Willow Springs Vacations 2025/2026 from CA $844

Willow Springs flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Grand Royal Hotel O'Hare - Chicago

CA $844

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Woodfield Mall are located nearby.

Level Chicago – Old Town

Downtown Chicago

CA $1,403

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this family-friendly aparthotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Art Villa

West Town

CA $920

per person

Jan 21 - Jan 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this luxury aparthotel in Chicago. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions United Center and Chicago Riverwalk are located nearby.

Sentral Michigan Avenue

Downtown Chicago

CA $1,202

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this business-friendly aparthotel in Chicago. Enjoy a 24-hour fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Soldier Field and Millennium Park are located nearby.

Hotel Chicago Downtown, Autograph Collection by Marriott

Downtown Chicago

CA $1,004

per person

Dec 25 - Jan 1

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), room service, and a fitness center. Our guests praise the helpful staff and the comfy rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.

Top Willow Springs hotels deals

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $123

CA $144 total

Dec 21 - Dec 22

includes taxes & fees

Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Pool

Breakfast included

Palmer House a Hilton Hotel

17 E Monroe St Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $144

CA $205 total

Dec 21 - Dec 22

includes taxes & fees

Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Pool

Spa

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $117

CA $138 total

Dec 7 - Dec 8

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. 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

citizenM Chicago Downtown

80 East Wacker Place Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $150

CA $176 total

Nov 25 - Nov 26

includes taxes & fees

Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.

Free WiFi

Restaurant

Warwick Allerton - Chicago

701 North Michigan Avenue Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $112

CA $173 total

Dec 15 - Dec 16

includes taxes & fees

Book a stay at this family-friendly hotel in Chicago. Enjoy breakfast (surcharge), 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.

Free WiFi

Air conditioning

The Whitehall Hotel, BW Premier Collection

105 E Delaware Pl Chicago IL

Free cancellation

Reserve now, pay when you stay

CA $108

CA $126 total

Nov 25 - Nov 26

includes taxes & fees

Book a stay at this boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Breakfast included

Pet-friendly

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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.

Popular places to visit

Wrigley Field

4.5/5(158 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theater scene in this vibrant area.

Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

4.5/5(19 reviews)

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

McCormick Place

4.5/5(141 reviews)

During your trip, find out what's happening at McCormick Place, a top convention center in Chicago. Discover the acclaimed art scene and notable monuments in this vibrant area.

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 $844. 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.