our Low Fare Calendar and discover the lowest fares we’ve got. Don't forget to explore Southwest Vacations® to find package deals on flights, hotels, rental cars, and more.
Check out Las Vegas to Chicago (Midway) flights and book yours now!
Las Vegas, NV to Chicago (Midway), IL
departing on 12/26
one-way starting at*$195
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 127 travel days available.
|Departing from||Harry Reid International Airport (LAS)|
|Arriving at||Chicago Midway International Airport (MDW)|
|Average flight time||3 hours 28 minutes|
|6‡||Nonstop flights per day Monday through Friday|
|5‡||Nonstop flights on Saturday|
|7‡||Nonstop flights on Sunday|
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2022 and 12/31/2022. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 12/1/2022 and 12/31/2022.
The City of the Big Shoulders is equal parts hustle and bustle and Midwestern charm. Take a colorful stroll or bike ride down a lakeshore path, explore the famous Navy Pier (including museums, restaurants, and the tourist-favorite Ferris wheel), and take in some world-class shopping on the Magnificent Mile. Plan a day—or two, or more—to explore Chicago’s many museums, including the Art Institute of Chicago, the Field Museum, and the Museum of Science and Industry. Museums not your jam? Stargaze at the Adler Planetarium or admire the marine life at the Shedd Aquarium. Architecture buffs can take in a walking tour or a Chicago River boat expedition to view the world-famous skyline from amongst its famous skyscrapers, or venture into one of the city’s many designated neighborhoods to get a peek at the Chicago Bungalow Belts.
Chicago is a sure bet for catching a great show. Broadway hits often take the show on the road and land at one of several theaters in the theater district, but there’s also plenty of home-grown theatrical greatness playing at Chicago’s Steppenwolf Theatre and Piven Theatre in near-north suburb Evanston. Laughter lovers can take in a show at the world-famous Second City and find improv, stand-up, and sketch comedy live in venues from bar back rooms to renowned theaters every night of the week. Hungry for more? Local street food favorites like pizza (thin and crispy, or deep dish for days), hot dogs (no ketchup!), and Italian beefs abound, but foodies in search of world-class cuisine often find themselves on Randolph Street’s Restaurant Row.
Las Vegas to Chicago (Midway) flights let you take in big city thrills with a side of Midwestern nice. Get the most out of your Chicago visit by exploring Southwest’s deals on rental cars and hotels. Looking for a whole vacation package? Southwest has you covered. Whether Chicago is your final destination or you’re just stopping by the Windy City before heading elsewhere, you’ll make the most of your time there when you book with Southwest.
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.
Chicago Midway International Airport is a quick 30-minute 'L' ride from downtown Chicago. Get going—adventure awaits.
At Southwest, we know it takes more than great deals on Chicago (Midway) 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 Las Vegas to Chicago (Midway) the best it can be. Learn more about the Southwest® travel experience before you book your flight from Harry Reid International Airport to Chicago Midway 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 (Midway), 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.
5Available only on WiFi-enabled aircraft. Limited-time offer. Where available.
6Internet access for $8 a day, per device. In order to provide the best experience, we block access to certain high-bandwidth applications, websites, and video conferencing services, including, but not limited to, Netflix, HBO Max, Zoom, and Microsoft Teams. In consideration of the public environment onboard, we also block potentially offensive online content.