Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Las Vegas to Chicago (Midway) now!
Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Las Vegas to Chicago (Midway) now!
Las Vegas, NV to Chicago (Midway), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 20 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
We make bag-checking a breeze with our flexible baggage policy. Here’s how to make your journey even smoother:
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Fare | Fly one-way from $110 (departing on 1/29)* |
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Departing from | Harry Reid International Airport (LAS) |
Arriving at | Chicago Midway International Airport (MDW) |
Average flight time | 3 hours 30 minutes |
Distance | 1521 miles |
156† | Weekly flights |
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5‡ | Nonstop flights per day Monday through Friday |
5 ‡ | Nonstop flights on Saturday |
6 ‡ | Nonstop flights on Sunday |
Other popular flights from Las Vegas:
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 1/1/2025 and 1/31/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 1/1/2025 and 1/31/2025.
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 20 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
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.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
3First and second checked bags. Weight and size limits apply.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
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.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.