What's on sale
Browse all of our deals
View all deals
Where to go / What to do
Our top destinations
Browse all of our 100+ destinations
View all destinations
Shop by theme
How can we help?
Now accepting reservations through November 3, 2017.
Just a moment as we search for your
Southwest Vacations makes it easy to plan the best vacation for your budget, offering weekly deals on travel and resorts. Check out our deals page for more exciting offers.
The Tremont Chicago Hotel at Magnificent Mile
Valid departure date(s):
3/23 - 3/31
Luxury: exceptional accommodations, superior service and a full range of amenities
Superior: deluxe accommodations, excellent service and a wide variety of amenities
Standard: pleasant accommodations, good service with many amenities available
Modest: comfortable accommodations with some services and amenities
Basic: simple accommodations with few services and amenities
Hotel rating to be determined
Here are a few of our most popular Chicago resorts. Perform a search above to see all of the hotel options Southwest Vacations has to offer.
Offering spectacular views of the Chicago River, Lake Michigan or the city skyline, this grand hotel is one of Chicago's superior riverfront destinations.
Located on the Magnificent Mile this hotel offers a relaxing oasis after a day exploring the Windy City.
Set in the heart of Chicago's famed 'Loop', this vibrant hotel provides quality amenities and classic service.
Experience Chicago from an entirely different view during visits to this picturesque Chicago escape. The only lakefront hotel in Chicago, guests of the hotel are treated to spectacular views of Lake Michigan and easy access to all of the shops, dining and entertainment of nearby Navy Pier.
Located on Michigan Avenue this hotel is a historic city landmark and features a contemporary interior.
Where old world elegance blends with the modern amenities of today, this inspired hotel offers luxury travelers, spa-lovers and shopping-enthusiasts with an upscale oasis in the heart of sweet home Chicago.
Blending old world elegance, personalized service and a great location, this superior hotel has been a Chicago landmark since its opening in 1920
This lavish downtown retreat has achieved an unprecedented fusion of historic luxury and contemporary amenities. Located in the heart of Chicago's cultural core, guests of the hotel enjoy superior amenities, a selection of restaurants, an athletic club and a convenient location nearby popular museums, theaters and nightlife.
†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.
© 2017 Southwest Vacations
The Mark Travel Corporation is the tour operator for Southwest Vacations.