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.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was CA $1,026, price is now CA $758 per person
CA $758
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
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.
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,091, price is now CA $780 per person
CA $780
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. 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 $1,104, price is now CA $801 per person
CA $801
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) 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.
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was CA $1,809, price is now CA $1,350 per person
CA $1,350
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 bars/lounges, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,244, price is now CA $939 per person
CA $939
per person
Dec 3 - Dec 6
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Top Willow Springs hotels deals

River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $261 per night
CA $261
CA $310 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
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 $250 per night
CA $250
CA $297 total
Oct 7 - Oct 8
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.
Free WiFi
Restaurant
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 $213 per night
CA $213
CA $253 total
Sep 30 - Oct 1
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
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $188 per night
CA $188
CA $223 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. 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
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $272 per night
CA $272
CA $324 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this family-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet-friendly
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
The price is CA $286 per night
CA $286
CA $381 total
Sep 25 - Sep 26
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Pool
Hot tub
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 $758. 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.