Explore Chicago; visit Navy Pier, the Hancock Center/Observatory, Lincoln Park Zoo; catch a baseball game; or attend one of the many festivals that take place all summer long in Chicago. Book a flight + hotel vacation package for 3 or more nights at any hotel we offer in Chicago, and save $75 per reservation when using promotion code CHICAGO75 at the time of booking! Plus, receive these additional great savings!
- Stay at participating hotels and receive reduced hotel rates of up to 35% or a FREE night.
- Add a car rental from Alamo or National, and receive a FREE double upgrade from an economy to an intermediate car or a compact to a fullsize car!^
- Save up to $120 per person, roundtrip because Bags Fly FREE† with Southwest Vacations! Even golf bags fly FREE!
Complete your Chicago vacation package by purchasing a GO Chicago Card which includes unlimited access to over 30 of Chicago's best museums, tours, and attractions; a Macy's Star Shopper - State Street shopping tour; airport transfers; and more! To add activities and tours to your reservation, click on the "Add-On" section when booking your vacation.
Book: 5/18/12 - 6/14/12 by 6:00 p.m. CT
Travel: 6/1/12 - 8/31/12
Blackout dates apply.
One-day advance purchase is required.
Customized vacation packages include:
- Roundtrip flight via Southwest Airlines® to Chicago (Midway), IL
- Hotel accommodations (including taxes)
To learn about the benefits of booking with Southwest Airlines Vacations, click here.
$75 promotion code savings apply for flight + hotel vacation packages at Chicago hotels. Savings reflected in package price when using promotion code CHICAGO75 and will also display at checkout. Promotion code intended for redemption by individual consumer only. Savings valid if booked 5/18/12 - 6/14/12 by 6:00 p.m. CT for travel 6/1/12 - 8/31/12.
^Car Rental blackout dates apply 7/9/12 - 8/13/12. Book an intermediate car and receive the economy price, or book a fullsize car and receive the compact price. Offer only valid on intermediate or fullsize cars. Local taxes, incidental charges, and optional insurance are extra and must be paid at the rental counter. All offers are based on availability and are subject to change without notice. Offer is not retroactive and other restrictions may apply.
†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag. Checked baggage fee comparison is based on Southwest = 1st and 2nd bag FREE vs. “The Other Guys” = 1st bag $25/one-way; 2nd bag $35/one-way; or 2 bags $60/one-way and $120/roundtrip. Source: farecompare.com.
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 the week. 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.