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 McCarran 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!
Average Flight Time: 3 hours 30 minutes
Departing from: McCarran International Airport (LAS)
Arriving at: Chicago Midway International Airport (MDW)
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.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
At Southwest, we know that a memorable trip from Las Vegas to Chicago is built with more than cheap flights from McCarran to Midway. That’s why we offer services and perks, from booking to boarding, that make your travel experience the best it can be. Find out more about the Southwest Experience before you book your Las Vegas to Chicago (Midway) flight.
It’s simple and fun to fly with Southwest, no matter which of our destinations you choose. And when you search for your next flight to Chicago (Midway), you’ll find low fares with no hidden fees. That’s our Transfarency® promise. Enroll in our Click 'N Save® emails and stay in the know about our latest flight deals. Looking for tours, activities, and more hidden gems? Check out Southwest Airlines® Experiences and earn Rapid Rewards® when you book.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.