Willow Springs Vacation Packages
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Your Willow Springs Vacation
With all your travel plans organized before you go, our Willow Springs vacation packages mean you can simply focus on having a good time! One place to base yourself in this vibrant city is Little Village, which is great for cafes and shopping. If your trip to Willow Springs includes some sightseeing, drop by popular attractions like SeatGeek Stadium, Chicago Ridge Shopping Mall and Burr Ridge Village Center. Whatever your travel plans or the size of your budget, organizing a tailored Willow Springs vacation is a cinch with Expedia.
Top Willow Springs Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was CA $1,033, price is now CA $686 per person
CA $686
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,653 reviews)
Good area to walk around
Reviewed on Sep 9, 2025
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,442, price is now CA $1,443 per person
CA $1,443
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
We picked the Trump Hotel-Chicago to celebrate our 35th Wedding Anniversary mainly for the location and the amenities. The hotel EXCEEDED our expectations in every way. (1) The staff is so warm, kind, compassionate and extremely professional in such a friendly down-to-earth way. (2) The property itself is immaculate. (3) The amenities: Terrace 16- the view will take your breath away! The food/cocktails were fabulous as was the service. (3) Pablo - Director of Rooms, Curtis -Concierge were off the charts fabulous. I wish I could remember all the staff names that went out of their way to make our weekend so special. I cannot wait to stay here again. As another reviewer said: put any political opinions aside and treat yourself to a stay here. YOU WILL LOVE IT. (There is no political aura here...only a fantastic team that wants you to enjoy your stay and they go out of their way to make sure you do).
Reviewed on Sep 8, 2025
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $1,346, price is now CA $823 per person
CA $823
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Wonderful hotel and great atmosphere!
Reviewed on Sep 10, 2025
Arlo Chicago
Downtown Chicago
Price was CA $1,364, price is now CA $852 per person
CA $852
per person
Oct 20 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,844 reviews)
Had an important meeting and was expecting the restaurant to be open on time at 7:00am…it opened at 7:20….very convenient place…one staff could have been nicer and more welcoming…felt like a burden when we checked in
Reviewed on Sep 9, 2025
Park Hyatt Chicago
Downtown Chicago
Price was CA $2,413, price is now CA $1,541 per person
CA $1,541
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on Sep 8, 2025
Willow Springs Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is CA $205 per night from Sep 22 to Sep 23
CA $205
CA $240 total
Sep 22 - Sep 23
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is CA $254 per night from Sep 22 to Sep 23
CA $254
CA $298 total
Sep 22 - Sep 23
includes taxes & fees
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Sep 23 to Sep 24
CA $172
CA $226 total
Sep 23 - Sep 24
includes taxes & fees
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.
Discover the most popular places to visit in Willow Springs
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Michigan Avenue
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.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Willow Springs
Chicago Architecture Center River Cruise aboard First Lady
CA $77
per adult
96% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
