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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,495, price is now CA $1,045 per person
CA $1,045
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very Good! (2,744 reviews)
Staff was friendly and hotel was very clean! It’s in a great location and we enjoyed our room a lot! I took off a point because when we asked for fresh towels, they never came to our room and we had to ask again. But overall very comfortable and pleasant stay!
Reviewed on Jun 7, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,026, price is now CA $1,419 per person
CA $1,419
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,585, price is now CA $1,126 per person
CA $1,126
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
Staff was amazing. Great hotel and location!
Reviewed on Jun 8, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,852, price is now CA $1,331 per person
CA $1,331
per person
Aug 11 - Aug 15
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (2,519 reviews)
Loved the location. Fitness room was a little disappointing because it’s small and the there are only 2 peloton bikes, but one was out of commission.
Reviewed on Jun 4, 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 $189 per night from Jun 29 to Jun 30
CA $189
CA $225 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,199 reviews)
"The room was nice and quiet, great location. I did feel it was overpriced."
Reviewed on Jun 8, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is CA $212 per night from Jun 28 to Jun 29
CA $212
CA $252 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,535 reviews)
"Very nice staff hotel was very clean and well maintained"
Reviewed on Jun 7, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Jun 29 to Jun 30
CA $230
CA $273 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very Good! (1,564 reviews)
"No water sold in the hotel. Instead they tried to upsell me in a package that I didn’t need. Think you need to change that policy. Our entire group of 4 rooms were disappointed."
Reviewed on Jun 7, 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
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
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
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Willow Springs
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
