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Now accepting reservations through November 3, 2018.

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Chicago to Las Vegas deals

Enjoy these great Chicago to Las Vegas vacation deals. Book your Las Vegas vacation package with flights from Midway with Southwest Vacations and you'll be on your way to a fun-filled vacation. We've worked with our partners to secure amazing deals to ensure everyone is a winner! Book one of our Las Vegas vacation deals from Chicago today, before they are all gone.

Las Vegas fun fact: More than 38.9 million people visit Las Vegas each year, so book your vacation to Las Vegas today, and experience the thrill of Vegas that so many people enjoy.

MDW to LAS package deals

Save big when you book your flight, hotel, and features together at Southwest Vacations. You’ll receive exclusive benefits and deals that only Southwest Vacations offers with your Chicago to Las Vegas vacation package.

Nonstop flights from MDW to LAS

Southwest Vacations offers the most nonstop flight service on Southwest Airlines to Las Vegas than any other domestic carrier. You’ll easily find a flight from Chicago Midway to Las Vegas that fits your schedule. So sit back, relax, and enjoy your nonstop flight to Las Vegas!

Featured Chicago to Las Vegas Flight + Hotel deals

  • Bellagio
    5 Stars
  • Bellagio

    Stay at the Bellagio and experience luxury!

    Features of this hotel include:
    • Witness the action on the surrounding casino floor from the Lily Bar & Lounge.
    • Experience surrealism and theatrical romance in the timeless production, "O".
    • Join in exclusive socializing with the elite community at swanky Hyde.
  • Luxor Las Vegas
    4 Stars
  • Luxor Las Vegas

    Check out the deals at the Luxor for even more savings!

    Features of this hotel include:
    • Feel young, sophisticated, stylish, and energetic at LAX Nightclub.
    • Laugh ‘til you hurt with Carrot Top the award-winning comedian.
    • Enjoy an array of services from massages to manicures at Nurture Spa.
  • The Mirage
    4.5 Stars
  • The Mirage

    Save with our current promotions at The Mirage!

    Features of this hotel include:
    • Be wowed by the incredible impersonations and ventriloquism of Terry Fator.
    • Immerse in a different type of networking and interact with the dolphins.
    • Have a hoot with the funniest comedians at Aces of Comedy.
  • ARIA Resort and Casino at CityCenter
    5 Stars
  • ARIA Resort and Casino at CityCenter

    Experience even more at Aria!

    Features of this hotel include:
    • Heighten your sense of perception and reality at Haze Nightclub.
    • Relax poolside amidst lush landscaping and expansive mountain views.
    • Balance, ease, and enhance your inner peace with a treatment at the Spa .
  • MGM Grand Hotel & Casino
    4.5 Stars
  • MGM Grand Hotel & Casino

    There’s so much to see and do at MGM Grand!

    Features of this hotel include:
    • Take a front row seat at one of our the award winning restaurants.
    • Chill at one of four pools or three Jacuzzis, or float down the lazy river.
    • Catch top-tier talent and enjoy nonstop laughs at Brad Garrett’s Comedy Club.

Why book Las Vegas from Chicago with Southwest Vacations?

Here are just some of the benefits you’ll experience when booking your Las Vegas Vacations package with Southwest Vacations:

  • Southwest Vacations is the official leisure vacation package provider for Southwest Airlines. When you book with Southwest Vacations you also experience the benefits of Southwest Airlines.
  • Your first and second bags fly free.
  • If you need assistance before, during, or after your travel we are there to help 24-hours a day.
  • If you find the price of your exact Southwest Vacations package is lower than the price you paid we’ll issue a travel credit for the difference, all you need to do is just contact us.
  • Earn Rapid Rewards Points on the flight portion for each Southwest Airlines® air-inclusive vacation itinerary booked through
  • If you realize you need to make a change to your travel dates, time, or hotel, Southwest Vacations does not charge any fees or penalties to modify your vacation package.
  • Be the first to know about the latest sales and promotions when you sign up to receive the Southwest Vacations e-mail.
  • Past Customers also receive exclusive offers throughout the year.

Not finding what you are looking for? View all Las Vegas deals

First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.

Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Hotel surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. All Rapid Rewards® rules and regulations apply. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. The Mark Travel Corporation is the tour operator for Southwest Vacations.
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