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.
Sports Illustrated Resorts Chicago
Downtown Chicago
Price was CA $1,203, price is now CA $856 per person
CA $856
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.
Reviewed on Apr 14, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,577, price is now CA $1,005 per person
CA $1,005
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,123 reviews)
The staff at the Pendry are top notch. We arrived early and just wanted to drop our bags off, but the staff was able to check us in several hours early. Upon learning it was my birthday, the bell hop brought me a glass of wine from the bar and later, the staff sent up a bottle of prosecco and birthday cupcakes. Our room
Reviewed on Apr 7, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,501, price is now CA $975 per person
CA $975
per person
Jun 17 - Jun 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .
Reviewed on Apr 17, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,342, price is now CA $900 per person
CA $900
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,120 reviews)
Very nice and great location. Everyone was very nice. I would definitely stay there again!
Reviewed on Apr 17, 2026
Willow Springs Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Apr 26 to Apr 27
CA $172
CA $201 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,130 reviews)
Room was bright and open. Great view. Doorman Steve was so helpful and friendly.
Reviewed on Apr 17, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Apr 26 to Apr 27
CA $164
CA $192 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,137 reviews)
Great location. Clean room. Friendly staff. Pool was kinda chilly. But that’s the only little criticism
Reviewed on Apr 16, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $213 per night from Apr 26 to Apr 27
CA $213
CA $250 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,854 reviews)
The room was clean, and the beds were comfortable. The four reasons we chose this hotel were the location, price, pool, and included breakfast. The price was reasonable for what we experienced. The breakfast has an omelet station, which was great! The rest of the food were just average. Some foods ...
Reviewed on Apr 17, 2026
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.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Willow Springs
Skydeck - Willis Tower Admission
CA $60
per adult
98% 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.
