Book Exclusive Willow Springs Vacation Packages

Choose one or more items to build your trip:

Willow Springs flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,827, price is now CA $1,194 per person
CA $1,194
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,541, price is now CA $1,526 per person
CA $1,526
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $6,383, price is now CA $3,985 per person
CA $3,985
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,790, price is now CA $1,764 per person
CA $1,764
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Stay at this hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $2,596, price is now CA $1,682 per person
CA $1,682
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Top Willow Springs hotels deals

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $255 per night
CA $255
CA $303 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Free cancellation
Reserve now, pay when you stay
The price is CA $279 per night
CA $279
CA $318 total
Aug 23 - Aug 24
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rosemont Theatre and Fashion Outlets of Chicago are located nearby.
Free airport shuttle
Pet-friendly
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $210 per night
CA $210
CA $249 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Navy Pier are located nearby.
Pool
Pet-friendly
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
The price is CA $263 per night
CA $263
CA $360 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $325 per night
CA $325
CA $381 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fashion Outlets of Chicago and Rosemont Theatre are located nearby.
Free airport shuttle
Pet-friendly
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $237 per night
CA $237
CA $282 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Don't see what you're looking for?
See all available properties in Willow Springs
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Willow Springs Vacations

Whether you're embarking on a short and sweet break or a lengthy vacation, it's best to know a few facts about Willow Springs before setting off.

About 17 miles (27 kilometers) to the southwest of the heart of Chicago, Willow Springs is just one of the neighborhoods that make this city so fabulous.

At last count, the population of Chicago was 2,700,000.

Places to visit in Willow Springs

The Chicago region offers lots of opportunities for outdoor fun. Why not try mountain biking while you're in the area? If you're hungry for more, don't miss the chance to go rock climbing too.

Where do you fly into for Willow Springs?

If you're going to Willow Springs, the nearest major terminal is Midway International Airport (MDW). It's roughly 8 miles (13 kilometers) to the northeast from the main area. Pick an in-flight movie, get comfortable and you'll arrive in no time at all.

Frequently asked questions

How much are vacation packages to Willow Springs?
Enjoy a fulfilling travel experience in Willow Springs with a vacation package starting from just CA $1,194. Booking tours, hotels and flights through Travelocity is so simple. On top of that, our deals will leave you with more savings for fun times.
Where can I get the best vacation package deals for Willow Springs?
Grabbing a great package deal to Willow Springs couldn't be easier with Travelocity. With as many as 400 partner airlines and 1,000,000 properties all over the globe, the choice is yours when it comes to selecting your hotels and flights.
Why should I book my Willow Springs vacation bundle with Travelocity?
Incredible savings, an abundance of amazing destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always score the best possible deal with Travelocity.
Will I save money on my Willow Springs car rental if I bundle it with a hotel or flight?
Combining your flight, car and hotel into a Willow Springs vacation package is the best way to land the best prices. Plus, having your own wheels gives you total freedom to make your way to all the landmarks you can't wait to see. Situated 72 kilometers from Willow Springs, Six Flags Great America is one attraction that should feature on your itinerary. Load up the car and make a day trip of it.
Which airport is best for Willow Springs?
There's a very good chance you'll land at O'Hare Intl. Airport (ORD), located 27 kilometers north of downtown Willow Springs. Midway Intl. Airport (MDW) (11 kilometers away from central Willow Springs) and Lewis University Airport (LOT) (24 kilometers away from central Willow Springs) are other choices.
Where should I stay when visiting Willow Springs?
The Coziest estate home 20 minutes to downtown is the first choice of many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Willow Springs vacation photos for more inspiration

A dirt path flanked by leafless trees, leading towards a distant building.
A calm lake with overhanging branches and leafless trees in the background.
A calm lake surrounded by leafless trees and a clear sky.
A sandwich with fries and a salad.