
Itasca Vacation Packages
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Your Itasca Vacation
Come and experience this wonderful city for yourself with a Itasca vacation package. Consider spending a few days in the neighborhood of Jefferson Park, which is great for festivals and culture, and your time here will be nothing short of unforgettable. A trip to Itasca is an ideal opportunity to take in the sights. Be sure to stop by well-known attractions like Woodfield Mall, LEGOLAND® Discovery Center and TopGolf Chicago. Stop dreaming and start traveling. Browse the range of options on Expedia today and put your Itasca vacation plans into action!
Top Itasca Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Kimpton Gray Hotel by IHG
Downtown Chicago
Save 100% on your flight
Price was CA $2,097, price is now CA $1,465 per person
CA $1,465
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Rooms were dated and carpeting was old. There was just a sense that it had seen better days.
Beds were good.
Would not stay in that neighborhood next time.
Reviewed on Nov 6, 2026

Park Hyatt Chicago
Downtown Chicago
Save 100% on your flight
Price was CA $3,612, price is now CA $2,535 per person
CA $2,535
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott.
For example, there was a hair in the bed. When we reported it, the hotel changed the sheets and asked if we wanted to switch rooms, but no apology or other compensation was offered.
The service was fine but incredibly slow, which we experienced with three different requests. Two were for the same bath salts, which are already provided in the room, so it wasn’t a special request. We had to call twice, and they arrived after 45 to 55 minutes. For the third, I went down to the front desk to ask for a printer, and they offered to print the documents and send them to my room. After 45 minutes, I went back down, and it turned out they had completely forgotten about the request, so I had them printed right there.
The pool was dirty. On three different occasions over two days, there were toys left in the pool even after the people using them were already gone. The fruit in the gym was also old and had gone bad.
Reviewed on Nov 4, 2026

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,457, price is now CA $1,902 per person
CA $1,902
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)
Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint
Reviewed on Nov 6, 2026
Itasca Hotel Deals

Hyatt Place Itasca
1150 North Arlington Heights Road Itasca IL
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Nov 13 to Nov 14
CA $150
CA $166 total
Nov 13 - Nov 14
includes taxes & fees

Eaglewood Resort and Spa
1401 Nordic Rd Itasca IL
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Nov 25 to Nov 26
CA $170
CA $220 total
Nov 25 - Nov 26
includes taxes & fees
8.8/10 Excellent! (1,407 reviews)
"Room and hallways were always clean and tidy."
Reviewed on Nov 5, 2026

The Westin Chicago Northwest
400 Park Blvd Itasca IL
The price is CA $166 per night from Nov 22 to Nov 23
CA $166
CA $185 total
Nov 22 - Nov 23
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.
What to do in Itasca

Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.








